Guesthouse vacation rentals in Whidbey Island
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Top-rated guesthouse rentals in Whidbey Island
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Whidbey Island guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Anacortes
4.88 out of 5 average rating, 412 reviewsAnacortes Guest House Unit A (water view) Studio
Dec 2 – 9
Guesthouse in Port Townsend
4.99 out of 5 average rating, 404 reviewsHummingbird Suite: Walkable with Views!
Dec 5 – 12
Guesthouse in Port Hadlock-Irondale
4.96 out of 5 average rating, 243 reviewsThe Great Blue Heron's Nest
Oct 5 – 12
Guesthouse in Port Townsend
4.92 out of 5 average rating, 1128 reviewsCruise the Meadow in a Classic, Private Warm Cozy
Oct 5 – 12
Guesthouse in Lopez Island
5.0 out of 5 average rating, 21 reviews~Captain's Walk~Gorgeous Seaside Views + King Bed
Dec 3 – 10
Guesthouse in Kingston
4.84 out of 5 average rating, 215 reviewsSalish Sea Cabin in Kingston,WA
Aug 16 – 23
Guesthouse in Clinton
4.64 out of 5 average rating, 73 reviewsView Beach family cottage 'Library' 4 Whidbey Is
Oct 18 – 25
Guesthouse in Anacortes
5.0 out of 5 average rating, 86 reviewsQuiet Private Studio With All the Amenities
Dec 17 – 24
Guest house rentals with a patio
Guesthouse in Anacortes
4.88 out of 5 average rating, 121 reviewsCouples Cottage with Hot Tub
Oct 23 – 30
Guesthouse in Bow
5.0 out of 5 average rating, 105 reviews*Stunning Bay Views & Sunsets*Covered Deck+Firepit
Oct 19 – 26
Guesthouse in Freeland
5.0 out of 5 average rating, 13 reviewsDetached Guest Suite
Nov 7 – 14
Guesthouse in Coupeville
4.98 out of 5 average rating, 86 reviewsCute Little Cabin, View and Walk to Beach
Jun 26 – Jul 3
Guesthouse in Oak Harbor
4.98 out of 5 average rating, 54 reviewsUpdated House on Acres of Peaceful Forest w/ Views
Mar 20 – 27
Guesthouse in Anacortes
4.97 out of 5 average rating, 78 reviewsStarfish Studio (No Cleaning Fee)
Sep 13 – 20
Guesthouse in Oak Harbor
5.0 out of 5 average rating, 59 reviews1930s view cottage on Skagit Bay
Jan 15 – 22
Guesthouse in Langley
4.88 out of 5 average rating, 26 reviewsPinewood Getaway
Aug 6 – 13
Guest house rentals with a washer and dryer
Guesthouse in Freeland
5.0 out of 5 average rating, 200 reviewsMoonrise Cottage
Mar 1 – 8
Guesthouse in Quilcene
4.98 out of 5 average rating, 272 reviewsOwl's Nest Guest House
Jul 16 – 23
Guesthouse in Mount Vernon
4.99 out of 5 average rating, 151 reviewsSkagit Valley Farmland View Cabin
Apr 2 – 9
Guesthouse in Sedro-Woolley
5.0 out of 5 average rating, 154 reviewsNorth Cascades Getaway
Sep 16 – 23
Guesthouse in Port Townsend
4.97 out of 5 average rating, 231 reviewsRural retreat, minutes to town, cozy, mod, private
Sep 24 – Oct 1
Guesthouse in Port Townsend
4.98 out of 5 average rating, 175 reviewsSea Loft: Ocean-view getaway in the heart of town
Apr 13 – 20
Guesthouse in Langley
4.82 out of 5 average rating, 217 reviewsLakeside Retreat on Goss Lake
Aug 30 – Sep 6
Guesthouse in La Conner
4.99 out of 5 average rating, 108 reviewsPrivate Fidalgo Island Retreat
Mar 3 – 10
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