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Check prices for these dates

Next weekend
28 Rab. I - 30 Rab. I
In two weeks
4 Rab. II - 6 Rab. II
In one month
18 Rab. II - 20 Rab. II
In two months
16 Jum. I - 18 Jum. I

Compare 375 Vacation Homes in Friday Harbor with updated reviews, rates, and availability.

Modern Home with Stunning Water View
Interior

Modern Home with Stunning Water View

10.0 out of 10, Exceptional, (333)
"We stayed at this property in February 2025 with an 8-month old baby and found it incredibly suited to our needs. It was easy to find from the ferry, very conveniently located near downtown Eastsound and all of the restaurants and shops, and extremely well outfitted. We had everything needed to cook, store and reheat food. The house had books for our little ones and puzzles for mom & dad. There were umbrellas, beach towels, and all of the cleaning supplies needed to keep up with a baby on the...
The price is SAR 1,050
SAR 2,128 total
includes taxes & fees
24 Mar - 25 Mar
Modern Home with Stunning Water View
Waterfront Home! Hot Tub! (HOS)
Smart TV, fireplace, books, smart speakers

Waterfront Home! Hot Tub! (HOS)

9.8 out of 10, Exceptional, (47)
"Put this on your bucket list! While everyone stages their property for the photos, this may be the one property that is anti-staged! The House of the Ocean Sun absolutely exceeds the amazing pictures and write-up in every way. Views are epic. The property is immaculately maintained and the kitchen is fully equipped—it even has an espresso machine that converted us away from pods. This beautiful property made a very special trip for us worry free. Thank you to the hosts for making...
Waterfront Home! Hot Tub! (HOS)
Anacortes Paradise Vacation Rental w/ Water Views!
Terrace/patio

Anacortes Paradise Vacation Rental w/ Water Views!

9.4 out of 10, Exceptional, (28)
"A little dated, but clean and more than adequate accommodations. breath taking views. Plenty of room for the family meals and game nights."
Anacortes Paradise Vacation Rental w/ Water Views!
Waterfront! Hot Tub! (EWR)
Exterior

Waterfront! Hot Tub! (EWR)

10.0 out of 10, Exceptional, (67)
"Tongue and grooved knotty pine, Leathered granite counters, views of the water from every angle. High end amenities, a perfect place to unwind. High end flooring throughout with heated tile floors in the bathrooms and utility/wash room. An amazing place to stay on San Juan, perfectly situated between Friday harbor and Roche harbor. Orcas, sea lions and coast guard were plentiful for viewing from the two different balcony style decks. What a treat!"
Waterfront! Hot Tub! (EWR)
Luxurious Home w/Hot Tub, 5 minute walk to Town and Beach
Exterior

Luxurious Home w/Hot Tub, 5 minute walk to Town and Beach

10.0 out of 10, Exceptional, (34)
"Comfortable beds,and a nice hot tub that stays nice and hot what more can you ask for !"
Luxurious Home w/Hot Tub, 5 minute walk to Town and Beach
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
Exterior

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

10.0 out of 10, Exceptional, (321)
"Very nice place. Great functionality. Fire pit is wonderful. View is super and direct access to beach is a real treat "
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
Custom Waterfront Home - easy walk to Roche Harbor & Picnic Island
Property grounds

Custom Waterfront Home - easy walk to Roche Harbor & Picnic Island

10.0 out of 10, Exceptional, (201)
"Great location and easy to get around the island. The view is amazing. Three out of the four beds were king size and one of them were full size. It was great having a large and clean space. I would love to stay here again in the future. "
Custom Waterfront Home - easy walk to Roche Harbor & Picnic Island
Light-filled home with fenced yard - two dogs welcome - walk everywhere
TV, books, stereo

Light-filled home with fenced yard - two dogs welcome - walk everywhere

9.4 out of 10, Exceptional, (52)
"This property is recently updated, has a large bathroom and fridge. We found it clean and the parking in the alley was not bad. The neighbors are not sketchy. And the home is close to a lot of nice restaurants and bars. We dined at Anthony’s that is right up the road. I would recommend this property to stay at when you visit Anacortes!"
The price is SAR 469
SAR 1,359 total
includes taxes & fees
23 Mar - 24 Mar
Light-filled home with fenced yard - two dogs welcome - walk everywhere
Cheerful Getaway w/ Ocean View, Outdoor Fireplace, & Beach Access
Fridge, microwave, oven, stovetop

Cheerful Getaway w/ Ocean View, Outdoor Fireplace, & Beach Access

9.4 out of 10, Exceptional, (102)
"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. "
Cheerful Getaway w/ Ocean View, Outdoor Fireplace, & Beach Access
Fantastic retreat near the water w/ expansive deck & stylish interior - dogs OK
Terrace/patio

Fantastic retreat near the water w/ expansive deck & stylish interior - dogs OK

9.0 out of 10, Wonderful, (43)
"We had a wonderful stay & highly recommend, quiet part of the island with private beach access. In August we experienced all types of weather - rain / sun / cold / hot so pack for a typical PNW trip!"
Fantastic retreat near the water w/ expansive deck & stylish interior - dogs OK
Orcas-Beautiful Modern Home- Large New Deck- Water View- Privacy- Dog Friendly

Orcas-Beautiful Modern Home- Large New Deck- Water View- Privacy- Dog Friendly

10.0 out of 10, Exceptional, (120)
"The house was great clean and comfortable for all of us including the dog "
Orcas-Beautiful Modern Home- Large New Deck- Water View- Privacy- Dog Friendly
Quiet & secluded getaway with backyard, firepit, wraparound deck & wood stove
Fridge, microwave, oven, stovetop

