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150 Houses

(12) Excellent 

    48

    Sunset Beach Haven - "Its Like Living On A Boat" - Seriously Waterfront!

    Whidbey Island / Oak Harbor

    Oak Harbor house

    2 5 min stay varies

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

    Price per night from

    $189

    Responds fast!
    avg. 1 hour 19 minutes

    Price per night from

    $189

    (34) Excellent 

      59

      Sandpiper Haven: Whidbey Island Waterfront gem - VIEWS, Kayaks, Famous Penn Cove

      Whidbey Island / Oak Harbor

      Oak Harbor house

      2 5 min stay varies

      • 2 bedrooms
      • sleeps 5
      • min stay varies
      • Beach / lakeside relaxation
      • Nearest beach 0 mi
      • Swimming pool
      “Home away from home, but better!” This house has a gorgeous view of Penn Cove, we saw bald eagles on the dock, and watched them swoop over the house to their nests in view of the deck! A thrill. The open kitchen and great room floor plan made for easy
      …see more

      Price per night from

      $195

      Responds fast!
      avg. 1 hour 19 minutes

      Price per night from

      $195

        41

        Bay-front rental w/ views & hot tub, across street from beach

        Whidbey Island / Oak Harbor

        Oak Harbor house

        1 4 min stay varies

        • 1 bedroom
        • sleeps 4
        • min stay varies
        • Child Friendly
        • Car not necessary

        Price per night from

        $92

        Responds fast!
        avg. 2 hours 53 minutes

        Price per night from

        $92

        (1) Very Good 

          17

          Stunning lodge-style home on the north shore of Penn Cove 2 bed, 2 bath(257)

          Whidbey Island / Oak Harbor

          Oak Harbor house

          2 6 min stay varies

          • 2 bedrooms
          • sleeps 6
          • min stay varies
          • Ask about children

          Price per night from

          $250

          Price per night from

          $250

          (9) Excellent 

          Certificate of Excellence

            15

            The Beach House

            Whidbey Island / Oak Harbor

            Oak Harbor house

            4 8 2 nights min

            • 4 bedrooms
            • sleeps 8
            • 2 nights min
            • Beach / lakeside relaxation
            • Nearest beach 1 mi
            • Child Friendly

            Certificate of Excellence

            Price per night from

            $229

            Responds fast!
            avg. 3 hours 54 minutes

            Price per night from

            $229

              0

              Oceanfront home with gorgeous views, easy beach access, peaceful location

              Whidbey Island / Oak Harbor

              Oak Harbor house

              3 6 2 nights min

              • 3 bedrooms
              • sleeps 6
              • 2 nights min
              • Car not necessary

              Price per night from

              $187

              Responds fast!
              avg. 2 hours 53 minutes

              Price per night from

              $187

              (4) Excellent 

              Certificate of Excellence

                26

                North Whidbey View Home - Spacious Living

                Whidbey Island / Oak Harbor

                Oak Harbor apartment

                1 4 2 nights min

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

                Certificate of Excellence

                Price per night from

                $155

                Responds fast!
                avg. 19 minutes

                Price per night from

                $155

                (1) Excellent 

                  24

                  Sea Views, Sunsets, and Beaches in Oak Harbor – Perfect for Wildlife Sighting

                  Whidbey Island / Oak Harbor

                  Oak Harbor house

                  2 6 min stay varies

                  • 2 bedrooms
                  • sleeps 6
                  • min stay varies
                  • Ask about children
                  • Pet Friendly

                  Price per night from

                  $219

                  Price per night from

                  $219

                    25

                    Modern 2BR on Waterfront with Amazing Outdoor Space and 2 Master Suites

                    Whidbey Island / Oak Harbor

                    Oak Harbor house

                    2 6 min stay varies

                    • 2 bedrooms
                    • sleeps 6
                    • min stay varies
                    • Ask about children

                    Price per night from

                    $254

                    Price per night from

                    $254

                      16

                      Bright and Spacious 3 Bedroom Home | Oak Harbor

                      Whidbey Island / Oak Harbor

                      Oak Harbor house

                      3 8 2 nights min

                      • 3 bedrooms
                      • sleeps 8
                      • 2 nights min
                      • Child Friendly
                      • Air conditioning
                      • Private garden

                      Price per night from

                      $109

                      Responds fast!
                      avg. 32 minutes

                      Price per night from

                      $109

                        31

                        Waterfront Coupeville Home on Penn Cove w/ Deck!

