Anacortes Holiday Rentals

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Our top choices for Anacortes holiday rentals

Charming cabin in beautiful La Conner with Hot tub

Charming cabin in beautiful La Conner with Hot tub
La Conner
10.0 out of 10, Exceptional, (6 reviews)
"Super clean, comfortable, with everything you need and in walking distance of all LaConner has to offer. And you can’t beat the hot tub on the front porch!"
United States
Natalie K.
The price is NZ$470
includes taxes & fees
6 May - 7 May
Charming cabin in beautiful La Conner with Hot tub

Cottage by the Sea

Cottage by the Sea
Anacortes
9.6 out of 10, Exceptional, (153 reviews)
"Very welcoming and gorgeous views. Cozy and very well equipped. "
United States
Irene W.
The price is NZ$399
includes taxes & fees
6 May - 7 May
Cottage by the Sea

Light-filled home with fenced yard - two dogs welcome - walk everywhere

Light-filled home with fenced yard - two dogs welcome - walk everywhere
Anacortes
9.2 out of 10, Wonderful, (65 reviews)
"Great location "
United States
Carole C.
The price is NZ$682
includes taxes & fees
7 May - 8 May
Light-filled home with fenced yard - two dogs welcome - walk everywhere

Sunny Island Cliff Side Views

Sunny Island Cliff Side Views
Anacortes
9.6 out of 10, Exceptional, (49 reviews)
"We were very comfortable and had a great stay. The kitchen was very well equipped and all was immaculately clean."
United States
James E.
The price is NZ$509
includes taxes & fees
5 May - 6 May
Sunny Island Cliff Side Views

Cozy cottage, outdoor space & convenient location

Cozy cottage, outdoor space & convenient location
Anacortes
9.2 out of 10, Wonderful, (61 reviews)
"Comfortable house with nice yard for hanging out. Great location with easy access to downtown stores and restaurants as well as access to trails and waterfront."
United States
Jim R.
The price is NZ$541
includes taxes & fees
5 May - 6 May
Cozy cottage, outdoor space & convenient location

Happy Valley Studio - Peaceful rest in nature, just 5 minutes from downtown!

Happy Valley Studio - Peaceful rest in nature, just 5 minutes from downtown!
Anacortes
10.0 out of 10, Exceptional, (26 reviews)
"Great location. I would stay here again. "
United States
Holly J.
The price is NZ$259
includes taxes & fees
17 May - 18 May
Happy Valley Studio - Peaceful rest in nature, just 5 minutes from downtown!

Cute cottage, close to everything Anacortes has to offer. Discounts available

Cute cottage, close to everything Anacortes has to offer. Discounts available
Anacortes
10.0 out of 10, Exceptional, (195 reviews)
"The perfect house for our stay. It's in a great location, very clean, comfortable beds, and well equipped. "
United States
Katherine P.
The price is NZ$651
includes taxes & fees
11 May - 12 May
Cute cottage, close to everything Anacortes has to offer. Discounts available

Charming downtown home near restaurants & Cap Sante Park - 2 dogs OK

Charming downtown home near restaurants & Cap Sante Park - 2 dogs OK
Anacortes
8.8 out of 10, Excellent, (85 reviews)
"The location was fantastic, just a short walk to downtown shops and restaurants. Very pet-friendly with a great, fully fenced backyard for our pups. "
United States
Asif Z.
The price is NZ$752
includes taxes & fees
5 May - 6 May
Charming downtown home near restaurants & Cap Sante Park - 2 dogs OK

20% off May 10th! Romantic Deception Pass Waterfront Cabin with Deck Over Water

20% off May 10th! Romantic Deception Pass Waterfront Cabin with Deck Over Water
Anacortes
20% off May 10th! Romantic Deception Pass Waterfront Cabin with Deck Over Water

Postcard Cabins Skagit Valley, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Skagit Valley, Outdoor Collection by Marriott Bonvoy
2.0 star property
Mount Vernon
9.4 out of 10, Exceptional, (75 reviews)
"It was perfect for our first getaway as a new couple. It was relaxing and very peaceful."
United States
Jennifer
The price is NZ$279
includes taxes & fees
11 May - 12 May
Postcard Cabins Skagit Valley, Outdoor Collection by Marriott Bonvoy

Waterfront Bellingham Bliss: Steps to Beach!

Waterfront Bellingham Bliss: Steps to Beach!
3.0 star property
Bellingham
The price is NZ$445
includes taxes & fees
10 May - 11 May
Waterfront Bellingham Bliss: Steps to Beach!

