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44 Houses

    12

    The Cabin Maine / New Hampshire border

    Maine / Upton

    Upton log cabin

    1 5 2 nights min

    • 1 bedroom
    • sleeps 5
    • 2 nights min
    • Child Friendly
    • Pet Friendly

    Price per night from

    $115

    Price per night from

    $115

    Great rentals within 20 miles that match your search

    Distance approx 17.41 km from Upton

      21

      The Fun House at Sunday River- Walk to the Slopes!- Hot Tub, Huge Kitchen, Games

      Maine / Newry

      Newry house

      6 25 min stay varies

      • 6 bedrooms
      • sleeps 25
      • min stay varies
      • Ski
      • Child Friendly
      • Pet Friendly

      Price per night from

      $516

      Price per night from

      $516

      Distance approx 14.53 km from Upton

        16

        Memory Lane Vacations ~ Four seasons in Western ME

        Maine / Andover

        Andover studio

        Studio 7 2 nights min

        • Studio
        • sleeps 7
        • 2 nights min
        • Child Friendly
        • Pet Friendly

        Price per night from

        $109

        Price per night from

        $109

        Distance approx 19.04 km from Upton

        (1) Excellent 

          16

          Luxury Condo 1.8 miles to Sunday River

          Maine / Bethel

          Bethel apartment

          2 6 min stay varies

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

          Price per night from

          $366

          Price per night from

          $366

          Distance approx 17.82 km from Upton

          (2) Very Good 

            12

            Sunday River Home

            Maine / Newry

            Newry house

            4 12 2 nights min

            • 4 bedrooms
            • sleeps 12
            • 2 nights min
            • Child Friendly
            • Pet Friendly

            Price per night from

            $430

            Price per night from

            $430

            Distance approx 17.85 km from Upton

            (17) Very Good 

              25

              Brookside & Fall Line slopeside condos at Sunday River ski resort, Newry Maine

              Maine / Newry

              Newry apartment

              1 6 min stay varies

              • 1 bedroom
              • sleeps 6
              • min stay varies
              • Nearest beach 113 mi
              • Swimming pool
              • Ski
              “Great spot to ski and stay!” Stayed here for 2 nights with 2 other couples. The cozy condo had plenty of room for the 6 of us. Very clean and organized. Great layout too. Love the fireplace, 2 bedrooms downstairs and indoor pool nearby. The condo was
              …see more

              Price per night from

              $286

              Price per night from

              $286

              Distance approx 18.01 km from Upton

              (1) Excellent 

                10

                3 Bedroom Townhouse 1 Mile to Lift

                Maine / Newry

                Newry townhouse

                3 8 4 nights min

                • 3 bedrooms
                • sleeps 8
                • 4 nights min
                • Child Friendly

                Price per night from

                $401

                Price per night from

                $401

                Distance approx 15.26 km from Upton

                (9) Excellent 

                  14

                  Great Brook Cottage

                  Maine / Newry

                  Newry cottage

                  2 5 2 nights min

                  • 2 bedrooms
                  • sleeps 5
                  • 2 nights min
                  • Ski
                  • Child Friendly
                  • Private garden
                  “Peaceful, serene fall getaway” I was recently in New England and stayed for the weekend to see the best of it. In planing my trip from Boston, I drove up through the rolling hills (I think the locals call them mountains, but I'm from the West coast)
                  …see more

                  Price per night from

                  $166

                  Responds fast!
                  avg. 1 hour 5 minutes

                  Price per night from

                  $166

                  Distance approx 19.73 km from Upton

                  (8) Very Good 

                    22

                    Kadel

                    Rangeley / Oquossoc

                    Oquossoc house

                    4 8 min stay varies

                    • 4 bedrooms
                    • sleeps 8
                    • min stay varies
                    • Child Friendly
                    • Pet Friendly
                    “We always enjoy the Kadel camp” The driving rain and wind on Sat. night (6/2) caused the roof to leak in the back bedroom with the twin beds. I believe it was just around the flashing on the exhaust chimney.It was a steady drip but only that one night
                    …see more

                    Price per night from

                    $35

                    Price per night from

                    $35

                    Distance approx 17.14 km from Upton

                      16

                      Year Round Family Vacation Getaway

                      Maine / Newry

                      Newry house

                      5 16 2 nights min

                      • 5 bedrooms
                      • sleeps 16
                      • 2 nights min
                      • Ski
                      • Child Friendly
                      • Ask about pets

                      Price per night from

                      $344

                      Responds fast!
                      avg. 1 hour 15 minutes

                      Price per night from

                      $344

                      Distance approx 15.51 km from Upton

                        130

                        Luxury Estate w/ Movie Theater, Pool, Arcade, Sauna, Billiards, Golf, Ski, etc

                        Maine / Newry

                        Newry house

                        9 26 min stay varies

                        • 9 bedrooms
                        • sleeps 26
                        • min stay varies
                        • Swimming pool
                        • Child Friendly
                        • Air conditioning

                        Price per night from

                        $180

                        Price per night from

                        $180

                        Distance approx 17.78 km from Upton

                        (8) Very Good 

                          13

                          Private beach rental near the ATV trails.