                        Whidbey Island / Oak Harbor

                        Oak Harbor house

                        3 8 min stay varies

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

                        Price per night from

                        $212

                        Responds fast!
                        avg. 9 minutes

                        Price per night from

                        $212

                          30

                          3BR Whidbey Island Getaway w/ Incredible Views of Skagit Bay

                          Whidbey Island / Oak Harbor

                          Oak Harbor house

                          3 8 min stay varies

                          • 3 bedrooms
                          • sleeps 8
                          • min stay varies
                          • Child Friendly
                          • Air conditioning
                          • Pet Friendly

                          Price per night from

                          $275

                          Price per night from

                          $275

                            42

                            Newly remodeled Whidbey Island home (3 bed, 2.5 bath)

                            Whidbey Island / Oak Harbor

                            Oak Harbor house

                            3 8 min stay varies

                            • 3 bedrooms
                            • sleeps 8
                            • min stay varies
                            • Ask about children

                            Price per night from

                            $175

                            Price per night from

                            $175

                              25

                              NEW! Whidbey Island Studio near Coupeville Coast!

                              Whidbey Island / Oak Harbor

                              Oak Harbor studio

                              Studio 4 min stay varies

                              • Studio
                              • sleeps 4
                              • min stay varies
                              • Child Friendly

                              Price per night from

                              $119

                              Responds fast!
                              avg. 9 minutes

                              Price per night from

                              $119

                              Great rentals within 20 miles that match your search

                              Distance approx 15.99 km from Oak Harbor

                                61

                                Beautiful high bank waterfront house on 5 acres with water views (261)

                                Whidbey Island / Greenbank

                                Greenbank house

                                3 12 min stay varies

                                • 3 bedrooms
                                • sleeps 12
                                • min stay varies
                                • Ask about children
                                • Pet Friendly

                                Price per night from

                                $500

                                Price per night from

                                $500

                                Distance approx 16.99 km from Oak Harbor

                                  26

                                  Restful retreat, beautiful view, and Bells Beach access. 2 bed, 2 bath. (247)

                                  Whidbey Island / Langley

                                  Langley house

                                  2 6 min stay varies

                                  • 2 bedrooms
                                  • sleeps 6
                                  • min stay varies
                                  • Ask about children

                                  Price per night from

                                  $145

                                  Price per night from

                                  $145

                                  Distance approx 16.13 km from Oak Harbor

                                    25

                                    Serene Port Townsend Home on Olympic Peninsula!

                                    Washington / Port Townsend

                                    Port Townsend house

                                    3 6 min stay varies

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

                                    Price per night from

                                    $178

                                    Responds fast!
                                    avg. 47 minutes

                                    Price per night from

                                    $178

                                    Distance approx 8.32 km from Oak Harbor Show on Map

                                    (1)  

                                      26

                                      Cozy A-Frame cabin in Woodsy setting near the Skagit Bay

                                      Washington / La Conner

                                      La Conner house

                                      1 6 2 nights min

                                      • 1 bedroom
                                      • sleeps 6
                                      • 2 nights min
                                      • Child Friendly
                                      • Pet Friendly

