House holiday rentals in Oak Grove

4.92 out of 5 average rating, 168 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

Relax in a Gladstone oasis overlooking an untouched trail and forested area. A cozy, bright, and private spot. I hope you connect with my affinity for vintage art and clean lines! You’ll have the entire house and 1/3 acre to yourself. Less than 30 mins from most anywhere in Portland Metro, 10 mins to Oregon City, and 1 hr to Mt. Hood. This is a dog friendly (no cats), non-smoking house. The large yard is on a dead-end street, though not fenced. *Some uneven paths and slip hazards are present

A detached guest house is highlighted, featuring a blue exterior with large windows and a front door. A small patio area with a wooden table is visible, surrounded by lush greenery and decorative plants. A wooden fence provides additional privacy.

4.95 out of 5 average rating, 125 reviews

Secluded Studio

This a fully private and detached guest house is quiet and relaxing. Walk down your a private pathway to a completely fenced, safe and secure patio with a quaint garden, a small yard and outdoor seating. With tall ceilings and a large nice bright kitchen, this place is very comfortable. Blackout curtains. Close to many desirables: Max Orange Line Commute Train, Reed College, Woodstock, Sellwood, & East Moreland & Milwaukie Providence Hospital. Ride, walk, run or ride along Springwater Corridor.

4.95 out of 5 average rating, 184 reviews

A spacious bed is framed by a wooden headboard, complemented by crisp white linens and fluffy pillows. A light beige quilt covers the bed, providing a soft texture. Next to the bed, a simple nightstand with a glass lamp adds a functional touch to the design.

Home in Portland

Milwaukie Easy-Centrally located, Close to PDX

Our home is a spacious cozy contemporary home, complete with an outdoor deck, and a beautifully decorated interior with contemporary pieces that complete the design of our home. Windows in living & dining space are across from each other bringing in ample light. Our space is furnished with various mid-century, modern and contemporary pieces that complete the home. Shared Spaces •Parking area •On site laundry shared with other tenant, tenant has a separate living area with no other shared spaces

4.95 out of 5 average rating, 135 reviews

The modern two-story home features a light exterior with vertical siding and a covered porch. Two chairs are positioned near the entrance, while vibrant pumpkins and landscaped flowers enhance the welcoming atmosphere. A garage is visible to the right.

Home in Oak Grove

Cozy, Modern Farmhouse, King Bed, Great Yard, Pets

Enjoy your stay in the quaint, Oak Grove neighborhood of Portland a block from the old historic trolly trail. Minutes to the river, close to downtown, ample dog parks make this spot perfect for your getaway. Our family poured our hearts into designing a modern and cozy space that our family loves to visit. We're so very excited that we get to share that with you! We've got a yard that the whole family will love and I know you'll make some priceless memories here, just as we have. Welcome!

The entrance features a welcoming design with a small bicycle parked beside a potted plant. A doormat with the word 'WELCOME' is placed at the threshold, leading into a bright and inviting interior visible through the open door.

4.89 out of 5 average rating, 162 reviews

#StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayinMyDistrict Lake Oswego Honey Bee Cottage. Live like a local while experiencing the trendy Lake Oswego District! 5 blks to coffee shops, restaurants, shopping & local hot spots! Convenient to West Linn, SW Portland & Tigard Neighborhoods. Private Cottage nestled in the trees, and furnished to create a comfortable and charming space! Historic 1 bed/1bath (+sofa bed & Futon) King Suite, Kitchen, W/D, Private Patio & Fenced Yard. FREE Parking. Pre-Approved Dogs w/addt’l $50 per pet fee.

4.97 out of 5 average rating, 179 reviews

Crossroads Country Cottage

Conveniently located at the crossroads of HWY 224 and SE Lake Road, our home, cottage and garden are the last remnants of a time gone by and what was once a large family farm. When you walk through the private gate leading to the cottage, you might feel you have stepped through a portal into another time. Everything about the cottage is secluded, peaceful and private. We are pleased to have many return visitors. The garden features a waterfall, chairs and table, BBQ and fresh herbs.

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.

4.97 out of 5 average rating, 135 reviews

Oak Grove Easy-Centrally located w/King Bed

Welcome to this updated and comfortable, light filled home in the Oak Grove neighborhood of Portland. A short distance to the river, downtown, parks, restaurants and all things Portland-make this a perfect vacation space for your family and guests. We put a lot of love in to designing the interior to be stylish, yet comfortable and seamless to ensure you feel right at home. Ample space in our park-like backyard to relax , entertain or play a summer game of corn hole!

