Guesthouse vacation rentals in Clackamas County

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.

Value · Location · Layout

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!!

Location · Family · River

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.

Location · Value · Cleanliness

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.

Location · Value · Quiet

Milwaukie Riverfront Guest House

Incredibly majestic river-front guest house. This is the ultimate romantic getaway and peaceful retreat. Large windows and double french doors look out on the Willamette river from the cottage living room and loft sleeping area. It includes a semi-private rocky beach, and a large manicured lawn with fire pit. Kayaks are available for use, and guests are welcome to bring their own too! The guesthouse has its own drive-way, and is completely separate from the main-house grounds for privacy.

Family · Location · TV

Lakeside Cabin with Loft and Outdoor Pavilion

Secluded light-filled cabin with a modern farmhouse vibe overlooking a private lake. Located 1 mile from Mt. Hood National Forest, with plenty of hiking, paddling, fishing, and biking opportunities! Onsite amenities include canoes, open air pavilion with large stone fireplace, walking trails and plenty of lawn games. Cabin sleeps four, with main level queen bed and loft queen with ladder access. Living room provides home theater experience. Kitchenette and outdoor gas BBQ.

Value · Family · Accuracy

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.

Location · Family · Solo travel

Cozy Country Bungalow

*Cozy studio apartment on ten-acre farm. *One queen-size bed *Complete kitchen w/ range, dishwasher, microwave, refrigerator, toaster, and coffeemaker. *Large bathroom, sleeping area with queen bed, living/dining area, and washer and dryer access. *Wireless internet and wall-mounted 40" Smart TV with Netflix. *Relax on your private veranda, or go for a stroll on our 10 acre property. *Enjoy a picnic in the woods. Creek, pond, bridge, & view to enjoy.

Value · Location · Quiet

Cozy Cottage close to town

Self-contained private cottage within walking distance of historic downtown Silverton. Just across the street from the YMCA pool (about a 5 minute walk). Short drive away from Silver Falls State Park and also the Oregon Garden. The Willamette Valley wine country is less than an hours drive and the beautiful Oregon coast a little over an hour. Oregon's capital, Salem can be reached in about 15 minutes. ***One dog allowed only upon approval from host***

Location · Family · TV

Sandy Sanctuary

Ready for a break? Want a cozy getaway, closer to recreation? Sandy Sanctuary is your spot! Surrounded by evergreens on the outside, and filled with delightful offerings on the inside: puzzles, books, a fireplace and premium linens. 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, coffee, and stunning trails!

Value · Family · Condition

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.

Family · Location · Walkability

Willow Creek Cottage

Enjoy country living in our charming and unique 1890s guest house. Situated on 12 acres in horse country. No fee for pets. 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.

Value · Location · Access