Eastsound vacation rentals

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Top-rated vacation rentals in Eastsound

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

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Guest favorite

Farm stay in Eastsound

4.82 out of 5 average rating, 523 reviews

Rose Cottage - Deer Harbor, Orcas

PPROVO-14-0015 Our charming old fashioned cottage is private and quiet, overlooking meadows where our horses graze and bird life abounds! Full kitchen with dining table and day bed. Living room with surround windows, wifi, Best suited for a couple & kids 5+ . Flowers and herbs surround the private, sunny patio. Love Horses? Take some Horse Lessons with our mustangs. Great walks right from the door and a mile to the Deer Harbor dock & beach for kayaking, whale watching, sailing. SORRY NO PETS.

Oct 1 – 8

G$27,694 GYD per night

Guest favorite

Home in Eastsound

4.85 out of 5 average rating, 157 reviews

Farm basement studio, private entry/bathroom

This special place is close to town. Entire private guest studio with private entrance. NO SHARED SPACES. Our house is an end of the road property. You have your own parking area and your own small patio out front to enjoy the sunset from. We have a small dog, 2 goats, 2 sheep, chickens and ducks, all generally a ways from the studio in other areas of the property. We're 10 minutes from the ferry, 7 min. to town & 14 min. from Moran State Park. No kitchen, but there's a microwave and fridge.

May 15 – 22

G$38,534 GYD per night

Guest favorite

Loft in Eastsound

4.95 out of 5 average rating, 276 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.

Feb 23 – Mar 2

G$55,950 GYD per night

Guest favorite

Apartment in Olga

4.99 out of 5 average rating, 362 reviews

Studio with Bath and Kitchenette

Come stay in our newly built private guest suite which is attached to the main house, but very private. Private entry via the porch or the shared foyer. Bathroom with heated tile floor and frameless glass shower door. Queen size bed, sitting area with love seat. Flatscreen TV + WiFi Deck with table and chairs. Kitchenette has a small fridge, Nespresso machine, toaster oven, microwave, French press + electric water kettle. Near Moran State Park, Rosario and Doe Bay Resort.

Feb 8 – 15

G$22,850 GYD per night

Guest favorite

Home in Eastsound

4.89 out of 5 average rating, 195 reviews

Orcas Rosario Retreat - Peaceful + Great Location!

Retreat to private Studio with deck among Douglas fir and madrona trees. Fully stocked kitchen & bath, cozy robes, new queen bed with down comforter and 100% cotton sheets. Free Level 2 EV Charger. Very quiet. Recreation options nearby! Walk to Moran State Park/Cascade Lake & Rosario Resort. Many dining/shopping options. This is a small 420 sf studio, limited to 2 guests. No kids under 12, no pets. Booking over 14 days may require addtl cleaning fee. LANDUSE-19-013

Nov 15 – 22

G$34,589 GYD per night

Guest favorite

Cottage in Eastsound

4.97 out of 5 average rating, 249 reviews

WaterView,Impeccable Studio Cottage, Walk to Town

With beautiful views of East Sound on Orcas Island, this charming, studio cottage was fully updated in 2019. Walking distance to restaurants, shopping, and the Eastsound Waterfront Park. Enjoy the sunrise and East Sound views from the deck, the sofa, and even the comfortable queen size bed in this lovely 300 sq. ft. cottage. This is the perfect solo or couple's 'getaway' cottage with all new appliances, quartz countertops, tile bathroom, comfy bedding and new flooring.

Nov 1 – 8

G$50,915 GYD per night

Guest favorite

Condo in Eastsound

4.99 out of 5 average rating, 192 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!

Sep 27 – Oct 4

G$60,035 GYD per night

Guest favorite

Cottage in Eastsound

4.98 out of 5 average rating, 193 reviews

Farm Cottage, 5 minutes from 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 5 minutes away 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.

Sep 1 – 8

G$61,633 GYD per night

Guest favorite

Guesthouse in Eastsound

5.0 out of 5 average rating, 218 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.

Oct 19 – 26

G$42,598 GYD per night

Guest favorite

Guesthouse in Eastsound

4.93 out of 5 average rating, 271 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

Jan 18 – 25

G$28,825 GYD per night

Guest favorite

Home in Eastsound

4.95 out of 5 average rating, 203 reviews

Luxe Beach House, exceptional waterfront retreat

The Beach House is an exquisite beachfront home perfect for romantic getaways. With a beautiful fireplace in the center room, the gourmet kitchen and elegant living space overlook the water. Outside, relax under the stars with outdoor dining and a hot tub on decks connecting you to manicured grounds and a private trail to the beach. With rare waterfront access, you can enjoy sunset walks, kayaking, or swimming right outside your suite.

