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Results: 498 Rentals

  • Waterfront w/ Seasonal Dock! (Rendezvous Retreat)
    From $878 per night (USD)

    VRBO

    Waterfront w/ Seasonal Dock! (Rendezvous Retreat)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Enjoy this beautiful north end home with deep water dock access! Rendezvous Retreat Dock is not present beginning in Sep ...

    From $878 per night (USD)

    VRBO

    Details
  • Lopez Island, Painted Rock House #301
    From $496 per night (USD)

    Expedia

    Lopez Island, Painted Rock House #301

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    *** This home is people friendly, and not pet friendly. *** Painted Rock is our newest home addition on Lopez Island. T ...

    From $496 per night (USD)

    Expedia

    Details
  • Gramma's 2BR Home, Lake, Wooded, Hot Tub, Swim, Swings, Gated Estate, Gorgeous
    From $489 per night (USD)

    VRBO

    Gramma's 2BR Home, Lake, Wooded, Hot Tub, Swim, Swings, Gated Estate, Gorgeous

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Hot Tub, Game Room w ping pong and pool, playground, trampoline, fabulous views very PRIVATE 20 acre gated estate in the ...

    From $489 per night (USD)

    VRBO

    Details
  • 🌞Victorian Charm🌞Friendly,Not Stuffy.WalktoEverything.WIFI.#1TripAdvisor.Relax
    From $748 per night (USD)

    VRBO

    🌞Victorian Charm🌞Friendly,Not Stuffy.WalktoEverything.WIFI.#1TripAdvisor.Relax

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Please review state and local Covid-19 recommendations and restrictions while traveling. We are following the CDC's clea ...

    From $748 per night (USD)

    VRBO

    Details
  • Romantic Lummi Cottage, Secluded in the Trees with Water View & Beach Path
    From $386 per night (USD)

    VRBO

    Romantic Lummi Cottage, Secluded in the Trees with Water View & Beach Path

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Permit #96CU031 -The Lummi Cottage has a wonderful view of the water and mountains and access to our private beach. It h ...

    From $386 per night (USD)

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    Details
  • Waterfront Home, Private Beach: the Spacious & Contemporary Madrona House
    From $866 per night (USD)

    VRBO

    Waterfront Home, Private Beach: the Spacious & Contemporary Madrona House

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    Permit #PPROV00-14-0004 -The Madrona House is located on two wooded acres. It is a three bedroom, four bath home (approx ...

    From $866 per night (USD)

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    Details
  • Waterfront! Beach Access! (HBH)
    From $545 per night (USD)

    VRBO

    Waterfront! Beach Access! (HBH)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Waterfront!! Beach Access! (Horseshoe Bay House) Come and relax in this modern house surrounded by evergreen trees, a p ...

    From $545 per night (USD)

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    Details
  • Waterview! South End San Juan Home! (ECH)
    From $708 per night (USD)

    VRBO

    Waterview! South End San Juan Home! (ECH)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Waterview! Southend! Enjoy the view of Strait of Juan De Fuca in this southern facing home near American Camp National P ...

    From $708 per night (USD)

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    Details
  • Apartment with Sweeping View of Water & Mountains, Private Beach Access
    From $430 per night (USD)

    VRBO

    Apartment with Sweeping View of Water & Mountains, Private Beach Access

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Permit #00PROV100- The Mount Baker Suite is located on a dramatic hilltop view site adjoining our main house. It has a p ...

    From $430 per night (USD)

    VRBO

    Details
  • Old Island Charm with Stunning Mountain Views, Perched above Our Private Beach
    From $448 per night (USD)

    VRBO

    Old Island Charm with Stunning Mountain Views, Perched above Our Private Beach

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Permit #00PROV099 -The Bayside Cottage is perched above a private beach, offering easy beach access and fantastic water ...

    From $448 per night (USD)

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    Details
  • Charming Cottage, Walk to Shops, Dining & Public Beach, Pastoral Acre Location
    From $466 per night (USD)

    VRBO

    Charming Cottage, Walk to Shops, Dining & Public Beach, Pastoral Acre Location

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Permit #HE-09-02(01CU037) -The Wisteria Cottage is located on an acre of land with a small orchard near the heart of Eas ...

    From $466 per night (USD)

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    Details
  • Treetop Pastoral Views, Beach Access, Beautiful Light in Converted Barn Apt.
    From $368 per night (USD)

    VRBO

    Treetop Pastoral Views, Beach Access, Beautiful Light in Converted Barn Apt.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Permit #00PROV102 -The Barn Loft is a located on the second story of a converted barn. Its comfortable living room inclu ...

