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Sherwood Holiday Rentals

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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 Char-Broil grill, overlooking a body of water.

1. Lakefront Cottage on Lake Winnebago

Lakefront Cottage on Lake Winnebago
Hilbert
9.8 out of 10, Exceptional, (12 reviews)
"Liked the fire pits and the view "
United States
Mark M.
The price is NZ$606
includes taxes & fees
9 Nov - 10 Nov
Lakefront Cottage on Lake Winnebago
A cozy living room with a brick fireplace, leather furniture, and a television mounted above it.

2. Fox River Overlook | Sleeps 11 | Fire Pit

Fox River Overlook | Sleeps 11 | Fire Pit
Kaukauna
10.0 out of 10, Exceptional, (2 reviews)
"Great stay and location."
United States
Cody W.
The price is NZ$792
includes taxes & fees
8 Nov - 9 Nov
Fox River Overlook | Sleeps 11 | Fire Pit
A modern living room with a large TV, leather sofa, and a dining area with wooden chairs.

3. Houdini Plaza Lookout | Sleeps 4

Houdini Plaza Lookout | Sleeps 4
Appleton
10.0 out of 10, Exceptional, (3 reviews)
"We enjoyed our stay"
United States
Danielle D.
Houdini Plaza Lookout | Sleeps 4
A multi-story hotel with a central courtyard, parking lot, and a view of the surrounding urban area.

4. Downtown Chic Retreat | Sleeps 4

Downtown Chic Retreat | Sleeps 4
Neenah
8.0 out of 10, Very good, (1 review)
"There is a loose screw on the cupboard to the trash--the cupboard door is going to fall off. Also the conditioner dispenser in the shower is not working. We had a very nice weekend."
United States
Greg A.
The price is NZ$468
includes taxes & fees
9 Nov - 10 Nov
Downtown Chic Retreat | Sleeps 4
A spacious living room with hardwood floors, a large potted plant, a hanging chair, and a dining area with a patterned rug.

5. 2 Min to Downtown Appleton! 4BD/2BA

2 Min to Downtown Appleton! 4BD/2BA
Appleton
9.6 out of 10, Exceptional, (40 reviews)
"Great place and was a great stay. Would recommend as Nichole and team were responsive and helpful. Would definitely stay here again. "
United States
Stephen P.
The price is NZ$781
includes taxes & fees
9 Nov - 10 Nov
2 Min to Downtown Appleton! 4BD/2BA
A spacious living room with a wooden staircase, a ceiling fan, and a view through a glass door.

6. Charming Downtown Home w/ Modern Kitchen

Charming Downtown Home w/ Modern Kitchen
Appleton
9.2 out of 10, Wonderful, (9 reviews)
"Clean and comfortable. "
United States
Jessica B.
The price is NZ$791
includes taxes & fees
9 Nov - 10 Nov
Charming Downtown Home w/ Modern Kitchen
A kitchen with white cabinets, a wooden floor, and a hanging plant.

7. Historic City Park home within walking distance to all downtown has to offer!

Historic City Park home within walking distance to all downtown has to offer!
Appleton
10.0 out of 10, Exceptional, (21 reviews)
"Nice, comfortable place easy location access to anything you want"
United States
Matthew M.
The price is NZ$384
includes taxes & fees
10 Nov - 11 Nov
Historic City Park home within walking distance to all downtown has to offer!
A living room with a fireplace, a sofa, a coffee table, and a dining table with chairs.

8. Third Ward Historic Mansion | Sleeps 13

Third Ward Historic Mansion | Sleeps 13
Appleton
9.2 out of 10, Wonderful, (7 reviews)
"Beautiful property but steps are a major concern and not kid friendlyNeeds more railing on the third level and block off basement steps since they are of no use to visitors. Great yard for play and lovely neighborhood for walks"
United States
mary beth r.
The price is NZ$1,014
includes taxes & fees
9 Nov - 10 Nov
Third Ward Historic Mansion | Sleeps 13
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a built-in microwave.

9. Accessible & Family-Friendly Comfort in an ADA-Compliant Suite

Accessible & Family-Friendly Comfort in an ADA-Compliant Suite
Brillion
The price is NZ$451
includes taxes & fees
8 Nov - 9 Nov
Accessible & Family-Friendly Comfort in an ADA-Compliant Suite
A living room with a television, a coffee table, a sofa, a chair, and a staircase.

10. Steps from Downtown

Steps from Downtown
Appleton
9.8 out of 10, Exceptional, (71 reviews)
"Great place to stay for our team. Centrally located, clean, plenty of parking, responsive host."
United States
William P.
The price is NZ$643
includes taxes & fees
2 Dec - 3 Dec
Steps from Downtown
A dining area with a wooden board displaying various cheeses, meats, and fruits, and two glasses of red wine.

