Pet-friendly holiday rentals in Sherwood

Find and book unique pet-friendly homes on Airbnb

Quick stats about holiday rentals that are pet-friendly in Sherwood

Total holiday rentals
Explore 30 holiday rentals in Sherwood
Nightly prices starting at
Sherwood holiday rentals start at $76 SGD per night before taxes and fees
Verified guest reviews
Over 1,050 verified reviews to help you choose
Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities
Holiday rentals with a pool
10 properties feature pools
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 of Sherwood holiday rentals include wifi access
Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Sherwood rentals
4.6 Average rating
Sherwood stays receive an average rating of 4.6 out of 5 from guests

Top-rated pet-friendly home rentals in Sherwood

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

A spacious living area features a light grey couch and a coffee table with a wooden accent. A television is positioned on a dark cabinet, while a decorative wall panel adds visual interest. The dining area is visible in the background, offering a contemporary table and chairs.

Home in Sherwood

4.83 out of 5 average rating, 130 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.

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Guest favourite

A two-story home is set among towering trees, featuring a blend of green and brown hues on the exterior. The garage door displays a wooden design, and a spacious front porch welcomes guests. Sunlight filters through the trees, creating dappled shadows on the ground.

Home in Aloha

4.92 out of 5 average rating, 103 reviews

Pacific Northwest Family Escape

Nestled in a quiet cul-de-sac surrounded by towering Fir trees, this home offers a balance of tranquility and convenience. A spacious, fully fenced backyard, ideal for kids and pets! Inside, enjoy a bright, open kitchen fully stocked with everything you need to entertain. Located minutes from Nike and Intel. 20 mins to Portland, 30 mins to wine country! Whether you’re here for business or leisure, this home is your gateway to comfort, nature, and an unforgettable PNW experience!

Outdoor spacesWalkabilityHospitality

Superhost

A welcoming living area features a modern gray sofa, accent table, and decorative plants. Warm lighting is provided by two floor lamps. A dining table with white chairs is visible, along with an elegant area rug. A sliding barn door leads to additional spaces.

Home in Tigard

4.95 out of 5 average rating, 249 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.

WalkabilityOutdoor spacesGetting around

Guest favourite

A spacious outdoor deck features a white Adirondack chair overlooking a vast landscape. The view encompasses rolling hills and a horizon that fades into the distance under a clear sky. Hues of autumn are visible in the trees and ground, adding color to the scenery.

Home in Newberg

4.94 out of 5 average rating, 237 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

Outdoor spacesPetsWifi

Guest favourite

The living area features a modern entertainment center with a large flat-screen TV above a stylish console. A cozy fireplace is framed by soft furnishings, including a pink sofa adorned with colorful throw pillows. Light filters through the nearby window, illuminating the warm, neutral tones of the space.

Home in Portland

4.92 out of 5 average rating, 147 reviews

Stunning 4BR Retreat Walkable to Dining + Shops

Breathe in the fresh PNW air at this walkable 4BR, 2.5BA Portland haven. Step out the front door and stroll past a babbling brook to nearby eateries, coffee shops, trails, and local entertainment. Cozy up fireside in the thoughtfully curated interior, or enjoy evenings dining under the stars in the fenced backyard with gazebo and patio seating. Just 20 minutes from downtown, this warm, homey-boho haven is perfect for groups and families seeking both relaxation and adventure!

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Top guest favourite

An aerial view captures a sprawling estate surrounded by lush greenery and mature trees. The main house stands prominently among manicured lawns, while additional outbuildings are visible nearby. A winding driveway leads to the entrance, enhancing the serene country atmosphere.

Home in Wilsonville

4.98 out of 5 average rating, 236 reviews

Beautiful Dog Friendly Cottage on a 10 Acre Estate

A little slice of heaven. Stay near the heart of wine country on a 20 acre estate and Hazelnut Orchard. Enjoy a complimentary bottle of Oregon wine and treats upon arrival. Settle in and sit on your personal porch surrounded by Hazelnuts and Dahlias. Or take a dip in the hot tub by the garden and play a little basket ball on the sports court. Close to numerous wineries, breweries, equestrian centers, just 20 miles south of Portland and 60 minutes from the beautiful coast.

WalkabilityOutdoor spacesWifi

Guest favourite

A light blue teapot with delicate floral designs is positioned in the foreground. Behind it, several clear glass wine glasses are arranged, reflecting soft light from a nearby lamp that casts a warm glow across the surface.

Guest suite in Sherwood

4.88 out of 5 average rating, 390 reviews

Cozy Wine Country Suite

A cozy suite with private, separate entrance and garden, located a short walk to Sherwood’s charming downtown. Quick access to coffee shops, restaurants, and a local brewery. Close to many of the valley’s best tasting rooms and vineyards. Relax with a glass of Pinot Noir and watch the sunset on your private deck, or take a short drive to Portland and explore the city. Sherwood is centrally located and the perfect distance for a day trip to the coast or the mountains.

WalkabilityOutdoor spacesAmenities

Superhost

Cabin in Newberg

4.96 out of 5 average rating, 112 reviews

A Rustic, Lodge Retreat with Pool, Hot Tub & More

Perched atop Parrett Mountain, Roosters Coop Retreat is a luxurious 4500 square foot lodge style escape set on 26 private acres in the heart of Oregon Wine Country. Surrounded by peaceful countryside, the property features an equestrian arena, ponds, gardens, and friendly farm animals, offering guests a true ranch style experience while remaining just a short drive from local wineries, charming towns, and some of the valley’s most loved restaurants and tasting rooms.

Outdoor spacesPetsHot tub

Guest favourite

An outdoor picnic table is positioned on a bed of natural mulch, surrounded by towering trees. The tiny house, featuring a red and white exterior, is visible in the background, complemented by a small fenced area and a grill.

Tiny home in Sherwood

4.92 out of 5 average rating, 224 reviews

Winery Getaway Pets Welcome BBQ & Fresh Air Shower

When guests aren’t exploring local wineries or hiking waterfalls, they’re unwinding; lounging at the picnic table, strolling with their pup, or cozying up with a book from our unique library. This bright and stylish tiny space has it all: two comfy beds, a refreshing open-air shower, generous counter space for work or dining, a fully stocked kitchen, a large BBQ, and a pet care kit. Craving downtime in the fresh air? You’ve found the perfect getaway!

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Top guest favourite

Home in Canby

4.96 out of 5 average rating, 105 reviews

Newly updated home fully fenced yard and privacy!

Enjoy a peaceful stay at a centrally-located home! Newly remodeled home with stylish furnishings are ready for you to enjoy a lovely space. Comfortable beds will assure a good night’s sleep. A covered patio to enjoy the outside. This lovely home is centrally located between the I-5 and I-205 freeways, but located in a small friendly town. The river is only 3 blocks away! A very walkable town with many resturants close by. Come and enjoy!

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Guest favourite

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, 274 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.

WalkabilityOutdoor spacesBack garden

Top guest favourite

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

4.96 out of 5 average rating, 160 reviews

Completely updated home in Lake Oswego!

I have a 3 bedroom, 2 full bath house with a family room, dinning area & open kitchen. The master has a king bed, the other two have queen beds, I also have an air mattress if additional sleep space is needed. All bedrooms have closets & TVs, there is a desk and chair for a work space if needed in garage. High speed internet and a fully fenced in back yard with a covered space, table and chairs for relaxing or entertaining.

Outdoor spacesPetsAir conditioning