    From $368 per night (USD)

    VRBO

    Details
  • Traditional Beach House, Mt. Baker Views, Perfect for Families or Friend Groups
    From $654 per night (USD)

    VRBO

    Traditional Beach House, Mt. Baker Views, Perfect for Families or Friend Groups

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Permit #00PROV101 -The Beach House is a welcoming, traditional waterfront home. It is a 2 bedroom (with 3 beds total), 2 ...

    From $654 per night (USD)

    VRBO

    Details
  • Orcas Island, Aurora House #295
    From $516 per night (USD)

    Expedia

    Orcas Island, Aurora House #295

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    *** This home is people friendly, and not pet friendly. *** Aurora House provides guests with the perfect blend of cozi ...

    From $516 per night (USD)

    Expedia

    Details
  • Comfortable, Spacious House Perfect for Families & Friend Groups. Beach Access.
    From $654 per night (USD)

    VRBO

    Comfortable, Spacious House Perfect for Families & Friend Groups. Beach Access.

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    5

    Permit #02PROV004 -Plum Tree Cottage is a welcoming Cape Cod style home. It has three bedrooms, three baths (a total of ...

    From $654 per night (USD)

    VRBO

    Details
  • Laurel Point - Friday Harbor on Beautiful San Juan Island
    From $944 per night (USD)

    VRBO

    Laurel Point - Friday Harbor on Beautiful San Juan Island

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    LAUREL POINT - HIGH BANK WEST FACING WATERFRONT VACATION HOME. 3 Bedroom vacation home located on 1.35 acres of high ba ...

    From $944 per night (USD)

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    Details
  • Luxury four bedroom home on sixteen acres of wooded privacy.
    From $1362 per night (USD)

    VRBO

    Luxury four bedroom home on sixteen acres of wooded privacy.

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Fox Hollow Retreat is set among more than sixteen acres of wooded privacy. With a Japanese flair, the house at Fox Hollo ...

    From $1362 per night (USD)

    VRBO

    Details
  • Recently built Townhouse  in Eastsound, walk everywhere!
    From $810 per night (USD)

    VRBO

    Recently built Townhouse in Eastsound, walk everywhere!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Recently built 3 bedroom, 2 bath in the heart of Eastsound, yet on a quiet country lane with a water view. Beautifully ...

    From $810 per night (USD)

    VRBO

    Details
  • Orcas Island, Casa Verde #269
    From $785 per night (USD)

    VRBO

    Orcas Island, Casa Verde #269

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    *** This home is people friendly, and not pet friendly. No children allowed under the age of six (6) years due to terrai ...

    From $785 per night (USD)

    VRBO

    Details
  • Waterfront Home! Newly Remodeled! (weow)
    From $954 per night (USD)

    Expedia

    Waterfront Home! Newly Remodeled! (weow)

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    This beautiful waterfront home was updated with a modern feel, while still maintaining its Northwest contemporary charm. ...

    From $954 per night (USD)

    Expedia

    Details
  • YES ... World class FUN !
    From $417 per night (USD)

    VRBO

    YES ... World class FUN !

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    ACTION NEEDED: Please send your "Booking" with -one- name (first & last) of the person who will be responsible for check ...

    From $417 per night (USD)

    VRBO

    Details
  • So much to enjoy ... So little Time !
    From $403 per night (USD)

    VRBO

    So much to enjoy ... So little Time !

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    ACTION NEEDED: Please send your "Booking" with -one- name (first & last) of the person who will be responsible for check ...

    From $403 per night (USD)

    VRBO

    Details
  • Sail on in and Relax !
    From $405 per night (USD)

    VRBO

    Sail on in and Relax !

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    ACTION NEEDED: Please send your "Booking" with -one- name (first & last) of the person who will be responsible for check ...

    From $405 per night (USD)

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    Details
  • So beautiful, So peaceful, So amazing !
    From $417 per night (USD)

    VRBO

    So beautiful, So peaceful, So amazing !

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    ACTION NEEDED: Please send your "Booking" with -one- name (first & last) of the person who will be responsible for check ...

    From $417 per night (USD)

    VRBO

    Details
  • 'The Windward Studio' at SeaStar Lofts -- on the Waterfront!
    From $449 per night (USD)

    VRBO

    'The Windward Studio' at SeaStar Lofts -- on the Waterfront!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Gaze at stunning views down East Sound from this beautiful condo perched right on the shore! SeaStar Lofts offer the onl ...

