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Welcome to A Sailor's Rest!

Orcas Island, A Sailor's Rest #274

Guest Rating:

Vacation rental house. Sleeps 10, 4 bedrooms, 2.5 bathrooms. Dogs allowed.

1929 Obstruction Pass Road Orcas Island, WA 98279 United States

BEACHFRONT VACATION RENTAL HOME ON ORCAS ISLAND. MOORING BUOY & DOG FRIENDLY

Your family can wade in the island waters, launch kayaks from the beach, play board games by the fire, and make memories that last a lifetime in “A Sailor’s Rest.” A boat mooring buoy may be open for guest use but you will need to confirm suitability for your boat and availability when making your reservation.

This charming Orcas Island vacation rental home has been remodeled and updated for comfort, yet it retains a classic island feel. While the house itself is delightful and cozy, you will likely spend a lot of time outside breathing the clean sea air, dining on the deck, and soaking in the hot tub. Located right on the beach, there is a spectacular view of the Olympic Mountains, neighboring islands, and the passing boat traffic. This is what vacationing in the San Juan Islands is all about.

The configuration of queen and twin beds will accommodate a variety of guests and age groups. The master bedroom has its own pot-belly stove and private tiled bath with a whirlpool tub. The kitchen is equipped with the basics, but you might consider bringing specialty cookware if you will be preparing a special meal.

A Sailor’s Rest is located in a neighborhood of similar beach front homes in Olga. Your beach is posted as private property and a public day-use dock and boat ramp are nearby.

Driving from the ferry landing it is about 40 minutes to A Sailor’s Rest, during which you will drive through Eastsound Village and the forested hiking trails of Moran State Park. In addition to the shops and dining options in Eastsound, there are also several restaurants and shops in nearby Olga, Rosario, and Doe Bay.

LIMITED AVAILABILITY OF SERVICES (IMPORTANT NOTICE, PLEASE READ)

Northwest Island Escapes makes every effort to provide, and provide timely maintenance and service for, all the amenities listed in this property description. However, at times, due to events out of our control, these services may not be as fast or reliable as our guests are used to on the mainland. Please Read your contract for important additional information about the availability of these services.

PLEASE BE ADVISED. Parties are not permitted under any circumstances and the guest occupancy limit will be strictly enforced during your stay.

Please note that if you are bring a pet the damage waiver is not applicable. The full security deposit is required.

Rooms and Amenities
Property Type House, 1 story
Unit Code 02-274
Beds 1 king bed, 2 queen beds, 4 twin beds
Bathrooms 2.5 bathrooms
Rooms Sleeps 10, 9 dining seats
Floor Area 2200 square feet
Pets Dogs allowed.
PEAK SEASON 4 Night Minimum, $549 Per Night, $3299 Per Week, June 15th - After Labor Day
SHOULDER SEASON 3 Night Minimum, $449 Per Night, $2699 Per Week, May 1 - June 14, After Labor Day - Oct 15
QUIET SEASON 3 Night Minimum, $399 Per Night, $2399 Per Week, October 16th - April 30th
HOLIDAY SEASONS *Holiday Rates May Apply*, New Years, Memorial Day, July4th, Thanksgiving, Christmas, Labor Day
OTHER CHARGES $75 Damage Waiver, $235 Checkout Cleaning, Dog Rent $35 Night, 3% Administrative Processing Fee, Security Deposit Available
Property Profile Waterfront, Beachfront, Mooring Buoy Available, Neighboring Homes, Single Family Home
This Home is Super For Two Couples, Small Families, Families with Young Children, Families with Older Children, A Clean & Calm Pooch
Living Spaces & Electronics Propane Fireplace, DVD Player, WIFI internet, Satellite TV, CD Player, Wood Stove
Kitchen & Laundry Ice Maker, Dishwasher, Microwave Oven, Blender, Coffee Grinder, Coffeemaker, Toaster, Utensils, Cookware, Bakeware, China & Glassware, Washer & Dryer, Full Size Refer with Freezer, Breakfast Nook or Bar Counter, Iron & Ironing Board
Bedrooms & Bathing Tub/Shower in Master Bath, Hair Dryer, Bedside Reading Lamps, Jetted Tub in Master Bath, Towels & Bed Linens
Guest Courtesies Coffee, Salt, Pepper, Dry Spices, Shampoo & Conditioner, Bathing Soap & Shower Gel, Laundry Detergent, Paper Products, Dishwashing Soap, Plastic Wrap, Aluminum Foil, Trash Bags, Board Games to Play & Leave, Beach Towels
Exterior Amenities Deck, Propane BBQ, Outdoor Dining Table & Chairs, Hot Tub, Deck Lounge Chairs, Private Beach, Mooring Buoy
Please Note: Phone for Local Calls, Firewood not provided, No Smoking Allowed
Average Manager Rating (Based on 3152 reviews)

Overall satisfaction

Services from rental manager
Average Vacation Rental Rating (Based on 41 reviews)

Overall satisfaction

Cleanliness

Location

Property condition
100 % of our reviewers would recommend this vacation rental.

