Sherwood Holiday Rentals

  • 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
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Sherwood holiday rentals

A wooden deck with a metal chair and a potted plant with red flowers.

1. Cozy Wine Country Suite

Cozy Wine Country Suite
Sherwood - Tualatin South
9.0 out of 10, Wonderful, (31 reviews)
"Great location with shopping and park nearby."
United States
Abigail T.
The price is HK$494
HK$908 total
includes taxes & fees
6 Nov - 7 Nov
Cozy Wine Country Suite
A rustic outdoor seating area with benches and picnic tables, surrounded by dense forest.

2. Creekside Haven

Creekside Haven
Wilsonville
10.0 out of 10, Exceptional, (77 reviews)
"Very comfortable ,had everything we needed. Wish we could have stayed longer."
United States
Eric S.
The price is HK$1,148
HK$1,708 total
includes taxes & fees
8 Nov - 9 Nov
Creekside Haven
A stone facade with a sign for Larkspur Landing Home Suite Hotel, a lantern, and a flower bed.

3. Larkspur Landing Extended Stay Suites Hillsboro

Larkspur Landing Extended Stay Suites Hillsboro
3.0 star property
Hillsboro
8.2 out of 10, Very good, (2,322 reviews)
"Nice comfortable stay"
United States
Dennis
The price is HK$658
HK$747 total
includes taxes & fees
25 Nov - 26 Nov
Larkspur Landing Extended Stay Suites Hillsboro
A modern kitchen with white cabinetry, a wooden dining table, and a hanging copper pendant light.

4. 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, (47 reviews)
"The property was clean and the photos accurately represented the house. It was close to downtown and George Fox University. The bed was comfortable and the kitchen was well stocked with cooking supplies."
United States
Rebecca
The price is HK$1,104
HK$3,421 total
includes taxes & fees
9 Nov - 10 Nov
Charming Renovated Cottage, Perfect Location, Walk to Everything, Across From Park & Cultural Center
A modern house with a covered patio, a stone fireplace, and a sign reading "Marv's Place".

5. 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, (36 reviews)
"Pretty area"
United States
Jennifer
The price is HK$1,270
HK$3,240 total
includes taxes & fees
7 Nov - 8 Nov
Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside
A kitchen with red cabinets, stainless steel appliances, a microwave, stove, and a coffee maker.

6. Luxury Studio Flat in Downtown Newberg - Suite #4

Luxury Studio Flat in Downtown Newberg - Suite #4
Newberg
10.0 out of 10, Exceptional, (74 reviews)
"Great location, walking distance to some nice restaurants and bars."
United States
Joshua F.
The price is HK$1,254
HK$2,012 total
includes taxes & fees
8 Nov - 9 Nov
Luxury Studio Flat in Downtown Newberg - Suite #4
A modern kitchen with white cabinetry, a central island with stools, a dishwasher, and a large window with blinds.

7. Newberg Getaway - Wineries, Weddings, GFU

Newberg Getaway - Wineries, Weddings, GFU
Newberg
9.8 out of 10, Exceptional, (54 reviews)
"Great stay at Newberg!"
United States
Billy W.
The price is HK$925
HK$2,600 total
includes taxes & fees
9 Nov - 10 Nov
Newberg Getaway - Wineries, Weddings, GFU
A building with multiple balconies, outdoor seating, and a palm tree.

8. Inn at Northrup Station

Inn at Northrup Station
3.0 star property
Northwest Portland
9.4 out of 10, Exceptional, (2,284 reviews)
"Really enjoyed our stay. The ambiance is very Portland! The staff was so helpful too."
United States
Celia
The price is HK$967
HK$1,122 total
includes taxes & fees
29 Nov - 30 Nov
Inn at Northrup Station
A hot tub with two glasses and a bottle of champagne, set against a twilight cityscape.

9. 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, (138 reviews)
"Amazing property on amazing land with views that go on forever! Will be staying here again!"
United States
Bradley L.
The price is HK$3,962
HK$7,182 total
includes taxes & fees
8 Nov - 9 Nov
Parrett Mtn Estate: Hot Tub, Sauna, Cold Plunge, Fire Pit, Vine & Valley Views
A dining area with a wooden table and chairs, a built-in bench along the wall, and a fireplace with a TV mounted above it.

10. Luxurious 1-Bedroom in Downtown Newberg - Suite #3

Luxurious 1-Bedroom in Downtown Newberg - Suite #3
Newberg
9.4 out of 10, Exceptional, (45 reviews)
"Great place very close to town easy to walk to multiple places for food and shopping!"
United States
Richard L.
The price is HK$1,206
HK$1,948 total
includes taxes & fees
10 Nov - 11 Nov
Luxurious 1-Bedroom in Downtown Newberg - Suite #3
A two-story building with a double door entrance, numbered 112, and a stone facade.

11. Newberg Wine Country Suites: Gris Room

Newberg Wine Country Suites: Gris Room
Newberg
9.6 out of 10, Exceptional, (31 reviews)
"The unit’s kitchen was perfectly stocked with the proper items. Plenty of room"
United States
Kenton
The price is HK$1,350
HK$2,131 total
includes taxes & fees
9 Nov - 10 Nov
Newberg Wine Country Suites: Gris Room
A two-story building with a double door entrance, numbered 112, and a stone facade.

12. Newberg Wine Country Suites: Noir Room

Newberg Wine Country Suites: Noir Room
Newberg
9.8 out of 10, Exceptional, (21 reviews)
"Very clean and cute. Good location next to Main Street. You do get some noise from gas station / Main Street next door but quiets down early enough and worth the location. Thanks"
United States
Kealy B.
The price is HK$1,302
HK$2,067 total
includes taxes & fees
9 Nov - 10 Nov
Newberg Wine Country Suites: Noir Room
A two-story building with a double door entrance, numbered 112, and a stone facade.