    From $449 per night (USD)

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    Details
  • The 'Spinnaker Studio' at Sea Star Lofts
    From $349 per night (USD)

    Expedia

    The 'Spinnaker Studio' at Sea Star Lofts

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Located in the heart of charming Eastsound Village, you can enjoy a stroll down the beach, and also walk to all convenie ...

    From $349 per night (USD)

    Expedia

    Details
  • The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!
    From $483 per night (USD)

    VRBO

    The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Gaze at this stunning view down from a brand new condo perched right on the shore! The Captain's Suite is one of four g ...

    From $483 per night (USD)

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    Details
  • Cottage on Bison Pond-Tranquility & Beauty Abounds
    From $354 per night (USD)

    VRBO

    Cottage on Bison Pond-Tranquility & Beauty Abounds

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Cottage on Bison Pond, a beautiful property boardering SJI Golf Club hole # 6, sping fed pond and gardens. Welcome to ...

    From $354 per night (USD)

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    Details
  • 'The Leeward Studio' at SeaStar Lofts on the Waterfront!
    From $449 per night (USD)

    VRBO

    'The Leeward Studio' at SeaStar Lofts on the Waterfront!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Gaze at stunning views down East Sound from this beautiful studio condo perched right on the shore! SeaStar Lofts offer ...

    From $449 per night (USD)

    VRBO

    Details
  • Enchanting private getaway on bucolic south end of Lopez Island
    From $287 per night (USD)

    VRBO

    Enchanting private getaway on bucolic south end of Lopez Island

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Nestled among towering fir trees and overlooking the Salish Sea, this spacious house is perfect for families seeking an ...

    From $287 per night (USD)

    VRBO

    Details
  • Modern Home with Stunning Water View
    From $642 per night (USD)

    VRBO

    Modern Home with Stunning Water View

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This delightful home located in Eastsound on Orcas Island is modern, clean, and full of light. It features main floor li ...

    From $642 per night (USD)

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    Details
  • Gorgeous Waterfront Home w/Hot Tub! (RH Manor)
    From $820 per night (USD)

    VRBO

    Gorgeous Waterfront Home w/Hot Tub! (RH Manor)

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Waterfront! Hot Tub!! Roche Harbor Manor is nothing less than an elegant island getaway. From your first step in you’l ...

    From $820 per night (USD)

    VRBO

    Details
  • Private Beach! Westside! Spacious Home! (WWBeach)
    From $1300 per night (USD)

    VRBO

    Private Beach! Westside! Spacious Home! (WWBeach)

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Private Beach! Enjoy the sweeping view of Haro Strait with Vancouver Island in the backdrop from the three expansive dec ...

    From $1300 per night (USD)

    VRBO

    Details
  • Harbor View Condo in Downtown! Churchill Plaza #1
    From $675 per night (USD)

    VRBO

    Harbor View Condo in Downtown! Churchill Plaza #1

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Centrally located in the heart of Friday Harbor! Churchill Plaza offers all the luxuries of a private residence with bea ...

    From $675 per night (USD)

    VRBO

    Details
  • San Juan Suites - Northwest Passages! Downtown!
    From $404 per night (USD)

    VRBO

    San Juan Suites - Northwest Passages! Downtown!

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    San Juan Suites - Northwest Passages - Waterview! Downtown Friday Harbor! Beautifully furnished and interior updated in ...

    From $404 per night (USD)

    VRBO

    Details
  • Waterview in Town! Cannery Inn - Hyak
    From $303 per night (USD)

    VRBO

    Waterview in Town! Cannery Inn - Hyak

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Waterview in Town! Located a few blocks from the ferry landing; this newly built, cozy and modern unit has everything yo ...

    From $303 per night (USD)

    VRBO

    Details
  • Beach and Dock Access! (NBWR)
    From $613 per night (USD)

    VRBO

    Beach and Dock Access! (NBWR)

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    5

    Cozy Waterfront Cabins with Dock Access - Pet Friendly. Neil Bay Waterfront Retreat is a peaceful sanctuary - perfect fo ...

    From $613 per night (USD)

    VRBO

    Details
  • Waterfront Cottage near Friday Harbor - Best Place Cottage
    From $375 per night (USD)

    VRBO

    Waterfront Cottage near Friday Harbor - Best Place Cottage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Waterfront! Best Place Cottage is a cozy, comfortable and historic piece of the island. Relax in this adorable waterfro ...

