A street lined with parked cars and a white building with a sign that reads "Springfield."

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Our top choices for Eastsound vacation homes

1. Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound

Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound
Eastsound
9.2 out of 10, Wonderful, (81 reviews)
"Great views, comfortable bed, spacious home. "
United States
Savannah I.
The price is CA $180
CA $582 total
includes taxes & fees
Sep 30 - Oct 1
Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound

2. Hot Tub/Central/Modern/Well Appointed/Immaculate

Hot Tub/Central/Modern/Well Appointed/Immaculate
Eastsound
10.0 out of 10, Exceptional, (37 reviews)
"We had a great time at the property. We were able to walk to restaurants and it’s centrally located to many of the islands attractions. The bedroom upstairs was super comfortable and the hot tub was a great way to end the day."
United States
Ryan J.
The price is CA $287
CA $642 total
includes taxes & fees
Oct 18 - Oct 19
Hot Tub/Central/Modern/Well Appointed/Immaculate

3. Heart Of Eastsound, Family & Small-Dog Friendly

Heart Of Eastsound, Family & Small-Dog Friendly
Eastsound
10.0 out of 10, Exceptional, (21 reviews)
"Our stay couldn’t have been better! Such a great place in the best location. Would absolutely stay here again!"
United States
Debra P.
The price is CA $401
CA $812 total
includes taxes & fees
Sep 28 - Sep 29
Heart Of Eastsound, Family & Small-Dog Friendly

4. The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome

The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome
Eastsound
10.0 out of 10, Exceptional, (30 reviews)
"Beautiful house and amazing location! Accommodated our group of 6 easily. Walk to town. Quick response and support from the host. We would totally stay here again."
United States
Matt M.
The price is CA $484
CA $1,143 total
includes taxes & fees
Sep 29 - Sep 30
The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome

5. HEART OF EASTSOUND - ENTIRE HOME (NEW LISTING)

HEART OF EASTSOUND - ENTIRE HOME (NEW LISTING)
Eastsound
10.0 out of 10, Exceptional, (5 reviews)
"Great location. "
Canada
danielle
The price is CA $373
CA $901 total
includes taxes & fees
Sep 22 - Sep 23
HEART OF EASTSOUND - ENTIRE HOME (NEW LISTING)

6. Modern Home with Stunning Water View

Modern Home with Stunning Water View
Eastsound
10.0 out of 10, Exceptional, (382 reviews)
"Such a special place!"
United States
Kathleen R.
The price is CA $420
CA $836 total
includes taxes & fees
Oct 22 - Oct 23
Modern Home with Stunning Water View

7. Bayside Waterfront King_Ocean Views_King Bed_Pool

Bayside Waterfront King_Ocean Views_King Bed_Pool
Eastsound
6.0 out of 10, (1 review)
"The value for the price was acceptable. View was outstanding! Staff came and addressed a concern immediately. Bed was comfortable with nice linens and towels. The room is generally old and tired. Musty smell. It was not cleaned well. Carpet needs replacing and has lots of stains (don't want to go barefoot). Curtains are in disrepair. The shower has mold in the calk and grout and on the ceiling. Nice adds would be places by the bed to plug phones into, hooks for coats (it rains on Orcas and this...
United States
Matthew
The price is CA $245
CA $279 total
includes taxes & fees
Sep 30 - Oct 1
Bayside Waterfront King_Ocean Views_King Bed_Pool

8. Heart of Eastsound-For couples!

Heart of Eastsound-For couples!
Eastsound
The price is CA $412
CA $942 total
includes taxes & fees
Oct 19 - Oct 20
Heart of Eastsound-For couples!

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

Serene Waterview Retreat/Hot Tub/Private Beach &Tennis Court/ Pet-Friendly
Eastsound
10.0 out of 10, Exceptional, (30 reviews)
"We had a lovely stay. The house had everything we could have needed and looked better than the listing! Loved the beach, where we saw otters, seals, herons, starfish, and more. "
United States
Julie T.
The price is CA $469
CA $1,123 total
includes taxes & fees
Sep 22 - Sep 23
Serene Waterview Retreat/Hot Tub/Private Beach &Tennis Court/ Pet-Friendly

10. Romantic Oceanfront Getaway/Hot tub/Chef Kitchen

Romantic Oceanfront Getaway/Hot tub/Chef Kitchen
Eastsound
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful property close to everything the island has to offer. The view was incredible! We loved everything about our stay."
United States
Rananda S.
The price is CA $506
CA $898 total
includes taxes & fees
Oct 20 - Oct 21
Romantic Oceanfront Getaway/Hot tub/Chef Kitchen

11. Huckleberry House - New Listing!

Huckleberry House - New Listing!
Eastsound
10.0 out of 10, Exceptional, (1 review)
"We loved this property! Easy walk to downtown and close to the water. Well-equipped kitchen. And we loved the hot tub!"
United States
Tom W.
The price is CA $560
CA $1,135 total
includes taxes & fees
Sep 22 - Sep 23
Huckleberry House - New Listing!

