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Compare 319 Vacation Homes in Waldron Island with updated reviews, rates, and availability.

Modern Home with Stunning Water View

10.0 out of 10, Exceptional, (333)
"We stayed at this property in February 2025 with an 8-month old baby and found it incredibly suited to our needs. It was easy to find from the ferry, very conveniently located near downtown Eastsound and all of the restaurants and shops, and extremely well outfitted. We had everything needed to cook, store and reheat food. The house had books for our little ones and puzzles for mom & dad. There were umbrellas, beach towels, and all of the cleaning supplies needed to keep up with a baby on the...
The price is SAR 1,125
SAR 2,207 total
includes taxes & fees
18 Mar - 19 Mar
Modern Home with Stunning Water View

Waterfront Home! Hot Tub! (HOS)

9.8 out of 10, Exceptional, (47)
"Put this on your bucket list! While everyone stages their property for the photos, this may be the one property that is anti-staged! The House of the Ocean Sun absolutely exceeds the amazing pictures and write-up in every way. Views are epic. The property is immaculately maintained and the kitchen is fully equipped—it even has an espresso machine that converted us away from pods. This beautiful property made a very special trip for us worry free. Thank you to the hosts for making...
Waterfront Home! Hot Tub! (HOS)

Waterfront! Hot Tub! (EWR)

10.0 out of 10, Exceptional, (67)
"Tongue and grooved knotty pine, Leathered granite counters, views of the water from every angle. High end amenities, a perfect place to unwind. High end flooring throughout with heated tile floors in the bathrooms and utility/wash room. An amazing place to stay on San Juan, perfectly situated between Friday harbor and Roche harbor. Orcas, sea lions and coast guard were plentiful for viewing from the two different balcony style decks. What a treat!"
Waterfront! Hot Tub! (EWR)

Luxurious Home w/Hot Tub, 5 minute walk to Town and Beach

10.0 out of 10, Exceptional, (34)
"Comfortable beds,and a nice hot tub that stays nice and hot what more can you ask for !"
Luxurious Home w/Hot Tub, 5 minute walk to Town and Beach

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

10.0 out of 10, Exceptional, (321)
"Very nice place. Great functionality. Fire pit is wonderful. View is super and direct access to beach is a real treat "
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.

Custom Waterfront Home - easy walk to Roche Harbor & Picnic Island

10.0 out of 10, Exceptional, (201)
"Great location and easy to get around the island. The view is amazing. Three out of the four beds were king size and one of them were full size. It was great having a large and clean space. I would love to stay here again in the future. "
Custom Waterfront Home - easy walk to Roche Harbor & Picnic Island

Cheerful Getaway w/ Ocean View, Outdoor Fireplace, & Beach Access

9.4 out of 10, Exceptional, (102)
"I enjoy the off-season in resort areas so enjoy coming to Orcas Island in February. This house is cozy and comfy, and I’ve rented it 4 of the last 5 years, which ought to say something! You can’t beat the location! Note to Sandi , the owner tho: you need to provide a snow shovel and bag of ice melter/rock salt. "
Cheerful Getaway w/ Ocean View, Outdoor Fireplace, & Beach Access

Fantastic retreat near the water w/ expansive deck & stylish interior - dogs OK

9.0 out of 10, Wonderful, (43)
"We had a wonderful stay & highly recommend, quiet part of the island with private beach access. In August we experienced all types of weather - rain / sun / cold / hot so pack for a typical PNW trip!"
Fantastic retreat near the water w/ expansive deck & stylish interior - dogs OK

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

10.0 out of 10, Exceptional, (120)
"The house was great clean and comfortable for all of us including the dog "
Orcas-Beautiful Modern Home- Large New Deck- Water View- Privacy- Dog Friendly

Waterfront Getaway: Cozy Fireplace, Beachfront Deck, Kayaks, Full kitchen!

10.0 out of 10, Exceptional, (14)
"Incredible views! Cozy,beautiful,warm home with everything we needed to make this family vacation memorable! Thank you! We highly recommend baywood cafe grabbing a treat and a coffee and walking to the beach across the street to find shells and beach treasures! An otter can up to the beach to say hi to us!! "
The price is SAR 844
SAR 1,901 total
includes taxes & fees
29 Mar - 30 Mar
Waterfront Getaway: Cozy Fireplace, Beachfront Deck, Kayaks, Full kitchen!