    From $375 per night (USD)

    VRBO

    Details
  • Near Roche Harbor on Westcott Bay! (wpnt)
    From $647 per night (USD)

    VRBO

    Near Roche Harbor on Westcott Bay! (wpnt)

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Enjoy expansive views of Westcott Bay from this home near Roche Harbor. This 4 bedroom, 2 bathroom house is perfect for ...

    From $647 per night (USD)

    VRBO

    Details
  • Waterfront! Near Roche Harbor! Hot Tub! (SSH)
    From $736 per night (USD)

    VRBO

    Waterfront! Near Roche Harbor! Hot Tub! (SSH)

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Waterfront home with a hot tub and views of Spieden Island. Sunrise and Sunset House. Your quiet home away from home, lo ...

    From $736 per night (USD)

    VRBO

    Details
  • Downtown Friday Harbor! (Artist's Suite)
    From $209 per night (USD)

    VRBO

    Downtown Friday Harbor! (Artist's Suite)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    In Downtown Friday Harbor! The Artist's Suite is a lovely, ground floor, studio suite. This unit is equipped with a que ...

    From $209 per night (USD)

    VRBO

    Details
  • Hot Tub! Beautiful Water View Home! (WVP)
    From $695 per night (USD)

    VRBO

    Hot Tub! Beautiful Water View Home! (WVP)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Water View Place -Hot Tub! This cozy and contemporary southwest-facing home offers a stunning view of Haro Strait and th ...

    From $695 per night (USD)

    VRBO

    Details
  • Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island
    From $570 per night (USD)

    VRBO

    Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Wildflower Cottage Retreat is secluded on nearly 2 acres and is just minutes from Roche Harbor (community pool opened to ...

    From $570 per night (USD)

    VRBO

    Details
  • Beach Access! Near Roche Harbor (LBR)
    From $1008 per night (USD)

    VRBO

    Beach Access! Near Roche Harbor (LBR)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Waterfront! Beach Access! This beautiful home has spectacular water views and beach access. This three-bedroom home wi ...

    From $1008 per night (USD)

    VRBO

    Details
  • Golf Course Guesthouse , Friday Harbor, San Juan Isl.
    From $229 per night (USD)

    VRBO

    Golf Course Guesthouse , Friday Harbor, San Juan Isl.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Quiet, Cozy Guesthouse in a wooded area 3 miles south of town on the golf course. walking distance to golf course clubho ...

    From $229 per night (USD)

    VRBO

    Details
  • Waterfront Cabin near Roche Harbor! (Elephant House)
    From $480 per night (USD)

    VRBO

    Waterfront Cabin near Roche Harbor! (Elephant House)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Waterfront! The Elephant house is a unique and cozy waterfront island retreat near Roche Harbor! This comfortable home o ...

    From $480 per night (USD)

    VRBO

    Details
  • Timber Lodge Log Home, 10 Person Theater Room, Hot Tub, Pool Table, Ocean Views!
    From $695 per night (USD)

    VRBO

    Timber Lodge Log Home, 10 Person Theater Room, Hot Tub, Pool Table, Ocean Views!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    Experience one of the largest log cabins available to rent on Orcas! The views, the landscape, the surroundings, the pe ...

    From $695 per night (USD)

    VRBO

    Details
  • Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14
    From $578 per night (USD)

    Expedia

    Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    14

    No minimum stay required! No additional cleaning fee. Our beautiful vintage island house is centrally located and withi ...

    From $578 per night (USD)

    Expedia

    Details
  • Waterfront! Hot Tub! - (Stonecliff)
    From $668 per night (USD)

    VRBO

    Waterfront! Hot Tub! - (Stonecliff)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Stonecliff - Waterfront! 15 acres of trails! Stonecliff offers the peaceful tranquility that you are looking for on San ...

    From $668 per night (USD)

    VRBO

    Details
  • Nantucket Style w/ peak-a-boo view (KBC)
    From $536 per night (USD)

    VRBO

    Nantucket Style w/ peak-a-boo view (KBC)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Nantucket Style with peak-a-boo water view. This newly listed 2 bedroom (plus extra half- room w/ Queen bed), 2.5 bathr ...

    From $536 per night (USD)

    VRBO

    Details
  • Near Roche Harbor - Cape Cod style home! WBV
    From $756 per night (USD)

    VRBO

    Near Roche Harbor - Cape Cod style home! WBV

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    9

    Cape Cod style home! Waterview! Tennis Court! Near Roche Harbor!! A beautifully styled home constructed with great detai ...

