Highland Rentals

Close

Enter dates for more accurate prices

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more

38 Houses

Great rentals within 20 miles that match your search

Distance approx 9.3 km from Highland

(1) Excellent 

    39

    NEW! 'HewLander Hideaway' w/ Lake Arrowhead Views!

    Lake Arrowhead / Cedar Glen

    Cedar Glen cottage

    4 13 min stay varies

    • 4 bedrooms
    • sleeps 13
    • min stay varies
    • Ski
    • Child Friendly
    • Air conditioning

    Price per night from

    $224

    Responds fast!
    avg. 2 hours 23 minutes

    Price per night from

    $224

    Distance approx 19.52 km from Highland

    (2) Excellent 

      19

      Group Getaway in Big Bear

      California / Big Bear Region

      Big Bear Region house

      5 14 1 night min

      • 5 bedrooms
      • sleeps 14
      • 1 night min
      • Child Friendly
      • Ask about pets

      Price per night from

      $325

      Price per night from

      $325

      Distance approx 8.56 km from Highland

      (3) Excellent 

        42

        Breathtaking Vintage 1930s Cabin Nestled in the Forest

        Lake Arrowhead / Skyforest

        Skyforest house

        2 4 min stay varies

        • 2 bedrooms
        • sleeps 4
        • min stay varies
        • Ski
        • Child Friendly
        • Pet Friendly

        Price per night from

        $207

        Price per night from

        $207

        Distance approx 10.47 km from Highland

          30

          NEW! Lake Arrowhead Home w/Jacuzzi-2 Mi. to Lake!

          California / Lake Arrowhead

          Lake Arrowhead house

          3 8 min stay varies

          • 3 bedrooms
          • sleeps 8
          • min stay varies
          • Child Friendly

          Price per night from

          $241

          Responds fast!
          avg. 22 minutes

          Price per night from

          $241

          Distance approx 10.33 km from Highland

          (1) Excellent 

            36

            Lake Arrowhead House - 5 Minute Walk to the Lake!

            California / Lake Arrowhead

            Lake Arrowhead house

            4 11 min stay varies

            • 4 bedrooms
            • sleeps 11
            • min stay varies
            • Child Friendly
            • Air conditioning

            Price per night from

            $224

            Responds fast!
            avg. 9 minutes

            Price per night from

            $224

            Distance approx 8.93 km from Highland

              34

              Spacious Mountain Home - 15 Min to Lake Arrowhead!

              California / Running Springs

              Running Springs house

              2 8 min stay varies

              • 2 bedrooms
              • sleeps 8
              • min stay varies
              • Ski
              • Child Friendly

              Price per night from

              $230

              Responds fast!
              avg. 21 minutes

              Price per night from

              $230

              Distance approx 18.77 km from Highland

                27

                NEW LISTING! Dog-friendly cabin w/full kitchen, gas fireplace, & furnished patio

                Big Bear Region / Big Bear Lake

                Big Bear Lake house

                2 5 min stay varies

                • 2 bedrooms
                • sleeps 5
                • min stay varies
                • Child Friendly
                • Car not necessary
                • Pet Friendly

                Price per night from

                $162

                Responds fast!
                avg. 1 hour 55 minutes

                Price per night from

                $162

                Distance approx 9.78 km from Highland

                  24

                  Cabin w/Mtn Views & Deck-5 Mins To Arrowbear Lake!

                  California / Green Valley Lake

                  Green Valley Lake log cabin

                  2 7 min stay varies

                  • 2 bedrooms
                  • sleeps 7
                  • min stay varies
                  • Ski
                  • Child Friendly

                  Price per night from

                  $149

                  Responds fast!
                  avg. 21 minutes

                  Price per night from

                  $149

                  Distance approx 9 km from Highland

                  (12) Very Good 

                  Certificate of Excellence

                    35

                    Lake Gregory Paradise

                    California / Crestline

                    Crestline cottage

                    3 8 min stay varies

                    • 3 bedrooms
                    • sleeps 8
                    • min stay varies
                    • Beach / lakeside relaxation
                    • Nearest beach 2 mi
                    • Child Friendly

                    Certificate of Excellence

                    Price per night from

                    $91

                    Responds fast!
                    avg. 1 hour 33 minutes

                    Price per night from

                    $91

                    Distance approx 7.75 km from Highland Show on Map

                      14

                      Large comfortable 4 bedroom home conveniently located

                      California / Rialto

                      Rialto house

                      4 12 2 nights min

                      • 4 bedrooms
                      • sleeps 12
                      • 2 nights min
                      • Child Friendly
                      • Air conditioning
                      • Private garden

                      Price per night from

                      $224

                      Price per night from

                      $224

                      Distance approx 8.97 km from Highland

                        32

                        NEW! Home w/Decks 1 Mi. to Lake Arrowhead Village!