Vacation Rental Reviews

  • Sailor’s Rest

    Stayed 3 days ending in September, 2018

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    a guest from Edmonds, WA recommends this vacation rental

    Great location, well maintained
    Perfect for a family getaway
    The deer were entertaining!

    • Manager Responded on 11/24/2018

      Thank you for your lovely and funny feedback! Yes indeed the deer on the island are often visitors and we are so happy you enjoyed them! We would welcome you to stay with us again in the San Juan Islands. ~NW Island Escapes

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  • Perfect Summer Vacation

    Stayed 8 days ending in August, 2018

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    a guest from Seattle, WA recommends this vacation rental

    This is a fantastic property. Great spot for families, kids, and groups. We loved the location and the house. Property management was very responsive to all inquiries and requests.

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  • We loved our house

    Stayed 7 days ending in July, 2018

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    June B from Spanardsville, VA recommends this vacation rental

    Everything at the house was ready for guests, the manager was very helpful, and the house was comfortable for our group of 12.

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  • Relaxing Week at Sailor's Rest.

    Stayed 7 days ending in June, 2018

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    Charles S from Olympia, Washington recommends this vacation rental

    'Sailor's Rest' in Olga was a wonderful place to make our homebase on Orcas. We had 3 generations sharing the home for a week and the layout was such that we all had our own space and were very comfortable - the little one was able to go to bed early and have a quiet space while the adults could stay up late and enjoy the amazing view and hot tub. We would definitely return for another vacation.

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  • Great location and great house.

    Stayed 5 days ending in June, 2018

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    a guest from Ashland, OR recommends this vacation rental

    We had a wonderful stay. The house is in a fantastic location and Well furnished. It was a great choice and the rental company was responsive to our needs. I highly recommend as it was perfect for our family of 10. It is not the most luxurious but has everything you need

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  • We’ll come again!

    Stayed 3 days ending in May, 2018

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    a guest from Kirkland, WA recommends this vacation rental

    Second year with 3 generations enjoying this great house over Memorial Day weekend. Perfectly set up with bedrooms in two wings. Love sitting on the big deck watching kids play on the lawn or beach w beautiful views. Unusual rental in that there is plenty of room at the dining table and enough chairs on deck for all to enjoy together. And the dog was in 7th heaven! We’ll be back next year if still available (property is for sale).

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  • Great Relaxing Stay

    Stayed 3 days ending in March, 2018

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    a guest from bothell, WA recommends this vacation rental

    Relaxing and quiet area. Wouldn't recommend if you want to go to town everyday. House had great amenities. Clean and welcoming, would highly recommend.

    • Manager Responded on 4/16/2018

      Dear Guest - Thank you so much for visiting Orcas Island and for staying with us at A Sailor's Rest. We appreciate your feedback here and we're very glad you enjoyed your stay so much. We hope you return soon. Best, General Manager

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  • Great Place, clean nice quiet cove

    Stayed 2 days ending in October, 2017

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    CT C from Seattle, WA recommends this vacation rental

    Even though it is next to a public marina the property was nice and quiet during the October weekend we visited. It was kept very clean and up to date. Very happy with our rental we will stay again.

    • Manager Responded on 12/5/2017

      Dear Guest - thank you so much for visiting and for your kind feedback! We are excited to have you return and stand ready to serve your every need. Best Regards, General Manager

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  • Sailors Rest

    Stayed 3 days ending in September, 2017

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    Gregory P from Seattle, WA recommends this vacation rental

    Visit to Orcas Island and the house were great. My only criticism/suggestion would be the extremely squeaky bed in the bedroom facing the water. It is bad enough that it prevents a good night's sleep and should be fixed.

    • Manager Responded on 10/2/2017

      Dear Guest, thank you for visiting the Islands and for staying at a Sailor's Rest. I also appreciate the information about the bed in that room; it has been forwarded on to our island manager who will be assessing the need for a new bed and notifying the owner if one needs to be purchased. We hope you had a great rest of your stay and will return soon to see us again. Best Regards, JR

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  • Fabulous home and location.

