Holiday rentals with outdoor seating in Oregon City

4.96 out of 5 average rating, 171 reviews

An open living area features wooden ceiling beams and large windows that offer views of the surrounding trees. A comfortable sofa sits beside a wooden table. The kitchen area includes modern appliances and white cabinetry, enhancing the space's functionality.

Guesthouse in West Linn

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.

5 out of 5 average rating, 109 reviews

A stunning log home is surrounded by lush greenery and features an expansive front porch with large windows that allow natural light inside. The property is well maintained, showcasing a driveway bordered by manicured lawns and mature trees, providing a welcoming entrance.

Home in Willamette

Knotty Pine - Log Home

Located in the heart of historic Willamette district in West Linn is a beautiful log home situated on 1.3 acres. Short walk to Willamette park (next to the river), walk to shops & restaurants. Private entrance, easy parking. Apartment is on one level, no stairs (800 square feet). Living room, full size kitchen and two bedrooms. Master- king size bed and Guest room - double bed, no closet. Includes a laundry room . Great for extended stay. Close to I-205, 25 min. to PDX and downtown Portland.

4.97 out of 5 average rating, 271 reviews

A tranquil guest house is nestled alongside a serene river, framed by tall trees with autumn foliage. Sunlight filters through the leaves, illuminating the exterior of the house while reflecting off the calm water, creating a peaceful ambiance.

Guesthouse in Clackamas

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!!

4.96 out of 5 average rating, 147 reviews

A welcoming front porch is presented, featuring warm wood siding and a secure wooden door. A comfortable chair and small table are positioned on the polished wooden floor, surrounded by lush greenery visible in the background.

Home in Gladstone

Gladstone Garden Retreat

Lovely updated bungalow, private & quiet garden retreat in old Gladstone home, walking distance to Clackamas River. Gated yard with garden, grill, outdoor dining, east facing windows, private keyless entrance, off street parking. Tons of natural light; beautifully decorated; AC, HDTV, Wi-Fi, Cable TV with movie channels; Queen beds; designer appliances for gourmet meals; rock fireplace w/ gas, soaking tub upstairs, updated shower downstairs; washer & dryer. Pet friendly patio w/ doggie door.

4.97 out of 5 average rating, 189 reviews

A modern green-luxury container home is set amidst a lush bamboo grove with soft landscape lighting. Large windows provide a view into the interior, while a quiet deck is accessible from the home, surrounded by natural greenery and a serene sunset backdrop.

Apartment in Oregon City

Bamboo & Lavender Luxury Container Retreat w/ View

Tucked inside a private bamboo grove and lavender field, Black Box Retreat is a brand-new luxury container home with sweeping valley views. Watch hummingbirds nest in the bamboo, deer graze at dusk, and sunsets turn golden from your private deck and fire pit. Inside, enjoy luxury finishes, room-darkening shades, a full kitchen, and dedicated workspace — perfect for couples, solo travelers, or groups of up to 3. World-class hiking, wineries, and the Oregon coast are just a short drive away.

4.94 out of 5 average rating, 463 reviews

A unique building with a wooden shingle exterior is complemented by a vibrant mural featuring a flower and a bird. Multiple windows allow natural light into the structure, while a small outdoor seating area is visible near the entrance.

Farm stay in Oregon City

Artistic Boho Romantic Woodshed

This warm and cozy close-in country sanctuary is like nothing you've EVER seen! If you like affordable ultimate glamping, then look no further! The fire pit, creative décor, heat pump, table/chairs, weekly serviced private portapotty (equals most of cleaning fee), sink, HD TV, WiFi, Alexa, outdoor covered heated shower w/view, AND 2 friendly Scottish Highland cows you can feed and interact with! We welcome ALL colors, religions, LGBTQ , Cannabis friendly! Cigs OK by fire pit only.

4.96 out of 5 average rating, 130 reviews

A private deck features two chairs and a small table, surrounded by lush greenery. The space is shaded by an overhead structure, with a vibrant area rug adding pattern to the wooden flooring. Scenic views of the landscape and trees are visible in the background.

Guesthouse in Gladstone

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.

4.91 out of 5 average rating, 189 reviews

A charming blue cottage is framed by a welcoming front porch with wooden railings. Lush green plants and purple flowers decorate the landscape. An American flag is displayed on the railing, and a car is parked in the driveway alongside the property.

Bungalow in Gladstone

The Wee Humble Cottage

Cozy 1 bed, 1 bath, 100 yr old smoke/vape free cottage is conveniently located in Gladstone, OR; walking distance to local shops & antique mercantile. Within blocks of the confluence the Clackamas & Willamette Rivers. Just 1.5 mi from historic downtown Oregon City Main Street, Willamette Falls, Abernethy Center & End of the Oregon Trail Museum. Also conveniently located near the Trolley Trail Loop, a 19 mile long meandering walking/cycling trail through a series of quiet communities.

