Friday Harbor Vacation Homes

A marina with numerous boats docked, a wooden pier, and a forested hill in the background.

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Our top choices for Friday Harbor holiday homes

A red house with a porch and a staircase leading to the front door.

1. Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14

Friday Harbor

"This house is the best deal on the island for a large group of people wanting to stay close to Friday Harbor. Location is super convenient. My main disappointments with the house is that there are only 2 showers, one of the rooms has no window that can be opened so it gets very warm on hot days, and the house creaks loudly as people walk around. I would say this house is geared more for the kind of people who can handle a hostel kind of experience."

SCOTT

HK$5,785 total

includes taxes & fees

25 Sept - 26 Sept

A restaurant with wooden tables and chairs, large windows, and a view of the outdoors.

2. Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island

Friday Harbor

Leanne L.

HK$4,500 total

includes taxes & fees

23 Sept - 24 Sept

A wooden cabin with a stone pathway leading to the entrance, surrounded by lush greenery and tall trees.

3. Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.

Friday Harbor

Alex W.

A wooden deck with outdoor seating, a sign reading "EMILY'S COTTAGE", and a view of a road with cars.

4. Emily's Cottage at Cayou Channel - Orcas Island

Orcas Island

Jonas R.

HK$3,305 total

includes taxes & fees

2 Oct - 3 Oct

A cozy living room with a wooden ceiling, a television, a sofa, and a coffee table.

5. Cheerful woodsy cabin w gas fireplace, sleeps 6.

Lopez Island

Carol B.

HK$4,960 total

includes taxes & fees

29 Sept - 30 Sept

A cozy interior with a dining area, a table with chairs, a sofa, and a view of the outdoors.

6. Cedar Orchard Cabin.

Eastsound

Elizabeth

HK$4,941 total

includes taxes & fees

24 Sept - 25 Sept

An aerial view of a house with a large deck, surrounded by lush greenery and a well-maintained garden.

7. Goldeneye Farm - Orchard & Ponds

San Juan County

HK$5,084 total

includes taxes & fees

23 Sept - 24 Sept

A room with a large window overlooking a forested lake.

8. Cottage at Doe Bay - Entire Home (New Listing)

San Juan County

Wesley A.

HK$5,780 total

includes taxes & fees

23 Sept - 24 Sept

9. Sweeping Sound Views, Pet friendly, 3 Bedroom

San Juan County

Marc H.

A deck with a picnic table and umbrella, overlooking a marina with boats.

10. CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH

Deer Harbor

Lucy H.

HK$4,725 total

includes taxes & fees

28 Sept - 29 Sept

A hot tub with a view of a lake and mountains.

11. Orcas Island, Doe Bay Getaway #229

Orcas Island

Mayci S.

HK$7,675 total

includes taxes & fees

21 Oct - 22 Oct

A wooden deck with outdoor furniture overlooking a body of water and forested hills.

12. INSANE VIEWS! HOT TUB!

San Juan County

Vlada K.

A modern dining area with a wooden table and chairs, a large abstract painting on the wall, and a kitchen in the background.

13. Brand New Madrona Suites #2 Modern 2 bedroom in the heart of Orcas Island

Eastsound

Anonymous traveller

HK$10,978 total

includes taxes & fees

23 Sept - 24 Sept

A hot tub with chairs and a table, surrounded by a wooden deck and a stone wall.

14. Huckleberry House - New Listing!

Eastsound

Tom W.

HK$6,181 total

includes taxes & fees

28 Sept - 29 Sept

A wooden deck with a table and chairs, surrounded by a forest.

15. Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound

Eastsound

Savannah I.

HK$3,254 total

includes taxes & fees

28 Sept - 29 Sept

A snow-covered landscape with a building featuring a large window and a door.

16. HEART OF EASTSOUND - ENTIRE HOME (NEW LISTING)

Eastsound

danielle

HK$5,047 total

includes taxes & fees

24 Sept - 25 Sept

An outdoor seating area with tables and chairs facing a view of a body of water and trees.

17. WATER VIEWS! WOOD STOVE! PRIVATE!

San Juan County

Carrie S.

HK$3,205 total

includes taxes & fees

12 Oct - 13 Oct

A wooden deck with a railing overlooking a calm lake, surrounded by hills.

18. Cliffhouse At Rosario Village_Ocean Front_Whales

Eastsound

"The ocean view and the location was fantastic. It was clean with the exception of rhe screen on the bathroom widow which had a very thick layers of dust and the deck railing was really needed cleaning... included numerous spider wed and green slime. And the one long chair pillow was wet and had bird poop. And the screens on both sliding doors need replacing as those are ripped. Though I would still rent it again."

Alex d.

HK$2,604 total

includes taxes & fees

22 Oct - 23 Oct

A bedroom with a wooden bed, bedside tables, a nightstand, a wardrobe, and a patterned rug.

19. Cheerful Orcas Island Forest Getaway with Stunning Mountain and Sea Views

Eastsound

David C.

HK$4,373 total

includes taxes & fees

4 Oct - 5 Oct

A modern two-story house with a patio area featuring outdoor furniture.

20. Heart Of Eastsound, Family & Small-Dog Friendly

Eastsound

Debra P.

HK$4,634 total

includes taxes & fees

28 Sept - 29 Sept

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Top Friday Harbor Hotel Reviews

The Orca Inn

10/10 Excellent

"Plenty of parking, very quiet. AC worked. Room was exactly as shown in pictures BUT very very clean. No funky bed smell, no mold, no nothing. Will stay again."

Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.

10/10 Excellent

"We would stay there again. Very nice place to hangout, great views and good access to the water. Grounds were beautiful and large enough for our dog to run and play. Perfect walking access to numerous hiking trails."

Roche Harbor Resort

10/10 Excellent

"The Hotel de Haro is from an antique vintage on San Juan Island.......built in 1886........it has original wood throughout. It has original style for the rooms with bath rooms renewed. 50 years ago my husband and I came here for our Honeymoon....September 18th 1976 was our wedding date.............came here a couple days later......it was spectacular to our delight. We have returned to experience it again and all the improvements......is wonderful to see and be here again woith my Beloved......."

Gorgeous 4-Bedroom Island Retreat With Island/ Water Views; Sleeps 12

10/10 Excellent

"We had the most amazing time. This property is beautiful. The bed, towels, linens and TP were all top quality, which has not been my experience everywhere. The views were absolutely spectacular."

Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14

8/10 Good

"This house was so cool with lots of fun little features. Cozy seating areas comfy beds, large kitchen space and terrific outdoor area. Great location, so close to town. We were unable to get the internet to work, therefore, no TV for the kids. We loved the authentic charm of this beautiful old house."

Find out more about Friday Harbor