    Stayed 7 days ending in July, 2017

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    a guest from seattle, Wa recommends this vacation rental

    Spacious, beautiful home.

    • Manager Responded on 8/3/2017

      Dear Guest, Thank you for choosing to visit the Islands and for allowing us to help you in your stay. From the ratings you have given to our company it looks like there might be more to say. May I request that you contact me, I am the General Manager of the business and would very much like to hear from you so we might understand how we can do a better job in the future. We really appreciate you staying with us and also hope you will contact us should you return in the future. Best Regards, General Manager

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  • Fabulous beach house on Orcas

    Stayed 4 days ending in July, 2017

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    a guest from Seattle, WA recommends this vacation rental

    The home was as described. It was overall clean, though the sheets on one of the twin beds seemed dirty with grass (we just didn't sleep on this bed). I'd recommend this home.

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  • Sailors Rest is Wonderful!

    Stayed 9 days ending in June, 2017

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    a guest from Bodega Bay, CA recommends this vacation rental

    Top notch and a perfect home for a larger group, serene setting with easy access to many nature filled locations!

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  • Great place for family groups

    Stayed 3 days ending in May, 2017

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    a guest from Kirkland, WA recommends this vacation rental

    We were at A Sailor's Rest for a family birthday celebration with 3 generations and loved it. The house is as far away from anything as you can get on Orcas...but still only 15- 20 minutes from Eastsound. Great for us but might not work well if guest wants to go out to dinner, hang in shops etc. Nothing in the least bit fancy but completely comfortable inside and out. Bedrooms are separated two and two off living room with doors to each "wing.". Although next to the county dock, even over a long weekend there was not much activity and we felt relatively private. Great place for kids and a dog with large deck, good sized lawn and beach. Only complaint was lack of any decent knives and small dining table for 6 (we squeezed 8 as two were kids).

    • Manager Responded on 7/23/2017

      Dear Guest, We appreciate you choosing to stay with us in the Islands on your vacation getaway! We agree with you about this property; it is in a very special location near the far tip on one end of the Island. It is an extremely relaxed setting; slow paced and quiet as can be. We also appreciate you taking the time to leave this review and include the feedback you provided. It has been forwarded to our staff to be addressed and we hope future guests will not have the same issues. We hope you will return to the Islands and give us another opportunity to exceed your expectations. Best Regards, General Manager

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  • Perfect vacation rental!

    Stayed 4 days ending in August, 2016

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    Shannon D from Port Townsend, WA recommends this vacation rental

    This is a gem of a place! The kids, the dogs and the adults loved it! We just wish we could have stayed the whole week.

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  • Nice home, great views!

    Stayed 7 days ending in July, 2016

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    Mark M from Kenmore, WA recommends this vacation rental

    We had a very nice time sharing this house with some good friends. The location is great. We arrived by boat and used the county dock daily to pick up people with our boat that we moored overnight on the mooring bouy. The house is spacious and the deck is sunny and warm. Boating, bike riding, hiking, and wildlife viewing were just some of our activities.

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  • Thanks for the Memories

    Stayed 4 days ending in June, 2016

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    Judith P from Florence, OR recommends this vacation rental

    We were delighted to spend 4 days at Sailor's Rest--wish it could have been longer. We were there with our kids and grandkids for our 50th wedding anniversary. What a great house! Spacious, two bedroom wings gave us privacy, jacuzzi was a hit, walking right down to the beach with our paddleboards was so convenient. The kitchen had every gadget we could have wanted, too. Loved everything!!

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  • Family vacation

    Stayed 4 days ending in June, 2016

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    Amanda P from Oakley, CA recommends this vacation rental

    This place was absolutely amazing!! The view was stunning!! Upon arrival, I was a little worried about privacy due to the fact that there is a marina literally right next door but I have to say for the most part, we felt very private. Sitting in the hot tub or lying in the hammock, we were all very relaxed. I loved that this property allowed dogs as my two Chesapeake Bay Retrievers absolutely loved that they could swim and then chill in the grass as they dried off. Our family of 4 adults and 4 kids all felt comfortable here.....we will definitely be back!! 4 nights here was just not enough!!

    My one and only complaint is the bed in the bedroom with a view & patio. A new frame or something is needed....you can't even turn over in bed without a huge creaking sound. I have to say that after spending 4 nights on this bed, at no point in time did I get a good nights sleep. (This is the only reason I gave 4 stars for quality of furniture). Because of this, there may have been a nap or two in the hammock LOL.