4.92 out of 5 average rating, 117 reviews

A charming tiny house is visible, framed by tall trees and lush greenery. The exterior features a sloped roof, with large windows offering natural light. Stone steps lead to the entrance, which is surrounded by vibrant foliage and a serene path, emphasizing the privacy of the retreat.

Home in Portland

Charming Tiny Forest Home, PDX next to Lake Oswego

Relax at this serene Portland retreat on the Lake Oswego border, near Tryon Creek State Park and Lewis & Clark College in the prestigious Dunthorpe neighborhood. Explore the park, bike, hike, swim the river, and sample top local cuisine and wine at two of Willamette Valley’s best tasting rooms, all just minutes away in downtown Lake Oswego. A quick 10 minute drive takes you to downtown Portland and Portlandia! One-night weekend stays require approval.

4.85 out of 5 average rating, 275 reviews

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

Charming Urban Farm House - 24 hour self check in

This charming 2 story house that is a full time Airbnb home and has 5 bedrooms and was recently remodeled and resembles the charm of the tv show fixer upper. Huge yard, new hardwoods, remodeled kitchen, comfortable furniture and close to everything. 20 min to downtown. This house is a full time Airbnb listing, has super fast internet/wifi, has a Samsung SmartTV and is close to everything. 24hour self check in and check out. Tons of parking.

4.95 out of 5 average rating, 538 reviews

The exterior of the home features a well-maintained gray facade, accented by a wooden deck. Surrounding greenery includes grass and a few trees, creating a serene outdoor space. The driveway is visible beside the house, leading to additional structures in the background.

Home in Oak Grove

Oak Grove Getaway Retreat

Welcome to our remodeled 2,350 sqft home in a peaceful, friendly neighborhood! This cozy, modern retreat is perfect for families or groups. A short walk or drive to grocery stores, restaurants, and an 8-screen cinema. Downtown Portland is near for a fun day trip. Enjoy local trails and events. With an updated, inviting interior, it’s your ideal base for Portland’s charm. Book now for a relaxing stay with exciting discoveries!

4.97 out of 5 average rating, 103 reviews

Luxury Lake Oswego Retreat - all new & great patio

Luxury Lake Oswego retreat just 3 blocks from George Rogers Park and New Seasons Market. This exceptional custom home, valued at over $1.2M, features 3 bedrooms (2 king, 1 queen), all-new upscale furnishings, a gourmet kitchen with a Jura E6 espresso machine, cozy gas fireplace, and a huge covered patio with a firepit, outdoor TV, and comfortable seating. Perfect for families seeking comfort, style, and an ideal location

Home in Southwest Portland

A mid-century living space features high vaulted wood ceilings and large windows that invite natural light. A leather sofa and patterned rug provide comfort, while a kitchen island with bar stools enhances functionality. Artwork adorns the wall, adding a touch of character to the room.

Portland Modern

Welcome to our Midcentury Modern, a true masterpiece inspired by the iconic Frank Lloyd Wright. Nestled on a lush 1/3 acre private retreat, this architectural gem is just minutes away from Multnomah Village and Gabriel Park. Immerse yourself in the timeless beauty of this renovated mid-mod marvel, where high vaulted open beamed wood ceilings adorn every room on the main floor. License number is 26ASTR-REN-00301

4.96 out of 5 average rating, 169 reviews

Popular amenities for Oak Grove house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 181 reviews

Home in Vancouver

The Starburst Inn: Enclosed Heated Pool, Theater

4.99 out of 5 average rating, 117 reviews

A spacious living area is highlighted by a warm brown leather seating arrangement, including two armchairs and a three-seat sofa. Natural light filters through the dual windows with rolled shades, complemented by two potted plants and a contemporary area rug.

Home in Portland

Corner of Heaven

4.97 out of 5 average rating, 109 reviews

Home in North Plains

1BR - Private House, Pool, Hot Tub & Forest Trails

4.97 out of 5 average rating, 179 reviews

An airy kitchen features sloped ceilings with wooden beams and warm wood cabinetry. A vintage-style aqua refrigerator complements stainless steel appliances. Natural light filters through three windows, while a vibrant rug adds a pop of color to the space.