    From $756 per night (USD)

    VRBO

    Details
  • Waterfront with Dock! Near Roche Harbor! (KWP)
    From $871 per night (USD)

    VRBO

    Waterfront with Dock! Near Roche Harbor! (KWP)

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Kingfisher Waterfront Paradise! Waterfront! Dock Access! Close to the Roche Harbor! Peaceful, waterfront house with doc ...

    From $871 per night (USD)

    VRBO

    Details
  • San Juan Suites- Channel Room! Downtown!
    From $224 per night (USD)

    VRBO

    San Juan Suites- Channel Room! Downtown!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    San Juan Suites - Channel Room- Disembark from the ferry and within an easy walk, arrive at this centrally located secon ...

    From $224 per night (USD)

    VRBO

    Details
  • Pet Friendly Apartment Downtown! (Fisherman)
    From $233 per night (USD)

    VRBO

    Pet Friendly Apartment Downtown! (Fisherman)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Cute, Pet Friendly Apartment in Downtown Friday Harbor! Private Entrance. Walking Distance from Ferry Landing (in a 5 un ...

    From $233 per night (USD)

    VRBO

    Details
  • San Juan Suites -Valley Farm! Pet Friendly!
    From $320 per night (USD)

    VRBO

    San Juan Suites -Valley Farm! Pet Friendly!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    San Juan Suites - Valley Farm -Pet Friendly Condo Studio in Heart of Friday Harbor! Valley Farm offers a comfortable liv ...

    From $320 per night (USD)

    VRBO

    Details
  • In Town! Cannery Inn - Lummi
    From $271 per night (USD)

    VRBO

    In Town! Cannery Inn - Lummi

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located a few blocks from the ferry landing; this newly built, cozy and modern unit has everything you will need to enjo ...

    From $271 per night (USD)

    VRBO

    Details
  • Harbor View Condo! (Blue Water Suite)
    From $317 per night (USD)

    VRBO

    Harbor View Condo! (Blue Water Suite)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Harbor View! Located in the Heart of Friday Harbor - Just steps away from the Ferry Landing and Port of Friday Harbor. T ...

    From $317 per night (USD)

    VRBO

    Details
  • Bayside! - Spectacular views of the marina; Walk to Rosario Resort for dinner!
    From $499 per night (USD)

    Expedia

    Bayside! - Spectacular views of the marina; Walk to Rosario Resort for dinner!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Experience island living at it's BEST! This wonderful contemporary cottage is located just steps from the amazing Rosari ...

    From $499 per night (USD)

    Expedia

    Details
  • Waterfront! On beautiful Mitchell Bay! (HV)
    From $543 per night (USD)

    VRBO

    Waterfront! On beautiful Mitchell Bay! (HV)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Waterfront! On beautiful Mitchell Bay! Sleeps 6! The best sunset view on San Juan Island. This spacious 2-bedroom 2-bath ...

    From $543 per night (USD)

    VRBO

    Details
  • San Juan Suites - High Seas! Downtown!
    From $385 per night (USD)

    VRBO

    San Juan Suites - High Seas! Downtown!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    San Juan Suites - High Seas - Waterview! In the Heart of Friday Harbor. High Seas is the ideal location for in town co ...

    From $385 per night (USD)

    VRBO

    Details
  • Shared beach on San Juan Island! Stunning Sunsets! (OBB)
    From $678 per night (USD)

    VRBO

    Shared beach on San Juan Island! Stunning Sunsets! (OBB)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Shared beach on San Juan Island! Stunning Sunsets! This home comfortably sleeps 6 people. It has two bedrooms and an ex ...

    From $678 per night (USD)

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    Details
  • Waterfront View Westside Home! (WVH)
    From $797 per night (USD)

    VRBO

    Waterfront View Westside Home! (WVH)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Amazing Waterfront Home! Westside of San Juan Island!! Whale View Haven! This remodeled home that sleeps 6, located on ...

    From $797 per night (USD)

    VRBO

    Details
  • Lopez Island, Crow's Nest #302
    From $636 per night (USD)

    VRBO

    Lopez Island, Crow's Nest #302

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    *** This home is people friendly, and not pet friendly. *** When it comes to a waterfront oasis, it doesn't get much be ...