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  • Lovely!

    Stayed 5 days ending in September, 2015

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    Cindy C from Carson City, NV recommends this vacation rental

    What a lovely spot for a family vacation This house was a perfect setup for our family. Loved the view, hot tub and of course the resident deer!

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  • Beautiful waterfront property

    Stayed 4 days ending in August, 2015

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    Kim P from Durango, CO recommends this vacation rental

    This home was spacious for 7 guests and due to the distances from restraurants having a large and well-equipped kitchen was great. The home was clean, it is stocked minimally with paper-goods (a little skimpy for the price we paid) but other amenities and beach towels were appreciated. Best of all, it is right on the water with a small pier next door so lots to watch but quiet. The hot tub was clean and worked well, a hit with the kids and grandparents. I took a private half day sailing lesson at Orcas Island Sailing, with Ben, and had an amazing experience.

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  • Peaceful, Beautiful, Beach-front Property

    Stayed 4 days ending in July, 2015

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    Lynda C from Bellingham, WA recommends this vacation rental

    We brought our boat and enjoyed beautiful weather, a spacious house and fantastic views. We gathered at the large dining table for games and meals and on the on the deck for drinks and scenery. You won't need to bring much if you stay here. Just outside games/toys and food. Everything else was provided.

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  • Sailors Rest

    Stayed 7 days ending in September, 2014

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    Evelyn F from Bellingham, WA recommends this vacation rental

    What a delightful place to get away and rest! The view and the peace and quiet were incredible. The full moon shining on the water at night was like God's spotlight on the water. We ended up cooking most of our own meals as the kitchen was so well equipped and with the view, why leave?

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  • Great home to rent!

    Stayed 8 days ending in August, 2014

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    Mauri S from Seattle, WA recommends this vacation rental

    We took our two grandsons and their parents and had a great time! Mornings we sat on the beach to watch to boys play. Took a picnic to the lake for afternoon swimming. Hiked, biked... the hot tub was a terrific way to end the day. Great view!
    The staff had to bring us a few things and the windows needed washing, but we were very happy.

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  • Best Family Vacation....

    Stayed 8 days ending in August, 2014

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    a guest from portland, or recommends this vacation rental

    Perfect - south facing, lots of sun, spacious interior/exterior, fed deer out of our hands, bouy for my boat, well maintained home and the owners were super considerate. Hope to come back next year!

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  • Definitely enjoyed our stay!

    Stayed 7 days ending in July, 2014

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    a guest from Seattle, WA recommends this vacation rental

    Wonderful location, great views and very nice amenities. Have stayed here before and will always come back.

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  • Wonderful spot

    Stayed 4 days ending in July, 2014

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    a guest from San Francisco, CA recommends this vacation rental

    We had a heavenly time staying at the Sailor's rest. The view is divine and the kids loved running on the beach. The house itself is spacious & comfortable. Location on Orcas island is terrific: very close to Moran State Park (which had wonderful swimming lakes, trails, playground, Mt Constitution) and not too far from Eastsound.

    We hope to return!

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  • Everything we were looking for...and more!

    Stayed 4 days ending in July, 2014

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    Sandy G from Cumberland, RI recommends this vacation rental

    Beautiful home, clean, open but private layout. Great boat and dock access. Everything we could possibly want was there....from utensils, to wading boots to towels. Deers and hummingbirds abound. Can't wait to come back!

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  • Crabbing

    Stayed 4 days ending in September, 2013

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    a guest from mountlake terrace , wa recommends this vacation rental

    Awesome house with great views, convenient location, and plenty of space for a big group.

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  • A Perfect Week

    Stayed 6 days ending in August, 2013

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    a guest from Yarow Point, WA recommends this vacation rental

    A birthday celebration with 2 generations of family - 7 people and 1 dog. We had the perfect week. Together time, alone time, hikes, saunas, walks, beach, and meals on the deck facing the beautiful sound. We brought our own kayak which was used constantly in the mornings and evenings as the beach was easily accessible, and the waters calm (if you didn't go too far). A morning stop at Buck's Bay Shelfish and we were set for dinner. The weather was perfect - six days of sunshine, which the locals told us was not that common.

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  • Great Location, Great Privacy, Great Retreat

    Stayed 4 days ending in July, 2013

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    giacomo r from Portland, OR recommends this vacation rental

    Best location in Orcas. Great House, huge patio with hot-tub and incredible view of the sky.
    I will be back.

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  • A nice little hideaway!

