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

4.96 out of 5 average rating, 160 reviews

"West Side" Outstanding views of Sea & Olympics

Haro Haiku - West side of beautiful San Juan Island The house is nestled just below the ridge line with 180 degree views, framed by the Olympic mountains, the Salish Sea, the Straits of Juan de Fuca beyond, and Haro Straits immediately below. Sunrises, sunsets, ship and boat traffic, the lights of Victoria, the Olympic Peninsula, clear starry nights, cloud formations, combined with the sound of whales and surf below. It never fails to inspire and delight.………truly awesome!! SJC Permit #05CU11.

4.9 out of 5 average rating, 187 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, 651 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, 121 reviews

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.

Superhost

4.86 out of 5 average rating, 162 reviews

Shipjack 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. Features views of Griffin Bay & Dinner Island.

4.97 out of 5 average rating, 168 reviews

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.

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.

4.99 out of 5 average rating, 130 reviews

Cottage in Friday Harbor

Windance Cottage

Northwewst contemporary designed guest house. Lots of sunlight and great views of the Straights, Mountains and an abundance of sea life, eagles, deer, fox, and other wildlife. Private tennis court with basketball hoops. Private cove to launch your kayak or just some great tide pooling. Note; Owners home is on the property. The cottage sets back approximately a football field away from the main house, affording it’s own privacy. Owners are normally always on property.

4.9 out of 5 average rating, 157 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

4.97 out of 5 average rating, 321 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.

Superhost

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

Cottages

Quaint homes, peaceful surroundings

Flats

Convenient locations with everyday essentials

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

4.97 out of 5 average rating, 37 reviews

Guest suite in Anacortes

DenPNW with Sauna

PatrickRating, 5 stars5 days ago

This is a very comfy and modern BnB with everything that one could need. Kept clean and clutter-free. The neighborhood is beautiful and walkable, as well as within easy distance from the SJI ferry terminal and downtown Anacortes restaurants. Steve and Cindy are terrific hosts: very proactive and super responsive. Would recommend to anyone.

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 stars2 weeks 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.

5 out of 5 average rating, 10 reviews

Private hot tub, sauna + views near whale watching

NathanielRating, 5 stars2 weeks 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!

5 out of 5 average rating, 25 reviews

Home in Eastsound

Grindstone Harbor House: Luxury Estate

SydneRating, 5 stars1 week ago

Gorgeous location, views are unbeatable. Such a lovely space, every member of the family read in the window seat at some point. Making breakfast and watching for the native otters to come play was a daily treat. The deck is massive and such a lovely vantage point of the harbor. So many critters to watch. Absolutely loved this home. We had 2 kids under 7 and they felt right at home with the stuffy toys and kids room with 2 single beds+. The house is about 5 min from the ferry and about 20-25 min from Eastsound - beautiful drive with lots of farm stands along the way.

5 out of 5 average rating, 23 reviews

Home in Coupeville

La Seriné Beachfront Oasis w/ Views | Coupeville

KarinRating, 5 stars1 month ago

We really enjoyed David’s house, which was clean, uncluttered, comfortable and beautiful, with beautiful views. David was very responsive with messages, and helpful with information about what might be happening in the area, and gave great suggestions for restaurants. Our vacation was even better than we’d planned because of David’s knowledgeable tips.

5 out of 5 average rating, 14 reviews

Guest house in Anacortes

Kingfisher Cove Hideaway

CarolynRating, 5 stars2 weeks ago

Beautiful and peaceful place. Lots of outdoor activities in the area. Good assortment of restaurants in Anacortes. Enjoyed our stay!!