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Deer Harbor Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Deer Harbor vacation rentals

Beautiful light all year long.

1. Madrona Suite - Summer on Orcas Island- rest where sea meets stillness

Madrona Suite - Summer on Orcas Island- rest where sea meets stillness
Eastsound
10.0 out of 10, Exceptional, (28 reviews)
"My husband and I had a lovely stay. The property is beautiful and quiet. Jodi was communicative and accommodating."
United States
Heather H.
$353 nightly
The price is $384
Oct 7 - Oct 8
Total with taxes and fees
Madrona Suite - Summer on Orcas Island- rest where sea meets stillness
A deck with a picnic table and umbrella, overlooking a marina with boats and a forested hill.

2. 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.
$414 nightly
The price is $449
Nov 2 - Nov 3
Total with taxes and fees
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH
A wooden deck with a table and chairs overlooking a lake with boats.

3. Heart of Deer Harbor - Harbormaster House

Heart of Deer Harbor - Harbormaster House
Deer Harbor
10.0 out of 10, Exceptional, (5 reviews)
"Loved the house! Beautiful view, nicely decorated, very comfortable. Will definitely stay here again!"
United States
Cndi B.
$597 nightly
The price is $647
Oct 7 - Oct 8
Total with taxes and fees
Heart of Deer Harbor - Harbormaster House
A wooden deck with a table and grill, overlooking a lake with a distant bridge.

4. West Beach Resort

West Beach Resort
3.5 star property
Eastsound
9.4 out of 10, Exceptional, (120 reviews)
"Cozy and roomy cabin. Great stay. "
United States
lorrie
$211 nightly
The price is $233
Oct 12 - Oct 13
Total with taxes and fees
West Beach Resort
A rustic cabin with a porch, a grill, and a small deck.

5. Dog Friendly Studio with Kitchenette, WiFi, Yard and Fire Pit near Eastsound Beach

Dog Friendly Studio with Kitchenette, WiFi, Yard and Fire Pit near Eastsound Beach
Eastsound
9.2 out of 10, Wonderful, (76 reviews)
"The little house was a comfortable and clean stay."
United States
Lyn W.
$242 nightly
The price is $242
Oct 27 - Oct 28
Total with taxes and fees
Dog Friendly Studio with Kitchenette, WiFi, Yard and Fire Pit near Eastsound Beach
A wooden deck with outdoor seating, a sign reading "EMILY'S COTTAGE", and a view of a road with cars.

6. 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.
$408 nightly
The price is $439
Oct 7 - Oct 8
Total with taxes and fees
Emily's Cottage at Cayou Channel - Orcas Island
A bedroom with a bed, two bedside tables, a wardrobe, and a window with a view of trees.

7. 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)
"Pet friendly"
United States
Andrew H.
$382 nightly
The price is $382
Oct 18 - Oct 19
Total with taxes and fees
Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound
A wooden deck with a hot tub, a sign with spa rules, and a view of the ocean.

8. Deluxe Garden Studio w/ Bunk House

Deluxe Garden Studio w/ Bunk House
Eastsound
$291 nightly
The price is $313
Oct 12 - Oct 13
Total with taxes and fees
Deluxe Garden Studio w/ Bunk House
A wooden deck with a hot tub, a sign with spa rules, and a view of the ocean.

9. Garden Studio Cabin w/ peek-a-boo views - 1 min walk to beach!

Garden Studio Cabin w/ peek-a-boo views - 1 min walk to beach!
Eastsound
$251 nightly
The price is $269
Oct 12 - Oct 13
Total with taxes and fees
Garden Studio Cabin w/ peek-a-boo views - 1 min walk to beach!
A wooden deck with a table and chairs, overlooking a lake.

10. 1BR Ocean View Cabin - 30 second walk to west-facing beach and sunsets!

1BR Ocean View Cabin - 30 second walk to west-facing beach and sunsets!
Eastsound
10.0 out of 10, Exceptional, (3 reviews)
"Everyone we encountered was welcoming and friendly…we enjoyed our stay!"
United States
Mari S.
$301 nightly
The price is $324
Oct 19 - Oct 20
Total with taxes and fees
1BR Ocean View Cabin - 30 second walk to west-facing beach and sunsets!
A table set with food and wine glasses overlooking a lake with trees and mountains in the background.

11. 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, (218 reviews)
"It’s all about the view - incredible. We enjoyed happy hour on the deck, and the sunrise was stunning and beautiful."
United States
Chad
$364 nightly
The price is $397
Nov 1 - Nov 2
Total with taxes and fees
Utter Seclusion on 600 Feet of Waterfront , Free WiFi
A garden with two large tree stumps, one with a carved face, surrounded by rocks and purple flowers.

12. Forest Grove on Orcas: A Cozy Naturalist's Retreat

Forest Grove on Orcas: A Cozy Naturalist's Retreat
Orcas
$213 nightly
The price is $232
Oct 7 - Oct 8
Total with taxes and fees
Forest Grove on Orcas: A Cozy Naturalist's Retreat
A wooden staircase leading to a beach with a sign indicating beach access from dawn to dusk and a warning against trespassing after dark.

