
Guesthouse vacation rentals in Clackamas County
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Top-rated guesthouse 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.

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
We loved our stay here in this beautiful neighborhood. Was perfect for our needs!

Secluded Willamette River Apartment in Lake Oswego
Wonderful wonderful place! So peaceful! So beautiful! Had everything we needed!

Dancing Bear Cottage
Lovely place allows easy access to the snow. Within 1/2 hour we were at Trillium Lake, closer yet to Government Camp! Lovely peaceful surrounding.

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.

Creekside Haven
I had a great stay in Lois's guest house. Located alongside a beautiful creek the guesthouse was peaceful, comfortable and very conveniently located a few miles away from the local tec center. Lois was a very friendly and easy host to communicate with and I will certainly be staying here again in the future if in the area.
Guest house rentals with a patio

Muse Cabin in old growth forest w/cedar hot tub
What a peaceful retreat! It was perfect for a romantic getaway. Emily and Frank were friendly and welcoming. It was a beautiful spot, easily in our top 5 vacation stays. Can’t wait to come back!

Garden Home Getaway
Would definitely stay here again. The space is cozy and quiet, and the neighborhood was peaceful to walk around in the mornings. Communication with the host was friendly and instructions were clear. Exactly what we were looking for as an alternative to staying in a hotel for the weekend. Thanks!

Come Escape @ Mount Hood Retreat
Beautiful place to stay! It was hard to tear myself away from sitting on the porch with the glorious view of Mt. Hood. Inside, the place is clutter-free/tidy, spacious, and cozy. Hosts provide clear and proactive instructions, I was always prepared with info about check-in and check-out with no confusion about the process. Fantastic location (in addition to the view) it provided a good balance of access to both Portland and the mountains/nature.

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!

Cozy Willamette Valley Cabin With Modern Comforts
Had an amazing stay at Jonathan’s cottage! It looked better than the pictures in person. Was super clean, comfortable, well appointed and in a great location. I highly recommend staying there, you will love it too!

Charming one bedroom apartment in the forest.
The area is beautiful, the Airbnb was amazing has everything you need for a nice and relaxing stay in Oregon.

Furnished. Flicker Woods Guest House
Rhonda’s place met and exceeded every expectation. It is actually even nicer than the photos, which is rare! The little house is darling, very comfortable & immaculately clean. The location is beautiful, I saw deer in the front yard! Though the place is private & seems rural, you are literally a short walk to Trader Joe’s and many other stores & restaurants. Everything was in perfect working order and there was nothing that I needed that wasn’t provided. I will definitely be back! Thank you, Rhonda!

Modern Private Guesthouse with Spacious Backyard
Great stay! The place was clean and comfortable. Host was friendly and responsive. Loved the drive and the view!
Guest house rentals with a washer and dryer

Cozy and Charming
Such a cozy and comfortable home! Everything was exactly as described, and we felt right at home. The attention to detail was really appreciated. Would love to stay again!

Dream Cottage! Springwater Bike/Walking Path!
Great spot for a night. Private and quiet. Everything was clean and well-organized. The kitchen had everything necessary for cooking and we were very comfortable.

Cozy Country Bungalow
If you're looking for country side house this is perfect place. Great property and my dog absolutely loved running around.

Oswego Empty Nest
The Empty Nest is my go-to in the Portland area. Robert is a great host with proactive communication. If there’s anything you need, he’s there. The place is comfortable and quiet. The kitchen is well equipped and stocked. It’s one of those places you can feel at home.

Comfy-clean & Modern ADU
The bathroom is definitely the centerpiece, with heated floors, a large walk in rain shower, makeup lighting on the mirror, and a full length mirror. The back patio is large and great for entertaining

The Groovy Getaway
This was a great place to stay. The bed was very comfortable and the bedroom stayed nice and dark, our two main requirements :) In addition to that, the instructions for where to park, how to navigate the back yard, and how to get into the house were very detailed and helpful. Everything was exactly as we expected it. We would definitely stay again.

Cozy Studio
We felt very comfortable and safe. Very nice area and enjoyed my walks in the morning. We had a very private area for ourselves. We both work and were able to come and go as needed.

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.
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- Moda Center
- Silver Falls State Park
- Wooden Shoe Tulip Festival
- Mt. Hood Meadows
- Timberline Lodge
- Providence Park
- Oaks Bottom Wildlife Refuge
- Mt. Hood Skibowl
- Oregon Zoo
- Powell's City of Books
- Laurelhurst Park
- The Grotto
- Oaks Amusement Park
- Hoyt Arboretum
- Portland Japanese Garden
- Tryon Creek State Natural Area
- Mission Theatre
- Bridal Veil Falls State Scenic Viewpoint
- Domaine Serene
- Stone Creek Golf Club
- Timberline Summit Pass
- Tom McCall Waterfront Park
- International Rose Test Garden
- Council Crest Park
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