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Sherwood Holiday Rentals

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Our top choices for Sherwood holiday rentals

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 NZ$225
includes taxes & fees
9 Nov - 10 Nov
Cozy Wine Country Suite

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 NZ$389
includes taxes & fees
9 Nov - 10 Nov
Creekside Haven

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, (2,325 reviews)
"Nice comfortable stay"
United States
Dennis
The price is NZ$172
includes taxes & fees
15 Nov - 16 Nov
Larkspur Landing Extended Stay Suites Hillsboro

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 NZ$765
includes taxes & fees
9 Nov - 10 Nov
Charming Renovated Cottage, Perfect Location, Walk to Everything, Across From Park & Cultural Center

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 NZ$725
includes taxes & fees
9 Nov - 10 Nov
Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside

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 NZ$448
includes taxes & fees
9 Nov - 10 Nov
Luxury Studio Flat in Downtown Newberg - Suite #4

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 NZ$617
includes taxes & fees
9 Nov - 10 Nov
Newberg Getaway - Wineries, Weddings, GFU

8. Inn at Northrup Station

Inn at Northrup Station
3.0 star property
Northwest Portland
9.4 out of 10, Exceptional, (2,286 reviews)
"Really enjoyed our stay. The ambiance is very Portland! The staff was so helpful too."
United States
Celia
The price is NZ$258
includes taxes & fees
30 Nov - 1 Dec
Inn at Northrup Station

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 NZ$1,619
includes taxes & fees
9 Nov - 10 Nov
Parrett Mtn Estate: Hot Tub, Sauna, Cold Plunge, Fire Pit, Vine & Valley Views

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 NZ$437
includes taxes & fees
9 Nov - 10 Nov
Luxurious 1-Bedroom in Downtown Newberg - Suite #3

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 NZ$476
includes taxes & fees
9 Nov - 10 Nov
Newberg Wine Country Suites: Gris Room

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 NZ$476
includes taxes & fees
9 Nov - 10 Nov
Newberg Wine Country Suites: Noir Room

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 NZ$464
includes taxes & fees
9 Nov - 10 Nov
Newberg Wine Country Suites: Rose Room

14. Granny Flat in leafy SW Portland

Granny Flat in leafy SW Portland
Southwest Portland
9.6 out of 10, Exceptional, (31 reviews)
"The flat was clean and well-appointed. We stayed multiple nights as we were in Portland to see multiple groups of friends. Great location and close to I5. Bed was very comfy and checkin was a breeze. Communication with the host was seamless. The view from the balcony was serene and the kitchen was well-stocked. Great tasting coffee, too! We've found our go-to for our next trip to town. Thank you!"
United States
Lucy B.
The price is NZ$294
includes taxes & fees
24 Nov - 25 Nov
Granny Flat in leafy SW Portland

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 NZ$167
includes taxes & fees
12 Nov - 13 Nov
2 Queen Beds Non-Smoking

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 NZ$482
includes taxes & fees
15 Nov - 16 Nov
#StayInMyDistrict Lake Oswego Honey Bee Cottage

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 NZ$656
includes taxes & fees
9 Nov - 10 Nov
Picturesque Retreat On 80 Acres of Organic Farmland, Farm Animals Galore In Middle of Wine Country

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 NZ$452
includes taxes & fees
9 Nov - 10 Nov
#StayInMyDistrict Multnomah Village Modern Retreat

19. Pomeroy

Pomeroy
2.0 star property
Northwest Portland
10.0 out of 10, Exceptional, (2 reviews)
"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 NZ$311
includes taxes & fees
9 Nov - 10 Nov
Pomeroy

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 NZ$568
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.
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Top Sherwood Hotel Reviews

Find out more about Sherwood

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Sherwood holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Sherwood. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Sherwood. Seeing all the best attractions is bound to make you fall in love with Sherwood. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Sherwood short-term rentals, that won’t be hard to do.

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.