13. The 'Spinnaker Studio' at Sea Star Lofts

The 'Spinnaker Studio' at Sea Star Lofts
Eastsound
9.8 out of 10, Exceptional, (168 reviews)
"What a lovely spot from which to explore Eastsound! We loved the beautiful quilts and how spacious the space felt. The kitchenette was great! We’d love to come back."
United States
Sarah R.
$320 nightly
The price is $349
Oct 7 - Oct 8
Total with taxes and fees
The 'Spinnaker Studio' at Sea Star Lofts
A wooden deck with a grill and tables overlooking a lake.

14. 1BR Beachfront Cabin directly on world class west-facing beach!

1BR Beachfront Cabin directly on world class west-facing beach!
Eastsound
$326 nightly
The price is $351
Oct 21 - Oct 22
Total with taxes and fees
1BR Beachfront Cabin directly on world class west-facing beach!
A cozy interior with a dining area, a table with chairs, a sofa, and a view of the outdoors.

15. Cedar Orchard Cabin.

Cedar Orchard Cabin.
Eastsound
9.8 out of 10, Exceptional, (44 reviews)
"Fantastic Cottage! We loved our stay - kids especially loved the ping pong and peacocks. Great sheets/towels and very clean."
United States
Elizabeth
$578 nightly
The price is $630
Oct 7 - Oct 8
Total with taxes and fees
Cedar Orchard Cabin.
A wooden deck with a hot tub, a sign with spa rules, and a view of the ocean.

16. 2BR 2BA Ocean View Cabin - 1 min walk to world class beach!

2BR 2BA Ocean View Cabin - 1 min walk to world class beach!
Eastsound
10.0 out of 10, Exceptional, (3 reviews)
"Cabin was cozy and the view was amazing! "
United States
Lisa V.
$366 nightly
The price is $395
Oct 12 - Oct 13
Total with taxes and fees
2BR 2BA Ocean View Cabin - 1 min walk to world class beach!
A table with a bottle and glasses of wine, overlooking a lake with mountains in the background.

17. 'The Windward Studio' at SeaStar Lofts -- on the Waterfront!

'The Windward Studio' at SeaStar Lofts -- on the Waterfront!
Eastsound
10.0 out of 10, Exceptional, (140 reviews)
"Nice place with good view and close to everything!"
United States
Carol H.
$412 nightly
The price is $449
Oct 7 - Oct 8
Total with taxes and fees
'The Windward Studio' at SeaStar Lofts -- on the Waterfront!
Prime westerly views & nightly sunsets

18. 2BR Beachfront Cabin on epic west-facing sand and pebble beach!

2BR Beachfront Cabin on epic west-facing sand and pebble beach!
Eastsound
10.0 out of 10, Exceptional, (3 reviews)
"My family had a great stay at West Beach resort. Cabin was great with all we need, right on the beach. It was amazing to spend evenings around fire place and to hear t waves. Very relaxing. It was nice to have convince store at resort to buy coffee or other basics. Everyone was very friendly. We loved it. "
United States
ivana f.
$326 nightly
The price is $351
Oct 21 - Oct 22
Total with taxes and fees
2BR Beachfront Cabin on epic west-facing sand and pebble beach!
A wooden deck with a table and chairs, overlooking a lake.

19. 1BR Ocean View steps to prime west-facing beach and on-site cafe!

1BR Ocean View steps to prime west-facing beach and on-site cafe!
Eastsound
$302 nightly
The price is $325
Oct 12 - Oct 13
Total with taxes and fees
1BR Ocean View steps to prime west-facing beach and on-site cafe!
Prime westerly views & nightly sunsets

20. 2BR Beach Cabin on prime west-facing beach!

2BR Beach Cabin on prime west-facing beach!
Eastsound
$326 nightly
The price is $351
Oct 21 - Oct 22
Total with taxes and fees
2BR Beach Cabin on prime west-facing 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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Top Deer Harbor Hotel Reviews

San Juan Motel

San Juan Motel

8/10 Good
"This is a basic roadside style motel. There are no amenities to speak of. However, the room was clean and functional. The motel is also very convenient to the old part of Anacortes. It was good value for the price."
Geoffrey 1-night trip
Posted 3 hours ago
San Juan Motel

Find out more about Deer Harbor

Everything you need to know about Deer Harbor vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Deer Harbor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Deer Harbor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Deer Harbor vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Deer Harbor. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Deer Harbor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $233 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Deer Harbor rentals

At Expedia, we put the best Deer Harbor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Deer Harbor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Deer Harbor vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Deer Harbor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Deer Harbor?

Yes, we have vacation rentals in Deer Harbor close to Jones Island State Park, or you can select a more remote option if you'd like a relaxing place to stay. Discover why Deer Harbor is known for its waterfront. Make sure you have time to check out the cafes and seafood restaurants during your trip.

What are some of the best vacation home rentals in Deer Harbor?

Neil Bay Waterfront Family And Pet Friendly Property!
PCUP00-13-0010 : This vacation home near Deer Harbor is located on the waterfront and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Deer Harbor?

With 6 Expedia vacation rentals, you're sure to find just the right place for your Deer Harbor stay.

What can I see and do in Deer Harbor?

Explore the area and family-friendly sights such as Jones Island State Park, or get out into nature at a spot like Turtleback Mountain. West Sound Marina and Orcas Island Golf Course are a couple of places you'll find in the larger area.

What are vacation rentals like in Deer Harbor?

Vacation rentals are private accommodations you can reserve for several days or more in Deer Harbor. Vacation rentals offer extras like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.