                        Lake Arrowhead / Skyforest

                        Skyforest house

                        3 8 min stay varies

                        • 3 bedrooms
                        • sleeps 8
                        • min stay varies
                        • Ski
                        • Child Friendly

                        Price per night from

                        $230

                        Responds fast!
                        avg. 21 minutes

                        Price per night from

                        $230

                        Distance approx 8.98 km from Highland

                          30

                          Large Lake Arrowhead Cedar Chalet w/ Lake Access!

                          California / Lake Arrowhead

                          Lake Arrowhead house

                          3 10 min stay varies

                          • 3 bedrooms
                          • sleeps 10
                          • min stay varies
                          • Ski
                          • Child Friendly
                          • Pet Friendly

                          Price per night from

                          $413

                          Responds fast!
                          avg. 9 minutes

                          Price per night from

                          $413

                          Distance approx 18.62 km from Highland

                            0

                            Dog-friendly, adorable mountain home with yard, great location

                            California / Big Bear Region

                            Big Bear Region house

                            2 5 min stay varies

                            • 2 bedrooms
                            • sleeps 5
                            • min stay varies
                            • Child Friendly
                            • Car not necessary
                            • Pet Friendly

                            Price per night from

                            $92

                            Responds fast!
                            avg. 1 hour 28 minutes

                            Price per night from

                            $92

                            Distance approx 18.48 km from Highland

                            (2) Excellent 

                              26

                              Cabin w/Deck,Hot Tub, WiFi - Walk to Big Bear Lake

                              Big Bear Region / Fawnskin

                              Fawnskin log cabin

                              2 6 min stay varies

                              • 2 bedrooms
                              • sleeps 6
                              • min stay varies
                              • Ski
                              • Child Friendly

                              Price per night from

                              $155

                              Responds fast!
                              avg. 21 minutes

                              Price per night from

                              $155

                              Distance approx 8.82 km from Highland

                                0

                                NEW LISTING! Gorgeous hillside home w/private hot tub & game room - dogs ok

                                California / Lake Arrowhead

                                Lake Arrowhead house

                                3 10 min stay varies

                                • 3 bedrooms
                                • sleeps 10
                                • min stay varies
                                • Child Friendly
                                • Car not necessary
                                • Pet Friendly

                                Price per night from

                                $152

                                Responds fast!
                                avg. 2 hours 30 minutes

                                Price per night from

                                $152

                                Distance approx 9.88 km from Highland

                                  31

                                  Great Home with 3 Decks & Views of Lake Arrowhead!

                                  California / Lake Arrowhead

                                  Lake Arrowhead house

                                  5 16 min stay varies

                                  • 5 bedrooms
                                  • sleeps 16
                                  • min stay varies
                                  • Ski
                                  • Child Friendly

                                  Price per night from

                                  $499

                                  Responds fast!
                                  avg. 21 minutes

                                  Price per night from

                                  $499

                                  Distance approx 19.37 km from Highland

                                    39

                                    5 Bdrm, 2.5 acre Ranch! Sleeps 10! 5 bdrm, 3 bath Ranch! 10 minutes to lake

                                    California / Big Bear Region

                                    Big Bear Region house

                                    5 12 min stay varies

                                    • 5 bedrooms
                                    • sleeps 12
                                    • min stay varies
                                    • Child Friendly
                                    • Pet Friendly

                                    Price per night from

                                    $236

                                    Price per night from

                                    $236

                                    Distance approx 8.31 km from Highland Show on Map

                                    (1) Excellent 

                                      26

                                      The Treehouse on the Moon is your mountain retreat

                                      California / Lake Arrowhead

                                      Lake Arrowhead house

                                      3 6 min stay varies

                                      • 3 bedrooms
                                      • sleeps 6
                                      • min stay varies
                                      • Child Friendly
                                      • Pet Friendly