Home in North Portland

Rose City Hideaway

4.73 out of 5 average rating, 94 reviews

Private Pool & Hot Tub Oasis | Cowboy Retreat

4.75 out of 5 average rating, 8 reviews

Home in Wilsonville

Anbrila Vineyard House | Pool, HotTub & Hood Views

4.81 out of 5 average rating, 75 reviews

A private outdoor space features a circular pool with a clear blue surface, surrounded by tropical plants. A hot tub is visible next to the pool, with a wooden deck providing seating options, including a single chair. The area is well-lit by natural sunlight.

Home in West Linn

Pool and Hot tub House in West Linn

4.88 out of 5 average rating, 24 reviews

A two-story home with a light grey exterior and dark blue shutters is featured, showcasing a welcoming front porch. The entrance is highlighted by a circular window and a decorative front door. Lush green lawns and well-maintained landscaping give a serene appearance.

Home in Beaverton

Swim Spa + Hot Tub, Gazebo, BBQ Grill, 6 Bedrooms

Weekly house rentals

4.85 out of 5 average rating, 271 reviews

The entrance features a covered porch with a wooden frame and decorative pillars. Colorful flower baskets and potted plants adorn the space, while a bench rests on the wooden deck. Large windows provide visibility into the home, enhancing the welcoming appearance.

Home in Clackamas County

Miranda's Lodge- cozy place with hot tub

4.95 out of 5 average rating, 247 reviews

Home in Tigard

Downtown Tigard Getaway

5.0 out of 5 average rating, 176 reviews

A single-level home is presented, featuring a light blue and gray exterior with a combination of brick and siding. The front yard is manicured with greenery, and a driveway leads to a two-car garage. A clear blue sky serves as the backdrop.

Home in Clackamas County

Peaceful Spacious Single Level Home

Home in Southwest Portland

Rock N Roll House + Hot Tub

4.97 out of 5 average rating, 318 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.

4.95 out of 5 average rating, 162 reviews

Completely updated home in Lake Oswego!

4.91 out of 5 average rating, 155 reviews

A hot tub is positioned on a deck, offering a view of a vibrant sunset beyond a modern home. Trees frame the scene, with soft lighting adorning the structure. The silhouette of a spiral staircase adds depth to the setting.

Home in Happy Valley

RoofTop FirePit, HotTub & Outdoor Theater

4.91 out of 5 average rating, 117 reviews

A dining area features a wooden table complemented by two tall stools, surrounded by greenery from potted plants. A mounted TV is visible on the wall, and a cozy seating area with a grey sofa is partially seen in the background, creating a welcoming space.

Home in Tualatin

Lovely Loft Apartment

4.88 out of 5 average rating, 108 reviews

Home in West Linn

2.3k sqft Cozy Kid Friendly+ playground Toys Gym

Private house rentals

Home in Southwest Portland

Multnomah Village Hideout

4.96 out of 5 average rating, 183 reviews

The exterior of a two-story luxury home is showcased, featuring a combination of stone and siding. A large front door is framed by decorative wood accents, and numerous windows allow natural light to illuminate the entryway. A spacious driveway leads to a parked vehicle.

4.93 out of 5 average rating, 107 reviews

Lake Oswego Luxury 9 or 10 Bedrooms 9 or 10 Baths

4.99 out of 5 average rating, 103 reviews

A spacious living area features a light-colored leather sofa paired with a glass coffee table, complemented by an area rug. Natural light filters through large windows, illuminating the open layout that connects to the dining area and staircase in the background.

Home in Clackamas County

Home in Clackamas

4.98 out of 5 average rating, 109 reviews

Home in Vancouver

Rooftop deck, amazing views., affordable luxury

4.97 out of 5 average rating, 185 reviews

Home in North Plains

2 Acre, Pond View Home, with Hot-tub & BBQ FOR 16

4.86 out of 5 average rating, 127 reviews

Home in West Linn

Cozy Modern Family 3Bd Oasis

4.97 out of 5 average rating, 64 reviews

The living area features a comfortable gray sofa with a cozy throw blanket draped over one arm. Two light-toned armchairs complement a round wooden coffee table, while textured wall art and decorative baskets adorn the bright walls. Natural light flows through a nearby window.

Home in Oak Grove

Newly Built Modern Escape | EV, Gym, Pets

The exterior of the home is shown, featuring a blue-gray facade with a white front door. A spacious lawn extends in front, bordered by tasteful landscaping. The driveway leads up to the entrance, while trees and shrubs frame the property, adding a sense of privacy.