13. Newberg Wine Country Suites: Rose Room

Newberg Wine Country Suites: Rose Room
Newberg
9.6 out of 10, Exceptional, (56 reviews)
"The property was perfect for our needs!"
United States
Kim I.
The price is HK$1,350
HK$2,131 total
includes taxes & fees
9 Nov - 10 Nov
Newberg Wine Country Suites: Rose Room
A modern kitchen with white cabinets, a black refrigerator, and a dining area with a wooden table and chairs.

14. Granny Flat in leafy SW Portland

Granny Flat in leafy SW Portland
Southwest Portland
9.6 out of 10, Exceptional, (31 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 HK$981
HK$1,415 total
includes taxes & fees
30 Nov - 1 Dec
Granny Flat in leafy SW Portland
A hotel room with a bed, a desk, a television, and a microwave.

15. 2 Queen Beds Non-Smoking

2 Queen Beds Non-Smoking
Portland OR
9.8 out of 10, Exceptional, (60 reviews)
"Great value for what we paid! Spacious room with all we needed for a quick stay, including nice amenities like free toiletries."
United States
Anonymous traveller
The price is HK$555
HK$730 total
includes taxes & fees
26 Nov - 27 Nov
2 Queen Beds Non-Smoking
A house with a patio area featuring two green chairs and a table, a fire pit, and a bicycle parked outside.

16. #StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayInMyDistrict Lake Oswego Honey Bee Cottage
First Addition
9.2 out of 10, Wonderful, (47 reviews)
"Very nice stay. I would just recommend a making the address numbers more visible."
United States
Marlene P.
The price is HK$1,059
HK$2,298 total
includes taxes & fees
6 Dec - 7 Dec
#StayInMyDistrict Lake Oswego Honey Bee Cottage
A patio with outdoor seating, a covered grill area, and a view of a hilly landscape.

17. Picturesque Retreat On 80 Acres of Organic Farmland, Farm Animals Galore In Middle of Wine Country

Picturesque Retreat On 80 Acres of Organic Farmland, Farm Animals Galore In Middle of Wine Country
Yamhill
10.0 out of 10, Exceptional, (85 reviews)
"Santos Farm is an amazing place to stay. It’s the perfect distance to explore wineries and you are able to walk their gorgeous property. Bonus: they sell their fresh produce and eggs on site so you can make amazing meals in the kitchen. The unit is beautiful and nicely set up and there’s a balcony to enjoy as well."
United States
Kathryn H.
The price is HK$1,132
HK$2,932 total
includes taxes & fees
9 Nov - 10 Nov
Picturesque Retreat On 80 Acres of Organic Farmland, Farm Animals Galore In Middle of Wine Country
#StayInMyDistrict #Book Direct

18. #StayInMyDistrict Multnomah Village Modern Retreat

#StayInMyDistrict Multnomah Village Modern Retreat
Southwest Portland
9.2 out of 10, Wonderful, (29 reviews)
"Clean and spacious"
United States
Ruth A.
The price is HK$643
HK$2,033 total
includes taxes & fees
9 Nov - 10 Nov
#StayInMyDistrict Multnomah Village Modern Retreat
A room with a bed, a green sofa, a mirror, and a door leading to another room.

19. Pomeroy

Pomeroy
2.0 star property
Northwest Portland
10.0 out of 10, Exceptional, (1 review)
"The location of this VRBO was wonderful. Lots of great food options and shopping within easy, safe walking distance. There’s a grocery store 2 blocks away. For those who want to use public transport, the #15 stops at the corner."
United States
Richard
The price is HK$712
HK$1,372 total
includes taxes & fees
1 Dec - 2 Dec
Pomeroy
A living room with a green sofa, a glass coffee table, and a TV mounted on the wall.

20. 3rd Street Flats

3rd Street Flats
3.5 star property
McMinnville
9.4 out of 10, Exceptional, (135 reviews)
"Great location"
United States
Reece
The price is HK$2,213
HK$2,468 total
includes taxes & fees
1 Dec - 2 Dec
3rd Street Flats
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

Find holiday rentals that suit your style

apart-hotel image
Aparthotels
Aparthotels
Apartment image
Apartments
Apartments

Find out more about Sherwood

Search for holiday rentals in Sherwood on Expedia! You can easily find your home rentals, villas, holiday apartments in Sherwood using one of the methods below:

  • View our selection of featured holiday rentals in Sherwood
  • Use the map to find apartments and other holiday homes in the Sherwood neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Sherwood while they last

Look no further and take a look at our great range of rental properties in Sherwood!

Frequently Asked Questions

Can I find holiday rentals in Sherwood?

Yes, there are holiday rentals in Sherwood close to Sherwood Center for the Arts, or you can select a more secluded option if you're looking for a relaxing stay. Sherwood is known for its forests and restaurants.

What are some of the best holiday rentals that Sherwood has to offer?

Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row: This holiday home rental outside of Sherwood is located on a river, and has a patio, a selection of games and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Sherwood?

Choose from 10 Expedia holiday rentals in Sherwood for a memorable holiday.

What can I see and do in Sherwood?

While exploring the area, visit family-friendly sights like Tualatin Island Greens, or get outside and enjoy nature at Tualatin River National Wildlife Refuge. While here, Sherwood Center for the Arts and Quailhurst Vineyard Estate are other places worth a visit.

What are holiday rentals like in Sherwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Sherwood. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a family getaway.