                                      Price per night from

                                      $121

                                      Responds fast!
                                      avg. 19 minutes

                                      Price per night from

                                      $121

                                      Distance approx 8.39 km from Highland Show on Map

                                      (4) Excellent 

                                        16

                                        Charming Cabin Nestled Among the Pines and Dogwoods

                                        California / Lake Arrowhead

                                        Lake Arrowhead log cabin

                                        3 5 min stay varies

                                        • 3 bedrooms
                                        • sleeps 5
                                        • min stay varies
                                        • Child Friendly
                                        • Pet Friendly
                                        “Super charming Cabin in the woods” We spent a lovely, albeit too short, weekend in this beautiful cabin in the woods- The location is perfect, close to places to eat, shop, etc, but when you are ensconced in the cabin, or on it's deck, you feel like
                                        …see more

                                        Price per night from

                                        $224

                                        Price per night from

                                        $224

                                        Distance approx 9.24 km from Highland

                                          18

                                          Great 4 bd located on Village Bay. Enjoy private beach, kayaks, and SUP.

                                          California / Lake Arrowhead

                                          Lake Arrowhead condo

                                          4 8 2 nights min

                                          • 4 bedrooms
                                          • sleeps 8
                                          • 2 nights min
                                          • Beach / lakeside relaxation
                                          • Child Friendly

                                          Price per night from

                                          $428

                                          Responds fast!
                                          avg. 56 minutes

                                          Price per night from

                                          $428

                                          Distance approx 12.97 km from Highland

                                          (1) Very Good 

                                            24

                                            CALIFORNIA DREAMING

                                            California / Moreno Valley

                                            Moreno Valley house

                                            3 10 1 night min

                                            • 3 bedrooms
                                            • sleeps 10
                                            • 1 night min
                                            • Swimming pool
                                            • Child Friendly
                                            • Air conditioning

                                            Price per night from

                                            $158

                                            Price per night from

                                            $158

                                            Distance approx 19.07 km from Highland

                                              27

                                              Blue Moon Lake Lodge with best view on the lake!

                                              Big Bear Region / Fawnskin

                                              Fawnskin house

                                              4 12 2 nights min

                                              • 4 bedrooms
                                              • sleeps 12
                                              • 2 nights min
                                              • Beach / lakeside relaxation
                                              • Child Friendly
                                              • Pet Friendly

                                              Price per night from

                                              $945

                                              Responds fast!
                                              avg. 3 hours 10 minutes

                                              Price per night from

                                              $945

                                              Distance approx 18.77 km from Highland

                                                28

                                                Renovated Rustic Retreat w/Gorgeous Lake Views - Spa, Game Room, Walk to VLG

                                                Big Bear Region / Big Bear Lake

                                                Big Bear Lake house

                                                4 9 min stay varies

                                                • 4 bedrooms
                                                • sleeps 9
                                                • min stay varies
                                                • Child Friendly
                                                • Pet Friendly

                                                Price per night from

                                                $350

                                                Price per night from

                                                $350

                                                Distance approx 9.09 km from Highland

                                                (20) Excellent 

                                                  46

                                                  Spectacular Lake n Village View - Beach Pass -WiFi

                                                  California / Lake Arrowhead

                                                  Lake Arrowhead apartment

                                                  2 4 min stay varies

                                                  • 2 bedrooms
                                                  • sleeps 4
                                                  • min stay varies
                                                  • Nearest beach 89 mi
                                                  • Swimming pool
                                                  • Ask about children
                                                  “Great Stay” Condo was well furnished and can comfortably fit 4. Went up in the winter. Heater/fireplace worked well and the view from the balcony was beautiful. Walking distance from both upper and lower village. Kay was easy to get a hold of and took
                                                  …see more

                                                  Price per night from

                                                  $201

                                                  Price per night from

                                                  $201

                                                  Distance approx 10.41 km from Highland

                                                    24

                                                    Lake Arrowhead House w/2 Decks Gorgeous Mtn Views!

                                                    California / Lake Arrowhead

                                                    Lake Arrowhead house

                                                    4 10 min stay varies

                                                    • 4 bedrooms
                                                    • sleeps 10
                                                    • min stay varies
                                                    • Ski
                                                    • Child Friendly
                                                    • Air conditioning

                                                    Price per night from

                                                    $339

                                                    Responds fast!
                                                    avg. 21 minutes

                                                    Price per night from

                                                    $339

                                                    Distance approx 18.57 km from Highland

                                                    (27) Excellent 

                                                    Certificate of Excellence

                                                      15

                                                      Laken Haus, Best house on the Lake with dock!!!