    From $636 per night (USD)

    VRBO

    Details
  • Harbor View Condo in Downtown! (Marina Lookout)
    From $128 per night (USD)

    VRBO

    Harbor View Condo in Downtown! (Marina Lookout)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    (Marina Lookout) - Waterview! Enjoy exploring San Juan Island from the Marina Lookout. This lower level, 2-bedroom, 2- ...

    From $128 per night (USD)

    VRBO

    Details
  • Waterfront Cabin! Adults Only (Whale Watch Point)
    From $578 per night (USD)

    VRBO

    Waterfront Cabin! Adults Only (Whale Watch Point)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Whale Watch Point - Waterfront! The Whale Watch Point guest house is a slice of heaven - watch and listen to the orca wh ...

    From $578 per night (USD)

    VRBO

    Details
  • Waterview In Town! Cannery Inn - Chelan
    From $315 per night (USD)

    VRBO

    Waterview In Town! Cannery Inn - Chelan

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Waterview In Town! Located a few blocks from the ferry landing; this newly built, cozy and modern unit has everything yo ...

    From $315 per night (USD)

    VRBO

    Details
  • Recently built Townhouse in Eastsound, walk everywhere!
    From $810 per night (USD)

    VRBO

    Recently built Townhouse in Eastsound, walk everywhere!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Just listed on VRBO! Recently built 3 bedroom, 2 bath in the heart of Eastsound, yet on a quiet country lane with a wat ...

    From $810 per night (USD)

    VRBO

    Details
  • Orcas Island, Juniper House #212
    From $893 per night (USD)

    Expedia

    Orcas Island, Juniper House #212

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    *** This home is people friendly, and not pet friendly. *** The complete rebuilding of this charming home is finally do ...

    From $893 per night (USD)

    Expedia

    Details
  • Orcas Island, Panorama Point #214
    From $888 per night (USD)

    VRBO

    Orcas Island, Panorama Point #214

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Panorama Point is a gracious, large waterfront home with a 250 degree view up, down and across Eastsound, plus all the a ...

    From $888 per night (USD)

    VRBO

    Details
  • San Juan Suites -Conservatory - Pet Friendly!
    From $345 per night (USD)

    VRBO

    San Juan Suites -Conservatory - Pet Friendly!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    San Juan Suites Conservatory - Pet Friendly! One dog only. Located in the heart of Friday Harbor. Elegantly decorated wi ...

    From $345 per night (USD)

    VRBO

    Details
  • Waterfront home! Private Beach! (LPB)
    From $842 per night (USD)

    VRBO

    Waterfront home! Private Beach! (LPB)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Lodge at Pebble Beach- Waterfront! Experience one of San Juan Island's finest vacation homes! The Lodge at Pebble Beach ...

    From $842 per night (USD)

    VRBO

    Details
  • 3 Bedrooms with Hot Tub! (Woodhaven)
    From $804 per night (USD)

    VRBO

    3 Bedrooms with Hot Tub! (Woodhaven)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    3 Bedroom Home with Hot Tub! Spacious Home Near Roche Harbor! (Woodhaven) The living room is open and bright with lots ...

    From $804 per night (USD)

    VRBO

    Details
  • Downtown Friday Harbor! (Miner's)
    From $191 per night (USD)

    VRBO

    Downtown Friday Harbor! (Miner's)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Downtown Friday Harbor. Within Walking Distance to the Ferry. 3 Queen Beds + 1 Twin Bed. Lovely Natural Light. Downtown ...

    From $191 per night (USD)

    VRBO

    Details
  • Private & Beautiful Custom Orcas Island Vacation Home Eastsound
    From $745 per night (USD)

    Expedia

    Private & Beautiful Custom Orcas Island Vacation Home Eastsound

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    4 Bedroom Home Sleeps 8. Or., Ask for lowest off season rates and use 2 Bedrooms in upstairs during off-season months. ...

    From $745 per night (USD)

    Expedia

    Details
  • Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
    From $440 per night (USD)

    VRBO

    Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    This one of a kind property bordering the Westcott Bay Oyster farm and National Park with trail access to English Camp. ...

    From $440 per night (USD)

    VRBO

    Details
  • Spectacular Views!! 1.5 miles from Eastsound
    From $276 per night (USD)

    Expedia

    Spectacular Views!! 1.5 miles from Eastsound

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Cozy furnished studio apartment with an amazing water view up the Georgia Straight and memorable sunsets. Kitchen, full ...

    From $276 per night (USD)

    Expedia

    Details
  • Waterfront Village Beach House
    From $675 per night (USD)

    VRBO

    Waterfront Village Beach House

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    * Sleeps 6 people - MAXIMUM * 3 bedroom/3 bath rambler * 110 feet of low bank western exposure waterfront * located in ...

