
Guesthouse vacation rentals in Clackamas County
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Top-rated guesthouse rentals in Clackamas County
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Charming one bedroom apartment in the forest.
This unique apartment above a garage/shop , detached from the main house. Tucked away into a urban forest. I call it Our Robin's Nest because you look out on to branches of large fir trees. It is very private , yet Starbucks is right next door. Private entry and off street parking. This space has everything you need full kitchen, washer&dryer, queen size bed and fold out couch , plus a Play and Pack for the Littles. Walkable neighborhood , parks market and restaurants within walking distance.

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.

Luxurious Riverfront GuestHouse, Sauna & HotTub.
Welcome to our Clackamas Riverfront Guest House—a peaceful riverside retreat blending rustic charm and modern comfort. Relax in your private hot tub and sauna, unwind by the fireplace, and enjoy stunning river views. Fish, kayak, or raft right from the backyard. Bedrooms include white noise machines and earplugs to help with normal traffic during commute hours on our scenic road. The guesthouse is attached but its own private unit with its own separate entrance and parking. Enjoy your stay!!

The Sandy Sanctuary
Ready for a break? Want a weekend getaway, a lot closer to recreation? The Sandy Sanctuary is your spot! We've designed this studio to be a space where you can unwind, surrounded by giant evergreens on the outside, and filled with delightful offerings on the inside. Whether you're a weekend warrior, or just want a break from the grind, we think you'll find this a blissful place to rest your head. Located on the edge of Sandy, it's walkable to food carts and coffee, as well as stunning trails!

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. It has separate entrance and located at secluded hilly area. There are 8-9 steps to the unit and maybe difficult for some guests. 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. You may need to cancel or change your reservation accordingly if there are snow/ice storm.

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.

Secluded Willamette River Apartment in Lake Oswego
Enjoy a private stay full of nature with a river view! Newly remodeled 1 bedroom private apartment secluded and quiet. Apt is completely separate from main house. 10 min wlk to Mary's Woods Ret. Comm, 20 mins to George Rogers Park, 10 more to DT Lake Oswego w/shops, restaurants and theaters. Private, wooded property along the Willamette River. Fully rmld kit. & BR, LR with large 50” Smart TV, fast wifi. Q-bed + twin in sunroom, table/work area + wa/dr below. 8 stair entrance at back.

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.

Garden Home Getaway
Welcome to the Garden Home Getaway, your serene retreat in the heart of Portland's Southwest Hills. Our space is designed for luxurious rest and relaxation, while still providing all of the functional and practical comforts of home. An ideal environment for couples and small families to make memories and have the perfect home base for adventurous excursions. We're here to help you curate your stay and find your own slice of Portland.

Buena Vista Guest House.
Take it easy at this tranquil getaway. Stay at our beautiful lavender farm located in the rolling hills 8 miles south of Silverton Oregon. Our guesthouse is a private, quiet, and cozy get-away that is surrounded by beautiful views of the Willamette Valley and coastal range. Enjoy the quiet evenings on the private patio enjoying the amazing views! Pictures do not do it justice. This is a hidden gem.

Muse Cabin in old growth forest w/cedar hot tub
Enjoy our beautiful cozy cabin that is heated exclusively by a wood stove, on the edge of a magical old growth cedar forest on our 11 acre farm and vineyard. Relax on the deck built into the trees, and sleep peacefully in the loft bed, as you soak in the nature around you. The cute out house is just down the path and the cedar hot tub/ outdoor shower is next to the garden.

Private & Cozy Casita
Private unattached ADU, new, cute and comfortable, light and bright, off-street parking, quiet neighborhood, close to public transportation, 10 minutes from downtown, hiking trails, parks, near Portland Community College, one hour to the beach, one hour to Mt Hood. Portland is known for its good food, breweries, wineries, coffee shops, shopping, all close by.
Popular amenities for Clackamas County guesthouse rentals
Family-friendly guest house rentals

Cozy country 2-bedroom shop apartment-Pets ok!

Cozy loft cottage

Cozy Spacious 2 bedroom Getaway in Tigard

The Groovy Getaway

Modern Spacious Private Guesthouse!

Countryside Retreat | Hot Tub, Sport Court & Pets

{Lake Front Fun} The Little Cottage on West Bay

The River Road Guesthouse
Guest house rentals with a patio

Guesthome in Portland

The Converted Barn Studio

Spacious Private Suite w/ Scenic Backyard

Arnold Creek Hidden Gem

Lazy Labrador Lounge! Cozy apartment in Sandy, OR

A quiet retreat amongst the oaks

Luxe Apartment on the Willamette River, Wineries

Cozy Willamette Valley Cabin With Modern Comforts
Guest house rentals with a washer and dryer

Gladstone Guesthouse

Dream Cottage! Springwater Bike/Walking Path!

Cozy Country Bungalow

Oswego Empty Nest

Cozy Studio

Furnished. Flicker Woods Guest House

Studio Cottage Perfect for Quiet Getaway

Buckeroo Bungalo
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- Moda Center
- Laurelhurst Park
- Oregon Zoo
- Timberline Lodge
- Providence Park
- The Grotto
- Silver Falls State Park
- Portland Japanese Garden
- Mt. Hood Skibowl
- Wooden Shoe Tulip Festival
- Beacon Rock State Park
- Wonder Ballroom
- Mt. Hood Meadows
- Hoyt Arboretum
- Powell's City of Books
- Tom McCall Waterfront Park
- Cooper Spur Family Ski Area
- Oaks Amusement Park
- Portland Art Museum
- Domaine Serene
- Skamania Lodge Golf Course
- Bridal Veil Falls State Scenic Viewpoint
- Battle Ground Lake State Park
- Arlene Schnitzer Concert Hall
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