A landscape with a dense forest and a cloudy sky.

Holiday Homes in Sherwood

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Sherwood holiday homes

1 bedroom, iron/ironing board, WiFi, bed sheets

Sweet Bamboo Room with Half-Bath in delightful Sherwood with AC, WiFi, TV

Sweet Bamboo Room with Half-Bath in delightful Sherwood with AC, WiFi, TV
Sherwood - Tualatin South
10.0 out of 10, Exceptional, (1 review)
The price is €160
includes taxes & fees
24 Aug - 25 Aug
Sweet Bamboo Room with Half-Bath in delightful Sherwood with AC, WiFi, TV
Property grounds

Creekside Haven

Creekside Haven
Wilsonville
10.0 out of 10, Exceptional, (71 reviews)
"Very comfortable ,had everything we needed. Wish we could have stayed longer."
United States
Eric S.
The price is €198
includes taxes & fees
3 Aug - 4 Aug
Creekside Haven
Smart TV, books

Granny Flat in leafy SW Portland

Granny Flat in leafy SW Portland
Southwest Portland
9.4 out of 10, Exceptional, (26 reviews)
"Literally enjoyed the place, the host were extremely good at communicating and very understanding. Definitely a 9.5/10"
United States
Daquarious
The price is €140
includes taxes & fees
3 Aug - 4 Aug
Granny Flat in leafy SW Portland
Smart TV

Spectacular Choice: Sleeps 6, Your Dog Welcome Too

Spectacular Choice: Sleeps 6, Your Dog Welcome Too
Bull Mountain
9.8 out of 10, Exceptional, (53 reviews)
"We really enjoyed our stay , location is fantastic and the backyard was great for our dog. We will definitely be back . "
United States
Joy L.
The price is €346
includes taxes & fees
26 Aug - 27 Aug
Spectacular Choice: Sleeps 6, Your Dog Welcome Too
Pool

Parrett Mtn Estate: Hot Tub, Sauna, Cold Plunge, Fire Pit, Vine & Valley Views

Parrett Mtn Estate: Hot Tub, Sauna, Cold Plunge, Fire Pit, Vine & Valley Views
Newberg
10.0 out of 10, Exceptional, (133 reviews)
"Great access to wineries, hot tub was a great feature. Very clean and accommodated everyone"
United States
Mary O.
The price is €1,051
includes taxes & fees
2 Aug - 3 Aug
Parrett Mtn Estate: Hot Tub, Sauna, Cold Plunge, Fire Pit, Vine & Valley Views
Spa

The OMG House that will BLOW YOUR MIND with Unbelievable Cats n Mirrors

The OMG House that will BLOW YOUR MIND with Unbelievable Cats n Mirrors
Lake Oswego
9.8 out of 10, Exceptional, (16 reviews)
"Very Fun place to stay. Something interesting everywhere you look, and the back porch was a great hangout spot. "
United States
Jeanie M.
The price is €321
includes taxes & fees
2 Aug - 3 Aug
The OMG House that will BLOW YOUR MIND with Unbelievable Cats n Mirrors
Marina

Cozy Guest Suite Attached to the Back of a Residence in the heart of Portland

Cozy Guest Suite Attached to the Back of a Residence in the heart of Portland
Southwest Portland
9.0 out of 10, Wonderful, (19 reviews)
"Nice place for us to stay while visiting family in the area. "
United States
Chris W.
The price is €224
includes taxes & fees
1 Aug - 2 Aug
Cozy Guest Suite Attached to the Back of a Residence in the heart of Portland
Outdoor dining

2 King Beds, Quiet Neighborhood, Near It All

2 King Beds, Quiet Neighborhood, Near It All
Bull Mountain
10.0 out of 10, Exceptional, (56 reviews)
"Just an overnight for a staff retreat. House was very clean, check in and check out very easy!"
United States
Brent W.
2 King Beds, Quiet Neighborhood, Near It All
Property grounds

Private and Quiet Couples Escape, New Construction, Décor, and Furnishings, Gorgeous Deck & BBQ

Private and Quiet Couples Escape, New Construction, Décor, and Furnishings, Gorgeous Deck & BBQ
Ladd Hill
9.4 out of 10, Exceptional, (31 reviews)
"Nice to have a quiet retreat after a large family gathering. Beautiful location"
United States
Sonja A.
The price is €361
includes taxes & fees
29 Jul - 30 Jul
Private and Quiet Couples Escape, New Construction, Décor, and Furnishings, Gorgeous Deck & BBQ
Terrace/patio

Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside

Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside
West Linn
10.0 out of 10, Exceptional, (32 reviews)
"Lovely design, magnificent setting, plenty of coffee. Wonderful!"
United States
Jay L. F.
The price is €444
includes taxes & fees
2 Aug - 3 Aug
Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside
Coffee/tea maker, fridge, microwave, oven

