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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 Coffee25 locals recommend
Hawks View Winery20 locals recommend
Mason14 locals recommend
Fat Milo's Family Kitchen13 locals recommend
503 Uncorked13 locals recommend

Vacation rentals with jacuzzis in Sherwood

Top guest favorite
A tranquil backyard scene features a three-person hot tub beside a well-manicured lawn. A hammock hangs nearby under a wooden structure, and surrounding palm trees provide a tropical ambiance. A wooden fence encloses the area, with firewood stored in a cozy nook.
Guesthouse in Laurelhurst
5 out of 5 average rating, 271 reviews

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

ColinRating, 5 stars6 days 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
The backyard features a spacious layout with a manicured lawn bordered by gravel pathways. A jacuzzi is positioned to the rear, complemented by a wood deck and a seating area with six lawn chairs around a fire pit. String lights are suspended above for evening ambiance.
Home in Vancouver
4.86 out of 5 average rating, 291 reviews

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

LisaRating, 5 stars4 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
4.87 out of 5 average rating, 149 reviews

SE City Spa Retreat

LexiRating, 5 stars3 weeks ago
We throughly enjoyed our stay here! The space was so cute and exactly what we needed for a little weekend away. The hosts were quick to respond to any questions we had and incredibly flexible! Thank you guys so much!
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 stars3 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, 143 reviews

The Portland Sun House

MadelaineRating, 5 stars2 weeks ago
We love this restful place! It feels private and still in a convenient area in the city near restaurants and shops. Thanks for another great stay!
Guest favorite
A rustic wooden picnic table is surrounded by log-style benches, positioned on a grassy area by a serene waterway. A fire pit with a circular metal base sits nearby, offering a cozy gathering space amidst the natural surroundings.
Home in North Plains
4.99 out of 5 average rating, 134 reviews

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

MackenzieRating, 5 stars1 week ago
Stayed here for a bachelorette party. The house was stocked with coffee/creamers and some fridge condiments along with little snacks which was so nice! We had plenty of space and all the furniture was comfortable. Everyone enjoyed the peaceful backyard and hot tub too.
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, 343 reviews

Fireshaker Guesthouse (with hot tub!)

SunnyRating, 5 stars4 days ago
Lindsey's place was great and we had a great time! Responsive and flexible with our needs. The place was clean and exactly like the pictures. Dogs does make noises upstairs, but we were pooped/tired everyday so it didn't bother us at all, especially my husband who can hear every little noise. Beds were comfy. The only bed that we didn't prefer was the couch pull out bed hence it's a spring bed and super thin. Lots of board games to choose from.
Guest favorite
A hot tub is positioned under a covered area, with sheer curtains allowing light to filter through. The view reveals a spacious lawn, a fire pit area in the background, and surrounding greenery, enhancing the outdoor experience.
Guesthouse in Cedar Mill
4.91 out of 5 average rating, 100 reviews

Warm Cedar Cottage Oasis with Hot Tub on Request

ArianaRating, 5 stars1 week ago
The host left clear instructions for how to find the place and how to get inside. They had the hot tub ready to use the first night when I had a couple friends come to visit my 2 year old and I. We used the hot tub after my toddler went to bed and it was close enough that my baby monitor still worked while out there, but far enough away that we didn’t wake up my son. My son also enjoyed watching all the birds fly around the large backyard from the porch. A great location for parents with kiddos! Thank you Bill and Kathy!

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 stars1 week 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
4.9 out of 5 average rating, 20 reviews

Rose Meadow Oasis

JessicaRating, 5 stars1 week ago
The host was great, very communicative, and the house was super clean. It’s worth noting that the bathroom situation is a little tough for the number of the people the house can hold. There’s only one shower (with a rain shower head) and the other bathroom has a bath tub with a wand at the tub level with no curtain.
Superhost
The dining area features a rectangular wooden table surrounded by six green chairs. Decorative place mats are laid out on the table. Light streams through large windows framed in dark wood, illuminating the space. A cozy living area is visible through the open space, enhancing the home's layout.
Home in Portland
4.9 out of 5 average rating, 10 reviews

Fresh Belmont Charmer w/ 95 WalkScore

BarbRating, 5 stars1 week 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, 9 reviews

Cozy Haven |Fire Pit |EV Charger |Great Location

ArunRating, 5 stars1 week ago
Great place to stay with kids. Comfortable and clean place. Clear instructions from check in to check out. Found everything we needed for the 3 day stay. Very thoughtfully filled supplies which made the experience very cozy. Would love to come back!
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, 8 reviews

Carlton Gates- Luxury Vacation Home

AlisonRating, 5 stars1 month ago
Loved this house. My sisters and I had a great time. The house was wonderful and had more than we needed. The beds were comfortable and the kitchen well stocked. The bottle of wine and glasses were the icing on the cake.
Top guest favorite
Home in Tigard
5 out of 5 average rating, 13 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!!
Superhost
A serene lake is surrounded by lush greenery and tall trees, reflecting the clear blue sky. The calm water is dotted with gentle ripples and may contain watercraft in the distance, offering a peaceful natural setting.
Home in Camas
4.89 out of 5 average rating, 28 reviews

Spacious 4 bedroom home in the heart of camas!

ChristieRating, 5 stars2 months ago
We had a great stay! The house was exactly as listed, in agreat neighborhood and the host was easy to communicate with as well as very accommodating!
Top guest favorite
A modern living area features a stone fireplace as a focal point, with a large television mounted above it. Two light-colored armchairs and a gray sectional are arranged around a wooden coffee table. A dining table is positioned against the wall, adding functionality to the space.
Guesthouse in Dayton
5 out of 5 average rating, 184 reviews

Modern Farmhouse - Country living in wine country.

HollyRating, 5 stars5 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!

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 vacation rentals in Sherwood?

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

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