                          White Mountains / Stark

                          Stark cottage

                          3 10 2 nights min

                          • 3 bedrooms
                          • sleeps 10
                          • 2 nights min
                          • Beach / lakeside relaxation
                          • Child Friendly
                          • Pet Friendly

                          Price per night from

                          $171

                          Price per night from

                          $171

                          Distance approx 18.4 km from Upton

                            13

                            Spacious, Affordable Home minutes to Sunday River

                            Maine / Hanover

                            Hanover apartment

                            3 7 2 nights min

                            • 3 bedrooms
                            • sleeps 7
                            • 2 nights min
                            • Swimming pool
                            • Child Friendly
                            • Air conditioning

                            Price per night from

                            $172

                            Price per night from

                            $172

                            Distance approx 14.58 km from Upton

                            (1) Excellent 

                              16

                              Memory Lane Vacations ~ Cozy Country Mobile Home

                              Maine / Andover

                              Andover caravan/mobile home

                              2 6 2 nights min

                              • 2 bedrooms
                              • sleeps 6
                              • 2 nights min
                              • Child Friendly
                              • Pet Friendly

                              Price per night from

                              $109

                              Price per night from

                              $109

                              Distance approx 15.65 km from Upton

                                48

                                Solitude At Sunday River. Immaculate Custom Home on 5 Private Acres with Pond.

                                Maine / Newry

                                Newry house

                                5 15 min stay varies

                                • 5 bedrooms
                                • sleeps 15
                                • min stay varies
                                • Child Friendly
                                • Air conditioning

                                Price per night from

                                $516

                                Price per night from

                                $516

                                Distance approx 15.26 km from Upton

                                (3) Excellent 

                                  33

                                  Boyd

                                  Maine / Rangeley

                                  Rangeley house

                                  4 8 min stay varies

                                  • 4 bedrooms
                                  • sleeps 8
                                  • min stay varies
                                  • Child Friendly
                                  • Pet Friendly
                                  “right next to the boat launch!” this is a very nice location. very quiet, and far away from everything. nice big cottage, nice dock for your boat or fishing, clean lake, 4 kyacks to use anytime. nice fireplace inside and out. 2 bathrooms (no waiting).
                                  …see more

                                  Price per night from

                                  $46

                                  Price per night from

                                  $46

                                  Distance approx 17.46 km from Upton

                                    30

                                    ON MOUNTAIN, SKI IN-SKI OUT Sleeps 20 HappyTrails

                                    Maine / Newry

                                    Newry house

                                    5 20 min stay varies

                                    • 5 bedrooms
                                    • sleeps 20
                                    • min stay varies
                                    • Ski
                                    • Child Friendly
                                    • Private garden

                                    Price per night from

                                    $682

                                    Responds fast!
                                    avg. 3 hours 42 minutes

                                    Price per night from

                                    $682

                                    Distance approx 17.74 km from Upton

                                      39

                                      Two Winds

                                      Maine / Rangeley

                                      Rangeley house

                                      4 7 min stay varies

                                      • 4 bedrooms
                                      • sleeps 7
                                      • min stay varies
                                      • Child Friendly

                                      Price per night from

                                      $46

                                      Price per night from

                                      $46

                                      Distance approx 18.49 km from Upton

                                      (1) Excellent 

                                        16

                                        Camp Firefly

                                        Maine / Rangeley

                                        Rangeley house

                                        3 8 min stay varies

                                        • 3 bedrooms
                                        • sleeps 8
                                        • min stay varies
                                        • Child Friendly
                                        “It was the best!” We couldn't have asked for better accommodations, comfortable beds, fully equiped kitchen, adorable cottage, great lakefront and amazing views of mountains and water. The cottage was separated perfectly from neighbors by woods, a par
                                        …see more

                                        Price per night from

                                        $46

                                        Price per night from

                                        $46

                                        Distance approx 15.53 km from Upton

                                          32

                                          NEW! Newry Home - Fireplace - 10 Min to S. Ridge!

