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Guesthouse holiday rentals in Clackamas County

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Clackamas County guesthouses

Family-Friendly guesthouses

Guest favourite
Guesthouse in Aurora
4.98 out of 5 average rating, 63 reviews

Chayah House at Moriah Hills

LeahRating, 5 stars8 months ago
This place was perfect. Large deck overlooked nice woods, a pond, and you could see Mt. Hood in the distance. Living room was big and comfortable. Kitchen had plenty of dishes, lots of pots, and even small appliances to making cooking easy. Parking was right there. Every thing was new and in working order. The decor was mountain rustic cool. My favorite thing was that the living room and kitchen were arranged to make the most of the view. Warm throws for coziness, nice colors in the rugs and walls. Lots of attention to comfort and detail. Seemed in the middle of nowhere but actually close to stores and amenities. Very quiet and peaceful.
Top Guest favourite
Guesthouse in Sandy
4.93 out of 5 average rating, 242 reviews

Sauna! Free daily HOUR w/2 nite stay!

RussellRating, 5 stars1 month ago
Cannot say enough positive things about the Bluff Rd. studio and the hosts Teresa and Alan. The studio is very comfortable and features an incredible view of Mt. Hood from the back of the unit. The neighborhood is beautiful and a pleasure to stroll through. Teresa and Alan are wonderful, warm, accommodating people and I have genuinely enjoyed their company as well as their respectfulness of my privacy. I would recommend this house without hesitation to anyone looking for a stay in the Sandy area.
Top Guest favourite
Guesthouse in Beaverton
4.99 out of 5 average rating, 306 reviews

Park Cottage

ChineloRating, 5 stars1 week ago
This was my first Airbnb and was not sure what to expect but Robynn made me feel right at home! Very welcoming and attentive to all my needs. The house is tucked away from the main road with a gorgeous landscape.
Guest favourite
Guesthouse in Oregon City
4.93 out of 5 average rating, 128 reviews

Andrew's House - Guest Suite

Anne MarieRating, 5 stars7 months ago
We chose Kim and Pat’s place over the closest hotel in the area where we were attending a family wedding and are so glad we did. Their place was private, charming, and well equipped and the cost was about the same as the local hotel. It felt like we really got to enjoy a weekend getaway in spite of being out at family activities for most of the time. Would happily stay again.
Guest favourite
Guesthouse in Portland
4.89 out of 5 average rating, 232 reviews

Sellwood Luxury Studio Home

CatherineRating, 5 stars1 month ago
Our second time here—it makes a great base for visiting our son. Peaceful, comfortable, clean, in a tree-lined walkable neighborhood close to the river, bike path, parks, restaurants, cafes, grocery store. Jennifer is a very responsive host. Highly recommend.
Top Guest favourite
Guesthouse in Lake Oswego
4.97 out of 5 average rating, 102 reviews

Secluded Willamette River Apartment in Lake Oswego

AnnalisaRating, 5 stars3 weeks ago
We were super happy with our experience here! The location is amazing, everything was clean, easy check-in. You have everything you need and more. We will definitely be returning!
Top Guest favourite
Guesthouse in Gladstone
4.96 out of 5 average rating, 121 reviews

The River House - Waterfront Retreat w/Fireplace

MatthewRating, 5 stars4 days ago
A wonderful spacious flat on the river in Gladstone. Clean and comfortable to hang out inside or on the deck. Susan and Dale were instantly responsive and helpful before and during our stay.
Guest favourite
Guesthouse in Mount Hood Village
4.96 out of 5 average rating, 193 reviews

Dancing Bear Cottage

AlannaRating, 5 stars1 month ago
What a delightful, peaceful haven. A cozy space to retreat from the business of life. There are endless paths to explore right out the back door, if you can convince yourself to hop up from a snuggle on the couch in front of the wood stove. I would absolutely come back another time. The only issue is the private drive, which requires a high clearance car. Monica was very forthcoming with this and gave clear instructions for navigating the terrain.

Guesthouses with a patio

Top Guest favourite
Guesthouse in Portland
5 out of 5 average rating, 109 reviews

Garden Home Getaway

Sung OukRating, 5 stars5 days ago
Just say wow.. Quiet and secured place what I want. All prepared well and organized. Thank you!
Guest favourite
Guesthouse in Sherwood
4.88 out of 5 average rating, 56 reviews

The Converted Barn Studio

RobertRating, 5 stars1 week ago
This barn studio was perfect for our stay in Sherwood. We were busy while we were there and primarily just slept there but it was very quiet and so picturesque. It was clean and had everything we needed. We had a bit of trouble with the bathroom outlet but once we messaged the hosts about it, they were willing to fix it ASAP and it was taken care of by the time we returned that evening.
Top Guest favourite
Guesthouse in Sandy
4.97 out of 5 average rating, 73 reviews

Lazy Labrador Lounge! Cozy apartment in Sandy, OR

Monte/KarenRating, 5 stars2 weeks ago
So quiet and peaceful, very private. Everything was as stated in add, looks just like pictures, no surprises. Would definitely recommend and would stay again when in the area.
Guest favourite
Guesthouse in Sandy
4.96 out of 5 average rating, 80 reviews

