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.

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Guest favorite

Guesthouse in Sandy

4.93 out of 5 average rating, 224 reviews

Sauna! Free HOUR w/2 nite stay!

Our large(850sq.ft)studio is urban modern,has a touch of rustic charm, and is comfortable and cozy.We sit on a 5 acre homestead just 2 miles from a small town.The studio sits 35 ft off the back corner of main house.Sunrises are spectacular here and so is the wide open,starry night sky.We are located centrally between Mt. Hood,the Columbia Gorge&Portland.We offer a great place to base yourself to explore all the great sights nearby or just to stay on the quiet country property and soak it all in.

Jun 16 – 23

R2,694 ZAR per night

Guest favorite

Guesthouse in Wilsonville

4.95 out of 5 average rating, 411 reviews

Willow Creek Cottage

Enjoy country living in our charming and unique 1890s guest house. Situated on 12 acres in horse country. Great location - 20 minutes to Portland, 25 minutes to Oregon Wine Country, 90 minutes to the coast and five minutes from I-5 and Wilsonville. Bedroom with comfy pillow top queen bed. Breakfast nook with refrigerator, microwave and Keurig coffee maker. Direct TV and WiFi. **Please be assured that we continue to take all steps necessary to sanitize and air the cottage before your visit.

Jun 27 – Jul 4

R2,328 ZAR per night

Guest favorite

Guesthouse in Beaverton

4.98 out of 5 average rating, 257 reviews

Park Cottage

This charming guesthouse is tucked away in a park-like setting near the entrance to the Willamette Valley Wine Country. This very spacious studio offers a warm and cozy space with king size bed and a comfy day bed with a pull out trundle. Also a very roomy living room area with tv for streaming ( Roku/Netflix installed ) and fire place. Enjoy light meals or snacks in the kitchenette with a full fridge , microwave,toaster, coffee maker and all kitchen utensils. Beautiful outside surroundings.

Jul 23 – 30

R2,698 ZAR per night

Guest favorite

Guesthouse in Beavercreek

5.0 out of 5 average rating, 140 reviews

Muse Cabin in old growth forest w/cedar hot tub

Enjoy our beautifully remodeled cabin that is heated exclusively by the wood stove, on the edge of an old growth cedar forest on our 11 acre farm/vineyard. Relax on the deck built into the trees, and sleep in the cozy loft with ladder, as you soak in the nature around you. The cabin has a mini kitchen for cooking. The cute out house is just across the path, and is seasonally shared with other hip campers. We have a hot/cold shower at the hot tub. The cedar hot tub is next to the garden.

Feb 23 – Mar 2

R2,253 ZAR per night

Guest favorite

Guesthouse in Silverton

4.99 out of 5 average rating, 277 reviews

The Rock Tree House - A place to unwind and renew.

Welcome to the Rock Tree House! This studio apartment is the perfect get-away retreat for the outdoor enthusiast: 20 minutes to Silver Falls State Park, 2 miles from the quaint downtown Silverton, and well within driving distance of all the Willamette Valley has to offer. Enjoy your morning coffee on the private outdoor deck surrounded by beautiful trees and abundant wildlife. Our home is a safe space for all people. We welcome guests of all races, faiths, genders, and sexual orientations.

Aug 16 – 23

R2,170 ZAR per night

Guest favorite

Guesthouse in Lake Oswego

4.96 out of 5 average rating, 309 reviews

Cozy and Charming

The studio unit has a queen size bed equipped with full kitchen and bathroom as well as working area with wifi and HBO, Showtime and other cable programs. This studio unit has separate entrance and located at secluded and quiet area. There are 8-9 steps to the unit. Washer/dryer are in the house, guests can let us know if they like to use. During a winter snow/ice storm, our location can be challenging. Accordingly, you should have a suitable vehicle for safe travel.

May 22 – 29

R1,429 ZAR per night

Guest favorite

Guesthouse in Boring

4.94 out of 5 average rating, 142 reviews

Boring Bungalow / Mt Retreat

Private and quaint one bedroom one bathroom guest house in beautiful Boring Oregon. Centrally located between beautiful Mt Hood recreation area, breathtaking Columbia River Gorge and the stunning Oregon Coast. You have a private entrance with keyless entry, a comfortable living area and well appointed kitchen. Free on site parking with room for boat and trailer if needed. All linens are provided, as well as a starter supply of toiletries, coffee and tea. STR784-22

Mar 23 – 30

R2,064 ZAR per night

Guest favorite

Guesthouse in Rhododendron

4.99 out of 5 average rating, 543 reviews

The Bear's Den, studio with kitchen and pond/creek

Our wonderful guest house is a cozy studio with a queen bed, kitchen, sofa, and dining table in one large room. There is a bathroom with shower. This is a second floor apartment over the detached garage, we live in the main house next door. The property is very secluded well off the road with no other houses nearby and borders the National Forest. Enjoy the spring fed pond in the front yard, a hike along the Sandy river, or a 15 min drive to ski resorts.

Aug 22 – 29

R2,285 ZAR per night

Guest favorite

Guesthouse in Canby

4.95 out of 5 average rating, 182 reviews

Cozy Country Bungalow

*Cozy studio apartment on ten-acre farm. *One queen-size bed *Complete kitchen w/ range, dishwasher, microwave, refrigerator, toaster, and coffeemaker. *Large bathroom, sleeping area with queen bed, living/dining area, and washer and dryer access. *Wireless internet and wall-mounted 40" Smart TV with Netflix. *Relax on your private veranda, or go for a stroll on our 10 acre property. *Enjoy a picnic in the woods. Creek, pond, bridge, & view to enjoy.

Dec 14 – 21

R1,930 ZAR per night

Guest favorite

Guesthouse in West Linn

4.93 out of 5 average rating, 340 reviews

Sunlit Oasis

This private, renovated art studio has skylights and quiet views of nature. As an interior designer, I loved creating a space that is as much an experience as a night away from home...and only 10 miles from downtown Portland! COVID-19 UPDATE: For Social Distancing get togethers, there is a cozy, covered, and private 12' x 11' outdoor space attached to the cottage, with lights. 4 or 5 people could easily sit over 6 feet apart.

Feb 1 – 8

R1,618 ZAR per night

Guest favorite

Guesthouse in Wilsonville

4.96 out of 5 average rating, 241 reviews

Creekside Haven

Come enjoy our peaceful Creekside Haven, a guest house (built onto the stand-alone garage away from the main house) nestled in a country forest with a creek. You'll have access to the fire pit for S'mores, the relaxing hammock for two, the tire swing, and the adult swing. We're just 18 miles South of downtown Portland. Sorry, no pets, weddings, parties, hair dying, smoking of any substance indoors, or illegal drugs.

Jul 7 – 14

R2,713 ZAR per night

Guest favorite

Guesthouse in Silverton

4.99 out of 5 average rating, 408 reviews

Cozy Cottage close to town

Self-contained private cottage within walking distance of historic downtown Silverton. Just across the street from the YMCA pool (about a 5 minute walk). Short drive away from Silver Falls State Park and also the Oregon Garden. The Willamette Valley wine country is less than an hours drive and the beautiful Oregon coast a little over an hour. Oregon's capital, Salem can be reached in about 15 minutes.

Oct 27 – Nov 3

R2,748 ZAR per night