                                          Maine / Newry

                                          Newry house

                                          5 10 min stay varies

                                          • 5 bedrooms
                                          • sleeps 10
                                          • min stay varies
                                          • Ski
                                          • Child Friendly

                                          Price per night from

                                          $332

                                          Responds fast!
                                          avg. 47 minutes

                                          Price per night from

                                          $332

                                          Distance approx 17.94 km from Upton

                                          (2) Excellent 

                                            41

                                            Second Wind

                                            Maine / Rangeley

                                            Rangeley house

                                            6 19 min stay varies

                                            • 6 bedrooms
                                            • sleeps 19
                                            • min stay varies
                                            • Child Friendly
                                            “Wonderful Week In Rangeley” Second Wind was beyond our expectations. We had a family reunion with 15 adults and children. There was a place for everyone. We had a thoroughly enjoyable week - when it rained we lit the fireplace and hung out - we even e
                                            …see more

                                            Price per night from

                                            $75

                                            Price per night from

                                            $75

                                            Distance approx 17.5 km from Upton

                                            (6) Excellent 

                                              17

                                              Lyons

                                              Maine / Rangeley

                                              Rangeley house

                                              2 6 min stay varies

                                              • 2 bedrooms
                                              • sleeps 6
                                              • min stay varies
                                              • Child Friendly
                                              • Pet Friendly
                                              “Wonderful week on Mooselookmeguntic Lake” The Lyons camp was nice, comfortable, clean. We had great weather, 40's 50's at night, 70's 80's during the day, with a nice breeze off the lake. The kitchen was small, like a camp, there is a fridge, oven a
                                              …see more

                                              Price per night from

                                              $35

                                              Price per night from

                                              $35

                                              Distance approx 17.51 km from Upton

                                                37

                                                Beach Front Retreat

                                                Maine / Rangeley

                                                Rangeley house

                                                5 13 min stay varies

                                                • 5 bedrooms
                                                • sleeps 13
                                                • min stay varies
                                                • Child Friendly

                                                Price per night from

                                                $561

                                                Price per night from

                                                $561

                                                Distance approx 19.32 km from Upton

                                                  36

                                                  Trail's End

                                                  Maine / Rangeley

                                                  Rangeley house

                                                  3 6 min stay varies

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

                                                  Price per night from

                                                  $46

                                                  Price per night from

                                                  $46

                                                  Distance approx 17.74 km from Upton

                                                    29

                                                    Windego Lodge

                                                    Rangeley / Oquossoc

                                                    Oquossoc house

                                                    4 6 2 nights min

                                                    • 4 bedrooms
                                                    • sleeps 6
                                                    • 2 nights min
                                                    • Child Friendly

                                                    Price per night from

                                                    $308

                                                    Price per night from

                                                    $308

                                                    Distance approx 19.58 km from Upton

                                                      26

                                                      NEW! Bethel Chalet w/Hot Tub 3 Mi. to Sunday River

                                                      Maine / Bethel

                                                      Bethel house

                                                      5 12 min stay varies

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

                                                      Price per night from

                                                      $344

                                                      Responds fast!
                                                      avg. 33 minutes

                                                      Price per night from

                                                      $344

                                                      Distance approx 17.25 km from Upton

                                                        35

                                                        Tree House

                                                        Rangeley / Oquossoc

                                                        Oquossoc house

                                                        3 5 min stay varies

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

                                                        Price per night from

                                                        $35

                                                        Price per night from

                                                        $35

                                                        Distance approx 17.88 km from Upton

                                                        (2) Excellent 

                                                          9

                                                          Mooseluck

                                                          Maine / Rangeley

                                                          Rangeley house

                                                          3 6 min stay varies

                                                          • 3 bedrooms
                                                          • sleeps 6
                                                          • min stay varies
                                                          • Child Friendly
                                                          “Great Maine experience” Artful and private camp right on lake, yet near to town.
                                                          …see more

                                                          Price per night from

                                                          $35

                                                          Price per night from

                                                          $35

                                                          Distance approx 17.67 km from Upton

                                                            22

                                                            Sheldon Camp

                                                            Maine / Rangeley

                                                            Rangeley house

                                                            2 6 min stay varies

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

                                                            Price per night from

                                                            $29

                                                            Price per night from

                                                            $29

                                                            Distance approx 15.41 km from Upton

                                                            (11) Very Good 

                                                              33

                                                              Steiman

                                                              Maine / Rangeley

                                                              Rangeley house

                                                              4 12 min stay varies

                                                              • 4 bedrooms
                                                              • sleeps 12
                                                              • min stay varies
                                                              • Child Friendly
                                                              • Pet Friendly
                                                              “Great week on Mooselook!!!” I would highly recommend a stay the the Steinman. We stayed on the Lake with 8 other families and had a great week. We had 7 people stay with us and had plenty of room. The fishing was excellent, the owner left plenty of wo
                                                              …see more