Quiet & secluded getaway with backyard, firepit, wraparound deck & wood stove

7.2 out of 10, Good, (11)
"Good stay and very responsive hostess. I was hoping to extend and get a late checkout but the communication about that wasn’t very good via the multiple agencies that control the end user…it seems overly complicated to communicate yes/no if a late checkout is approved"
Quiet & secluded getaway with backyard, firepit, wraparound deck & wood stove
Waterfront Home! Newly Remodeled! (weow)
Outdoor dining

Waterfront Home! Newly Remodeled! (weow)

10.0 out of 10, Exceptional, (47)
"This is a beautiful home set in a wonderful setting. We thoroughly enjoyed our stay in this comfortable, quiet home and would highly recommend this VRBO. "
Waterfront Home! Newly Remodeled! (weow)
Sandpiper Haven: Whidbey Waterfront, Amazing VIEWS, Beach, Penn Cove, Kayaks, AC
Outdoor dining

Sandpiper Haven: Whidbey Waterfront, Amazing VIEWS, Beach, Penn Cove, Kayaks, AC

10.0 out of 10, Exceptional, (269)
"We had a quick get away and loved staying here. It was absolutely perfect. Quiet, picturesque, and relaxing."
Sandpiper Haven: Whidbey Waterfront, Amazing VIEWS, Beach, Penn Cove, Kayaks, AC
Waterfront dog-friendly home w/ free WiFi, central A/C, a dry sauna, & firepit
On the beach

Waterfront dog-friendly home w/ free WiFi, central A/C, a dry sauna, & firepit

8.4 out of 10, Very Good, (92)
"We enjoyed our stay. Some of the appliances in the kitchen need upgrading. Could not get the microwave to work. Stove top was hard to figure out and the heating elements were inconsistent. "
Waterfront dog-friendly home w/ free WiFi, central A/C, a dry sauna, & firepit
Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Stunning View!
Outdoor spa tub

Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Stunning View!

9.6 out of 10, Exceptional, (198)
"We had a great stay with our small family. A nice equipped kitchen for cooking and such a peaceful spot. "
Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Stunning View!
Stunningly Beautiful High Bank Waterfront Property!
Property grounds

Stunningly Beautiful High Bank Waterfront Property!

10.0 out of 10, Exceptional, (55)
"Beautiful vistas from the property. "
Stunningly Beautiful High Bank Waterfront Property!
Secluded dog-friendly home with mountain views & gas fireplace
TV, fireplace, DVD player

Secluded dog-friendly home with mountain views & gas fireplace

2.0 star property
9.8 out of 10, Exceptional, (9)
"My wife and i spent five nights here. It was quiet and cozy. The bed was comfortable and the kitchen had everything we needed. "
Secluded dog-friendly home with mountain views & gas fireplace
Amazing sunsets!! Water view, hot tub, close to town, fire pit.
Terrace/patio

Amazing sunsets!! Water view, hot tub, close to town, fire pit.

10.0 out of 10, Exceptional, (49)
"We visited Orcas Island for a family event and stayed at Lori's home. It was peaceful, comfortable, well supplied and met us with a glorious view to the west! We enjoyed fires in the fireplace and evening dips in the hot tub under the stars. Beds and linens were great quality and comfortable. Kitchen well stocked with just the right amount of good quality cookware, etc. We would stay again. Thanks Lori!"
Amazing sunsets!! Water view, hot tub, close to town, fire pit.
Utter Seclusion on 600 Feet of Waterfront , Free WiFi
Pool

Utter Seclusion on 600 Feet of Waterfront , Free WiFi

9.8 out of 10, Exceptional, (182)
"My partner and I came to San Juan Island for my birthday and this place made our stay magical! Waking up and being able to step out and look at the water off the back deck was so peaceful. We highly recommend this place and hope to come back!"
Utter Seclusion on 600 Feet of Waterfront , Free WiFi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Friday Harbor

Waterfront Home! Hot Tub! (HOS)
Smart TV, fireplace, books, smart speakers

Waterfront Home! Hot Tub! (HOS)

9.8 out of 10, Exceptional, (47)
"Put this on your bucket list! While everyone stages their property for the photos, this may be the one property that is anti-staged! The House of the Ocean Sun absolutely exceeds the amazing pictures and write-up in every way. Views are epic. The property is immaculately maintained and the kitchen is fully equipped—it even has an espresso machine that converted us away from pods. This beautiful property made a very special trip for us worry free. Thank you to the hosts for making...
Waterfront Home! Hot Tub! (HOS)
Waterfront! Hot Tub! (EWR)
Exterior

Waterfront! Hot Tub! (EWR)

10.0 out of 10, Exceptional, (67)
"Tongue and grooved knotty pine, Leathered granite counters, views of the water from every angle. High end amenities, a perfect place to unwind. High end flooring throughout with heated tile floors in the bathrooms and utility/wash room. An amazing place to stay on San Juan, perfectly situated between Friday harbor and Roche harbor. Orcas, sea lions and coast guard were plentiful for viewing from the two different balcony style decks. What a treat!"
Waterfront! Hot Tub! (EWR)
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
Exterior

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

10.0 out of 10, Exceptional, (321)
"Very nice place. Great functionality. Fire pit is wonderful. View is super and direct access to beach is a real treat "
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.