
House vacation rentals in Sherwood
Find and book unique houses on Airbnb
Quick stats about house rentals in Sherwood

Total vacation rentals
Explore 10 vacation rentals in Sherwood

Nightly prices starting at
Sherwood vacation rentals start at G$10,458 GYD per night before taxes and fees

Verified guest reviews
Over 750 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Wi-Fi availability
10 of Sherwood vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Sherwood rentals

4.8 Average rating
Sherwood stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Sherwood
Guests agree: these houses are highly rated for location, cleanliness, and more.

Sherwood Inn - in Charming old town Sherwood
LOCATION! We have it!! Charming 4 bed/1.5 bath house in Old Town Sherwood, the Gateway to Oregon's Wine Country and all that the Dundee Hills/and Yamhill Carlton has to offer. Our remodeled house is walking distance to local restaurants, bars, wine bars, bakeries,antiques and a super cute coffee/whiskey house with a fire pit next door. The Library as well as several parks are close by. Plan your vacation or business trip with us in Sherwood and the enjoy what surrounding areas have to offer!

Parrett Mtn Estate · Hot Tub, Sauna & Valley Views
8 private acres atop Parrett Mountain — sweeping Pinot Noir vineyard & valley views, Tempur-Pedic suites & heated stone floors. The only estate in Willamette Valley with an Oregon Red Cedar sauna, cold plunge, starlit hot tub & Universal EV Charging. Two full chef's kitchens, Egyptian cotton linens, Dyson air purifiers & hair tools, 4 bedrooms, sleeps 12. Optional add-ons available: private chef, Sommelier wine tasting & concierge services. 5 min to Newberg · 30 min to Portland · 40 min to PDX.

Vineyard and Mountain View Wine Country Retreat
Our property is available to adults looking for some peaceful time. Conveniently located, our home will be a retreat to come back to after a day of exploring gastronomy and wineries in nearby towns. Numerous vineyards are in the immediate vicinity. On clear days enjoy views from our large deck of Mt Hood, St Helens, Rainier, and local vinery. We take great pride in maintaining a quality environment to share with others. Carefully read Additional Rules to decide if our home fits your needs.

Downtown Tigard Getaway
PRIVATE COZY HOME CLOSE TO WALKING TRAILS, SPACIOUS LIVING, WASHER/DRYER. Your own beautiful 2 level house with 6 bedrooms (1 Cal. king, 5 queen beds & a twin), 3 baths (2,450 sqft) in downtown Tigard. 2 main floor bedrooms/1 bathroom. Washer/dryer in house with 4 driveway parking spots and street parking. Quartz countertops, stainless appliances, hardwood and tile floors throughout. Large deck and private backyard. Walking distance to downtown Tigard shops & dining. Easy access to 217.

Lovely place in Sherwood!
You will be close to everything when you stay at this centrally-located place! No matter the reason you are in town, you will feel right at home staying in our 2 bedroom, 1 bath duplex! (This is half of the duplex- all one level- RIGHT SIDE). You get to enjoy the private fenced back yard, fenced front yard, and 1 car garage. It is located close to wine country, lots of parks (including dog parks), VERY close to local restaurants, shopping, family game center (Langers), and highway 99W.

Old Town Retreat - Best place in Old Town Sherwood
At the gateway to wine country, our peaceful Old Town 1916 craftsman home brings historical charm with many amenities right in the heart of Old Town Sherwood. Sleeps 9 with 6 new beds, 2.5 remodeled baths and an open kitchen with gas range, everything you need for a few or many. Owner occupies the basement and rear separated dwelling on property. However, both the basement and rear dwelling are completely locked off and have entirely separate entrances. The best place in town.

