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Vacation rentals in Sherwood

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for Sherwood vacation rentals

Stay near Sherwood's top sights

Target40 locals recommend
Symposium Coffee3 locals recommend
Hawks View Winery8 locals recommend
Mason3 locals recommend
Fat Milo's Family Kitchen3 locals recommend
Langer's Entertainment Center8 locals recommend

Vacation rentals with jacuzzis in Sherwood

Top guest favorite
An inviting dining nook features a cozy seating arrangement with large windows allowing natural light. The exterior showcases a charming house with a vibrant orange garage door. A private backyard area is equipped with a hot tub, adjacent to a wooden fence and a hammock.
Guesthouse in Laurelhurst
5 out of 5 average rating, 272 reviews

Cozy Getaway w/Hot tub, Fireplace, Firepit & A/C

ColinRating, 5 stars2 weeks ago
The space was perfect for the three of us. We loved all the amenities, hot tub, fire pit, hammock, etc! The blooming lilacs and hand written welcome note were the perfect touch. Very clean! Karen was super responsive and helpful. We had a great time walking around the neighborhood. Definitely recommend would stay again!
Superhost
A spacious kitchen features modern wooden cabinetry, sleek stainless-steel appliances, and a large countertop. The room is illuminated by recessed lighting and natural light from the windows, enhancing the functional layout that includes a dishwasher, microwave, and gas range.
Home in Vancouver
4.86 out of 5 average rating, 291 reviews

House By Dead End: Jacuzzi, Fire Pit, & Patio

LisaRating, 5 stars5 months ago
this is our second year having Thanksgiving at this air bnb. Both years has been great and they are extremely responsive. The beds are comfortable, we cook a whole Thanksgiving dinner there without issues. The house is clean, quiet and comfortable, with the 2 living rooms it is plenty of space. we set up the video games upstairs for the kids and they could stream movies from our lap to onto the projector screen. We did crafts at the dining room table and had fun in the backyard. highly recommend
Superhost
A charming blue exterior features a bright yellow door, surrounded by lush greenery. The front porch, supported by wooden beams, showcases two comfortable chairs, inviting relaxation. Pathways lead through well-maintained landscaping, contributing to a welcoming first impression of the getaway.
Guesthouse in Portland
4.88 out of 5 average rating, 152 reviews

SE City Spa Retreat

EricRating, 5 stars2 weeks ago
great getaway spot, not far from several food cart pods by car. nice patio, and appreciated the bottles of water in the fridge
Guest favorite
An outdoor courtyard is illuminated by soft lighting, creating a serene evening ambiance. A picnic table and chairs are positioned under a wooden pergola, with a hammock suspended nearby. Lush greenery surrounds the space, enhancing the natural setting.
Guesthouse in Woodstock
4.95 out of 5 average rating, 143 reviews

Romantic Casita, Hot tub, Movie loft & Chiminea!

BryceRating, 5 stars4 months ago
Stayed for 3 nights with my girlfriend for her 21st birthday. We had an amazing time and had no problems with our stay whatsoever! The space was stocked with everything we needed during our stay and Christopher was very proactive with communicating on check in/check out procedures and information about the area. Would definitely recommend staying here!
Top guest favorite
A cozy bedroom is visible with a spacious bed draped in soft bedding and a decorative wall art piece. A desk with a computer is situated beside a window adorned with a neutral-toned shade, allowing natural light to enter the room. A plush throw is draped over the chair.
Guesthouse in Northeast Portland
4.99 out of 5 average rating, 146 reviews

The Portland Sun House

JanetRating, 5 stars2 weeks ago
We loved our one night stay in this beautifully designed and furnished home. We weren't there long, but managed to go in the hot tub twice! Lovely neighborhood for long walks.
Guest favorite
A spacious hot tub is nestled under a modern gazebo, surrounded by lush greenery and decorative landscaping. The inviting space features potted plants and a serene atmosphere, offering an ideal spot for relaxation. The nearby open area emphasizes the tranquility of the natural surroundings.
Home in North Plains
4.99 out of 5 average rating, 135 reviews