4.78 out of 5 average rating, 106 reviews

A spacious living area features a comfortable gray sofa, surrounded by large windows that allow natural light to fill the room. A wooden dining table with matching chairs is positioned nearby, complemented by a small bar area with stools, enhancing the open layout.

Home in West Linn

Central Cozy Family 3Bd Oasis

Relax with your Family! Centrally located in West Linn. Safe, Clean, Great for Families! Minutes from award winning wineries Lake Oswego, Oregon City, and Downtown! This home is minutes walk North Willamette Park! Stylish, comfortable, and clean with all the amenities you need to make your vacation or business trip a success. Property is a unit in a newly renovated duplex. Enjoy the private fenced back yard and patio / common yard with picnic tables / Free private parking!

4.94 out of 5 average rating, 473 reviews

A welcoming entrance features a vibrant red door bordered by large planters filled with green plants. Flanking the sides are bamboo and ferns, creating a calming atmosphere. The pathway leads to the entrance, showcasing a serene, nature-inspired setting.

Cottage in West Linn

Sunlit Oasis

This private, renovated art studio has skylights and quiet views of nature. As an interior designer, I loved creating a space that is as much an experience as a night away from home...and only 10 miles from downtown Portland! Please be advised that beginning Dec19, 2025, construction has begun on three homes behind our cottage. Work can begin at 7:00AM-7:00PM Mon-Fri., 9:00AM-5:00PM Sat.-Sun. There could be noise during those hours, it's out of our control.

4.94 out of 5 average rating, 103 reviews

A serene view of the river at sunset is captured, with vibrant colors reflecting off the water. Lush greenery lines the riverbanks, creating a natural border. The scene illustrates a tranquil atmosphere, ideal for relaxation and connection with nature.

Cottage in West Linn

Blue Heron Sanctuary · Private Riverfront Cottage

Welcome to Riverfront Cottage, a serene retreat set along the Willamette River within a protected natural habitat rich with wildlife and seasonal beauty. Originally built in 1944 and thoughtfully updated, this private guesthouse blends vintage character with modern comfort. Enjoy peaceful mornings, river views, and a quiet setting shaped by blue herons, songbirds, and river life. A perfect place to slow down and unwind just minutes from town.

4.95 out of 5 average rating, 508 reviews

A cozy living area features a green sofa with decorative pillows and a wooden coffee table. A dining table with high chairs is visible in the background, alongside a kitchen area equipped with modern appliances and light-colored cabinetry.

Guest suite in West Linn

Evergreen Escape - Relaxing South Metro Studio

Recently updated pricing and NOW NO CLEANING FEES! Quiet basement studio with efficiency kitchen and full bath with rain shower. Located a short distance south of downtown Portland, West Linn is a quiet suburb on the Willamette River. Our home is walkable to a great pub, groceries and other restaurants. This listing includes a lofted queen bed with charming barn door for privacy.

Popular amenities for Oregon City outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.93 out of 5 average rating, 158 reviews

The open living space features a sectional couch with cushions, a wooden dining table, and chairs in a well-lit area. A television is mounted on the wall, with kitchen and dining areas visible in the background, illuminated by natural light from large windows.

Home in Gladstone

Forested Hygge House Getaway

4.98 out of 5 average rating, 313 reviews

The backyard displays a well-maintained landscape featuring a hot tub surrounded by lush greenery. A shaded seating area is visible under an umbrella, while a wooden footbridge leads to a gently flowing waterfall, contributing to the tranquil setting.

Home in Vancouver

Garden Oasis in the City

Superhost

A modern kitchen is highlighted by sleek cabinetry and stainless steel appliances. A spacious island with seating invites gatherings while abundant natural light streams through large windows, illuminating the counters. A dining set completes the area, offering a comfortable space for meals.

Home in Tualatin

4.85 out of 5 average rating, 259 reviews

Charming Urban Farm House - 24 hour self check in

4.96 out of 5 average rating, 162 reviews

An inviting entrance showcases a fountain surrounded by lush greenery and stone pathways. The front door, framed by ornate pillars, opens to a well-lit interior. Soft lighting enhances the welcoming atmosphere, with a seasonal wreath adorning the door.

Home in Sherwood

Chateau Chardonnay:Tuscan home in NW wine country

4.97 out of 5 average rating, 126 reviews

A warm dining area is showcased with a wooden table at its center, surrounded by decorative plants. An archway leads into a cozy living room featuring a gas fireplace, comfortable seating, and large windows that invite natural light into the space.

Home in Milwaukie

Oak Grove Easy-Centrally located w/King Bed

4.96 out of 5 average rating, 149 reviews

A single-story house with a welcoming front porch is surrounded by a lush, green lawn. The exterior features a mix of white siding and dark roofing, with two garage doors on one side. Tall trees provide a natural backdrop, enhancing the tranquil setting.

Home in Lake Oswego

Completely updated home in Lake Oswego!