Come Escape @ Mount Hood Retreat

MikeRating, 5 stars6 days ago
We enjoyed a peaceful stay here. We felt the description was accurate to what we actually stayed in. The front porch is what we enjoyed the most. We felt the location was great to easily visit both the Columbia River and Mt. Hood areas.
Guest favourite
Guesthouse in Oregon City
4.93 out of 5 average rating, 27 reviews

Unique Historic Oregon City Unit

AndrewRating, 5 stars1 month ago
Andrew and Sofia’s house was awesome. It was perfect for my us and our two teenagers. Everyone had somewhere super comfy to sleep and the upstairs gave everyone some of their own space to themselves. We did a lot of traveling and the house has quick and easy access to all the highways you’d need in and out of town. The kitchen has everything you could possibly need and the AC and heat worked great. Overall we couldn’t have asked for a better place for our stay!
Top Guest favourite
Guesthouse in Molalla
5 out of 5 average rating, 40 reviews

A quiet retreat amongst the oaks

JacquelineRating, 5 stars5 months ago
We were welcomed with music and warmth as we stepped into Olesya's guest house. It was a great place to stay as we traveled to see different family members over the holidays. Olesya was very responsive and especially helpful after a power outage when the water pump needed to be reset early in the morning. My family would be excited to stay here again. Thank you Olesya!
Top Guest favourite
Guesthouse in Milwaukie
4.97 out of 5 average rating, 63 reviews

The Groovy Getaway

ManasaRating, 5 stars2 months ago
We enjoyed staying at Nikki’s place. The place was clean and tidy (exactly as shown in pictures). Our 1year old loved the private garden. We would love to stay here again if we are ever in the area
Top Guest favourite
Guesthouse in Sherwood
4.99 out of 5 average rating, 147 reviews

Cozy Willamette Valley Cabin With Modern Comforts

TiaRating, 5 stars3 weeks ago
I would choose this place every time I’m in town! The hosts are the best and the home is perfect for one or two people. The shower is amazing!

Guest house rentals with a washing machine and dryer

Superhost
Guesthouse in Portland
4.91 out of 5 average rating, 22 reviews

Guesthome in Portland

TimothyRating, 5 stars2 weeks ago
The place was clean, quiet, and matched the description in the listing. The parking is spacious and private access. Overall great stay.
Top Guest favourite
Guesthouse in Lake Oswego
4.96 out of 5 average rating, 371 reviews

Cozy and Charming

ValRating, 5 stars5 days ago
Was very comfortable in Olivia and Allen’s cute and comfy airbnb. Very nicely supplied and super comfortable bed. Loved the nice touches and cute little notes throughout. Chocolate was a sweet treat. Great place to stay when visiting my parents in assisted living. Thanks! Val
Superhost
Guesthouse in Beaverton
4.87 out of 5 average rating, 84 reviews

Spacious Private Suite w/ Scenic Backyard

RyanRating, 5 stars2 months ago
Rex’s unit was perfect for our needs! It was close to my parents home in Beaverton and a perfect location to get around in general. The unit was clean and spacious, perfect for a family to spread out and enjoy. I love that there was a ping pong table and games for the kids as well. Rex was very responsive when we had questions and the unit was exactly as described. I would definitely come back!
Top Guest favourite
Guesthouse in Portland
4.97 out of 5 average rating, 572 reviews

Dream Cottage! Springwater Bike/Walking Path!

TaylorRating, 5 stars1 day ago
The Owl’s Nest was one of the best Airbnbs where my husband and I have ever stayed! John’s place was pristine with beautiful wood details and decor was tastefully thematic. (He displays a beautiful map collection!) We really appreciated the attention to detail - they provide little things like extra toothbrushes, toiletries, and first aid that demonstrate thoughtfulness and care for their guests! The kitchen was very well stocked, too — we enjoyed some nighttime snacks and a slow morning with the coffee provided ☕️ John’s instructions and guest book were clear and thorough. We simply loved our short stay here! It was the perfect reprieve from a busy trip :)
Top Guest favourite
Guesthouse in Lake Oswego
5 out of 5 average rating, 129 reviews

Oswego Empty Nest

EddieRating, 5 stars1 week ago
We stayed for over 2 weeks and by the time we left it felt like home. Some places get thin and wear out, Robert's not only held up, but felt more and more comfortable. The high quality of furniture, fixtures, and features was a pleasure to inhabit.
Top Guest favourite
Guesthouse in Milwaukie
4.97 out of 5 average rating, 67 reviews

Cozy Studio

AndreaRating, 5 stars1 week ago
Connie's is a special place. The kind of place you want to keep all for yourself. So clean! Tasteful and good quality furnishings and linens. Sweet art with a Waldorf bent. Real dishes! A stove, and OVEN. Quality literature offerings. Plenty of space for your own stuff. A special garden that cheers the heart. I didn't want to leave. Thank you, Connie and partner.
Top Guest favourite
Guesthouse in Damascus
4.98 out of 5 average rating, 82 reviews

Studio Cottage Perfect for Quiet Getaway

MikeRating, 5 stars2 months ago
Kara’s cottage was lovely! Very clean and well appointed. The location was easy to find and very private. Very comfortable and cozy for our late March stay. She gave great instructions and was quick to reply when we had questions.
Guest favourite
Guesthouse in Molalla
4.96 out of 5 average rating, 23 reviews

Buckeroo Bungalo

JustinRating, 5 stars1 week ago
I have stayed here before, short notice both times, I appreciate the nightly rate and the Traeger. The house is comfortable with everything you need!

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