Waterfront Home! Newly Remodeled! (weow)

10.0 out of 10, Exceptional, (47)
"This is a beautiful home set in a wonderful setting. We thoroughly enjoyed our stay in this comfortable, quiet home and would highly recommend this VRBO. "
Waterfront Home! Newly Remodeled! (weow)

Family Beach House With Beautiful Views, Huge Yard, Mooring Buoy, And Kayaking

9.8 out of 10, Exceptional, (86)
"Property is great.Lights above the stove need to be repaired. Hard to see when cooking. Otherwise it was great!"
Family Beach House With Beautiful Views, Huge Yard, Mooring Buoy, And Kayaking

Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Stunning View!

9.6 out of 10, Exceptional, (198)
"We had a great stay with our small family. A nice equipped kitchen for cooking and such a peaceful spot. "
Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Stunning View!

Secluded dog-friendly home with mountain views & gas fireplace

2.0 star property
9.8 out of 10, Exceptional, (9)
"My wife and i spent five nights here. It was quiet and cozy. The bed was comfortable and the kitchen had everything we needed. "
Secluded dog-friendly home with mountain views & gas fireplace

Amazing sunsets!! Water view, hot tub, close to town, fire pit.

10.0 out of 10, Exceptional, (49)
"We visited Orcas Island for a family event and stayed at Lori's home. It was peaceful, comfortable, well supplied and met us with a glorious view to the west! We enjoyed fires in the fireplace and evening dips in the hot tub under the stars. Beds and linens were great quality and comfortable. Kitchen well stocked with just the right amount of good quality cookware, etc. We would stay again. Thanks Lori!"
Amazing sunsets!! Water view, hot tub, close to town, fire pit.

Utter Seclusion on 600 Feet of Waterfront , Free WiFi

9.8 out of 10, Exceptional, (182)
"My partner and I came to San Juan Island for my birthday and this place made our stay magical! Waking up and being able to step out and look at the water off the back deck was so peaceful. We highly recommend this place and hope to come back!"
Utter Seclusion on 600 Feet of Waterfront , Free WiFi

Serene Waterview Retreat/Hot Tub/Private Beach &Tennis Court/ Pet-Friendly

The price is SAR 908
SAR 2,533 total
includes taxes & fees
19 Mar - 20 Mar
Serene Waterview Retreat/Hot Tub/Private Beach &Tennis Court/ Pet-Friendly

The Paddle Shack: Oceanfront deck with multiple levels. Hot Tub! Amazing views!

10.0 out of 10, Exceptional, (68)
"The property location was perfect. The house and amenities were an absolute dream. We stayed on the property for 2 out of our 3 day stay and were never bored. We bought groceries off the island to save money and had everything we needed to cook in the kitchen. The wildlife, hot tub, deck and sauna was enough entertainment. From the huge deck We saw harbor seals, harbor porpoises and so many gorgeous birds including bald eagles. The house was immaculate and has all the nicest touches including...
The Paddle Shack: Oceanfront deck with multiple levels. Hot Tub! Amazing views!

Waterfront Escape with Hot Tub

9.6 out of 10, Exceptional, (27)
"The Round House is just lovely! The location is great and the views are amazing. The house was clean and well equipped for cooking almost anything. I highly recommend this lovely property. "
Waterfront Escape with Hot Tub

Tranquil Bayfront Home with Covered Deck & Large Lawn - Close to Beach

8.0 out of 10, Very Good, (89)
"Very comfortable Quiet, peaceful yeah"
Tranquil Bayfront Home with Covered Deck & Large Lawn - Close to Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Waldron Island

Raintree's Sandcastle

3.5 star property
9.4 out of 10, Exceptional, (480)
"Amazing hotel, will definitely come back!"
Raintree's Sandcastle

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

9.6 out of 10, Exceptional, (173)
"My daughter and I spent a lovely day and night on the Island. The space was great for cooking our dinner and just hanging out. "
The price is SAR 881
SAR 1,326 total
includes taxes & fees
18 Mar - 19 Mar
The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!

Birch Bay Beach Cabana - close to everything and pet-friendly!

7.2 out of 10, Good, (23)
"Was perfect!"
The price is SAR 281
SAR 387 total
includes taxes & fees
18 Mar - 19 Mar
Birch Bay Beach Cabana - close to everything and pet-friendly!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.