                                      Price per night from

                                      $144

                                      Responds fast!
                                      avg. 3 hours 44 minutes

                                      Price per night from

                                      $144

                                      Distance approx 19.84 km from Oak Harbor

                                      (18) Excellent 

                                        40

                                        Waterfront beach house, Kayaks, wifi, dog friendly, sunsets, gorgeous view

                                        Whidbey Island / Freeland

                                        Freeland house

                                        2 5 min stay varies

                                        • 2 bedrooms
                                        • sleeps 5
                                        • min stay varies
                                        • Beach / lakeside relaxation
                                        • Child Friendly
                                        • Air conditioning
                                        “Perfect retreat space” Within walking distance of any necessary services, yet feeling secluded, this is the perfect place to refresh, relax, rejuvenate with friends, family or lovers. Whatever the weather, you are one with the sea, the birds, the tre
                                        …see more

                                        Price per night from

                                        $229

                                        Responds fast!
                                        avg. 2 hours 20 minutes

                                        Price per night from

                                        $229

                                        Distance approx 14.56 km from Oak Harbor

                                          15

                                          Charming Lagoon Point beach cottage with peekaboo water view (237)

                                          Whidbey Island / Greenbank

                                          Greenbank studio

                                          Studio 4 min stay varies

                                          • Studio
                                          • sleeps 4
                                          • min stay varies
                                          • Ask about children

                                          Price per night from

                                          $100

                                          Price per night from

                                          $100

                                          Distance approx 17.91 km from Oak Harbor

                                          (3) Very Good 

                                            35

                                            Waterfront home with private beach access. 3 bed, 2 bath. (245)

                                            Whidbey Island / Freeland

                                            Freeland house

                                            2 6 min stay varies

                                            • 2 bedrooms
                                            • sleeps 6
                                            • min stay varies
                                            • Ask about children
                                            • Pet Friendly
                                            “Cozy opulence” We had the most amazing stay! Wonderful fireplace. Incredibly comfortable bed the most amazing view second to none on the island. This will be our rental every time we visit Whidbey if available!
                                            …see more

                                            Price per night from

                                            $210

                                            Price per night from

                                            $210

                                            Distance approx 8.89 km from Oak Harbor Show on Map

                                            (1) Average 

                                              22

                                              222 - Admirals Cove Seaside Getaway

                                              Whidbey Island / Coupeville

                                              Coupeville house

                                              3 8 min stay varies

                                              • 3 bedrooms
                                              • sleeps 8
                                              • min stay varies
                                              • Ask about children
                                              • Pet Friendly

                                              Price per night from

                                              $250

                                              Price per night from

                                              $250

                                              Distance approx 17.92 km from Oak Harbor

                                              (17) Excellent 

                                                16

                                                A waterfront home away from home on Camano Island!

                                                Washington / Camano Island

                                                Camano Island house

                                                1 4 2 nights min

                                                • 1 bedroom
                                                • sleeps 4
                                                • 2 nights min
                                                • Beach / lakeside relaxation
                                                • Nearest beach 0 mi
                                                • Ask about children
                                                “Northwest Gem” This close-to-home getaway reminded us of everything we love about living in the Northwest. Exceptionally well appointed beachfront house has stunning views of water with snow-capped mountains on horizon. Thoughtfully and stylishly ou
                                                …see more

                                                Price per night from

                                                $175

                                                Price per night from

                                                $175

                                                Distance approx 6.2 km from Oak Harbor Show on Map

                                                  24

                                                  'Sea Breeze Overlook' Camano Island Escape!

