Guesthouse vacation rentals in Clackamas County
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Top-rated guesthouse rentals in Clackamas County
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Clackamas County guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Mount Hood Village
4.98 out of 5 average rating, 170 reviewsDancing Bear Cottage
Jul 31 – Aug 7
Guesthouse in Portland
4.9 out of 5 average rating, 199 reviewsSellwood Luxury Studio Home
Jan 26 – Feb 2
Guesthouse in Milwaukie
4.88 out of 5 average rating, 221 reviewsIndulge in Rare Riverside Retreat
Jan 14 – 21
Guesthouse in Gladstone
4.97 out of 5 average rating, 102 reviewsThe River House - Waterfront Retreat w/Fireplace
Jan 18 – 25
Guesthouse in Milwaukie
4.99 out of 5 average rating, 307 reviewsRiver Forest Guest House, All new+Riverfront Patio
Dec 23 – 30
Guesthouse in Lake Oswego
4.99 out of 5 average rating, 78 reviewsSecluded Willamette River Apartment in Lake Oswego
Aug 20 – 27
Guesthouse in Aurora
4.98 out of 5 average rating, 55 reviewsChayah House at Moriah Hills
Nov 11 – 18
Guesthouse in Lake Oswego
4.8 out of 5 average rating, 75 reviewsCottage on the Creek in Lake Oswego
Mar 18 – 25
Guest house rentals with a patio
Guesthouse in Sandy
4.96 out of 5 average rating, 49 reviewsLazy Labrador Lounge! Cozy apartment in Sandy, OR
Oct 16 – 23
Guesthouse in Sandy
4.99 out of 5 average rating, 90 reviewsThe Sandy Sanctuary
Jul 19 – 26
Guesthouse in Estacada
5.0 out of 5 average rating, 17 reviewsFarm & Forest Retreat!
Feb 17 – 24
Guesthouse in Estacada
5.0 out of 5 average rating, 44 reviewsDreamy cabin on the Clackamas River
Apr 14 – 21
Guesthouse in Oregon City
5.0 out of 5 average rating, 36 reviewsLuxurious Riverfront GuestHouse, Sauna & HotTub.
Nov 18 – 25
Guesthouse in Molalla
5.0 out of 5 average rating, 20 reviewsA quiet retreat amongst the oaks
Apr 23 – 30
Guesthouse in Happy Valley
4.98 out of 5 average rating, 53 reviewsModern Private Guesthouse with Spacious Backyard
Oct 12 – 19
Guesthouse in Estacada
4.97 out of 5 average rating, 37 reviewsLakeside Cabin with Loft and Outdoor Pavilion
Sep 27 – Oct 4
Guest house rentals with a washer and dryer
Guesthouse in Milwaukie
4.95 out of 5 average rating, 187 reviewsThe Annex - Sunny, peaceful, modern and detached!
Oct 18 – 25
Guesthouse in Portland
4.97 out of 5 average rating, 493 reviewsDream Cottage! Springwater Bike/Walking Path!
Apr 25 – May 2
Guesthouse in Tigard
4.95 out of 5 average rating, 181 reviewsThe Cottage at River Run!
Dec 24 – 31
Guesthouse in Estacada
5.0 out of 5 average rating, 24 reviewsCozy country 2-bedroom shop apartment
Dec 18 – 25
Guesthouse in Lake Oswego
5.0 out of 5 average rating, 90 reviewsOswego Empty Nest
Oct 9 – 16
Guesthouse in Oregon City
4.94 out of 5 average rating, 18 reviewsVineyard 1 level Oregon City Guest Cottage
Jan 10 – 17
Guesthouse in Tigard
5.0 out of 5 average rating, 9 reviewsNEW! Furnished. Flicker Woods Guest House
Sep 11 – 18
Guesthouse in West Linn
4.94 out of 5 average rating, 94 reviewsCharming one bedroom apartment in the forest.
Feb 24 – Mar 3
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