Eastsound vacation rentals

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Popular amenities for Eastsound vacation rentals

Stay near Eastsound's top sights

Island Market46 locals recommend
The Barnacle38 locals recommend
Brown Bear Baking38 locals recommend
Inn at Ship Bay36 locals recommend
The Madrona Bar & Grill34 locals recommend
Roses Bakery Cafe32 locals recommend

Other great vacation rentals in Eastsound

Top guest favorite
A spacious balcony is lined with wooden decking, offering views of surrounding trees. Outdoor seating includes two dark wooden chairs and a light-colored table. A covered grill is positioned in the corner, providing an opportunity for outdoor cooking.
Home in Eastsound
4.96 out of 5 average rating, 136 reviews

Beautiful WaterViews, Pet-Friendly, Close to Town

AnyaRating, 5 stars2 weeks ago
Cool Breeze is absolutely above and beyond! While we have stayed in cozy AirBnBs before, this place is simply amazing. We thoroughly enjoyed all the loving touches including a kitchen fully stocked with every tool you need to make a meal, the collection of vinyl records, and generally the charming cozy atmosphere of the house. Really appreciate how lovingly the hosts have put everything together, down to all the logistical details that made our stay very smooth. We certainly hope to stay again here sometime.
Guest favorite
Home in Oak Harbor
4.96 out of 5 average rating, 47 reviews

Spectacular Villa. Mt & Sound Views. Spa & Sauna!

SamuelRating, 5 stars3 months ago
Alina was extremely responsive, and the place was exactly what we wanted for a little New Years Eve getaway - even had a little singalong around the piano in the space! When I mentioned the patio furniture appeared to have blown around (just as an FYI, as some of the seat cushions had blown into a nearby pond on the property, and we didn't want to be held responsible), likely during the Washington "bomb cyclone" that had recently gone through the area, she not only apologized for the issue but offered us a late checkout for the trouble. It was no big deal, but it was great customer service and was greatly appreciated. Thanks for the hospitality and the perfect spot for a getaway! Happy 2025!
Guest favorite
A bright scene captures a lighthouse near the shore, framed by lush trees. A weathered picnic table is positioned on the grassy area, and the serene water reflects the colors from the sky. The landscape is peaceful, inviting a sense of tranquility.
Home in Friday Harbor
4.97 out of 5 average rating, 110 reviews

The Cottage: Chef's Kitchen, Bay View, EV Charger

DmitryRating, 5 stars7 months ago
This house will make your trip to San Juan even more memorable. Barbara’s attention to detail amazed us, we kept discovering little things around the house, like a tray with games, additional blankets and pillows to stay cozy in the living room, flashlights in the nightstands to find your way around at night (it’s actually not needed since Barbara thought about motion lights around the house). If you want to feel being taken care of, Barbara’s place is highly recommended!
Guest favorite
A spacious hot tub is illuminated with soft blue lights, creating a relaxing ambiance. In the background, the warm glow of the estate's wooden exterior is visible, alongside the serene private lake and greenery surrounding the property.
Home in Friday Harbor
4.87 out of 5 average rating, 78 reviews

Gramma's House, Lake, HotTub, Swim, View, Gorgeous

JasonRating, 5 stars2 weeks ago
Our recent stay at this amazing house, hosted by the absolutely wonderful Gramma Rikki, was nothing short of magical! From the moment we arrived, we felt completely at home. The location was absolutely perfect. We enjoyed breathtaking views and easy access to all the island's treasures. Whether we wanted to explore the vibrant town, hike scenic trails, or simply relax and soak in the tranquility, everything was conveniently within reach. But what truly made our experience exceptional was the incredible hospitality of Gramma Rikki. They were incredibly friendly, welcoming, and went above and beyond to ensure our comfort. Their genuine kindness and attentiveness made us feel like valued guests, and we truly appreciated their warm and welcoming spirit. The house itself was immaculate, beautifully decorated, and equipped with everything we needed for a comfortable and relaxing stay. It was the perfect sanctuary after a day of exploring the island. Thank you Rikki!
Guest favorite
An outdoor seating area is arranged on a stone patio, featuring a comfortable sectional sofa, dark coffee table, and accent chairs. A firepit stands nearby, with a backdrop of tall evergreens and a view of the water and mountains beyond. A patio heater is also present.
Home in Eastsound
4.96 out of 5 average rating, 55 reviews

Peaceful Orcas Island Getaway (License: 19-0012)

JamesRating, 5 stars1 month ago
Bettina and Abe’s house was the perfect escape to Orcas for our small family. The location and view are absolutely stunning. The house is very comfortable and well designed. The presence of baby gear like a crib and high chair made traveling with our 10-month-old much easier than normal, and the open layout of the main area of the house was great because we could see him from everywhere. This exactly the kind of vacation home we’d hope to own one day!
Superhost
A spacious outdoor area features a circular fire pit surrounded by several seating chairs. Lush green trees and blooming flowers enhance the serene setting, with a large house visible in the background, providing ample space for gatherings and relaxation.
Home in Friday Harbor
4.75 out of 5 average rating, 40 reviews

San Juan Island Family Getaway

MattRating, 5 stars1 month ago
always a measure to stay here! soon we will again! thank you!
Top guest favorite
Guest suite in Victoria
4.96 out of 5 average rating, 83 reviews

Vivian Seaside Villa With Sauna

MarcieRating, 5 stars5 days ago
We had a fantastic stay at Masons Airbnb. The views are outstanding, the apartment is spotless and the sauna is an added bonus! One of our favorite air bnbs we have ever stayed in! Thank you!
Superhost
A wooden deck is framed by trees, offering a clear view of the serene water below. Sunlight reflects off the calm surface, while distant mountains can be seen in the background. A round table with chairs is positioned on the deck, inviting outdoor relaxation.
Cabin in Friday Harbor
4.87 out of 5 average rating, 345 reviews

Watch the orcas in private cabin!

CaitlinRating, 5 stars6 months ago
Mary Ellen was responsive to my questions and greeted us when we arrived. The cabin matched description and photos- we selected this location due to views and quiet, and was not disappointed. Kitchen has utensils and supplies for light cooking (although we didn't do any ourselves). The bathroom was clean, had the necessities. The patio was perfect for enjoying morning coffee and listening to the birds. If like me you are a city-dweller looking to get away from it all, then this cabin could be for you. It's a 15-min drive to town, and a 5-min drive to scenic lookouts including Lime Kiln. As others have mentioned, the road leading up to the house is windy/steep; the path that leads to the cabin is also steep (decline) and cell service is pretty poor. It was chilly, but did not bother us to the point I inquired about heating, but be aware the provided baseboard heater only kicks out a little bit of heat. Overall great value for location and access to nature.

Quick stats about vacation rentals in Eastsound

  • Total rentals

    60 properties

  • Nightly prices starting at

    ﺩ.ﺇ441 before taxes and fees

  • Total number of reviews

    3.6K 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.

  • 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 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.

  • Do house rentals in Eastsound have self check-in?

    Absolutely! We offer over 10 house rentals with self check-in 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 self check-in, over 10 homes with a bbq area, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. Washington
  4. San Juan County
  5. Eastsound