Nov 22 – 29

G$101,080 GYD per night

Guest favorite

Condo in Eastsound

4.93 out of 5 average rating, 153 reviews

Water View! Eastsound Suites: PORT SUITE

Water view! 1,000+ sf. luxury suite in the heart of Orcas Island: walk to shops, dining, galleries. Note: if PORT is booked, check the Eastsound Suites STARBOARD listing. Suites are identical- same Fishing Bay view! * Master bedroom (K): organic latex mattress, luxury linens, down duvet and pillows * Spacious bath: 2-person jetted tub & steam shower * Full kitchen * 2-sided gas fireplace * Private sun deck with water view

Nov 23 – 30

G$67,212 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Eastsound vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Eastsound's top sights

Island Market46 locals recommend

The Lower Tavern32 locals recommend

The Madrona Bar & Grill34 locals recommend

Brown Bear Baking38 locals recommend

The White Horse Pub8 locals recommend

Mijitas Mexican Kitchen28 locals recommend

Other great vacation rentals in Eastsound

Guest favorite

Guest suite in Eastsound

4.97 out of 5 average rating, 248 reviews

Wake up to this! Near Eastsound!

Mar 5 – 12

G$47,713 GYD per night

Guest favorite

Home in Eastsound

4.98 out of 5 average rating, 298 reviews

NW Modern w/ Hot Tub and Billiards Table | Rosario

Dec 6 – 13

G$104,734 GYD per night

Guest favorite

Cabin in Eastsound

4.95 out of 5 average rating, 387 reviews

Tranquil Orcas Island Retreat

Mar 15 – 22

G$50,813 GYD per night

Guest favorite

Guesthouse in Eastsound

4.89 out of 5 average rating, 199 reviews

Poolside Cabana at the Sunburnt Mermaid

May 7 – 14

G$35,173 GYD per night

Guest favorite

Home in Eastsound

4.99 out of 5 average rating, 141 reviews

Stylish, Chef's Kitchen, Minutes to Moran Park

Feb 18 – 25

G$47,254 GYD per night

Guest favorite

Guesthouse in Eastsound

4.99 out of 5 average rating, 103 reviews

Waterfront Guest Cabin on private beach estate

May 16 – 23

G$75,089 GYD per night

Guest favorite

Cabin in Eastsound

4.96 out of 5 average rating, 158 reviews

Cabin in the Orchard

Sep 16 – 23

G$65,145 GYD per night

Guest favorite

Home in Eastsound

4.94 out of 5 average rating, 141 reviews

Modern House, pet-friendly, walk to Cascade Lake!

Oct 1 – 8

G$63,086 GYD per night

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Other great vacation rentals in Eastsound

Superhost

Guest suite in Eastsound

4.91 out of 5 average rating, 43 reviews

Deluxe Backpackers Suite - Free Bikes!

Sep 24 – Oct 1

G$28,868 GYD per night

Guest favorite

Townhouse in Eastsound

4.96 out of 5 average rating, 68 reviews

New home in Center of Town, Walk Everywhere

Sep 23 – 30

G$79,517 GYD per night

Guest favorite

Home in Eastsound

5.0 out of 5 average rating, 57 reviews

Bright, Contemporary, Walk to Town & Beach

Dec 18 – 25

G$80,688 GYD per night

Superhost

Home in Eastsound

4.91 out of 5 average rating, 32 reviews

Heron Cove Cottage

Oct 23 – 30

G$95,163 GYD per night

Guest favorite

Home in Eastsound

5.0 out of 5 average rating, 13 reviews

Bright, private, water view home close to town

Oct 1 – 8

G$112,766 GYD per night

Guest favorite

Chalet in Eastsound

5.0 out of 5 average rating, 38 reviews

Sweeping Views on the Water

Feb 6 – 13

G$80,014 GYD per night

Guest favorite

Apartment in Eastsound

4.94 out of 5 average rating, 32 reviews

Harper Farmhouse (PPROV0-13-0025)

Aug 31 – Sep 7

G$46,260 GYD per night

Guest favorite

Home in Eastsound

5.0 out of 5 average rating, 36 reviews

Contemporary Home with Mountain and Valley Views

Sep 30 – Oct 7

G$112,766 GYD per night

Show all

Quick stats about vacation rentals in Eastsound

Total rentals
60 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
3K reviews
Nightly prices starting at
G$25,075 GYD before taxes and fees

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.
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.

Eastsound vacation rentals

Top-rated vacation rentals in Eastsound

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Eastsound vacation rentals

Stay near Eastsound's top sights

Other great vacation rentals in Eastsound

Guest suite in Eastsound

Home in Eastsound

Cabin in Eastsound

Guesthouse in Eastsound

Home in Eastsound

Guesthouse in Eastsound

Cabin in Eastsound

Home in Eastsound

Other great vacation rentals in Eastsound

Guest suite in Eastsound

Townhouse in Eastsound

Home in Eastsound

Home in Eastsound

Home in Eastsound

Chalet in Eastsound

Apartment in Eastsound

Home in Eastsound

Quick stats about vacation rentals in Eastsound

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Eastsound?

Are there pet-friendly vacation rentals in Eastsound?

Do house rentals in Eastsound have wifi?

Do house rentals in Eastsound have a bbq area?

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

Are there family-friendly house rentals in Eastsound?

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