4.98 out of 5 average rating, 206 reviews

A cozy dining area features dark wood paneling, complementing the green tablecloths on several tables. Elegant chairs surround the tables, while a soft light casts a warm glow. Glassware is displayed on a bar counter in the background, enhancing the inviting ambiance.

Home in Milwaukie

The Playground

4.9 out of 5 average rating, 109 reviews

A comfortable living area showcases a brown sectional couch with decorative pillows and a matching accent chair. A wooden coffee table is placed on a patterned area rug, while warm light is provided by a floor lamp and wall clocks. Natural light brightens the space through nearby windows.

Home in West Linn

Quaint Garden Cottage

Apartment rentals with outdoor seating

A vibrant area features a comfortable gray couch paired with a glass coffee table. A colorful rug with bold patterns adds warmth to the space, while a potted plant and wall art enhance the cheerful atmosphere.

4.94 out of 5 average rating, 340 reviews

Peaceful Oasis in Portland Neighboring Milwaukie

4.95 out of 5 average rating, 715 reviews

A vibrant sunset fills the sky with shades of orange, pink, and purple, casting a warm glow over the silhouetted treetops. The horizon is lined with distant mountains, creating a serene backdrop to this stunning natural display.

Apartment in Hillsboro

Wine country retreat with amazing views

A bedroom features a queen bed with a decorative metal frame, dressed in light bedding with green accents. Two bedside lamps provide gentle illumination, and French doors open to a balcony, offering views of the surrounding greenery. Soft carpeting adds warmth to the space.

4.88 out of 5 average rating, 254 reviews

Indulge in Rare Riverside Retreat

Apartment in Collins View

A spacious living room features a comfortable sofa and a dining table for four. A 42-inch smart TV is mounted on the wall, providing entertainment. Warm lighting is offered by a lamp on a side table. Artwork and a welcome sign add personal touches.

4.99 out of 5 average rating, 303 reviews

Lewis and Clark Hide-A-Way Apartment

4.98 out of 5 average rating, 179 reviews

A bedroom is featured with a spacious bed adorned in an orange coverlet. Light streams through a large window with a view of outdoor greenery. A nightstand with a lamp and a decorative plant enhances the room's simplicity, while a large mirror reflects the inviting space.

Apartment in Tigard

Private one-bedroom unit with living space.

Superhost

A cozy living room features a brick fireplace at the center, emanating a warm glow. The space is furnished with a dark sofa and adorned with decorative pillows. A vibrant area rug lies on the green carpet, providing contrast and comfort. Bookshelves line the walls, showcasing various items.

4.78 out of 5 average rating, 122 reviews

My Cozy Place- For the Budget Traveler-29 day max!

4.92 out of 5 average rating, 400 reviews

A welcoming living area is highlighted by natural wood accents, featuring a seating area with a dark couch adorned with patterned cushions. A round coffee table sits on a patterned rug, while a dining table and chairs are positioned nearby, complementing the cozy atmosphere.

Apartment in Portland

The Filbert - Garden Apartment in Inner SE PDX.

A well-lit studio space features a spacious bed covered with a neutral-toned blanket. A small kitchenette is visible, along with a seating area for two, and a door leading outside. A modern ceiling fan and an electric fireplace add functional elements.

4.89 out of 5 average rating, 175 reviews

1st floor, Sleek, Nature Lover's Studio

Condo rentals with outdoor seating

Condo in Northwest District

4.86 out of 5 average rating, 59 reviews

Northwest Nob Hill Alphabet District! Free Parking

Condo in Portland

Bright Cedar Mill Home Near Nike, Intel, Forest Pk

4.9 out of 5 average rating, 191 reviews

A dining area features a wooden table with seating for four, complemented by a vibrant abstract painting on the wall. A living space showcases a gray sofa and side tables, with a fireplace and mounted television creating a cozy atmosphere. Natural light filters through the window.

Condo in Portland

Stunning Portland Condo | Parking, River & Dining

4.83 out of 5 average rating, 125 reviews

Condo in Wood Village

Quiet Bright and Sunny 2b/1.5b

4.93 out of 5 average rating, 161 reviews

A dining area features a dark wooden table surrounded by several metal chairs. Large windows allow natural light to illuminate the space. A textured area rug lies beneath the table. The walls are painted in a vibrant teal, complemented by soft gray curtains.

Condo in Buckman

Historic Portland 3 Bedroom Home-Base

4.77 out of 5 average rating, 183 reviews

The upper level of a home is showcased, featuring a wooden exterior and a spacious deck. Tall trees surround the property, providing a natural backdrop. Steps lead up to the entrance, and a basketball hoop is visible in the driveway.

Condo in West Linn

Allergen Free Comfort Home in West Linn, Oregon

4.85 out of 5 average rating, 95 reviews

The entrance to New Seasons Market is shown, featuring large windows and a welcoming sign above. Outdoor seating is available with several round tables and chairs beneath an awning. Potted plants frame the entrance, adding a touch of greenery to the urban setting.

Condo in Orenco

Condo in the Heart of Orenco Station (Nike, Intel)