Escape to Dream Town Craftsman, a charming retreat nestled eight miles from the ferry. With its fully-equipped kitchen and gourmet stove, unwind in this cozy haven after a day of exploring Moran State Park or kayaking at one of the park lakes. Free WiFi supports remote work while games, books, and DVDs provide endless entertainment.
Reviews
9.49.4 out of 10
Exceptional
Entire home
3 bedrooms3 bathroomsSleeps 6144 sq m
Popular amenities
Kitchen
Washer
Dryer
Outdoor Space
Parking available
Fireplace
Add dates for prices
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
The house has three levels of living space for those needing distance and more privacy. Fiberoptic internet supports working remotely at the desk upstairs. After a walk to the farmers' market, cook the island-grown meats and produce in a fully-equipped kitchen with a gourmet stove and island countertop. Rainy weather? Stay in and luxuriate in the clawfoot tub, or sip a hot drink in front of the gas fireplace. House is well-equipped with games, puzzles, books, CDs, and DVDs. Recently re-decorated with your comfort in mind!
What's nearby: Close to nature yet only steps to Eastsound. This charming Craftsman home is situated eight miles from the ferry and has views of the water from the deck and nearby park. It is only four and a half miles to Moran State Park, where you can hike the many trails, see the waterfalls, lakes, and wildlife. Drive up to Mt Constitution to enjoy a 360 - degree view of the San Juan Islands. Kayaking, paddleboarding, swimming, and playground are available at one of the park lakes. Adjacent greenbelt invites lawn games and sports. Bring your racquets or skate gear, as there is a beautiful skatepark with tennis and pickleball courts within walking distance.
Things to know: Free WiFi Full kitchen Private washer/dryer
Parking notes: There is free parking available for 2 vehicles.
Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit. More information can be downloaded from the "Rental Agreement" on the checkout page.
Due to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Property amenities
Beach
Beach nearby
Internet
Available in the house: Internet access
Parking and transportation
Car required
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Microwave
Oven
Refrigerator
Stovetop
Toaster
Bedrooms
3 bedrooms
Bedsheets provided
Bathroom
2.5 bathrooms
Hair dryer
Towels provided
Living spaces
Fireplace
Living room
Separate dining area
Entertainment
Books
DVD player
Games
Stereo
TV
Video library
Outdoor areas
Patio
Laundry
Laundry facilities
Washing machine
Comfort
Heating
Pets
No pets allowed
Suitability/Accessibility
Smoking not allowed
Note from host: Smoking is not permitted anywhere on the premises.
Services and conveniences
Iron/ironing board
Location highlights
In a village
In the city center
In the mountains
Near a health/beauty spa
Near a hospital
Near the sea
Things to do
Arcade/game room
Birdwatching nearby
Fishing nearby
Hiking/biking trails nearby
Kayaking nearby
Motor boating nearby
Mountain biking nearby
Sailing nearby
Swimming nearby
Water tubing nearby
Whale watching nearby
Wildlife walks nearby
Winery tours nearby
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Rules
For information about quiet hours, please refer to the listing description.
Pets
Pets not allowed
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Smoking is not permitted anywhere on the premises.
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
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 and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number PPROV0-18-0056
We should mention
A car is required for transportation to and from this property
About the neighborhood
Located in Eastsound, this vacation home is in the city center and near the beach. Orcas Island Historical Museum and Mt. Constitution are local landmarks, and some of the area's attractions include Labyrinth and Darvill's Bookstore. Jones Island State Park and Whale Museum are also worth visiting. Kayaking and water tubing offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and mountain biking nearby. Visit our Eastsound travel guide
What time is check-in at Cheerful Getaway w/ Ocean View, Outdoor Fireplace, & Beach Access?
Check-in begins at 4:00 PM.
What time is check-out at Cheerful Getaway w/ Ocean View, Outdoor Fireplace, & Beach Access?
Check-out is at 10:00 AM.
Where is Cheerful Getaway w/ Ocean View, Outdoor Fireplace, & Beach Access located?
Located in the heart of Eastsound, this vacation home is within a 10-minute walk of Eastsound Beaches, Labyrinth, and Darvill's Bookstore. Orcas Island Historical Museum and The Funhouse Discovery Center are also within 10 minutes.
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All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
If you’re looking to be near the town, you can’t do much better than this. Short walk to the cafes and restaurants. Has a lovely tub upstairs, which felt amazing after a long day hiking. Would recommend to anyone looking for an Eastsound getaway.
Danielle G.
Stayed 2 nights in Apr 2025
From a partner site
10/10 Excellent
Peter P.
14 November 2024
Convenient location
Very clean well kept property that is within walking distance of downtown East Sound
Peter P.
From a partner site
10/10 Excellent
holly S.
6 May 2024
Great Orcas find
Great spot for our stay! Super close to town. Very clean; well stocked.
Stayed here over a weekend in September for a ladies' weekend while participating in a trail running event at Moran State Park. This was a comfortable and cute place and I wish we'd had more time just to hang out here! Check-in and check-out were both easy, the location was great, property was quiet and peaceful, and beds were comfortable. Would stay again for sure!
Beautiful cabin like home with large kitchen. Three outdoor sitting areas and plenty of rooms for sleeping. Really nice place to stay.
