Are there vacation rentals with a dedicated workspace in Eastsound?

Yes! Work meets play with ease at over 30 vacation rentals in Eastsound featuring dedicated workspaces. Stay connected and productive in your home away from home.

Are there pet-friendly vacation rentals in Eastsound?

Four-legged friends are welcome in Eastsound. Choose from more than 20 vacation rentals for guests traveling with pets.

Do house rentals in Eastsound have wifi?

Absolutely! We offer over 20 house rentals with wifi in Eastsound. Enjoy a tailored experience with all the comforts you desire.

Do house rentals in Eastsound have a bbq area?

Absolutely! We offer over 10 house rentals with a bbq area in Eastsound. Enjoy a tailored experience with all the comforts you desire.

How much does it cost to stay in house rentals in Eastsound?

Experience the best of Eastsound with our house rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Do house rentals in Eastsound have air conditioning?

Absolutely! We offer over 10 house rentals with air conditioning in Eastsound. Enjoy a tailored experience with all the comforts you desire.

Are there family-friendly house rentals in Eastsound?

Eastsound has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

What are the most popular amenities for House Rentals in Eastsound?

Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a bbq area, over 20 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Vacation rentals in Eastsound

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Eastsound

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

The cottage features a spacious deck with several black bistro chairs and a table, surrounded by lush greenery. French doors provide access to the interior, and a gas BBQ is positioned nearby for outdoor cooking.

Cottage in Eastsound

4.97 out of 5 average rating, 306 reviews

WaterView,Impeccable Studio Cottage, Walk to Town

With beautiful views of the Salish Sea, our charming cottage is perfect for a solo retreat or a couple's getaway. Just a short walk to restaurants, shops, and a waterfront park, you can enjoy the convenience of town while waking each morning to sunrises from the deck, or the comfy queen-size bed in this perfectly designed studio. Our studio cottage features: ☀️ All-new appliances ☀️ Quartz countertops ☀️ Custom-tiled bathroom ☀️ Luxury linens and amenities Your island escape is ready for you ✨

Guest favorite

A wooden table is set on a private sun deck, featuring two glasses of white wine and a plate of fresh strawberries. Lush green foliage is placed in a small pot beside the table, while a tranquil water view and distant mountains create a serene backdrop.

Condo in Eastsound

4.93 out of 5 average rating, 170 reviews

Water View! PORT SUITE

Water view! 1,100+ sf. Luxury Suite in the heart of Orcas Island. Located in Eastsound Village-- walk to shops, restaurants, galleries & the beach! * Master bedroom (K): organic latex mattress, luxury linens, down duvet and pillows * Spacious bath: 2-person jetted tub & steam shower * Full kitchen open to living area * 2-sided gas fireplace * Private sun deck with water view Note: if PORT is booked, check the Eastsound Suites STARBOARD listing. Suites are identical- same Fishing Bay view!

Guest favorite

A small table holds a bottle of wine and two glasses on a balcony overlooking the serene waterfront. Views of the calm sea and lush green hills are visible in the distance, with scattered clouds framing the scenic landscape.

Loft in Eastsound

4.95 out of 5 average rating, 325 reviews

The Windward Studio at SeaStar Lofts

Enjoy gorgeous views from this beautifully appointed condo perched right on the shore! Every convenience for your stay: fine linens, eco-friendly amenities, compact kitchen, locally roasted coffee, tasteful furnishings, and more. SeaStar Lofts are in the heart of charming Eastsound Village, with shops and restaurants just steps away. MARCH 2020 UPDATE: due to Corona Virus concerns we're offering a full refund should you need to cancel. And rest assured, we THOROUGHLY disinfect between guests.

Top guest favorite

A spacious wooden deck is shown, featuring two comfortable chairs and a glass table. Potted plants add greenery, while a scenic view of the water and distant mountains can be seen in the background under a clear blue sky.

Apartment in Eastsound

4.97 out of 5 average rating, 282 reviews

Wake up to this! Near Eastsound!

Cozy Studio space with an AMAZING water view up the straight and memorable sunsets. Kitchen, full bathroom, Queen Bed & TV. Located in woods up steep, gravel road. This space is attached to our home with private entrance and deck. We do have a three night minimum, as of 6/5/25 we have these two night openings: 6/20- 6/21--check out by 11am on 6/22 7/11-7/12-- check out by 11am on 7/13 8/20-8/21--check out by 11am on 8/22 9/4-9/5--check out by 11am on 9/6 message me! PPROVO-15-0022

Guest favorite

Home in Eastsound

4.95 out of 5 average rating, 284 reviews

Luxe Beachfront, Hot Tub, Kayaking, Walk to Town

Welcome to Beach House, our exquisite beachfront retreat where nature and luxury come together for a perfect romantic getaway. Located on the iconic Crescent Beach of Orcas Island, you’ll enjoy miles of sandy beach right out your door. Step inside to a custom-built cottage with a master suite, fireplace and gourmet kitchen. The meticulous gardens and interior have a zen vibe for a refined and peaceful experience. Come and unwind in the hot tub under the stars. Dreaming is encouraged!