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

SusanRating, 5 stars1 week ago
we celebrated our daughters 30th birthday there. we had 7 ladies. There is plenty of comfy beds, kitchen supplies, towels, sheets, etc. The kitchen even had some snacjs available. We loved the back yard. it is amazing and beautiful. The )n table and lic I mg food. was big enough for all of us to sit and visit. We would go back again.
Guest favorite
A hot tub with soft, pulsating purple lights sits on a patio, surrounded by trees. In the background, a vibrant sunset paints the sky in shades of orange and pink, providing a serene atmosphere.
Guest suite in Damascus
4.89 out of 5 average rating, 345 reviews

Fireshaker Guesthouse (with hot tub!)

(Jeannie) Rene'Rating, 5 stars3 days ago
Lindsey & Quillan's place was wonderful! It was perfect for my two daughters & I. The location was great for doing things in Portland, but you felt like you weren't in the middle of the rat race. The yard was nice and secluded, the hot tub was great, the place itself was very nice. You didn't feel like you're in a big city at all. That was very nice for us. Lindsay & Quillan were we're both very helpful and extremely nice. We loved their puppies too. We really appreciate a place like this! Thank you for hosting us and we will definitely be back 😊
Guest favorite
A charming small house is framed by tall, green shrubs and vibrant autumn foliage. A wooden front door with a small porch offers a welcoming entrance. Surrounding planters add texture and color to the landscaped pathway leading to the home.
Guesthouse in Cedar Mill
4.91 out of 5 average rating, 102 reviews

Warm Cedar Cottage Oasis with Hot Tub on Request

AshleyRating, 5 stars2 weeks ago
this place was amazing. when we are here next time we will definitely book here again!!!

Other great vacation rentals in Sherwood

Top guest favorite
A community park is depicted, featuring a wide grassy area bordered by trees and pathways. A sign indicating 'Central Park' is visible in the foreground. Bicycle racks are positioned near the entrance, while a pavilion can be seen in the background, surrounded by shaded seating areas.
Home in Orenco Station
5 out of 5 average rating, 22 reviews

Orienco home, steps to Intel RA, winter discount!

KevinRating, 5 stars3 weeks ago
Yuting’s place was actually a little larger than I needed, but that’s on me - with 3 ensuite bed+bath combos, and good workspaces, you could easily have several people doing WFH with no issue. It’s a well-laid-out split-level, so if you’re not up for stairs, it may not be your jam, but I appreciated getting my stairs in with my steps. The Main Bedroom suite’s separate deep tub was handy for soaking my weary bones, and there was never a lack of hot water, towels, or the like. Wifi was fast and easy to connect to, having the garage to park in and keep equipment (cart, bags) that I didn’t always need in was very handy. They had every utensil and amenity I needed, or could have needed, down to having a sewing kit for repairs, kid and toddler toys and seating tucked away, and plenty of room for storage. The place could easily serve for a longer stay with no issue at all. YuTing was easy to get ahold of and fast to respond and solve an issue I had when I arrived. 10/10 would stay again!
Guest favorite
Home in Clackamas
4.87 out of 5 average rating, 23 reviews

Rose Meadow Oasis

LianeRating, 5 stars4 days ago
Clean home in walkable neighborhood. Close to main hwy to town and amenities. Dina was quite responsive to our needs.
Superhost
A spacious dining area is highlighted by a modern chandelier. Six green chairs surround a wooden table, which rests on a light geometric-patterned rug. Bright artwork adorns the wall, while large windows invite natural light and offer views of the surrounding area.
Home in Portland
4.91 out of 5 average rating, 11 reviews

Fresh Belmont Charmer w/ 95 WalkScore

BarbRating, 5 stars3 weeks ago
What a great area of town to stay in order to be close to so many things. This historic house has been updated on the inside while still maintaining historic charm and quirks. On-site parking was a benefit and the kitchen had everything we needed for a great stay!
Top guest favorite
A bright hallway is featured, showcasing a blend of modern design with a light color palette. A console table holds decorative items, while soft lighting from a table lamp creates an inviting ambiance. Archways lead toward a dining area, enhancing the sense of spaciousness.
Home in Newberg
5 out of 5 average rating, 12 reviews

