Holiday rentals in Friday Harbor

Guest suite in Friday Harbor

4.97 out of 5 average rating, 202 reviews

Oakridge Guest Quarters on GlenOak

Spacious & private 1BR/1BA guest quarter in a house (my husband & I live next door) is located just 2 miles out of downtown Friday Harbor. It's conveniently situated to all that the island has to offer. The 872 sq.ft. of living space provides you with room to stretch and relax. Sorry no pets/babies are allowed. Soak yourself in a huge hot tub off the bonus room to contemplate or meditate. We have 2 acres of park-like setting for you to enjoy your time on the island! Permit number LANDUSE-19-0129

4.9 out of 5 average rating, 186 reviews

Gatehouse Cottage, San Juan Island, WA

Gatehouse Cottage: Nestled in the forest of cedars and firs, near to main home. Lovely trails and walks nearby. Close to Roche Harbor and English Camp. Peaceful sanctuary with birds, deer and other creatures. Fully furnished, equip large studio, with queen bed/ loft for additional sleeping/sitting area, bathroom w/ shower. Living area with desk/table, and kitchenette. Heating: Electric. Outdoor sitting area w/ propane barbecue for spring, summer and fall use. Linens furnished. PPROVO-15-0053

4.93 out of 5 average rating, 650 reviews

Peaceful Cottage on 15 acre Farm Pprovo-14-0016

Comfortable one bedroom cottage with sun-room (in the winter months it is very pleasant on a sunny day, allowing you to relax after a day of exploring the island). There is also a back patio with a great view overlooking the lower pasture and wetland. BBQ and comfortable outdoor furniture. On a hot day the patio offers good shade. It comfortably fits two and is centrally located. An easy 15 minute drive to most attractions. Dog friendly with pet fee (please reach out if you have questions).

4.98 out of 5 average rating, 120 reviews

Home in Friday Harbor

Haro Sunset House

Winding through a Madrona forest hill on the coveted Westside of San Juan Island, Haro Sunset House greets you with sweeping views from Vancouver Island to Salt Spring Island to the North. This home is known for its stunning sunset views from the expansive deck and amazing wildlife viewing. Haro Sunset House is located near San Juan County Park for beach access and the iconic Lime Kiln Light House. The owners home is located next to Haro Sunset House, yet remains separated and secluded.

4.97 out of 5 average rating, 168 reviews

Home in Friday Harbor

Twin Palms at Forbidden Island Motor Lodge

Welcome to Twin Palms, your passport to midcentury glamour and jet age style! Pass through sunny yellow doors into a tropical garden where Desert Modern meets Polynesian Pop. This completely private courtyard includes a propane fire pit, soaking tub and a pass-through bar, all sheltered by towering palms. Step inside your swank living room flanked by kitchen and bar areas. Beyond lies a bedroom featuring his and hers closets and a bathroom with heated floors and dual shower heads.

Tiny home in Friday Harbor

4.89 out of 5 average rating, 143 reviews

Willow Island - San Juan Tiny Suite

Escape to tranquility at our charming tiny home in the heart of Friday Harbor, WA. This cozy retreat offers a unique getaway experience, combining comfort and convenience in a compact space. Immerse yourself in the island lifestyle as you unwind on the private deck, surrounded by lush greenery. Explore the island's natural beauty with ease, as downtown Friday Harbor and its vibrant shops, restaurants, and attractions are just a mile away. Territorial views of the Harbor.

Guest suite in Friday Harbor

4.97 out of 5 average rating, 138 reviews

Spacious Suite in Historic Friday Harbor Victorian

The charm and location of the Hudson inn can't be beat. This historic Victorian home is located just steps away from downtown Friday Harbor. In minutes you can walk to shops, restaurants, coffee shops, the ferry and the airport. Archie's Suite offers a comfy king sized bed as well as a pull out couch. There is an eat in kitchen area (can seat up to 3) with toaster oven, fridge/freezer, coffee maker, and double burner cooktop...anything you may need for light cooking.