Spectacular Choice: Sleeps 6, Your Dog Welcome Too
This bright, clean and stylish home has everything you need to make your visit comfortable and welcoming. Relax in the living room after your travels with Firestick/Roku TV. Prepare meals and mix cocktails in the well-equipped, functional kitchen. Enjoy the pristine bathroom with tub/shower and elegant marble vanity. Two bedrooms and a living room sofa bed will sleep up to 6 guests. Washer/dryer. Large deck with patio and BBQ. Dog friendly backyard. Parking for up to four cars.

Spectacular Valley View in Wine Country
Relax and enjoy the best of what Oregon Wine country has to offer in our newly renovated country home. With a stunning view overlooking the Willamette Valley, you are close to over 300 wineries and tasting rooms, local craft beer, and a great social atmosphere in our small town. Enjoy soaking in the hot tub or having dinner outside under the gazebo. Have your pets outside, worry free with a large fenced back yard. A pellet grill is on the deck as well for outside cooking.

Villa Fontana: Modern, Wine-Country Comfort
Welcome! Enjoy a fresh, clean, retreat while you sip your way through Oregon's Wine Country. A modern home nestled amid local historic landmarks, you will be 6 blocks from the downtown Newberg strip and within a 5 mile radius of the closest wineries, making this home the perfect choice for accessibility. Enjoy complimentary Prosecco to toast your arrival and plan to cook meals that pair with your local wine purchases using our high-end appliances!

Chateau Chardonnay:Tuscan home in NW wine country
Equipped with two HEPA air filtration systems that work continuously to filter and sanitize the air, this home is a clean and safe space to relax and enjoy nature! The house sits on 4 acres in the picturesque Oregon wine country. The back deck looks out over a lush back yard that cascades down to a lazy creek. Gaze out the large kitchen window to the paver patio, vibrant lawn and rimmed with beautiful mature landscaping, koi pond and fountain.

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.

Entire home: Charming Home with Beautiful Yard
Welcome to our spacious Airbnb! Unwind in our stunning yard with a soothing water feature. Our property offers 4 bedrooms, 2.5 baths, a well-equipped kitchen, and a large living room. Stay productive with dedicated home office spaces. Sleeps 7 comfortably with 3 queen beds and a double bed. Conveniently located near a park, Whole Foods, restaurants, bus stops, and a mall. Don't miss out - book your stay now! Sorry but no pets allowed.
Popular amenities for Sherwood house rentals
House rentals with a pool

An Entertainment Oasis!

The Starburst Inn: Enclosed Heated Pool, Theater

Corner of Heaven

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

Rose City Hideaway

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

Frankie's Place; Walkable Craftsman luxury!

Modern 3-Story Gem | Across from Nike | 1GB Wi-Fi
Weekly house rentals

Stunning 4BR Retreat Walkable to Dining + Shops

Mama J's Private Neighborhood Suite

College Street House

Beautiful Dog Friendly Cottage on a 10 Acre Estate

Modern comfort 2 Kings Big back yard

Hidden Garden Cottage

Portland Modern

Lovely 3-bedroom Home with fireplace
Private house rentals

Beaverton 5BR | Game Room | Near Portland

Pacific Northwest Family Escape

Country Retreat Near Nike • 6BR 3400 SF • 15% off

Stunning Craftsman on a Magical Lot

Multnomah Village Hideout

Casa Carol 2 bedroom home Sherwood

"Luxurious Wine Country Retreat"

Pet-Friendly Sherwood Home with Mountain Views
Destinations to explore
- Silver Falls State Park
- Moda Center
- Laurelhurst Park
- Oregon Zoo
- Oregon Convention Center
- Providence Park
- Airplane Home
- The Grotto
- Beacon Rock State Park
- Portland Japanese Garden
- Enchanted Forest
- Tom McCall Waterfront Park
- Sellwood Riverfront City Park
- Washington Square
- Reed College
- Tryon Creek State Natural Area
- Wonder Ballroom
- Oaks Amusement Park
- Hoyt Arboretum
- Pittock Mansion
- Arlene Schnitzer Concert Hall
- Evergreen Aviation & Space Museum
- Wings & Waves Waterpark
- Powell's City of Books





