
Guesthouse holiday rentals in Clackamas River
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Top-rated Guesthouses in Clackamas River
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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.

City Cottage with Country Feel
Fully fenced cottage is nestled in the forest at the end of the road, it's very quiet, very private. Just off the property, there is a walking path to park (Play Haven Park), w/ wildlife aplenty; bunnies, hawks, squirrels, berry picking, and more! We are located near Leach Botanical Gardens, And very convenient, to hwy 205, just down the road from The Gorge Hwy 84 East. For those of you that need hospital services, we are very close to Adventist and Kaiser. We are 15 mins from the airport.

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!!

Chic Belmont retreat w/tree views & king bed!
Experience weird and wonderful SE Portland from a serene, newly-built home in a walkable/bikeable neighborhood with king bed and lots of light! Wake up well rested and open curtain on floor to ceiling windows to morning light. Enjoy the full kitchen & soaker tub in a breathtaking architect-designed home perfect for foodies, couples, and remote work. Great location just steps from bakeries, shops, parks and taprooms. Discover the quirky character and trendy eats of Belmont-Hawthorne-Tabor!

The River House - Waterfront Retreat w/Fireplace
Experience the serenity of riverside living in our private, enchanting retreat nestled on the tranquil banks of the Clackamas River. This guest suite offers 1500 square feet of living space, boasting a private entrance and a spacious deck that grants breathtaking views of both the serene pond and the majestic river. Step inside to discover a haven of comfort and elegance. The gourmet kitchen features SS appliances, sleek granite countertops, and is fully stocked for your culinary needs.

SE Portland Guest Cottage
The guest cottage offers self check-in. It is located in a quiet neighborhood in SE Portland. High ceilings make this studio airy and bright. We think of it as a perfect hotel room without the hotel. The small galley kitchen has everything you need to cook a gourmet meal including filtered water. There is a full bathroom with tub and shower. The cottage stands on its own making it perfect for coming and going as you please. City of Portland Permit #24 013532

Coda | Walkable Woodstock Guesthouse | Portland
Unwind in this elegant, light-filled guest house featuring tall ceilings and abundant natural light. Located in Portland’s desirable Woodstock neighborhood, it’s a short walk to acclaimed restaurants, a vibrant food cart pod, grocery stores, and a local brew pub. Coda offers a peaceful retreat with curated musical instruments, a premium Sonos sound system, and a fully equipped kitchen and baths—an inviting space to relax and recharge after a day in the city.

Romantic Casita. HotTub and Firepit. Pets Welcome!
Come and stay in our romantic, Mediterranean Casita. This private cabin is built for singles and couples. Featuring a hot tub, fenced courtyard, fire pit, covered patio, white Linens, handmade ceramics, rustic furniture, peaceful art and off street parking. Though secluded, you're just a short walk from the vibrant Woodstock BLVD. Enjoy a unique, tranquil retreat designed for relaxation and intimacy, comfortably fitting two guests. Pet's are welcome.

Treetop Cedar Studio
Welcome :) We offer you a beautiful and private treetop cedar studio space with a private entrance. Enjoy the huge and unique Southeast treetops (Douglas Fir, Chestnut, Cedar, Apple, etc.) from your own private balcony with greenery and a bistro table. The sunsets here are delightful! Whether you're traveling or looking for a spot to land for your staycation, you've found it.

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.

Ivon Garden Cottage
"A true home away from home, this spot has all the details and little comforts you could ask for, along with a stellar location and a beautiful space. Just book it, you'll thank yourself as you sit on the patio sipping wine and figuring out how you can recreate this little Portland oasis in your own backyard." - Jordan, Missouri USA
Popular amenities for Clackamas River guesthouses
Family-Friendly guesthouses

Cascade Park Cottage

Brand New Tiny Home/Pottery Studio in Cute Village

Backyard Studio Hideaway - ECO FRIENDLY!

The Haseman House

Dream Cottage! Springwater Bike/Walking Path!

ZEN HAUS. An inner SE Hawthorne/Division Studio.

Modern Spacious Private Guesthouse!

Woodstock Farmhouse
Guesthouses with a patio

Family Friendly SE Portland Getaway w/2 Bedrooms

The Lily Pad is a place to come and relax.

Bright, Private & Cozy with Yard

Garden Home Getaway

Clinton St Guesthouse • Walkable & Artistic

The Loft in Hawthorne Tabor

Spacious, bright garden studio on Peninsula Park

Adorable, cozy 2 bedroom guest house, close to PDX
Guest house rentals with a washing machine and dryer

Luxe Garden Cottage in Central PDX

Tiny House, Big Charm

Stellar Sellwood Carriage House

‘Well Rested’-Accessible & bright private studio

Cozy Country Bungalow

Dreamy Modern Overlook ADU

Truly Local Experience, Steps from Restaurant Row!

1950's Apartment With a View - Portland West Hills
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- Columbia River Gorge National Scenic Area
- Moda Center
- Silver Falls State Park
- Timberline Lodge
- Laurelhurst Park
- Mt. Hood Meadows
- Mt. Hood Skibowl
- Oregon Zoo
- Providence Park
- The Grotto
- Enchanted Forest
- Beacon Rock State Park
- Portland Japanese Garden
- Tom McCall Waterfront Park
- Airplane Home
- Wonder Ballroom
- Oaks Amusement Park
- Powell's City of Books
- Oregon Convention Center
- Arlene Schnitzer Concert Hall
- Pittock Mansion
- Hoyt Arboretum
- Tryon Creek State Natural Area
- Portland Art Museum