Bellingham A-Frame • Spa Retreat • Hot Tub • Sauna

Bellingham A-Frame • Spa Retreat • Hot Tub • Sauna
Bellingham
9.8 out of 10, Exceptional, (26 reviews)
"Although raining nonstop, the cozy home was a perfect refuge. The woodstove was crackling, the kitchen was well stocked and hearing the rain on the roof was lulling. "
United States
paula p.
The price is NZ$764
includes taxes & fees
11 May - 12 May
Bellingham A-Frame • Spa Retreat • Hot Tub • Sauna

Madrona Suite - Spring/Summer on Orcas Island- rest where sea meets stillness

Madrona Suite - Spring/Summer on Orcas Island- rest where sea meets stillness
Eastsound
10.0 out of 10, Exceptional, (24 reviews)
"Place was nice and cozy good view and hosts were great to interact with will definitely book if in area again "
United States
Alejandro F.
The price is NZ$701
includes taxes & fees
5 May - 6 May
Madrona Suite - Spring/Summer on Orcas Island- rest where sea meets stillness

Lake Front Retreat at Cain Lake

Lake Front Retreat at Cain Lake
Sedro-Woolley
10.0 out of 10, Exceptional, (15 reviews)
"Great space and wonderful location. "
United States
Scott
Lake Front Retreat at Cain Lake

Cozy Country Cottage in the heart of Skagit Valley!

Cozy Country Cottage in the heart of Skagit Valley!
Mount Vernon
10.0 out of 10, Exceptional, (3 reviews)
"Everything was extremely smooth, checking in and checking out. It’s a wonderfully cozy place in the beautiful Skagit Valley. So many nice little touch touches. I’d highly recommend this place for a relaxing getaway. "
United States
Jeffery S.
The price is NZ$374
includes taxes & fees
6 May - 7 May
Cozy Country Cottage in the heart of Skagit Valley!

Cabin * Hot tub * Fire pit * View * Getaway!

Cabin * Hot tub * Fire pit * View * Getaway!
Oak Harbor
9.8 out of 10, Exceptional, (18 reviews)
"Great place to stay on our way to ferry"
United States
Phil A.
The price is NZ$736
includes taxes & fees
10 May - 11 May
Cabin * Hot tub * Fire pit * View * Getaway!

Enchanting cottage perfect for a romantic getaway

Enchanting cottage perfect for a romantic getaway
Bow
9.8 out of 10, Exceptional, (42 reviews)
"Fantastic Mountain View, very clean and cozy!"
United States
Kathy
The price is NZ$391
includes taxes & fees
6 May - 7 May
Enchanting cottage perfect for a romantic getaway

Oceanfront Family Retreat

Oceanfront Family Retreat
Oak Harbor
10.0 out of 10, Exceptional, (52 reviews)
"Amazing host and a great communicator. Very responsive! The house was perfect with amazing views of the Puget Sound. Very clean and had everything you need for a worry free relaxing time. The game room was a huge bonus."
United States
Joe D.
The price is NZ$1,141
includes taxes & fees
6 May - 7 May
Oceanfront Family Retreat

Perch - Greenbank Cottage: quiet & view, relaxing outdoor oasis

Perch - Greenbank Cottage: quiet & view, relaxing outdoor oasis
Greenbank
9.8 out of 10, Exceptional, (52 reviews)
"Clean house in a nice neighborhood. It was perfect for our getaway."
United States
Angrid H.
The price is NZ$463
includes taxes & fees
6 May - 7 May
Perch - Greenbank Cottage: quiet & view, relaxing outdoor oasis

FIFA 2026 3BR + Daybed Midway | Near Seattle & Vancouver

FIFA 2026 3BR + Daybed Midway | Near Seattle & Vancouver
Cordata
9.8 out of 10, Exceptional, (28 reviews)
"Absolutely loved the place! Clean, modern with lots of space. We rented it for a family get together and it could not have been better. I would definitely rent it again. Close to amenities, coffee shop, grocery store and restaurants. Short drive to downtown and waterfront. A clean and quiet neighborhood. "
United States
Summer
The price is NZ$962
includes taxes & fees
5 May - 6 May
FIFA 2026 3BR + Daybed Midway | Near Seattle & Vancouver
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 Anacortes Hotel Reviews

Find out more about Anacortes

Everything you need to know about Anacortes holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Anacortes holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Anacortes holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Anacortes holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Anacortes holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Anacortes holiday rentals we have selected for you start as low as NZ$260 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Anacortes rentals

At Expedia, we put the best Anacortes holiday 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 Anacortes 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 Anacortes holiday.

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

Frequently asked questions

Can I find holiday rentals in Anacortes?

Yes, there are holiday rentals in Anacortes close to Anacortes Museum and Maritime Heritage Center, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and marina in Anacortes. Make sure you have time to check out the sightseeing tours while you're in the area.

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

The Woodpecker Cabin on Guemes Island with Hot Tub!: This highly rated holiday home rental in Anacortes is located in the mountains, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. It offers a garden, 1 hot tub and a selection of books so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Anacortes?

Choose from 46 Expedia holiday rentals in Anacortes for a memorable holiday.

What can I see and do in Anacortes?

Anacortes Museum and Maritime Heritage Center and Jolly Mon Charters are a couple of the family-friendly sights, whereas cultural attractions include Anacortes Community Theatre and Anacortes History Museum. Other places in town to visit include Swinomish Casino and Rosario Beach.

What are holiday rentals like in Anacortes?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Anacortes. Holiday rentals feature extras such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy front desks while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family getaway.