
Guesthouse holiday rentals in Clackamas River
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Top-rated Guesthouses in Clackamas River
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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.
4.97 out of 5 average rating, 186 reviews
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.
4.92 out of 5 average rating, 136 reviews
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!!
4.97 out of 5 average rating, 304 reviews
Wellness Oasis w/ Sauna, Hot Tub & Fireplace
Luxurious Wellness Retreat Escape to a modern sanctuary designed for ultimate relaxation and rejuvenation. This guest flat features a Moroccan-inspired bathroom with tadelakt plaster, walk-in rainhead shower. Unwind by the fireplace, or enjoy the serene outdoor wellness space with hot tub, sauna, and outdoor shower. With upscale decor and luxurious amenities, this retreat is perfect for couples or individuals seeking tranquility and wellness in style. 100% private. Video tour on request
4.96 out of 5 average rating, 108 reviews
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.
4.88 out of 5 average rating, 187 reviews
Hygge House-luxurious secluded 3BR guesthouse
The Hygge House PNW is a place to unwind, get cozy and enjoy the company of those you love. Cuddle up with a cup of tea or a good book and enjoy a restful retreat. Enjoy country vibes while being moments away from Happy Valley City Center. Whether you're in town visiting friends and family or looking to experience everything Portland has to offer, the Hygge House has you covered. We hope you enjoy your time spent here and leave feeling relaxed and more connected with the ones you love.
4.9 out of 5 average rating, 190 reviews
The Westmoreland Lighthouse - Private studio in SE
We've dubbed this stunning, fully detached studio the "Lighthouse" because of the way natural light pours through the 550-square-foot studio's many windows and dances off its walls and vaulted ceilings. An open loft offers soothing views. We are tucked into the Westmoreland neighborhood's quiet residential area, but are only a five minute walk from more than 20 restaurants and entertainment features. Westmoreland Park, Reed College and downtown Portland are just minutes away by car.
4.98 out of 5 average rating, 698 reviews
River Forest Guest House, River and Dock access
Tasteful and brand new guest house, beautiful neighborhood on the river. Guests have private deck facing yard and separate outdoor sitting area on the Willamette river (behind main house). Watch the birds, boats and riverboat cruise from the patio with fire pit. 2 miles from lightrail station, restaurants and shopping nearby and 15 mins. to downtown Portland. All are welcome! We are on the east side of the river, Milwaukie area.
4.98 out of 5 average rating, 376 reviews
The River House - Waterfront Retreat w/Fireplace
Enjoy a peaceful stay in our private guest suite on the banks of the Clackamas River. This 1,500-square-foot suite has its own private entrance and a spacious deck with beautiful views of the pond and river. Inside, you'll find a comfortable, well-appointed space with a fully equipped kitchen featuring stainless steel appliances, granite countertops, and everything you need to prepare meals during your stay.
4.96 out of 5 average rating, 144 reviews
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.
4.95 out of 5 average rating, 624 reviews
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.
4.97 out of 5 average rating, 365 reviews
Sweet SE Studio Cottage
Lovely cottage in SE Portland neighborhood. Bright and quiet. Easy, free parking. Nice park at the end of the block with skateboard park, soccer field, basketball court, and playground. Great public transportation: 2 frequent bus lines within 1.5 blocks. By car, 15 minutes to downtown Portland, 30 minutes to Multnomah Falls, and 1 hour to Mt Hood skiing!
4.95 out of 5 average rating, 373 reviewsPopular amenities for Clackamas River guesthouses
Family-Friendly guesthouses

Cottage
4.99 out of 5 average rating, 105 reviews
Bridgetown Bungalow: The perfect cozy getaway!
4.97 out of 5 average rating, 416 reviews
Dreamy cabin on the Clackamas River
5.0 out of 5 average rating, 102 reviews
Lakeside Cabin with Loft and Outdoor Pavilion
4.98 out of 5 average rating, 102 reviews
Spacious Guesthouse with Creative Style and Local Charm
4.99 out of 5 average rating, 662 reviews
Secluded Willamette River Apartment in Lake Oswego
4.97 out of 5 average rating, 137 reviews
Cozy Country Bungalow
4.96 out of 5 average rating, 225 reviews
Brand New Tiny Home/Pottery Studio in Cute Village
4.94 out of 5 average rating, 171 reviewsGuesthouses with a patio

Coda | Walkable Woodstock Guesthouse | Portland
4.98 out of 5 average rating, 139 reviews
Bright, Private & Cozy with Yard
4.96 out of 5 average rating, 285 reviews
Come Escape @ Mount Hood Retreat
4.96 out of 5 average rating, 140 reviews
Chic Belmont retreat w/tree views & king bed!
5.0 out of 5 average rating, 130 reviews
Fir Grove Tree House
4.98 out of 5 average rating, 104 reviews
Château Woodstock – Cozy Stay Near Cafés & Parks
4.93 out of 5 average rating, 107 reviews
The Kenilworth Guest House
4.98 out of 5 average rating, 185 reviews
Fern Cottage
4.99 out of 5 average rating, 166 reviewsGuest house rentals with a washing machine and dryer

Contactless Clean Private Treetop Studio
4.99 out of 5 average rating, 694 reviews
Award-Winning Guest House with Private Entrance
4.99 out of 5 average rating, 423 reviews
Little Cedar House Cottage near coffee and shops
4.99 out of 5 average rating, 637 reviews
Tiny House, Big Charm
4.98 out of 5 average rating, 762 reviews
The Annex - Sunny, peaceful, modern and detached!
4.96 out of 5 average rating, 276 reviews
Bright, modern, private home in lively SE Portland
5.0 out of 5 average rating, 425 reviews
Treetop Cedar Studio
4.92 out of 5 average rating, 415 reviews
Accessible, AIA-Award Winning, Urban Garden Oasis
4.99 out of 5 average rating, 583 reviewsDestinations to explore
- Rentals with a hot tub Clackamas River
- Pet-friendly rentals Clackamas River
- House rentals Clackamas River
- Waterfront rentals Clackamas River
- Family-friendly rentals Clackamas River
- Apartment rentals Clackamas River
- Guesthouse rentals Clackamas County
- Guesthouse rentals Oregon
- Guesthouse rentals United States
- Silver Falls State Park
- Columbia River Gorge National Scenic Area
- Moda Center
- Timberline Lodge
- Laurelhurst Park
- Mt. Hood Skibowl
- Oregon Zoo
- Oregon Convention Center
- Airplane Home
- Providence Park
- The Grotto
- Sellwood Riverfront City Park
- Portland Japanese Garden
- Beacon Rock State Park
- Enchanted Forest
- Tom McCall Waterfront Park
- Reed College
- Washington Square
- Tryon Creek State Natural Area
- Oaks Amusement Park
- Hoyt Arboretum
- Wonder Ballroom
- Pittock Mansion
- Arlene Schnitzer Concert Hall