    From $675 per night (USD)

    VRBO

    Details
  • Breathtaking in all directions!
    From $427 per night (USD)

    VRBO

    Breathtaking in all directions!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    ACTION NEEDED: Please send your "Booking" with -one- name (first & last) of the person who will be responsible for check ...

    From $427 per night (USD)

    VRBO

    Details
  • Love the outdoors???
    From $427 per night (USD)

    VRBO

    Love the outdoors???

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    ACTION NEEDED: Please send your "Booking" with -one- name (first & last) of the person who will be responsible for check ...

    From $427 per night (USD)

    VRBO

    Details
  • ~Captain's Walk~ Gorgeous Seaside Views + King Bed  {No Cleaning Fees}
    From $374 per night (USD)

    VRBO

    ~Captain's Walk~ Gorgeous Seaside Views + King Bed {No Cleaning Fees}

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to Edenwild Boutique Hotel's King Suite 10. Enjoy serene views of Fisherman's Bay and the San Juan Channel righ ...

    From $374 per night (USD)

    VRBO

    Details
  • WATER VIEWS of Puget Sound and the Olympic Mountains in a Garden Setting
    From $314 per night (USD)

    VRBO

    WATER VIEWS of Puget Sound and the Olympic Mountains in a Garden Setting

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    THE LOCATION IS SUNNY AND BRIGHT on the southwest side of San Juan with distant views of the mountains and the sea. The ...

    From $314 per night (USD)

    VRBO

    Details
  • Amenity-Packed Waterfront Island Retreat
    From $1297 per night (USD)

    Expedia

    Amenity-Packed Waterfront Island Retreat

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    San Juan County VR Permit #04PROV04 UBI # 603207724 This rambling oceanside home offers sweeping views of San Juan Isla ...

    From $1297 per night (USD)

    Expedia

    Details
  • Historic lodge, new wing, ocean-front, private beach, kayaks, hot tub, and more!
    From $911 per night (USD)

    VRBO

    Historic lodge, new wing, ocean-front, private beach, kayaks, hot tub, and more!

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    6

    6 Guests Maximum. STRICTLY ENFORCED. Enjoy our dream! The historic Buckhorn lodge was built in 1925. For the past 10 ye ...

    From $911 per night (USD)

    VRBO

    Details
  • In Town! Cannery Inn-Salish
    From $285 per night (USD)

    VRBO

    In Town! Cannery Inn-Salish

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    In Town! Cannery Inn - Salish located a few blocks from the ferry landing; this newly built, cozy and modern unit (in a ...

    From $285 per night (USD)

    VRBO

    Details
  • Downtown Suite! (Farmer's Suite)
    From $197 per night (USD)

    VRBO

    Downtown Suite! (Farmer's Suite)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Located in Downtown Friday Harbor! 2 Bedroom Full Bath and Kitchenette. 2 Queen Beds. Walking Distance to the Ferry. Th ...

    From $197 per night (USD)

    VRBO

    Details
  • Downtown Friday Harbor! Adults Only (CCS#1)
    From $170 per night (USD)

    Expedia

    Downtown Friday Harbor! Adults Only (CCS#1)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    New Listing!! Downtown Friday Harbor! Adults Only (Cozy Corner Suite #1) Located in the heart of Friday Harbor this new ...

    From $170 per night (USD)

    Expedia

    Details
  • Downtown Friday Harbor! Adults Only (CCS# 3)
    From $204 per night (USD)

    VRBO

    Downtown Friday Harbor! Adults Only (CCS# 3)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    New Listing!! Downtown Friday Harbor!! Adults Only (Cozy Corner Suite #3) Located in the heart of Friday Harbor, this n ...

    From $204 per night (USD)

    VRBO

    Details
  • Downtown Friday Harbor! Adults Only (CCS#4)
    From $206 per night (USD)

    Expedia

    Downtown Friday Harbor! Adults Only (CCS#4)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Downtown Friday Harbor!! (Cozy Corner Suite #4) Located in the heart of Friday Harbor, this newly renovated unit is the ...

    From $206 per night (USD)

    Expedia

    Details
  • Downtown Friday Harbor! Adults Only (CCS#2)
    From $206 per night (USD)

    VRBO

    Downtown Friday Harbor! Adults Only (CCS#2)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    New Listing!! Downtown Friday Harbor! Adults Only (Cozy Corner Suite #2) Located in the heart of Friday Harbor, this n ...

