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Deer Harbor Holiday Rentals

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Our top choices for Deer Harbor holiday rentals

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.
The price is NZ$677
includes taxes & fees
5 Oct - 6 Oct
Madrona Suite - Summer on Orcas Island- rest where sea meets stillness

2. 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.
The price is NZ$1,127
includes taxes & fees
2 Oct - 3 Oct
Heart of Deer Harbor - Harbormaster House

3. 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 NZ$868
includes taxes & fees
27 Oct - 28 Oct
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH

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
The price is NZ$411
includes taxes & fees
12 Oct - 13 Oct
West Beach Resort

5. 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 NZ$766
includes taxes & fees
1 Oct - 2 Oct
Emily's Cottage at Cayou Channel - Orcas Island

6. 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.
The price is NZ$664
includes taxes & fees
4 Oct - 5 Oct
Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound

7. 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.
The price is NZ$463
includes taxes & fees
20 Oct - 21 Oct
Dog Friendly Studio with Kitchenette, WiFi, Yard and Fire Pit near Eastsound Beach

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

Forest Grove on Orcas: A Cozy Naturalist's Retreat
Orcas
The price is NZ$416
includes taxes & fees
7 Oct - 8 Oct
Forest Grove on Orcas: A Cozy Naturalist's Retreat

9. Glamping Tent with Partial Ocean Views - 1 min walk to beach!

Glamping Tent with Partial Ocean Views - 1 min walk to beach!
Eastsound
10.0 out of 10, Exceptional, (3 reviews)
"Great place to get away for a couple or family. Peaceful and calm with tons of activities to do. Easy check-in, pet friendly, clean, and such beautiful scenery. Can’t wait to come back!"
United States
Jennifer B.
Glamping Tent with Partial Ocean Views - 1 min walk to beach!

10. 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
The price is NZ$468
includes taxes & fees
12 Oct - 13 Oct
Garden Studio Cabin w/ peek-a-boo views - 1 min walk to beach!

11. 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.
The price is NZ$602
includes taxes & fees
6 Oct - 7 Oct
The 'Spinnaker Studio' at Sea Star Lofts

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

Hot Tub/Central/Modern/Well Appointed/Immaculate
Eastsound
10.0 out of 10, Exceptional, (38 reviews)
"We loved the place and would definitely check availability for it on our next trip."
United States
Tyler and Briana D.
The price is NZ$792
includes taxes & fees
18 Oct - 19 Oct
Hot Tub/Central/Modern/Well Appointed/Immaculate

13. Cedar Orchard Cabin.

Cedar Orchard Cabin.
Eastsound
9.8 out of 10, Exceptional, (43 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 NZ$1,090
includes taxes & fees
4 Oct - 5 Oct
Cedar Orchard Cabin.

14. Glamping Tent with Westerly Ocean Views - 1 min walk to beach!

Glamping Tent with Westerly Ocean Views - 1 min walk to beach!
Eastsound
10.0 out of 10, Exceptional, (1 review)
"Busy resort during our stay, but the overall energy was good. Don’t stay in the glamping tents if nighttime noise disturbs your sleep. Despite quiet hours, we had to politely ask tent neighbors to keep their noise down at 11:00 pm"
United States
Jenni G.
The price is NZ$430
includes taxes & fees
1 Oct - 2 Oct
Glamping Tent with Westerly Ocean Views - 1 min walk to beach!

15. Deluxe Garden Studio w/ Bunk House

Deluxe Garden Studio w/ Bunk House
Eastsound
The price is NZ$539
includes taxes & fees
12 Oct - 13 Oct
Deluxe Garden Studio w/ Bunk House

16. 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.
The price is NZ$564
includes taxes & fees
19 Oct - 20 Oct
1BR Ocean View Cabin - 30 second walk to west-facing beach and sunsets!

17. 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
The price is NZ$560
includes taxes & fees
12 Oct - 13 Oct
1BR Ocean View steps to prime west-facing beach and on-site cafe!

18. Partial View Cabin w/ Hot Tub - 2 min walk to west-facing beach!

Partial View Cabin w/ Hot Tub - 2 min walk to west-facing beach!
Eastsound
The price is NZ$708
includes taxes & fees
13 Oct - 14 Oct
Partial View Cabin w/ Hot Tub - 2 min walk to west-facing beach!

19. Waterfront cottage with tidelands, creek and waterfall!

Waterfront cottage with tidelands, creek and waterfall!
Eastsound
10.0 out of 10, Exceptional, (23 reviews)
"It is a great place to stay. The host has exquisite taste. The house is meticulously organized."
United States
Dipayan
The price is NZ$1,383
includes taxes & fees
5 Oct - 6 Oct
Waterfront cottage with tidelands, creek and waterfall!

20. 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, (31 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 NZ$1,307
includes taxes & fees
1 Oct - 2 Oct
The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome
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

Find out more about Deer Harbor

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Deer Harbor holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Deer Harbor. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Deer Harbor. Seeing all the best attractions is bound to make you fall in love with Deer Harbor. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Deer Harbor short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Deer Harbor?

Yes, there are holiday rentals in Deer Harbor close to Jones Island State Park, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Deer Harbor is known for its waterfront. Make sure you have time to check out the cafés and seafood restaurants during your trip.

What are some of the best holiday rentals that Deer Harbor has to offer?

Neil Bay Waterfront Family And Pet Friendly Property!
PCUP00-13-0010
: This holiday home rental outside of Deer Harbor is located on the waterfront, and has a patio, a garden and a BBQ 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 that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Deer Harbor?

With 6 Expedia holiday rentals, you're guaranteed 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 wider area.

What are holiday rentals like in Deer Harbor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Deer Harbor. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for family trips.