                                                      California / Big Bear Region

                                                      Big Bear Region house

                                                      3 10 min stay varies

                                                      • 3 bedrooms
                                                      • sleeps 10
                                                      • min stay varies
                                                      • Beach / lakeside relaxation
                                                      • Child Friendly
                                                      • Car not necessary
                                                      “Absolutely perfect!” We recently stayed here for Thanksgiving break and we had the best time! The house location was so peaceful and away from the busy areas but also only a 5-10 min. drive to wherever you needed to go. We cooked a full thanksgiving d
                                                      …see more

                                                      Certificate of Excellence

                                                      Price per night from

                                                      $451

                                                      Responds fast!
                                                      avg. 3 hours 40 minutes

                                                      Price per night from

                                                      $451

                                                      Distance approx 9.65 km from Highland

                                                      (9) Excellent 

                                                        30

                                                        NICE VACATION CABIN IN LAKE ARROWHEAD

                                                        California / Lake Arrowhead

                                                        Lake Arrowhead house

                                                        3 10 2 nights min

                                                        • 3 bedrooms
                                                        • sleeps 10
                                                        • 2 nights min
                                                        • Beach / lakeside relaxation
                                                        • Swimming pool
                                                        • Ski

                                                        Price per night from

                                                        $149

                                                        Responds fast!
                                                        avg. 2 hours 29 minutes

                                                        Price per night from

                                                        $149

                                                        Distance approx 18.76 km from Highland

                                                          48

                                                          The Lake House at the Shores of Big Bear Lake

                                                          Big Bear Region / Big Bear Lake

                                                          Big Bear Lake house

                                                          3 14 min stay varies

                                                          • 3 bedrooms
                                                          • sleeps 14
                                                          • min stay varies
                                                          • Beach / lakeside relaxation
                                                          • Ski
                                                          • Child Friendly

                                                          Price per night from

                                                          $487

                                                          Responds fast!
                                                          avg. 2 hours 17 minutes

                                                          Price per night from

                                                          $487

                                                          Distance approx 19.13 km from Highland

                                                          (60) Excellent 

                                                            24

                                                            4 Seasons Of Fun Spa Big Bear Marina Village Lake

                                                            Big Bear Region / Big Bear Lake

                                                            Big Bear Lake house

                                                            3 8 min stay varies

                                                            • 3 bedrooms
                                                            • sleeps 8
                                                            • min stay varies
                                                            • Beach / lakeside relaxation
                                                            • Nearest beach 2 mi
                                                            • Ski
                                                            “Excellent Cabin in a brilliant location” We have stayed in many rental properties in the UK and Europe extensively as well as the US and without a doubt this is right up there battling for first place as the top home from home to meet our holiday need
                                                            …see more

                                                            Price per night from

                                                            $207

                                                            Responds fast!
                                                            avg. 2 hours 33 minutes

                                                            Price per night from

                                                            $207

                                                            Distance approx 8.65 km from Highland

                                                            (3) Excellent 

                                                              22

                                                              Stunning Hillside Haven with Lake Arrowhead Passes

                                                              California / Lake Arrowhead

                                                              Lake Arrowhead house

                                                              3 12 2 nights min

                                                              • 3 bedrooms
                                                              • sleeps 12
                                                              • 2 nights min
                                                              • Child Friendly

                                                              Price per night from

                                                              $144

                                                              Price per night from

                                                              $144

                                                              Distance approx 8.88 km from Highland

                                                              (30) Excellent 

                                                              Certificate of Excellence

                                                                53

                                                                Cozy Cottage/HOT TUB!/Propane Fire Ring/Beach Club Pass - Fri & Sat 2-nite min

                                                                California / Lake Arrowhead

                                                                Lake Arrowhead cottage

                                                                2 6 min stay varies

                                                                • 2 bedrooms
                                                                • sleeps 6
                                                                • min stay varies
                                                                • Child Friendly
                                                                • Pet Friendly
                                                                • Private garden
                                                                “Cozy cabin fun” Loved this place super clean and comfy! The cozy cottage exceeded my expectations by far the best place to stay and very homey.Mary Ann is right on the ball with speedy email responses and clear instructions in where everything is loca
                                                                …see more

                                                                Certificate of Excellence

                                                                Price per night from

                                                                $224

                                                                Responds fast!
                                                                avg. 2 hours 34 minutes

                                                                Price per night from

                                                                $224

                                                                Distance approx 10.76 km from Highland

                                                                  26

                                                                  Yosemite House - V069

                                                                  California / Lake Arrowhead

                                                                  Lake Arrowhead house

                                                                  3 10 min stay varies

                                                                  • 3 bedrooms
                                                                  • sleeps 10
                                                                  • min stay varies
                                                                  • Child Friendly
                                                                  • Car not necessary

                                                                  Price per night from

                                                                  $735

                                                                  Price per night from

                                                                  $735

                                                                  Distance approx 9.17 km from Highland

                                                                    11

                                                                    Mint Fawn Cabin with Pool and Hot tub!!

