
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$10,453 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!
LocationValueAccuracy
4.87 out of 5 average rating, 164 reviews
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.
FamilyLocationGrill
4.96 out of 5 average rating, 272 reviews
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.
FamilyLocationCleanliness
4.94 out of 5 average rating, 143 reviews
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.
LocationFamilyLong stay
4.95 out of 5 average rating, 247 reviews
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.
LocationValueBathroom
4.83 out of 5 average rating, 130 reviews
Mama J's Private Neighborhood Suite
For whatever brings you through/to Oregon, stay at Mama J’s comfortable, peaceful, safe and convenient spot. Portland is just ten miles away and the beaches, Columbia River Gorge and Mt. Hood are all about an hour. There are numerous hikes, from the forest right down the street to Silver Falls and beyond. The neighborhood is peaceful and your private patio is the perfect place for a beverage and some bird and squirrel watching. If it rains, hang out in the gazebo! Hope to host you here!
ValueLocationView
4.99 out of 5 average rating, 253 reviews
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.
ValueFamilyBiking
4.99 out of 5 average rating, 193 reviews
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.
FamilyValueLaundry
4.94 out of 5 average rating, 250 reviews
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
FamilyLocationRiver
4.94 out of 5 average rating, 238 reviews
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.
LocationFamilyWifi
4.95 out of 5 average rating, 173 reviews
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.
LocationFamilyTV
4.85 out of 5 average rating, 275 reviews
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.
LocationValueBackyard
4.96 out of 5 average rating, 156 reviewsPopular amenities for Sherwood house rentals
House rentals with a pool

An Entertainment Oasis!
FamilyLocationOutdoor spaces
4.93 out of 5 average rating, 117 reviews
The Starburst Inn: Enclosed Heated Pool, Theater
ValueFamilyComfort
4.96 out of 5 average rating, 181 reviews
1BR - Private House, Pool, Hot Tub & Forest Trails
FamilyLocationAccess
4.97 out of 5 average rating, 109 reviews
Corner of Heaven
LocationValueComfort
4.99 out of 5 average rating, 117 reviews
Rose City Hideaway
ValueFamilyQuiet
4.97 out of 5 average rating, 179 reviews
Swim Spa + Hot Tub, Gazebo, BBQ Grill, 6 Bedrooms
ValueLocationCondition
4.88 out of 5 average rating, 24 reviews
Modern 3-Story Gem | Across from Nike | 1GB Wi-Fi
LocationFamilyAmenities
5.0 out of 5 average rating, 22 reviews
Frankie's Place; Walkable Craftsman luxury!
LocationFamilyOutdoor spaces
4.91 out of 5 average rating, 69 reviewsWeekly house rentals

Portland Modern
ValueFamilyCleanliness
4.96 out of 5 average rating, 169 reviews
Newberg Garden View Suite – Peace, Rest, Enjoy
FamilyValueNearby
4.99 out of 5 average rating, 744 reviews
Signal House – Light Up The Portal
ValueLocationHospitality
4.97 out of 5 average rating, 282 reviews
School Street Cottage
LocationValueQuiet
4.98 out of 5 average rating, 121 reviews
Pacific Northwest Family Escape
LocationFamilyKitchen
4.92 out of 5 average rating, 105 reviews
Villa Fontana: Modern, Wine-Country Comfort
FamilyLocationLaundry
4.98 out of 5 average rating, 227 reviews
Stunning Craftsman on a Magical Lot
ValueLocationLayout
4.89 out of 5 average rating, 116 reviews
River Wine Farmhouse
FamilyValueKitchen
4.89 out of 5 average rating, 118 reviewsPrivate house rentals

Stunning 4BR Retreat Walkable to Dining + Shops
FamilyLocationParking
4.92 out of 5 average rating, 148 reviews
La Brise (A rest along the way)
ValueFamilyWalkability
5.0 out of 5 average rating, 136 reviews
Country Retreat Near Nike • 6BR 3400 SF • 15% off
LocationValueParking
4.93 out of 5 average rating, 280 reviews
Lake Oswego Luxury 9 or 10 Bedrooms 9 or 10 Baths
LocationValueLayout
4.93 out of 5 average rating, 107 reviews
Lovely Loft Apartment
FamilyLocationHiking
4.91 out of 5 average rating, 117 reviews
Multnomah Village Hideout
FamilyValueParks
4.96 out of 5 average rating, 183 reviews
Casa Carol 2 bedroom home Sherwood
FamilyLocationAccuracy
4.98 out of 5 average rating, 49 reviews
"Luxurious Wine Country Retreat"
ValueFamilyKitchen
4.79 out of 5 average rating, 24 reviewsDestinations to explore
- Silver Falls State Park
- Moda Center
- Laurelhurst Park
- 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
- Wings & Waves Waterpark
- Evergreen Aviation & Space Museum
- Powell's City of Books





