Eastsound Vacation Homes

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 holiday homes

A bedroom with a bed, two bedside tables, a wardrobe, and a window with a view of trees.

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

Eastsound

Andrew H.

HK$2,978 total

includes taxes & fees

18 Oct - 19 Oct

A modern living room with a dining area, a sofa, a coffee table, and a large window providing natural light.

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

Eastsound

Tyler and Briana D.

HK$3,759 total

includes taxes & fees

18 Oct - 19 Oct

A modern kitchen with a large island, a dining area with a view, and a cozy seating area.

3. Modern Home with Stunning Water View

Eastsound

Kathleen R.

HK$4,792 total

includes taxes & fees

22 Oct - 23 Oct

A spacious interior with a wooden staircase, a dining area, and a view of the outdoors.

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

Eastsound

Matt M.

HK$6,069 total

includes taxes & fees

1 Nov - 2 Nov

A modern two-story house with a patio area featuring outdoor furniture.

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

Eastsound

Debra P.

HK$4,300 total

includes taxes & fees

19 Oct - 20 Oct

A snow-covered landscape with a building featuring a large window and a door.

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

Eastsound

danielle

HK$4,393 total

includes taxes & fees

9 Nov - 10 Nov

A view through a window with a grid pattern, overlooking a calm body of water and distant land, with trees in the foreground.

7. North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.

Eastsound

Marian N.

HK$5,151 total

includes taxes & fees

18 Oct - 19 Oct

A modern cabin with a metal roof, situated by a body of water, featuring a deck and outdoor seating area.

8. Romantic Oceanfront Getaway/Hot tub/Chef Kitchen

Eastsound

Rananda S.

HK$5,797 total

includes taxes & fees

20 Oct - 21 Oct

A wooden deck with outdoor furniture, including a sofa and chairs, overlooking a garden and a view of trees and a distant mountain.

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

Eastsound

Monty and Michelle d.

HK$5,835 total

includes taxes & fees

18 Oct - 19 Oct

A marina with boats, a stone bridge, and a well-maintained grassy area.

10. Waterfront King Room with Ocean Views

Eastsound

"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...

Matthew

HK$1,565 total

includes taxes & fees

18 Oct - 19 Oct

A hot tub with chairs and a table, surrounded by a wooden deck and a stone wall.

11. Huckleberry House - New Listing!

Eastsound

Tom W.

HK$5,508 total

includes taxes & fees

16 Nov - 17 Nov

An outdoor patio with a table and chairs, overlooking a scenic view of the ocean and trees.

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

Eastsound

Julie T.

HK$5,943 total

includes taxes & fees

21 Oct - 22 Oct

Two private decks with 180° water views, lounge seating, and a new gas BBQ.

13. Sweeping Sound Views, Pet friendly, 3 Bedroom

San Juan County

Marc H.

HK$5,705 total

includes taxes & fees

9 Nov - 10 Nov

A wooden deck with outdoor furniture overlooking a body of water and forested hills.

14. INSANE VIEWS! HOT TUB!

San Juan County

Vlada K.

HK$5,091 total

includes taxes & fees

1 Nov - 2 Nov

A cozy interior with a dining area, a table with chairs, a sofa, and a view of the outdoors.

15. Cedar Orchard Cabin.

Eastsound

Loree C.

HK$4,942 total

includes taxes & fees

20 Oct - 21 Oct

A modern living room with a sectional sofa, a coffee table, and a rug. There is a kitchen area with cabinets and appliances.

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

Eastsound

David C.

HK$4,139 total

includes taxes & fees

17 Oct - 18 Oct

A wooden deck with a railing overlooking a calm lake, surrounded by hills.

17. Private Cliffside Suite with Ocean Views

Eastsound

"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."

Alex d.

HK$2,331 total

includes taxes & fees

8 Nov - 9 Nov

A wooden deck with outdoor seating, a sign reading "EMILY'S COTTAGE", and a view of a road with cars.

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

Orcas Island

Jonas R.

HK$3,447 total

includes taxes & fees

17 Oct - 18 Oct

An outdoor seating area with tables and chairs facing a view of a body of water and trees.

19. WATER VIEWS! WOOD STOVE! PRIVATE!

San Juan County

Carrie S.

HK$3,570 total

includes taxes & fees

19 Oct - 20 Oct

A room with a large window overlooking a forested lake.

20. Cottage at Doe Bay - Entire Home (New Listing)

San Juan County

Wesley A.

HK$2,909 total

includes taxes & fees

21 Oct - 22 Oct

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Top Eastsound Hotel Reviews

Outlook Inn

10/10 Excellent

"The Outlook exceeded our expectations; great in all areas, room, amenities, staff and dining. A wonderful place for an anniversary getaway. We hope to visit again in 2027."

Orcas Island, Forest House #283

10/10 Excellent

"We had an amazing experience at the forest house! It was the perfect lightly lord of the rings themed backdrop for our engagement with a bit of hobbit and elven vibes. Absolutely gorgeous furnishings and finishes. It rained while we were there, so we took full advantage of cozying up in the house with art supplies and a cheeseboard and watching Lord of the Rings (bluray extended edition of course, though we did have to bring our own copy!)We did that trend of painting each other's portraits and then doing a reveal at the end. It was quite fun and they had everything we needed. We camped for 2 days before coming here and were terribly grateful for the washer and dryer as well. The bath was lovely, the views spectacular, we took a short but brisk walk on the loop around the neighborhood. Couldn't recommend it enough."

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