                                                                    California / Crestline

                                                                    Crestline log cabin

                                                                    1 4 1 night min

                                                                    • 1 bedroom
                                                                    • sleeps 4
                                                                    • 1 night min
                                                                    • Child Friendly

                                                                    Price per night from

                                                                    $182

                                                                    Responds fast!
                                                                    avg. 2 hours 2 minutes

                                                                    Price per night from

                                                                    $182

                                                                    Distance approx 9.14 km from Highland

                                                                      24

                                                                      Cabin w/Mtn & Tree Views-1 Mile to Lake Arrowhead!

                                                                      California / Lake Arrowhead

                                                                      Lake Arrowhead log cabin

                                                                      3 10 3 nights min

                                                                      • 3 bedrooms
                                                                      • sleeps 10
                                                                      • 3 nights min
                                                                      • Ski
                                                                      • Child Friendly

                                                                      Price per night from

                                                                      $188

                                                                      Responds fast!
                                                                      avg. 9 minutes

                                                                      Price per night from

                                                                      $188

                                                                      Distance approx 10.31 km from Highland

                                                                      (4) Excellent 

                                                                        44

                                                                        Luxury House * Lake Access * Beach Access

                                                                        Lake Arrowhead / Blue Jay

                                                                        Blue Jay house

                                                                        5 16 min stay varies

                                                                        • 5 bedrooms
                                                                        • sleeps 16
                                                                        • min stay varies
                                                                        • Child Friendly
                                                                        • Pet Friendly
                                                                        • Private garden
                                                                        “We had a good time” The house was nice and big. Out family really enjoyed the get away mini vacation. Highly recommend for a big group like our.
                                                                        …see more

                                                                        Price per night from

                                                                        $286

                                                                        Responds fast!
                                                                        avg. 1 hour 42 minutes

                                                                        Price per night from

                                                                        $286

                                                                        Distance approx 10.72 km from Highland

                                                                        (17) Excellent 

                                                                          46

                                                                          Yellowstone Lodge - Classic Arrowhead Retreat

                                                                          California / Lake Arrowhead

                                                                          Lake Arrowhead lodge

                                                                          4 12 min stay varies

                                                                          • 4 bedrooms
                                                                          • sleeps 12
                                                                          • min stay varies
                                                                          • Nearest beach 3 mi
                                                                          • Child Friendly
                                                                          • Car not necessary
                                                                          “Great family spot” We visited for a quick weekend getaway with our two small children and family dog. The cabin is huge, comfortable, and has a nice variety of amenities. The owners made everything about the stay easy and worry-free. Great for a famil
                                                                          …see more

                                                                          Price per night from

                                                                          $224

                                                                          Responds fast!
                                                                          avg. 3 hours 19 minutes

                                                                          Price per night from

                                                                          $224

                                                                          Distance approx 10.18 km from Highland

                                                                          (7) Excellent 

                                                                            44

                                                                            Ironwood Inn - Enjoy the majestic mountain and relaxing, beautiful lake settings

                                                                            Lake Arrowhead / Blue Jay

                                                                            Blue Jay house

                                                                            3 11 min stay varies

                                                                            • 3 bedrooms
                                                                            • sleeps 11
                                                                            • min stay varies
                                                                            • Child Friendly
                                                                            • Private garden

                                                                            Price per night from

                                                                            $227

                                                                            Responds fast!
                                                                            avg. 47 minutes

                                                                            Price per night from

                                                                            $227

                                                                            Distance approx 8.96 km from Highland

                                                                            (1) Excellent 

                                                                              30

                                                                              Lofted 2BR Lake Arrowhead Cabin, Private Location!

                                                                              California / Lake Arrowhead

                                                                              Lake Arrowhead log cabin

                                                                              2 8 2 nights min

                                                                              • 2 bedrooms
                                                                              • sleeps 8
                                                                              • 2 nights min
                                                                              • Ski
                                                                              • Child Friendly
                                                                              • Pet Friendly

                                                                              Price per night from

                                                                              $230

                                                                              Responds fast!
                                                                              avg. 21 minutes

                                                                              Price per night from

                                                                              $230