                                                  Washington / Camano Island

                                                  Camano Island house

                                                  3 4 min stay varies

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

                                                  Price per night from

                                                  $149

                                                  Responds fast!
                                                  avg. 10 minutes

                                                  Price per night from

                                                  $149

                                                  Distance approx 7.16 km from Oak Harbor Show on Map

                                                    14

                                                    Best Cabin on Madrona Beach

                                                    Washington / Camano Island

                                                    Camano Island house

                                                    1 4 2 nights min

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

                                                    Price per night from

                                                    $287

                                                    Responds fast!
                                                    avg. 1 hour 26 minutes

                                                    Price per night from

                                                    $287

                                                    Distance approx 6.51 km from Oak Harbor Show on Map

                                                    (19) Excellent 

                                                      37

                                                      SeaView Cottage on Whidbey Island

                                                      Whidbey Island / Coupeville

                                                      Coupeville cottage

                                                      2 5 min stay varies

                                                      • 2 bedrooms
                                                      • sleeps 5
                                                      • min stay varies
                                                      • Beach / lakeside relaxation
                                                      • Nearest beach 0 mi
                                                      • Swimming pool
                                                      “A real gem” My husband and I have stayed at Seaview cottage numerous times and cannot wait to return again here in a few weeks. This is by far our favorite place to come and relax and enjoy the amazing beauty that is layed out before our eyes as you
                                                      …see more

                                                      Price per night from

                                                      $212

                                                      Price per night from

                                                      $212

                                                      Distance approx 9.56 km from Oak Harbor Show on Map

                                                      (5) Very Good 

                                                        11

                                                        John's LaConner cottage

                                                        Washington / La Conner

                                                        La Conner b and b

                                                        1 2 1 night min

                                                        • 1 bedroom
                                                        • sleeps 2
                                                        • 1 night min
                                                        • Beach / lakeside relaxation
                                                        • Car not necessary

                                                        Price per night from

                                                        $81

                                                        Responds fast!
                                                        avg. 52 minutes

                                                        Price per night from

                                                        $81

                                                        Distance approx 17.18 km from Oak Harbor

                                                        (6) Excellent 

                                                          14

                                                          Waterfront Cottage - Romantic Get-Away - Private

                                                          Whidbey Island / Langley

                                                          Langley studio

                                                          Studio 3 2 nights min

                                                          • Studio
                                                          • sleeps 3
                                                          • 2 nights min
                                                          • Child Friendly

                                                          Price per night from

                                                          $207

                                                          Responds fast!
                                                          avg. 1 hour 52 minutes

                                                          Price per night from

                                                          $207

                                                          Distance approx 19.77 km from Oak Harbor

                                                          (5) Very Good 

                                                            29

                                                            187 - Mutiny Bay Condo, *******

                                                            Whidbey Island / Freeland

                                                            Freeland apartment

                                                            2 6 min stay varies

                                                            • 2 bedrooms
                                                            • sleeps 6
                                                            • min stay varies
                                                            • Swimming pool
                                                            • Ask about children
                                                            “very nice place” we loved it here. great for kids and families and the pool was very warm
                                                            …see more

                                                            Price per night from

                                                            $145

                                                            Price per night from

                                                            $145

                                                            Distance approx 6.19 km from Oak Harbor Show on Map

                                                            (13) Average 

                                                              14

                                                              Waterfront, rustic cottage for a perfect Whidbey getaway (172)

                                                              Whidbey Island / Coupeville

                                                              Coupeville cottage

                                                              2 4 min stay varies

                                                              • 2 bedrooms
                                                              • sleeps 4
                                                              • min stay varies
                                                              • Ask about children
                                                              “Great Place to Stay” My Uncle passed away recently and my Aunt and I needed a place to stay for a week. I booked this location and it was great. It meet all of our needs. If we had to book a hotel we would had spent a lot more money. We each had our o
                                                              …see more

                                                              Price per night from

                                                              $125

                                                              Price per night from

                                                              $125

                                                              Distance approx 7.15 km from Oak Harbor Show on Map

                                                                14

                                                                Fun Little Cabin

                                                                Washington / Camano Island

                                                                Camano Island house

                                                                1 4 2 nights min

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

                                                                Price per night from

                                                                $287

                                                                Responds fast!
                                                                avg. 14 minutes