David T.
Stayed 2 nights in Oct 2023
From a partner site
8/10 Good
James W.
15 September 2024
The Craftsman located in Eastsound , Orcas Island
We loved how centrally located The Craftsman is to East Sound activities, beaches, restaurants, etc. Top priority for us as travelers to Orcas. We also love that four people can occupy with everyone being happy!
James W.
From a partner site
10/10 Excellent
Elizabeth C.
4 April 2024
Great House, Amazing Location
The house has a great floor plan for a group or family with teens. Can’t beat the location. Walk into town or the beach in 5 minutes on the enchanted trails!
Great location and great home. Easy to check in. Instructions were very claer
Gina C.
Stayed 2 nights in Dec 2023
From a partner site
10/10 Excellent
Paul C.
29 May 2024
Great house in Eastsound
Awesome house. Very spacious and comfortable. Pro tip: There is a path in back for a short walk to town Don’t miss the historical museum also. And the crab bisque at the Marina bar and grill is spectacular
There were three of us staying for two nights. We did not spend very much time here and I wish we could have stayed longer. It is a lovely, thoughtful, clean and well equipped home. This home would be great for a family. There are lots of games, wonderful space allocations and very nice outside spaces as well. We wish the weather had been warmer for that! Good location and close to town. We would definitely recommend.
I enjoy the off-season in resort areas so enjoy coming to Orcas Island in February. This house is cozy and comfy, and I’ve rented it 4 of the last 5 years, which ought to say something! You can’t beat the location! Note to Sandi , the owner tho: you need to provide a snow shovel and bag of ice melter/rock salt.
Friends from grade school, now in our 50’s, enjoyed a quiet and relaxing four days. Nice easy walking path to town, plenty of good restaurants (one person was gluten free and restaurants were knowledgeable!) house was lovely with plenty of room for alone time if needed. Hiking trails and views galore! It was a wonderful time.
The property was great, perfectly situated for walks into the little town, right in the middle of the Island for easy drives or bikes to other areas. Clean, well appointed, very comfortable. Was great for us - 3 mid-age women who like to hang out together. Looks like would be good for group with kids or teens as well as there was a nice private downstairs area. Highly recommend.
Loved the setting. The house clean, inviting and super cozy as described! I wish we had more time yeah and perhaps a little more sunshine,
This place is worth exploring a few more days
Would be back and stay in your home next time for sure. Thank you for sharing
This was the third time I’ve rented this beautiful home in January or February, which has to say something ! I would buy this place in a heartbeat. With the cozy fireplace, well designed lighting and fully equipped, full size appliances it is perfect even if it’s rainy … but THIS time the weather was unusually nice. I’m sure it’s very nice “ in season” but Orcas Island is much too crowded in summer.
John A J.
Stayed 7 nights in Feb 2024
From a partner site
6/10 Okay
Susan C.
12 June 2024
4 Retired Women from thye Okanagan Valley in Canada
We loved the central location on the island as we came to hike. We enjoyed being able to walk into the small village but were disappointed that most things were closed or had very limited hours while we were there. The home is in need of some updating of the living room and outdoor furniture as well as some indoor painting of the woodwork. Cleaning of the floors needs to be improved.
Susan C.
Stayed 4 nights in May 2024
From a partner site
6/10 Okay
Ron F.
7 February 2024
Eastsound, Orcas Island
The house was very clean, with nice furnishings. However, the oven didn't work and the outside lighting was terrible. The stone walkway was uneven and the motion detecting lighting is poorly placed, forcing you to walk in the dark across an uneven surface.
Such a beautiful house, inside and out, that is a very short walk (along a path) into town. The house itself was immaculate and such a good layout for our family. The main floor is a big open space with a large kitchen, dining area, and living room. Upstairs are two bedrooms and a large bathroom. The basement had another bedroom, bathroom, and living room. My son, who is in college and living in a dorm, was thrilled to have a whole private door to himself. The house was well stocked: games, puzzles, books, movies, and a very well-equipped kitchen with everything we needed to make Thanksgiving dinner. The house is in a small community of houses by the same builder -- all are lovely and they are positioned on the property so that you never feel you are looking into someone else's house. The one suggestion I would have is to have someone clean the pots and pans before the next guest. The people who used this equipment before us did not clean them well, and it was kind of gross. We would have probably cleaned everything we were planning to use beforehand anyway, but it wasn't pleasant to see food remains.
Overall our stay was great and comfortable. The issue we had, which really bums me out is the lack of communication from Vacasa. I would have personally messaged the owner if there was a possibility, so instead, I hope she sees this. Prior to our arrival, I confirmed with them twice that there is a pack n play in the house and upon arriving late at night after a 16 hour travel day with our 9 month old, there wasn’t one at the house. I contacted Vacasa probably 6 times and each time they told me they’d “check on it” and never responded back, not even 7 days later. I finally gave up after 3 days. We are on an island in the middle of no where and had to scramble and have our family reach out to Facebook groups to try and get us a PP for our 9 month old. I have had problems with Vacasa in the past like this where they just stop responding instead of actually helping. Being an owner of 4 rental properties myself, I would highly encourage the owner to get a new management company. It too cute of a place to have such terrible service. Everything else was great, the house was super cozy!