                                                              Price per night from

                                                              $58

                                                              Price per night from

                                                              $58

                                                              Distance approx 19.83 km from Upton

                                                                43

                                                                Short Gap

                                                                Maine / Rangeley

                                                                Rangeley house

                                                                2 6 min stay varies

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

                                                                Price per night from

                                                                $35

                                                                Price per night from

                                                                $35

                                                                Distance approx 15.74 km from Upton

                                                                (3) Average 

                                                                  20

                                                                  Halls on Mooselookmeguntic

                                                                  Maine / Rangeley

                                                                  Rangeley house

                                                                  4 10 min stay varies

                                                                  • 4 bedrooms
                                                                  • sleeps 10
                                                                  • min stay varies
                                                                  • Child Friendly
                                                                  • Pet Friendly
                                                                  “Enjoyable and relaxing!” We chose this rental based on a recommendation of a friend and we were not disappointed. It was a great way to relax and unwind after a busy school year! The sunsets were amazing and the area was very quiet. Morton and Furbish
                                                                  …see more

                                                                  Price per night from

                                                                  $75

                                                                  Price per night from

                                                                  $75

                                                                  Distance approx 18.52 km from Upton

                                                                    9

                                                                    Freshly Updated Northern Retreat

                                                                    White Mountains / Berlin

                                                                    Berlin apartment

                                                                    1 4 2 nights min

                                                                    • 1 bedroom
                                                                    • sleeps 4
                                                                    • 2 nights min
                                                                    • Child Friendly

                                                                    Price per night from

                                                                    $115

                                                                    Price per night from

                                                                    $115

                                                                    Distance approx 15.72 km from Upton

                                                                      50

                                                                      Lake Life

                                                                      Maine / Rangeley

                                                                      Rangeley house

                                                                      3 10 min stay varies

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

                                                                      Price per night from

                                                                      $46

                                                                      Price per night from

                                                                      $46

                                                                      Distance approx 17.25 km from Upton

                                                                        22

                                                                        Loon Landing

                                                                        Rangeley / Oquossoc

                                                                        Oquossoc house

                                                                        3 6 min stay varies

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

                                                                        Price per night from

                                                                        $35

                                                                        Price per night from

                                                                        $35

                                                                        Distance approx 13.4 km from Upton

                                                                        (14) Excellent 

                                                                        Certificate of Excellence

                                                                          53

                                                                          Cozy Tiny House in Mountain Village | On ITS 82 Snowmobile Trail | Walk to Diner

                                                                          Maine / Andover

                                                                          Andover cottage

                                                                          1 4 1 night min

                                                                          • 1 bedroom
                                                                          • sleeps 4
                                                                          • 1 night min
                                                                          • Nearest beach 5 mi
                                                                          • Child Friendly
                                                                          • Air conditioning

                                                                          Certificate of Excellence

                                                                          Price per night from

                                                                          $132

                                                                          Responds fast!
                                                                          avg. 1 hour 24 minutes

                                                                          Price per night from

                                                                          $132

                                                                          Distance approx 11.46 km from Upton

                                                                          (69) Excellent 

                                                                          Certificate of Excellence

                                                                            68

                                                                            Secluded Off-grid Mountain Cabin | Panoramic Views | Snowmobile from Cabin

                                                                            Maine / Andover

                                                                            Andover log cabin

                                                                            2 4 2 nights min

                                                                            • 2 bedrooms
                                                                            • sleeps 4
                                                                            • 2 nights min
                                                                            • Child Friendly
                                                                            • Pet Friendly
                                                                            • Private garden

                                                                            Certificate of Excellence

                                                                            Price per night from

                                                                            $161

                                                                            Responds fast!
                                                                            avg. 1 hour 24 minutes

                                                                            Price per night from

                                                                            $161

                                                                            Distance approx 11.41 km from Upton

                                                                            (57) Excellent 

                                                                              58

                                                                              Remote Mountain Off Grid Log Cabin | Panoramic Views | Snowmobile from Cabin

                                                                              Maine / Andover

                                                                              Andover log cabin

                                                                              1 5 2 nights min

                                                                              • 1 bedroom
                                                                              • sleeps 5
                                                                              • 2 nights min
                                                                              • Nearest beach 10 mi
                                                                              • Child Friendly
                                                                              • Pet Friendly

                                                                              Price per night from

                                                                              $144

                                                                              Responds fast!
                                                                              avg. 1 hour 24 minutes

                                                                              Price per night from

                                                                              $144