12. Cheerful Orcas Island Forest Getaway with Stunning Mountain and Sea Views

Cheerful Orcas Island Forest Getaway with Stunning Mountain and Sea Views
Eastsound
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful view of East Sound. Enjoyed coffee and the birds chirping on the patio. Great weekend getaway. "
United States
David C.
The price is CA $431
CA $811 total
includes taxes & fees
Oct 1 - Oct 2
Cheerful Orcas Island Forest Getaway with Stunning Mountain and Sea Views

13. Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!

Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!
Eastsound
10.0 out of 10, Exceptional, (18 reviews)
"It was a perfect place to stay! Beautiful and very nice!"
United States
Casey A.
The price is CA $503
CA $961 total
includes taxes & fees
Oct 7 - Oct 8
Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!

14. Sweeping Sound Views, Pet friendly, 3 Bedroom

Sweeping Sound Views, Pet friendly, 3 Bedroom
San Juan County
10.0 out of 10, Exceptional, (1 review)
"The home was beautiful, well stocked with AMAZING views! We really enjoyed our time there. "
United States
Marc H.
The price is CA $514
CA $947 total
includes taxes & fees
Sep 22 - Sep 23
Sweeping Sound Views, Pet friendly, 3 Bedroom

15. INSANE VIEWS! HOT TUB!

INSANE VIEWS! HOT TUB!
San Juan County
9.0 out of 10, Wonderful, (2 reviews)
"The view was stunning, and the cabin itself is really picturesque, especially the old fire stove."
United States
Vlada K.
The price is CA $582
CA $857 total
includes taxes & fees
Sep 22 - Sep 23
INSANE VIEWS! HOT TUB!

16. Cedar Orchard Cabin.

Cedar Orchard Cabin.
Eastsound
9.8 out of 10, Exceptional, (42 reviews)
"Fantastic Cottage! We loved our stay - kids especially loved the ping pong and peacocks. Great sheets/towels and very clean."
United States
Elizabeth
The price is CA $497
CA $881 total
includes taxes & fees
Sep 24 - Sep 25
Cedar Orchard Cabin.

17. Brand New Madrona Suites #2 Modern 2 bedroom in the heart of Orcas Island

Brand New Madrona Suites #2 Modern 2 bedroom in the heart of Orcas Island
Eastsound
10.0 out of 10, Exceptional, (2 reviews)
"We had a very short trip and this place was lovely"
United States
Anonymous traveller
The price is CA $1,399
CA $1,960 total
includes taxes & fees
Sep 22 - Sep 23
Brand New Madrona Suites #2 Modern 2 bedroom in the heart of Orcas Island

18. Cliffhouse At Rosario Village_Ocean Front_Whales

Cliffhouse At Rosario Village_Ocean Front_Whales
Eastsound
10.0 out of 10, Exceptional, (1 review)
"The ocean view and the location was fantastic. It was clean with the exception of rhe screen on the bathroom widow which had a very thick layers of dust and the deck railing was really needed cleaning... included numerous spider wed and green slime. And the one long chair pillow was wet and had bird poop. And the screens on both sliding doors need replacing as those are ripped. Though I would still rent it again."
United States
Alex d.
The price is CA $404
CA $457 total
includes taxes & fees
Oct 22 - Oct 23
Cliffhouse At Rosario Village_Ocean Front_Whales

19. Emily's Cottage at Cayou Channel - Orcas Island

Emily's Cottage at Cayou Channel - Orcas Island
Orcas Island
9.4 out of 10, Exceptional, (8 reviews)
"Great location, close to ferry!"
United States
Jonas R.
The price is CA $210
CA $614 total
includes taxes & fees
Sep 29 - Sep 30
Emily's Cottage at Cayou Channel - Orcas Island

20. WATER VIEWS! WOOD STOVE! PRIVATE!

WATER VIEWS! WOOD STOVE! PRIVATE!
San Juan County
10.0 out of 10, Exceptional, (2 reviews)
"Dillon is a great host. The bed is very comfortable and the kitchen has everything. The property has a panoramic view of sloping forests, fields and tidal lands. It’s a short walk to an exceptional restaurant (Lascaux), an art gallery, a historic general store, a marina dock, and an oyster farm. A short drive took us to Obstruction Pass Marine Park, which provided a scenic hike."
United States
Carrie S.
The price is CA $332
CA $572 total
includes taxes & fees
Oct 12 - Oct 13
WATER VIEWS! WOOD STOVE! PRIVATE!
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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