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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Deer Harbor holiday homes

A deck with a picnic table and umbrella, overlooking a marina with boats.

1. CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH

CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH
Deer Harbor
6.8 out of 10, (3 reviews)
"Very clean and comfortable! Beautiful view as well. Kitchen also had all the equipment to be able to cook meals at home."
United States
Lucy H.
The price is £501
includes taxes & fees
1 Sept - 2 Sept
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH
A cozy interior with a dining area, a table with chairs, a sofa, and a view of the outdoors.

2. Cedar Orchard Cabin.

Cedar Orchard Cabin.
Eastsound
9.8 out of 10, Exceptional, (38 reviews)
"Beautiful property with excellent views and a type of farm feel where so many unique things exist including ducks, a 22 year old cat, orchard, kayaks etc. you don’t need to leave the property to have a wonderful time host John is one of coolest guys you will ever meet."
United States
Frank M.
The price is £471
includes taxes & fees
24 Aug - 25 Aug
Cedar Orchard Cabin.
A restaurant with wooden tables and chairs, large windows, and a view of the outdoors.

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

Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island
Friday Harbor
10.0 out of 10, Exceptional, (105 reviews)
"Everything was perfect about our trip to Friday Harbor and our "home away from home". Hosts were great at communicating with us, instructions were clear and check-in a breeze. The house and yard were beautiful and comfortable. We will definitely be return guests!"
United States
Jill M.
The price is £432
includes taxes & fees
7 Sept - 8 Sept
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island
A lakeside wooden structure with a balcony, likely a guesthouse or lodge, overlooking a calm lake with trees in the background.

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

Perfect location to relax, unwind, renew and enjoy San Juan Island
Friday Harbor
10.0 out of 10, Exceptional, (141 reviews)
"Truly accommodated for daily life, it felt like a home and I didn’t feel like I was without."
United States
Faustine
The price is £418
includes taxes & fees
25 Aug - 26 Aug
Perfect location to relax, unwind, renew and enjoy San Juan Island
A modern two-story house with a patio area featuring outdoor furniture.

5. Central/Modern/Immaculate/Family Friendly

Central/Modern/Immaculate/Family Friendly
Eastsound
10.0 out of 10, Exceptional, (19 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 £481
includes taxes & fees
2 Sept - 3 Sept
Central/Modern/Immaculate/Family Friendly
A table set with food and wine glasses overlooking a lake with trees and mountains in the background.

6. Utter Seclusion on 600 Feet of Waterfront , Free WiFi

Utter Seclusion on 600 Feet of Waterfront , Free WiFi
Friday Harbor
9.8 out of 10, Exceptional, (213 reviews)
"Beautiful setting!"
United States
Sean H.
The price is £567
includes taxes & fees
6 Sept - 7 Sept
Utter Seclusion on 600 Feet of Waterfront , Free WiFi
A modern living room with a dining area, a sofa, a coffee table, and a large window providing natural light.

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

Hot Tub/Central/Modern/Well Appointed/Immaculate
Eastsound
10.0 out of 10, Exceptional, (36 reviews)
"Great stay-easy to use hot tub, cental location and well kitchen full of cooking supplies including oil, salt."
United States
Alicia P.
The price is £460
includes taxes & fees
23 Aug - 24 Aug
Hot Tub/Central/Modern/Well Appointed/Immaculate
A room with a wooden staircase, a bench with pillows, a sofa, and a large window with a view of a lake and trees.

8. Historic Waterfront Home, Hot tub, Pets Welcome!

Historic Waterfront Home, Hot tub, Pets Welcome!
Eastsound
10.0 out of 10, Exceptional, (18 reviews)
"This was such an amazing place to stay! The views were gorgeous, we loved the hot tub and outside space, and the home was so charming and comfortable. Would highly recommend and can’t wait to stay again in the future."
United States
Stephanie R.
The price is £754
includes taxes & fees
2 Sept - 3 Sept
Historic Waterfront Home, Hot tub, Pets Welcome!
A spacious interior with a wooden staircase, a dining area, and a view of the outdoors.

9. 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, (28 reviews)
"Absolutely love this house! Great place for family and pets. Short walk to shopping and restaurants but feels private and comfortable."
United States
Kevin O.
The price is £741
includes taxes & fees
8 Sept - 9 Sept
The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome
A wooden deck with outdoor furniture, including a sofa and chairs, overlooking a garden and a view of trees and a distant mountain.