4.9 out of 5 average rating, 156 reviews

Cabin in Friday Harbor

Charming Cozy Cabin

The cabin is 12’X18’. Small, but complete with all you need for a little island getaway. -Full bed, super comfy. -Kitchenette includes fridge, toaster, microwave, and coffeemaker. -Bathroom includes sink, shower, toilet. -WiFi and DirectTV (Due to the remoteness of our island, short internet disruptions are normal.) -Cell service can be spotty on the Island The cabin is located on our property, 100 feet from our house. Pet friendly, see details LANDUSE-19-0257

4.91 out of 5 average rating, 139 reviews

Home in Friday Harbor

Friday Harbor Delight - Spacious Home w/Ocean View

Enjoy the stunning Ocean View from his 3 BR home that has it all. In Town location, Master Suite w/King bed and en suite bath. Second BR w/ Queen Bed and adjacent full bath. 3rd BR with bunk beds and a trundle for the kids. Large Deck for lounging with Dining Table, BBQ, and Hot Tub. Fully stocked Kitchen, Satellite WIFI, Office with printer/scanner. The Kids will love the huge yard. Oh, and the view...did I mention the view?

4.97 out of 5 average rating, 320 reviews

Golf Course Guesthouse, Friday Harbor, San Juan

Our place is located on the San Juan Golf Course (Full Bar, and great lunch restaurant). About two miles from the airport, Three miles from Friday Harbor center, parks, nightlife, and public transport. You’ll love our place because of the proximity to golf course, close to Town. the coziness, Quite, and rural location, and the people. Our place is good for couples, solo adventurers, and business travelers. or attending weddings.

Apartment in Friday Harbor

4.93 out of 5 average rating, 232 reviews

The Clamshell-Close to WA State Ferries

Welcome to "The Clamshell". Located in the town of Friday Harbor on beautiful San Juan Island, Washington. Our studio condo is a top-floor unit within a short distance to the Washington State Ferries and downtown Friday Harbor. This studio is small but mighty. It has a full kitchen, bathroom, and sleeping arrangements for 2 people. Free onsite parking, and this unit has **AIR CONDITIONING**

Apartment in Friday Harbor

4.93 out of 5 average rating, 153 reviews

Super Clean Newly Renovated Condo in Friday Harbor

This bright and beautiful one-bedroom condo in Friday Harbor was recently refurbished from top to bottom with fresh colors & quality finishes, new appliances, and high-category furnishings. The location is conveniently located with a short walk of the central town shops, restaurants, and amenities, but following a day of activity, you’ll feel right at home in this cheerful space.

Holiday rentals for every style

Get the amount of space that is right for you

Houses

A space that's all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Friday Harbor holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Friday Harbor

Guest favourite

Private room in Friday Harbor

4.93 out of 5 average rating, 14 reviews

Guest Room (Lavender) on 5 Acres, Free Breakfast

MackenzieRating, 5 stars2 weeks ago

Claudia’s place was so beautiful and peaceful. David and I enjoyed the seats by the pond and loved feeding the goats and alpacas. Claudia was very friendly and inviting. Her breakfast was delicious and David enjoyed the cup of coffee while sitting outside watching the birds. We would recommend staying at Claudia’s place.

4.97 out of 5 average rating, 35 reviews

Guest suite in Anacortes

DenPNW with Sauna

SarahRating, 5 stars1 week ago

Steve & Cindy were incredible hosts and their BnB was curated so beautifully. We couldn’t have asked for a better place to celebrate our anniversary. They were so thoughtful in all the little details. It was definitely the most intentional space we’ve ever stayed in! Would go again in a heartbeat!

Cabin in Friday Harbor

4.9 out of 5 average rating, 10 reviews

Cozy Cabin

EmileeRating, 5 stars2 weeks ago

My partner and I had an amazing stay at this spot, it is centrally located to all the main spots on the island and made it easy to explore! Also loved that it was so pet friendly and the yard was a huge plus! 10/10 recommend this spot for your visit to SJI!

5 out of 5 average rating, 9 reviews

Flat in Friday Harbor

Little Gem Studio

KristinRating, 5 stars1 week ago

Very cute space. We stayed in this complex before with a different owner. Krista’s place was next level better. With being able to pick up parking pass early we could park with peace of mind while we took our whale watching trip. Had plenty of clean towels for whole time. Everything was clean and easy to find.

Guest suite in Friday Harbor

4.55 out of 5 average rating, 242 reviews

Home base for your Islands adventures. Cozy & Safe

JessicaRating, 5 stars3 weeks ago

This was such a great spot! 6min walk from downtown. Paul was really friendly and so we're his dogs, and the place itself was really cute. It was nice to be able to bring our dog. Will definitely check here first for future island trips!

5 out of 5 average rating, 9 reviews

Private hot tub, sauna + views near whale watching

NathanielRating, 5 stars1 week ago

This whole experience was wonderful—from booking to checking in, to leaving—all was fantastic. The space is adorable, private, and has everything you need. They left local treats for us that were so yummy. Very responsive to messages and truly want to make your experience memorable!