    From $206 per night (USD)

    VRBO

    Details
  • Spacious Studio Downtown! (Explorer's Suite)
    From $202 per night (USD)

    VRBO

    Spacious Studio Downtown! (Explorer's Suite)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Spacious Studio Downtown. Explorer's Suite (in a 5-unit building). Unit Sleeps 3 people. The Explorer is one of 5 separ ...

    From $202 per night (USD)

    VRBO

    Details
  • Remodeled Historic Farmhouse with Bay View, Near Town and Electric Bikes!
    From $384 per night (USD)

    VRBO

    Remodeled Historic Farmhouse with Bay View, Near Town and Electric Bikes!

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to BakerView, a newly remodeled, historic home with views of Griffin Bay, just outside of downtown Friday Harbor ...

    From $384 per night (USD)

    VRBO

    Details
  • Orcas-Beautiful Modern Home- Large New Deck- Water View- Privacy- Dog Friendly
    From $475 per night (USD)

    Expedia

    Orcas-Beautiful Modern Home- Large New Deck- Water View- Privacy- Dog Friendly

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    ORCAS ISLAND- BEAUTIFUL, SCENIC & PEACEFUL Recently voted one of the world’s most exciting ferry rides your trip to ...

    From $475 per night (USD)

    Expedia

    Details
  • Waterfront Home on Westcott Bay! (Oyster Beach)
    From $583 per night (USD)

    VRBO

    Waterfront Home on Westcott Bay! (Oyster Beach)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Waterfront! This home is built predominantly with wood selectively harvested from the property site. Resting on the wate ...

    From $583 per night (USD)

    VRBO

    Details
  • Perfect location to relax, unwind, renew and enjoy San Juan Island
    From $623 per night (USD)

    Expedia

    Perfect location to relax, unwind, renew and enjoy San Juan Island

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Kittiwake Getaway is the perfect location to relax, explore and enjoy San Juan Island. Just minutes from Roche Harbor Re ...

    From $623 per night (USD)

    Expedia

    Details
  • Waterfront! - Incredible views; Private rocky beach; Gourmet Kitchen; Spa/Sauna
    From $785 per night (USD)

    VRBO

    Waterfront! - Incredible views; Private rocky beach; Gourmet Kitchen; Spa/Sauna

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    BEAUTIFUL & UPSCALE WATERFRONT HOME WITH FANTASTIC VIEWS & GOURMET KITCHEN Picture phenomenal sunrises, five acres of ...

    From $785 per night (USD)

    VRBO

    Details
  • Beach house,  heated pool, hot tub, private beach, shared dock
    From $2607 per night (USD)

    Expedia

    Beach house, heated pool, hot tub, private beach, shared dock

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    14

    Welcome to Yacht Haven, our family’s secluded five acre waterfront estate. Featuring an indoor heated pool, outdoor hot ...

    From $2607 per night (USD)

    Expedia

    Details
  • Ocean View House, Outdoor TV, Firepit, Hot Tub, One Mile to Town!
    From $729 per night (USD)

    VRBO

    Ocean View House, Outdoor TV, Firepit, Hot Tub, One Mile to Town!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    An Orcas oasis nestled in beautiful Eastsound. John and Katie's place is one of a kind on the Emerald Island. With stunn ...

    From $729 per night (USD)

    VRBO

    Details
  • Lovely hideout next door to Doe Bay Resort on Washington's Orcas Island
    From $774 per night (USD)

    Expedia

    Lovely hideout next door to Doe Bay Resort on Washington's Orcas Island

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Nestled in the quiet community of Doe Bay lies a charming craftsman 2bd, 2ba cottage you can effortlessly retreat into. ...

    From $774 per night (USD)

    Expedia

    Details
  • Woods Lake Cottage
    From $309 per night (USD)

    VRBO

    Woods Lake Cottage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Quaint and charming Craftsman cottage on Woods Lake located within a five-minute drive to the ocean so you can watch sun ...

    From $309 per night (USD)

    VRBO

    Details
  • Fisherman’s Bay view 1910 Lopez Island farmhouse with beautiful views
    From $408 per night (USD)

    VRBO

    Fisherman’s Bay view 1910 Lopez Island farmhouse with beautiful views

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Built in 1910, this 3BR farmhouse sits atop a small hill overlooking fields, Fisherman’s Bay, and Shaw Island. Relax on ...

    From $408 per night (USD)

    VRBO

    Details