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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

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.
Superhost
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.
Superhost
Guesthouse in Beaverton
4.99 out of 5 average rating, 306 reviews

Park Cottage

ChineloRating, 5 stars2 weeks 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.
Superhost
Guesthouse in Portland
4.89 out of 5 average rating, 234 reviews

Sellwood Luxury Studio Home

AngelaRating, 5 stars2 weeks ago
Slept well. Parking good. Clean and nice kitchen, bed and bathroom. It is like a studio apartment without a separate room for the bedroom. A comfortable loveseat piece of furniture would help the comfort. Also separate storage for extra bedding instead of using closet’s meant for guests clothing and shoes. Otherwise nicely decorated and appointed.
Superhost
Guesthouse in Lake Oswego
4.97 out of 5 average rating, 102 reviews

Secluded Willamette River Apartment in Lake Oswego

AnnalisaRating, 5 stars1 month 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!
Guesthouse in Mount Hood Village
4.96 out of 5 average rating, 194 reviews

Dancing Bear Cottage

ElizabethRating, 5 stars3 weeks ago
I have stayed here several times and love it. The cabin is simple but cozy. The surrounding property is amazing with lots of paths through the forest with great views of the river.
Superhost
Guesthouse in Lake Oswego
4.8 out of 5 average rating, 83 reviews

Cottage on the Creek in Lake Oswego

JeffRating, 5 stars5 months ago
We picked the location because it was close to my mom's house, where our family had gathered for the holidays so we did not spend a lot of time in the cabin. The kitchen was well equipped and there was on site laundry - always a bonus! As it rained the entire time we were there, we did not have the opportunity to enjoy the deck and back yard, which would have been a lovely place in the Portland dry season. On the plus side, the location was secluded and very quiet. The only challenging things were the driveway because it is steep downhill from the road and the steps down to the cottage have no handrails, which my 88 year old mom would have needed. Nora was gracious, friendly, and very responsive.
Superhost
Guesthouse in Wilsonville
4.97 out of 5 average rating, 258 reviews

Creekside Haven

DedeRating, 5 stars3 months ago
Surrounded by gorgeous farmland and beautiful homes, this quiet getaway is so nice. I came to rest, sleep deeply and recover from serious illness and find a new home. The sounds of the creek and frogs in the evening- surreal and delightful-love it! Thank you Jenny and Lois!

Guesthouses with a patio

Superhost
Guesthouse in Beavercreek
4.98 out of 5 average rating, 240 reviews

Muse Cabin in old growth forest w/cedar hot tub

AnnaRating, 5 stars2 weeks ago
We had the most wonderful getaway at this beautiful cabin! Enjoyed coffee on the back porch in the morning overlooking the incredible old growth forest, and a luxurious time in the hot tub. We felt very safe and welcome here as a queer couple. Will definitely be returning!
Top Guest favourite
Guesthouse in Portland
5 out of 5 average rating, 109 reviews

Garden Home Getaway

Sung OukRating, 5 stars1 week 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, 58 reviews

The Converted Barn Studio

ConstanceRating, 5 stars1 week ago
This was an absolutely beautiful place to stay, it was so peaceful. The hosts were amazing as well. I think the next time we’re in oregon we will *have* to stay here again!!!
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 stars3 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, 81 reviews

Come Escape @ Mount Hood Retreat

JamieRating, 5 stars6 days ago
We loved the view on the patio and the fireplace was very nice. The throws were a nice surprise and were very comfortable. The bed was very comfortable and the AC was amazing. The indoor fireplace was a nice touch. We really enjoyed staying here and highly recommend it to anyone looking for a secluded getaway with awesome views.
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 Sherwood
4.99 out of 5 average rating, 149 reviews

Cozy Willamette Valley Cabin With Modern Comforts

LauraRating, 5 stars2 weeks ago
Fantastic place. Clean and quiet, comfy bed and big shower. Great location. Great all around.
Top Guest favourite
Guesthouse in Estacada
5 out of 5 average rating, 34 reviews

Farm & Forest Retreat!

PatriciaRating, 5 stars4 days ago
Absolutely loved our farm stay! Beautiful setting & extremely peaceful. Their oldest son gave us a farm tour which was the highlight of my stay, as we love chickens & turkeys. My only regret is that we didn’t have more time to talk to him about the goats & sheep & learn to milk. Thank you for an excellent stay.

Guest house rentals with a washing machine and dryer

Superhost
Guesthouse in Damascus
5 out of 5 average rating, 5 reviews

Evergreen Guest House - modern 1BR next to woods

Yana PRating, 5 stars25 months ago
We used to live in Portland for a long time but moved out of state and always liked this area - quiet and clean, which is a good bonus if one visits the city.
Top Guest favourite
Guesthouse in Lake Oswego
4.96 out of 5 average rating, 371 reviews

Cozy and Charming

ValRating, 5 stars1 week 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
Guest favourite
Guesthouse in Estacada
4.92 out of 5 average rating, 39 reviews

Cozy country 2-bedroom shop apartment-Pets ok!

ArielleRating, 5 stars6 days ago
Melissa was so sweet and helpful throughout our stay! I booked this spot so that me and my bridesmaids could stay close to my wedding venue and Melissa was very accommodating and made sure we had everything we needed!
Top Guest favourite
Guesthouse in Lake Oswego
5 out of 5 average rating, 130 reviews

Oswego Empty Nest

SavannahRating, 5 stars3 days ago
Robert’s place was perfect. I was in town for a track meet and needed a place of cook and do laundry. Bed was super comfortable and I felt very comfortable here. Would definitely return!
Guest favourite
Guesthouse in Milwaukie
4.96 out of 5 average rating, 68 reviews

Cozy Studio

AndreaRating, 5 stars2 weeks 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, 24 reviews

Buckeroo Bungalo

MeghanRating, 5 stars4 days ago
Comfortable, cozy, and quite, a great place to stay!
Top Guest favourite
Guesthouse in Milwaukie
4.95 out of 5 average rating, 227 reviews

The Annex - Sunny, peaceful, modern and detached!

StephenRating, 5 stars3 weeks ago
This is the second time staying at Kelsi's and it was a great as the first time. We will continue to here when available.

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