    Stayed 3 days ending in September, 2012

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    a guest from Medina, WA recommends this vacation rental

    This house is very well appointed. We were 2 families and it was nice to have the bedrooms on seperate sides of the home. The view and waterfront access are devine! We brought our boat and found the public dock and mooring buoy to be quite handy. The home is quite a drive from any local stores or restaurants so bring your supplies! We would love to come & stay again sometime.

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  • Spectacular

    Stayed 7 days ending in August, 2012

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    a guest from Seattle, WA recommends this vacation rental

    The online photos, as good as they are, don't convey the beauty of the location or the high quality of the home. The view of Obstruction Pass/Obstruction Island is among the best in the San Juans. Of all the vacation rental homes where we've stayed, this was the best equipped, with everything we needed in the kitchen and a great grill. The WiFi is poor, and Verizon cell service isn't available, but that may be just what you want when you're on vacation.

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  • A wonderful break

    Stayed 7 days ending in August, 2012

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    a guest from Tucson, AZ recommends this vacation rental

    Loved the house. Our 3 year old's favorite thing to do was to walk to where the barges came in and see them loading and offloading cargo. The only reason I only gave it 4 of 5 stars on the location was that it was a little futher from the grocery store than I would have liked. On the other hand, I think many would have appreciated that remoteness.

    Overall, a great place to stay. My in laws want to know when we our booking our next trip.

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  • A wonderful week

    Stayed 7 days ending in July, 2012

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    a guest from Seattle, WA recommends this vacation rental

    Perfect location, wonderful and warm home and everyone enjoyed the hot tub immensely.
    Thank you!

    • Manager Responded on 7/25/2012

      Thank you!

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  • Great House, Perfect Location

    Stayed 7 days ending in August, 2011

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    a guest from Portola Valley, CA recommends this vacation rental

    Sailor's Rest is a fantastic vacation getaway. There are gorgeous views from the deck and the house itself is very comfortable, clean and nicely decorated. The kitchen is fully stocked with cooking supplies and there's a nice gas BBQ. The hot tub on the
    deck is fantastic for an early morning soak or a late night viewing of the stars. Our family thoroughly enjoyed our stay and the only reason we didn't give 5 stars for cleanliness is that we had to clean up a spill in the fridge that left a fishy smell. The
    management was very apologetic and gave us some vouchers at the local bakery.

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  • Sailor's Rest

    Stayed 8 days ending in July, 2011

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    a guest from Berkeley, CA recommends this vacation rental

    This is a great place to stay, an amazing view, lots of comfortable rooms. The kitchen was out of dishwash gel so we had to drive into town our 2nd day but staff was helpful solving that, and also helping us in other ways during our stay.

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  • great vacation home

    Stayed 4 days ending in September, 2009

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    a guest from Holdrege, NE recommends this vacation rental

    We will be back

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  • Delightful views and superb accommodations for two families.

    Stayed 7 days ending in August, 2009

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    Edward Y from Kent, WA recommends this vacation rental

    This is a great location with all of the amenities you could want. The buoy for the boat was greatly appreciated, although a private dock would be ideal. Orcas Island has too much to offer for just a one week visit, so we will be returning next summer.

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  • Review by Robert J

    Stayed 7 days ending in August, 2009

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    Robert J from Wenatchee, WA recommends this vacation rental

    bbq looked like it fell off a truck. also made it interesting to cook on. Everything else was wonderfull.

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  • A wonderful vacation destination!

    Stayed 7 days ending in August, 2009

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    a guest from Portola Valley, CA recommends this vacation rental

    We took family to this fantastic home in a delightful location. It had everything we needed including a fantastic view of the harbor, Obstruction Pass, kayak rentals next door, Bald Eagle sitings, and deer on the lawn! The house itself is beautiful with a nice open kitchen/living room layout. Perfect for entertaining. There's a nice large deck with a hammock and hot tub. We enjoyed congregating there for coffee in the morning and cocktail hour in the evening. The hot tub was touchy with the controls but the Owner came right over to help fix it. I highly recommend this rental!

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  • Still a thrill after two years

    Stayed 7 days ending in July, 2009

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    Bill A from Milwaukie, OR recommends this vacation rental

    The house is just to good to believe. We have so much quality time with each other yet, there is always something for each of us to do alone if we want. I hope the house is avalible next year.

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  • Review by a guest

    Stayed 7 days ending in July, 2009

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    a guest from Arlington, WA recommends this vacation rental

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Vacation Doorways PO Box 488 Friday Harbor, WA 98250 +1 (800) 391-8190 reservations@nwislandescapes.com

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