Entire home
The Homestead on the Shore -- New Hot Tub!
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Reviews
10 out of 10
Exceptional
4 bedrooms2 bathroomsSleeps 82200 sq ft
Popular amenities
Rooms & beds
4 bedrooms (sleeps 8)
Bedroom 1
1 King Bed and 1 Twin Bed
Bedroom 2
1 Queen Bed
Bedroom 3
1 Queen Bed
Garrett Room
1 Queen Bed
2 bathrooms
Bathroom 1
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Upstairs bathroom.
Soap · Towels provided · Bathtub · Toilet · Shower only · Shampoo · Hair dryer
Spaces
Deck or patio
Porch or lanai
Kitchen
Outdoor play area
Garden
Dining area
About this property
The Homestead on the Shore -- New Hot Tub!
Make this island gem your Orcas destination! Impeccably restored in 2021, the Homestead combines the best of the past with every modern amenity. Built by settlers in 1906 and representative of Orcas Island history, this coastal classic is centrally located in Eastsound Village. Equally appealing as a romantic get-away or gathering of family and friends, this is the perfect sanctuary from which to launch your island explorations. There’s plenty of room to spread out, with a central great room (kitchen/dining/living room), large deck, slate patio, hot tub and outdoor gazebo with fire pit. Bedrooms include king bed on the main floor, three queen beds upstairs, and two twin daybeds as well. Primary bedroom overlooks the gorgeous view through twin dormers. Fully equipped gourmet kitchen, three flatscreen TV's, high speed internet, gas barbecue, and several desk areas for keeping up on your computer work. In the evenings enjoy a drink in the sea-born breeze, listen to waves on the shore below, and watch the abundant wildlife around Indian Island.
Orcas Island is called one of the most charming travel destinations in America.
You can stroll to the Farmer's Market, enjoy a meal in one of Eastsound's world-class restaurants, and get delicious take-out items to share at home. A bookstore and lattes are just around the corner, bakery across the street and whale watch tours and/or kayak rentals can be arranged nearby. Island Market has all of your grocery needs just two blocks away. The stunning views include the bay, picturesque Eastsound Village, and island sunsets. Located only eight miles from the ferry landing and ten miles from majestic Moran State Park and Mt. Constitution, this is an ideal location for your vacation get-away! (SJC Permit #PPROV0-11-0009)
Keywords: Historic, completely restored
Orcas Island is called one of the most charming travel destinations in America.
You can stroll to the Farmer's Market, enjoy a meal in one of Eastsound's world-class restaurants, and get delicious take-out items to share at home. A bookstore and lattes are just around the corner, bakery across the street and whale watch tours and/or kayak rentals can be arranged nearby. Island Market has all of your grocery needs just two blocks away. The stunning views include the bay, picturesque Eastsound Village, and island sunsets. Located only eight miles from the ferry landing and ten miles from majestic Moran State Park and Mt. Constitution, this is an ideal location for your vacation get-away! (SJC Permit #PPROV0-11-0009)
Keywords: Historic, completely restored
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Hot Tub
Kitchen
Washer
Dryer
Free WiFi
Air conditioning
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10.0 out of 10, Exceptional, (14 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
Children
Children allowed: ages 0-17
Events
No events allowed
Small gatherings are fine.
Pets
No pets allowed
Pets must not be left unsupervised.
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Note from host: Small gatherings are fine.
This property uses eco-friendly cleaning products
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
Property Registration Number SJC Permit #PPROV0-11-0009
We should mention
This property does not have elevators
A car is not required for transportation to and from this property
About the neighborhood
Eastsound
Located in Eastsound, this vacation home is in the city center and on the beach. Orcas Island Historical Museum and Mt. Constitution are local landmarks, and some of the area's activities can be experienced at Orcas Island Golf Course and West Sound Marina. Traveling with kids? Consider Darvill's Bookstore and Jones Island State Park. Be sure to check out the area's animals with activities such as game walks and birdwatching.

Eastsound, WA
What's nearby
- Darvill's Bookstore - 1 min walk - 0.2 km
- Eastsound Beaches - 3 min walk - 0.3 km
- Crescent Beach - 3 min walk - 0.3 km
- Orcas Island Historical Museum - 4 min walk - 0.4 km
- The Funhouse Discovery Center - 10 min walk - 0.9 km
Getting around
Restaurants
- Island Hoppin Brewery - 3 min drive
- The Sugar Shack - 8 min drive
- Ladybug Pizza - 3 min walk
- Brown Bear Baking - 5 min walk
- West Beach Resort Cafe - 9 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
9.8/10
Listing accuracy
Reviews
Oct 10, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Sep 2025
10/10 Excellent
Michele S.
