
Guest house holiday rentals in Clackamas County
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Top-rated guest house rentals in Clackamas County
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Family-friendly guest house rentals

Chayah House at Moriah Hills
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.

Sauna! Free daily HOUR w/2 nite stay!
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.

Park Cottage
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.

Andrew's House - Guest Suite
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.

Sellwood Luxury Studio Home
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.

Secluded Willamette River Apartment in Lake Oswego
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!

Dancing Bear Cottage
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.

Cottage on the Creek in Lake Oswego
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.
Guest house rentals with a patio

Guesthome in Portland
The place was clean, quiet, and matched the description in the listing. The parking is spacious and private access. Overall great stay.

Garden Home Getaway
Just say wow.. Quiet and secured place what I want. All prepared well and organized. Thank you!

The Converted Barn Studio
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.

Lazy Labrador Lounge! Cozy apartment in Sandy, OR
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.

Come Escape @ Mount Hood Retreat
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.

Unique Historic Oregon City Unit
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!

A quiet retreat amongst the oaks
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!

The Groovy Getaway
The spot was lovely and clean. Comfortable bed and nice that there are heaters in every room. I enjoyed the bath. Tell waffles I said hi!
Guest house rentals with a washing machine and dryer

Cozy and Charming
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

Spacious Private Suite w/ Scenic Backyard
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!

Oswego Empty Nest
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.

Cozy Studio
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.

Studio Cottage Perfect for Quiet Getaway
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.

Buckeroo Bungalo
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!

The Annex - Sunny, peaceful, modern and detached!
This was a work trip, and staying here was absolutely wonderful. Very impressed by how clean everything was. Host was always responsive and seems like an all around kind/thoughtful person. Would stay here again.

River Road Carriage House
Jaime’s place was so lovely and full of natural light. The amenities were just as described and had a great layout. She really thought of everything one might need for a comfortable stay. I was there for 3 weeks and Jaime was very responsive whenever we had questions or needed assistance. I recommend taking advantage of her gorgeous backyard and pool. She puts lots of care and attention into her listing and it shows.
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- Mt. Hood Skibowl
- Silver Falls State Park
- Moda Center
- Oregon Zoo
- Providence Park
- Laurelhurst Park
- Wooden Shoe Tulip Festival
- The Grotto
- Portland Japanese Garden
- Timberline Lodge
- Beacon Rock State Park
- Powell's City of Books
- Hoyt Arboretum
- Oaks Bottom Wildlife Refuge
- Mt. Hood Meadows
- Wonder Ballroom
- Oaks Amusement Park
- Tom McCall Waterfront Park
- Bridal Veil Falls State Scenic Viewpoint
- Domaine Serene
- Tryon Creek State Natural Area
- Stone Creek Golf Club
- Arlene Schnitzer Concert Hall
- Cooper Spur Family Ski Area
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