                                                                Price per night from

                                                                $287

                                                                Distance approx 5.97 km from Oak Harbor Show on Map

                                                                (1) Excellent 

                                                                  24

                                                                  Cozy 2 Bedroom Cottage w/front row seat to Penn Cove Mussel Farm (244)

                                                                  Whidbey Island / Coupeville

                                                                  Coupeville cottage

                                                                  2 4 min stay varies

                                                                  • 2 bedrooms
                                                                  • sleeps 4
                                                                  • min stay varies
                                                                  • Ask about children

                                                                  Price per night from

                                                                  $100

                                                                  Price per night from

                                                                  $100

                                                                  Distance approx 14.64 km from Oak Harbor

                                                                  (1) Very Good 

                                                                    33

                                                                    NEW LISTING, views of Baby Island and Holmes Harbor. 3 bed, 2 bath (250)

                                                                    Whidbey Island / Greenbank

                                                                    Greenbank house

                                                                    3 6 min stay varies

                                                                    • 3 bedrooms
                                                                    • sleeps 6
                                                                    • min stay varies
                                                                    • Ask about children

                                                                    Price per night from

                                                                    $135

                                                                    Price per night from

                                                                    $135

                                                                    Distance approx 18.62 km from Oak Harbor

                                                                    (1) Excellent 

                                                                      19

                                                                      HIGHFOREST DOME

                                                                      Whidbey Island / Langley

                                                                      Langley house

                                                                      4 10 3 nights min

                                                                      • 4 bedrooms
                                                                      • sleeps 10
                                                                      • 3 nights min
                                                                      • Nearest beach 10 mi
                                                                      • Child Friendly
                                                                      • Air conditioning

                                                                      Price per night from

                                                                      $287

                                                                      Price per night from

                                                                      $287

                                                                      Distance approx 17.26 km from Oak Harbor

                                                                      (12) Very Good 

                                                                        25

                                                                        Kala Point,Pt Townsend - Private Gated Community

                                                                        Washington / Port Townsend

                                                                        Port Townsend apartment

                                                                        2 4 90 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 4
                                                                        • 90 nights min
                                                                        • Beach / lakeside relaxation
                                                                        • Swimming pool
                                                                        • Ask about children
                                                                        “Great location unbeatable price, loved the Old Town location” Would love to stay again! Great value and location.
                                                                        …see more

                                                                        Price per night from

                                                                        $89

                                                                        Price per night from

                                                                        $89

                                                                        Distance approx 13.38 km from Oak Harbor

                                                                          20

                                                                          DYNAMITE WATER VIEW - Watch the boats and ferries sail by - Walk Everywhere.

                                                                          Washington / Port Townsend

                                                                          Port Townsend cottage

                                                                          1 2 30 nights min

                                                                          • 1 bedroom
                                                                          • sleeps 2
                                                                          • 30 nights min
                                                                          • Private garden

                                                                          Price per night from

                                                                          $73

                                                                          Price per night from

                                                                          $73

                                                                          Distance approx 14.28 km from Oak Harbor

                                                                            14

                                                                            Charter Sailboat

                                                                            Washington / Port Townsend

                                                                            Port Townsend yacht

                                                                            3 6 3 nights min

                                                                            • 3 bedrooms
                                                                            • sleeps 6
                                                                            • 3 nights min
                                                                            • Child Friendly
                                                                            • Car not necessary
                                                                            • Pet Friendly

                                                                            Price per night from

                                                                            $3,550

                                                                            Price per night from

                                                                            $3,550

                                                                            Distance approx 15.43 km from Oak Harbor

                                                                              26

                                                                              Anacortes Old Town Retreat

                                                                              Fidalgo Island / Anacortes

                                                                              Anacortes apartment

                                                                              1 2 2 nights min

                                                                              • 1 bedroom
                                                                              • sleeps 2
                                                                              • 2 nights min
                                                                              • Private garden

                                                                              Price per night from

                                                                              $102

                                                                              Price per night from

                                                                              $102