10. 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 £597
includes taxes & fees
31 Aug - 1 Sept
Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!
An outdoor seating area with tables and chairs facing a view of a body of water and trees.

11. WATER VIEWS! WOOD STOVE! PRIVATE!

WATER VIEWS! WOOD STOVE! PRIVATE!
San Juan County
WATER VIEWS! WOOD STOVE! PRIVATE!
A marina with boats, a stone bridge, and a well-maintained grassy area.

12. 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 £215
includes taxes & fees
7 Sept - 8 Sept
Bayside Waterfront King_Ocean Views_King Bed_Pool
A modern kitchen with a large island, a dining area with a view, and a cozy seating area.

13. Modern Home with Stunning Water View

Modern Home with Stunning Water View
Eastsound
10.0 out of 10, Exceptional, (379 reviews)
"Our host was Great, house very clean and just as described. Fabulous view!! Very well organized and thoughtful!!! One of the best rentals we've ever stayed in!!"
United States
Randy P.
The price is £590
includes taxes & fees
9 Sept - 10 Sept
Modern Home with Stunning Water View
A view through a window with a grid pattern, overlooking a calm body of water and distant land, with trees in the foreground.

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

North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.
Eastsound
9.8 out of 10, Exceptional, (16 reviews)
"Wonderful property. Very clean, spacious, and well-stocked. Thoroughly enjoyed our stay. "
United States
Craig C.
The price is £507
includes taxes & fees
14 Sept - 15 Sept
North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.
A hot tub with chairs and a table, surrounded by a wooden deck and a stone wall.

15. 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 £677
includes taxes & fees
9 Sept - 10 Sept
Huckleberry House - New Listing!
A snow-covered landscape with a building featuring a large window and a door.

16. 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 £681
includes taxes & fees
8 Sept - 9 Sept
HEART OF EASTSOUND - ENTIRE HOME (NEW LISTING)
A modern cabin with a metal roof, situated by a body of water, featuring a deck and outdoor seating area.

17. Romantic Oceanfront Getaway/Hot tub/Chef Kitchen

Romantic Oceanfront Getaway/Hot tub/Chef Kitchen
Eastsound
10.0 out of 10, Exceptional, (11 reviews)
"Incredible and expansive view!"
United States
Mechelle S.
The price is £560
includes taxes & fees
15 Sept - 16 Sept
Romantic Oceanfront Getaway/Hot tub/Chef Kitchen
An aerial view of a house with a large deck, surrounded by lush greenery and a well-maintained garden.

18. Goldeneye Farm - Orchard & Ponds

Goldeneye Farm - Orchard & Ponds
San Juan County
The price is £605
includes taxes & fees
30 Aug - 31 Aug
Goldeneye Farm - Orchard & Ponds
A spacious living room with a large couch, a coffee table, and a view of the backyard through glass doors.

19. Family Home w/ Kayaks, Hot Tub, Beach Access & Pickleball

Family Home w/ Kayaks, Hot Tub, Beach Access & Pickleball
Eastsound
10.0 out of 10, Exceptional, (6 reviews)
"Everything was great. Hot tub was fabulous after long days exploring. "
United States
Alyx J.
The price is £655
includes taxes & fees
10 Sept - 11 Sept
Family Home w/ Kayaks, Hot Tub, Beach Access & Pickleball

20. 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 £623
includes taxes & fees
3 Sept - 4 Sept
Sweeping Sound Views, Pet friendly, 3 Bedroom
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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Top Deer Harbor Hotel Reviews

Deer Harbor Cottages

Deer Harbor Cottages

10/10 Excellent
"We really enjoyed our stay here. With the exception of a tighter cooking area than expected was roomy and had a great view. Matthew’s Smokehouse a few steps away and island pie a very short drive away for some good BBQ and Pizza. It was peaceful with trails to walk and blackberries to pick for a sweet treat. Looking forward to staying again this j the future."
jeff 4-night trip
Posted 3 hours ago
Deer Harbor Cottages

Find out more about Deer Harbor

Deer Harbor Holiday Homes information

Number of reviews
1,001
Accommodation
298 Holiday Homes
Lowest Price
£215
Highest Price
£754