Superhost

A spacious room features a king bed covered with a deep blue blanket, complemented by a nautical decor piece on the wall. A seating area with an armchair and a television can be seen. Large glass doors open to a patio overlooking the natural landscape.

Guest suite in Eastsound

4.88 out of 5 average rating, 135 reviews

Entire Guest Suite on Orcas Golf Course

Unwind in this private king-bedroom suite on Orcas Island Golf Course. Enjoy a range of thoughtful amenities for a comfortable stay: ✔ En-suite bath with large shower 🚿 ✔ Wi-Fi and smart TV 📺 ✔ Mini fridge ❄️ and microwave ✔ Coffee maker ☕ ✔ Outdoor grill access 🔥 ✔ Shared porch overlooking the fairways ⛳ Close to Eastsound, Moran State Park, hiking 🥾 & whale watching 🐋. Quiet, serene, and perfect for a peaceful getaway or golf retreat. Book your stay now! 🏌️‍♂️

Top guest favorite

A private deck is visible, featuring a couple of red chairs and a potted plant. The view showcases calm waters reflecting the sky and surrounding hills, with trees lining the shoreline, creating a serene landscape.

Condo in Eastsound

4.99 out of 5 average rating, 222 reviews

Templin Haven

This is a special place right on the water, facing west, overlooking Fishing Bay and Indian Island in Eastsound on Orcas Island. I am one of three waterfront units in Eastsound and have tried to provide everything you will need for a wonderful experience on Orcas. This unit is steps away from all the shops, restaurants, bakery, museum and galleries of our little village of Eastsound. Also, I am a fourth generation islander so ask me some Orcas Island history!

Top guest favorite

A charming cottage with bright orange siding is showcased, surrounded by lush greenery. A round table with four wooden chairs is positioned on a grassy area, inviting relaxation. The entrance features a single door, complemented by windows that allow natural light.

Cottage in Eastsound

4.97 out of 5 average rating, 261 reviews

Farm cottage, close to Eastsound!

Buckhorn Farm Bungalow is located on ten-acres near the north shore of Orcas Island. This family vacation cottage enjoys a wonderful country-farm atmosphere but is only a 5 minute drive from the village of Eastsound, our island's version of “downtown.” Guests can easily walk or ride bicycles along level roads to restaurants, shops or to the nearby semi-private beach to enjoy beach strolls, tide-pooling and spectacular views from Mt. Baker to Vancouver Island.

Top guest favorite

A breathtaking sunset view from a mountain top showcases layers of colorful skies transitioning from orange to pink. Below, tranquil waters reflect the soft hues, while silhouettes of distant islands and lush trees create a striking foreground.

Guesthouse in Eastsound

5 out of 5 average rating, 260 reviews

Orcas Island Sunset Retreat

Relax on Orcas Island in this quiet and peaceful guesthouse high up on Buck Mountain. Enjoy gorgeous views and spectacular sunsets, south to Olympic Mtns and west to Vancouver Is. This 900 sq ft guesthouse has a rustic elegance and is comfortably furnished. Ten foot high ceilings add to the grand and spacious feeling of the guesthouse. Hand waxed pine plank floors and dark woodwork give a lustrous sense and air of old and timeless beauty.

Guest favorite

A cozy living area features large French doors that open to a deck, allowing natural light to fill the space. Comfortable seating includes a dark chair with a soft throw and a light sofa adorned with decorative pillows. A small wooden coffee table sits on a textured rug.

Guesthouse in Eastsound

4.94 out of 5 average rating, 352 reviews

Northbeach Cabin

Sweet cedar shingled cabin on Sunset Avenue just a short walk to town, and an even shorter walk to the beach! Queen size bed tucked upstairs under the vaulted ceiling with peek-a-boo view of the water. Freshly renovated, old school Orcas style. Hardwood & Marmoleum floors throughout, pine paneling & subway tile in kitchen and bathroom. French door slider opens to deck, perfect for enjoying your morning coffee. #weaccept. PPROVO-17-0042

Guest favorite

Home in Eastsound

4.96 out of 5 average rating, 142 reviews

Beautiful WaterViews, Pet-Friendly, Close to Town

Welcome to our home Cool Breeze, a well-appointed home offering water views in a peaceful neighborhood, just a short walk to downtown Eastsound. 🍽️ Gourmet Kitchen – Fully equipped for home-cooked meals, or explore local dining and craft drinks nearby. 🌿 Outdoor Adventures – Paddleboarding, kayaking, hiking, and golfing are all easily accessible. 🐾 Family & Pet-Friendly – A welcoming space for guests of all ages, including pets.