Jul 29, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Michele S.
Stayed 4 nights in Jul 2025
10/10 Excellent
Jennifer G.
Jun 18, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect getaway
Jennifer G.
Stayed 3 nights in Jun 2025
10/10 Excellent
Michael P.
Aug 3, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Michael P.
Stayed 4 nights in Jul 2025
10/10 Excellent
David K.
Mar 2, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
The best place in Eastsound
David K.
Stayed 5 nights in Feb 2025
10/10 Excellent
Tanja B.
Apr 13, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect getaway
Tanja B.
Stayed 8 nights in Apr 2025
10/10 Excellent
Tami B.
Jul 23, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome
Tami B.
Stayed 3 nights in Jul 2024
10/10 Excellent
Kevin C.
May 6, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Homey Homestead
Kevin C.
Stayed 4 nights in May 2024
10/10 Excellent
Madeline T.
Sep 7, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great weekend getaway
Madeline T.
Stayed 3 nights in Sep 2023
10/10 Excellent
Cassandra N.
Aug 12, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful place!
Cassandra N.
Stayed 7 nights in Aug 2024
10/10 Excellent
Kristen S.
Dec 7, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect family getaway
Kristen S.
Stayed 3 nights in Nov 2023
10/10 Excellent
Lindsay B.
Sep 12, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Love this place!
Lindsay B.
Stayed 3 nights in Sep 2023
10/10 Excellent
Katie G.
Jun 5, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great for a family getaway
Katie G.
Stayed 3 nights in May 2023
10/10 Excellent
Lori R.
Sep 22, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Location and views!
Lori R.
Stayed 4 nights in Sep 2023
10/10 Excellent
Carolyn T.
Sep 17, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Adrienne’s wedding
Carolyn T.
Stayed 5 nights in Sep 2024
10/10 Excellent
Dolores H.
Jun 29, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
You will not be disappointed
Dolores H.
Stayed 6 nights in Jun 2024
This review was submitted before 2018 and can't be verified.
10/10 Excellent
Kristy V.
May 21, 2014
The perfect getaway
Kristy V.
10/10 Excellent
Joan E.
Sep 2, 2019
Liked: Cleanliness, check-in, communication, location, listing accuracy
Location, location, location
Joan E.
Stayed 6 nights in Aug 2019
8/10 Good
Verified traveler
Sep 26, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, great house
Verified traveler
Stayed 6 nights in Sep 2024
This review was submitted before 2018 and can't be verified.
10/10 Excellent
Jul 19, 2012
A Perfect Place to Stay!
10/10 Excellent
Emily T.
Aug 25, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
I almost don't want to tell you . . .
Emily T.
Stayed 5 nights in Aug 2023
This review was submitted before 2018 and can't be verified.
10/10 Excellent
Gordon E.
Aug 4, 2016
We celebrated our 50th anniversary with family at The Homestead. It was a wonderful stay
Gordon E.
Stayed 7 nights in Jul 2016
This review was submitted before 2018 and can't be verified.
10/10 Excellent
Constance P.
Sep 19, 2011
Outstanding House with Outstanding Views
Constance P.
This review was submitted before 2018 and can't be verified.
10/10 Excellent
Marlis S., Eastsound, WA/United States
Mar 6, 2012
Meticulously restored historic home on Eastsound's waterfront-great for very large or small parties.
Marlis S.
This review was submitted before 2018 and can't be verified.
10/10 Excellent
Sandy B., Cookeville
Apr 14, 2015
Yearly trip to Orcas first time at the Homestead
Sandy B.
About the host
Hosted by Susan Gudgell
We are long-time islanders, having been on Orcas Island for 40+ years (in fact Wally grew up here). We can suggest not only major travel activities, but little known gems on island backroads. We are devoted to our special community, and sensitive to the delicate and beautiful ecosystem of the San Juans. We love to share it with visitors and ask that you treat it with good care.
Why they chose this property
We have always loved this house as an intrinsic architectural element on the Eastsound shoreline. It appears in some of the oldest photos of the town. We feel honored to have had the opportunity to give it renewed life for another hundred years.
What makes this property unique
Sipping coffee or a glass of wine on the deck, breathing in that clear island air, and contemplating the view! We also love wandering around the village, hiking in the Turtleback Mountain Reserve, and exploring Moran State Park. We know many of the restauranteurs in town and love the many delicious varied options for an evening out.
Languages:
English, Spanish
Premier Host
They consistently provide great experiences for their guests
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