Newberg Getaway - Wineries, Weddings, GFU

Newberg Getaway - Wineries, Weddings, GFU
Newberg
9.8 out of 10, Exceptional, (46 reviews)
"Darby House was the perfect place to stay for our girls’ weekend. The house was well-appointed and provided quick access to local restaurants, shops, and wineries. "
United States
Kim B.
The price is €306
includes taxes & fees
24 Aug - 25 Aug
Newberg Getaway - Wineries, Weddings, GFU
Dining

Charming Renovated Cottage, Perfect Location, Walk to Everything, Across From Park & Cultural Center

Charming Renovated Cottage, Perfect Location, Walk to Everything, Across From Park & Cultural Center
Newberg
10.0 out of 10, Exceptional, (42 reviews)
"Second stay and love it even more. Clean, comfortable, safe and great communication!"
United States
Ann E.
Charming Renovated Cottage, Perfect Location, Walk to Everything, Across From Park & Cultural Center
Coffee/tea maker, fridge, microwave, oven

High End New Estate Home in Lake Oswego. Private suite on 1st level w/o stairs.

High End New Estate Home in Lake Oswego. Private suite on 1st level w/o stairs.
Lake Oswego
9.8 out of 10, Exceptional, (18 reviews)
"Great relaxing stay"
United States
Jessika D.
High End New Estate Home in Lake Oswego. Private suite on 1st level w/o stairs.
Exterior

Sasquatch's Tiny Treehouse on creek - old growth forest in Portland - ADVENTURE!

Sasquatch's Tiny Treehouse on creek - old growth forest in Portland - ADVENTURE!
Cedar Hills
8.0 out of 10, Very good, (4 reviews)
"Peaceful great outdoor experience."
United States
Amber Y.
The price is €188
includes taxes & fees
30 Jul - 31 Jul
Sasquatch's Tiny Treehouse on creek - old growth forest in Portland - ADVENTURE!
Smart TV

Suburban Studio, Near Golf, Wineries & Dining

Suburban Studio, Near Golf, Wineries & Dining
Garden Home-Whitford
The price is €375
includes taxes & fees
26 Aug - 27 Aug
Suburban Studio, Near Golf, Wineries & Dining
Outdoor dining

West Linn modern 2 rooms, EV charger, patio, fire pit, forest view, deer glazing

West Linn modern 2 rooms, EV charger, patio, fire pit, forest view, deer glazing
Rosemont Summit
8.6 out of 10, Excellent, (23 reviews)
"Nice, clean place in a good neighborhood."
United States
Andrew M.
The price is €226
includes taxes & fees
29 Jul - 30 Jul
West Linn modern 2 rooms, EV charger, patio, fire pit, forest view, deer glazing
Terrace/patio

#StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayInMyDistrict Lake Oswego Honey Bee Cottage
First Addition
9.6 out of 10, Exceptional, (41 reviews)
"Located in a quiet, enjoyable neighborhood of Lake Oswego. Walking to shops and restaurants, or hiking in Tryon Creek is easily accessible. Property was clean and necessary items provided. I very much enjoyed my stay."
United States
Carrie
The price is €327
includes taxes & fees
2 Aug - 3 Aug
#StayInMyDistrict Lake Oswego Honey Bee Cottage
Coffee/tea maker, fridge, microwave, oven

#StayinMyDistrict Modern Mid-Century Retreat

#StayinMyDistrict Modern Mid-Century Retreat
Vose
8.8 out of 10, Excellent, (18 reviews)
"Perfect location in downtown Beaverton. You can walk everywhere from this house. Yard was nice, the house was comfortable, especially the bed. I didn't cook while there but the kitchen seemed well stocked. I would stay here again for sure."
United States
Aileen Y.
The price is €401
includes taxes & fees
4 Aug - 5 Aug
#StayinMyDistrict Modern Mid-Century Retreat
Coffee/tea maker, fridge, microwave, oven

Alder House: A Single Level Home in Dundee Hills

Alder House: A Single Level Home in Dundee Hills
Dundee
10.0 out of 10, Exceptional, (39 reviews)
"We loved our stay at the Alder House. The home was exceptionally clean and well appointed. "
United States
Tracie M.
Alder House: A Single Level Home in Dundee Hills
Coffee/tea maker, fridge, microwave, oven

Entertainment Haven / Pool Table

Entertainment Haven / Pool Table
Garden Home-Whitford
10.0 out of 10, Exceptional, (7 reviews)
"House was comfortable, roomy and great location "
United States
Jim F.
The price is €591
includes taxes & fees
11 Aug - 12 Aug
Entertainment Haven / Pool Table
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sherwood Hotel Reviews

Moxy Portland Downtown

Moxy Portland Downtown

8/10 Good
"1"
Bryan Del 4-night trip
Posted 2 hours ago
Moxy Portland Downtown

Find out more about Sherwood

Sherwood Holiday Homes information

Number of reviews
658
Accommodation
1039 Holiday Homes
Lowest Price
€140
Highest Price
€1,051