Cozy Haven |Fire Pit |EV Charger |Great Location

DavidRating, 5 stars6 days ago
This was probably the best Airbnb we have ever stayed in. Well appointed, very clean, really just an all around great experience. Would absolutely stay here again.
Guest favorite
Two white Adirondack chairs are positioned on a gravel path, surrounded by lush vegetation and softly illuminated by strategically placed lighting. Tall trees and shrubs create a serene and inviting garden atmosphere.
Home in Carlton
5 out of 5 average rating, 9 reviews

Carlton Gates- Luxury Vacation Home

MichelleRating, 5 stars2 weeks ago
Carlton Gates is a great way to reconnect family, share a meal with local favorites or cook at home, visit much of what Oregon has to offer (winery, short drive to the coast, visit a local Trappist Abbey, and more), and simply be local enough to a big city and remote enough to disconnect from the hustle and bustle. The accommodations were just as described on AirBnB: two master suites, one bedroom with connecting bathroom/laundry room, and a single bedroom. All room had a television screen for streaming service—we could not figure out how to use the local Comcast and YouTube TV wasn’t an option (although I suppose we could have logged a laptop into HDMI), but didn’t ask the host as there were plenty of other things to do! Downtown was VERY walkable and the neighbors were friendly to offer food recommendations. Our favorites: Park and Main (pizza and ice cream!) Our Lady of Guadalupe Trappist Abbey is located an easy nine minutes from the house. Siltstone Winery is a MUST!
Top guest favorite
Home in Tigard
4.93 out of 5 average rating, 15 reviews

Stunning Former Street Of Dream

IgooRating, 5 stars1 month ago
Fred is a superlative host and our stay was a fantastic deal. such a beautiful home, in a great neighborhood on bull mountain, with great attention to every detail. we are will be booking again. thank you fred for everything, we treasure the time we spot at your home!!
Top guest favorite
A spacious family room features soft furnishings in neutral tones arranged around a central coffee table. Natural light floods in through large windows, illuminating the wood-beamed ceiling and stone fireplace. A dining area with white chairs is visible in the background.
Guesthouse in Dayton
5 out of 5 average rating, 184 reviews

Modern Farmhouse - Country living in wine country.

HollyRating, 5 stars6 months ago
This is our second stay in Anne's amazing house... it is the most beautiful, comfortable home away from home!!! Anne has incredible attention to detail -- from leaving eggs from her hens in the fridge, to a gorgeous kitchen with everything you need to feel at home. We had a happy group watching the World Series in a super comfy giant couch with a fire in the fireplace below the tv! We can't wait for stay number three!
Top guest favorite
A paved walkway extends alongside a house, bordered by greenery and a wooden fence. A gate is visible at the end, providing access to a separate area. The pathway is made of light gray stones, promoting an easy passage through the outdoor space.
Home in Portland
5 out of 5 average rating, 13 reviews

Beautiful and spacious house

KyleRating, 5 stars1 month ago
Our group of 7 adults and 2 kids under 4 years old had a great stay at Rebecca’s place. The house looked exactly as the pictures showed. There was a high chair for our younger child as well as plenty of books and puzzles. There were enough dishes for our large group to be able to eat in vs going out. Every part of our stay was exactly as advertised and throughout our whole 3 night stay we never needed to contact the host with any questions or concerns. We all felt safe in the neighborhood and would be happy to stay here again.

Quick stats about vacation rentals in Sherwood

  • Total rentals

    30 properties

  • Nightly prices starting at

    $30 before taxes and fees

  • Total number of reviews

    1.7K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Sherwood?

    Yes! Work meets play with ease at over 20 vacation rentals in Sherwood featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in house rentals in Sherwood?

    Experience the best of Sherwood with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Sherwood?

    Four-legged friends are welcome in Sherwood. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there family-friendly house rentals in Sherwood?

    Sherwood has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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