Top guest favorite

A serene water view reflects soft pastel hues of pink and blue in the sky, surrounded by lush green hills. The stillness of the water is complemented by distant tree-covered slopes, creating a peaceful natural setting.

Guest suite in Eastsound

4.98 out of 5 average rating, 291 reviews

The Salish Waterfront Retreat

Fishing Bay. Ground-level suite. On the water right next to the village of Eastsound. No Pets or ESA with hair or dander. An exclusive location with amazing views, private beach, kayak launch, above water deck, a Japanese Soaking Tub, and outdoor fire pit. All within a five minute walk to Eastsound. Kayaks, bicycles, mooring buoy, and crab trap are available for free on site for use with a signed Release of Liability.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations with great services and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Eastsound vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Eastsound

Guest favorite

A classic cabin is situated on the shoreline, featuring a covered porch with seating and tables overlooking the beach. Natural wood tones enhance the cabin's rustic charm, while nearby logs and rocky elements blend with the sandy beach. Lush greenery frames the scene.

Cabin in Eastsound

4.89 out of 5 average rating, 96 reviews

Beach Cabin (2BR, beach fire pit, west-facing)

Superhost

The exterior of the cottage presents a charming design with light-colored wooden siding and a steep roof. Two red chairs sit on the porch, inviting relaxation. Surrounding greenery and a log on the ground create a pleasant outdoor setting.

Cottage in Eastsound

4.93 out of 5 average rating, 42 reviews

Yellow Lantern Cottage

Guest favorite

A contemporary studio apartment is shown, featuring a comfortable leather sofa with decorative pillows. A simple wooden table occupies the foreground, while a cozy sleeping area with a queen bed is partially visible through a curtain. A piece of wall art enhances the space.

Apartment in Eastsound

4.85 out of 5 average rating, 52 reviews

Chinook Studio #1-private bath-#PCUP-00-11-0013

Top guest favorite

The exterior of the cottage features a gray facade complemented by a wood deck and sliding glass doors. A small window and a door are visible on one side, surrounded by a landscaped area with rocks and greenery.

Guesthouse in Eastsound

5 out of 5 average rating, 15 reviews

North Beach Cottage on Orcas Island

Top guest favorite

A hot tub is positioned on a wooden deck, offering views of the lush surroundings and distant water. Two glasses of red wine are placed on the small table between the tub's seats, suggesting a relaxing environment.

Home in Eastsound

5 out of 5 average rating, 8 reviews

Bramble Seaview Cottage

Guest favorite

The exterior of the cabin features a rustic wooden facade with cedar shingles and a welcoming red porch. A sturdy front door is framed by lush greenery, and the surrounding trees create a natural backdrop, enhancing the secluded atmosphere of the home.

Cabin in Eastsound

4.95 out of 5 average rating, 76 reviews

Cozy Home Nestled in the Trees

Guest favorite

A spacious wrap-around deck is shown, offering views of the water and surrounding trees. The cabin features an angular roof and large windows, enhancing the connection to nature. The deck is equipped with a table, inviting outdoor relaxation near the serene waterfront.

Cabin in Eastsound

4.96 out of 5 average rating, 74 reviews

Waterfront sunset cabin-2 bedrooms + sleeping loft

Top guest favorite

A custom guesthouse is nestled among tall evergreen trees, with views of distant mountains visible in the background. Colorful flowers border the pathway leading to the entrance, enhancing the natural surroundings. The clear blue sky adds to the serene atmosphere of the retreat.

Guesthouse in Anacortes

5 out of 5 average rating, 23 reviews

Byrd's Nest Guesthouse

Quick stats about vacation rentals in Eastsound

Total rentals
60 properties
Nightly prices starting at
G$25,090 GYD before taxes and fees
Total number of reviews
3.8K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Eastsound?
Yes! Work meets play with ease at over 30 vacation rentals in Eastsound featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Eastsound?
Four-legged friends are welcome in Eastsound. Choose from more than 20 vacation rentals for guests traveling with pets.
Do house rentals in Eastsound have wifi?
Absolutely! We offer over 20 house rentals with wifi in Eastsound. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Eastsound have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Eastsound. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Eastsound?
Experience the best of Eastsound with our house rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Eastsound have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Eastsound. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Eastsound?
Eastsound has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Eastsound?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a bbq area, over 20 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Vacation rentals in Eastsound

Top-rated vacation rentals in Eastsound

Vacation rentals for every style

Popular amenities for Eastsound vacation rentals

Other great vacation rentals in Eastsound

Quick stats about vacation rentals in Eastsound

Total rentals

Nightly prices starting at

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with dedicated workspaces

Frequently Asked Questions

Destinations to explore