11. Lux Designer Lakefront Home with Views, Firepit, Dock, Kayaks, and up to 2 Dogs

Lux Designer Lakefront Home with Views, Firepit, Dock, Kayaks, and up to 2 Dogs
Menasha
9.6 out of 10, Exceptional, (38 reviews)
"Great place to stay. Peaceful and clean."
United States
Josh W.
The price is NZ$1,193
includes taxes & fees
6 Nov - 7 Nov
Lux Designer Lakefront Home with Views, Firepit, Dock, Kayaks, and up to 2 Dogs
A room with a large window overlooking a grassy area and a body of water. There is a chair, a blue bean bag, and a small table with a vase of flowers.

12. Charming cottage on Lake Winnebago

Charming cottage on Lake Winnebago
Neenah
10.0 out of 10, Exceptional, (60 reviews)
"Great communication and easy check in and check out. Would definitely recommend!"
United States
Jocelyn S.
The price is NZ$881
includes taxes & fees
19 Nov - 20 Nov
Charming cottage on Lake Winnebago
A large, white, two-story house with a prominent central window and a small tower-like structure on the roof.

13. Game Barn Farmhouse | Fire Pit | Sleeps 9 | Fire Pit

Game Barn Farmhouse | Fire Pit | Sleeps 9 | Fire Pit
Appleton
9.8 out of 10, Exceptional, (13 reviews)
"We had a great vacation and family reunion. Grandkids loved the farmhouse and barn. "
United States
David T.
The price is NZ$915
includes taxes & fees
9 Nov - 10 Nov
Game Barn Farmhouse | Fire Pit | Sleeps 9 | Fire Pit
A room with a sofa, a dining table with chairs, a small round table, a dark wooden door, and a window with blinds.

14. Family-friendly 2-bedroom, 1-bath units in a 7-unit apartment setting.

Family-friendly 2-bedroom, 1-bath units in a 7-unit apartment setting.
Brillion
The price is NZ$451
includes taxes & fees
8 Nov - 9 Nov
Family-friendly 2-bedroom, 1-bath units in a 7-unit apartment setting.
A spacious entryway with a grand staircase, a large arched window, and a chandelier.

15. Cozy 4 bedroom Luxury Villa retreat in Appleton.

Cozy 4 bedroom Luxury Villa retreat in Appleton.
Appleton
7.8 out of 10, Good, (17 reviews)
"It was the perfect place with lots of space and peace and quiet and a beautiful yard for our family! It was our second time there and we would go back again."
United States
Ann B.
The price is NZ$1,011
includes taxes & fees
8 Nov - 9 Nov
Cozy 4 bedroom Luxury Villa retreat in Appleton.
A modern kitchen with a large island, stainless steel appliances, wooden cabinets, and pendant lighting.

16. Sunny Days Await | Seasonal Pool & Hot Tub Retreat

Sunny Days Await | Seasonal Pool & Hot Tub Retreat
Appleton
10.0 out of 10, Exceptional, (21 reviews)
"Excellent space for a family gathering "
United States
Alexander S.
The price is NZ$2,295
includes taxes & fees
9 Nov - 10 Nov
Sunny Days Await | Seasonal Pool & Hot Tub Retreat
A staircase with wooden railings and a wall decorated with woven baskets and a clipboard.

17. Crossroads on Saratoga | Sleeps 7

Crossroads on Saratoga | Sleeps 7
Oshkosh
10.0 out of 10, Exceptional, (6 reviews)
"Really comfortable place to stay, the kitchen is nice and we enjoyed a thunderstorm while sitting on the front porch"
United States
Peggy L.
Crossroads on Saratoga | Sleeps 7
A room with a hanging chair, a dining area, and a view of the outdoors.

18. Cozy Oshkosh Home Minutes from UW, EAA & Downtown

Cozy Oshkosh Home Minutes from UW, EAA & Downtown
Oshkosh
10.0 out of 10, Exceptional, (2 reviews)
"This house is very cute and very vibrant. The host was amazing and very accommodating. I had a very easy check in and check out."
United States
Tonia G.
The price is NZ$858
includes taxes & fees
6 Nov - 7 Nov
Cozy Oshkosh Home Minutes from UW, EAA & Downtown
A historic building with a prominent 'GRAND' sign, large windows, and a tree in front.

19. Opera House Square Loft | Sleeps 6

Opera House Square Loft | Sleeps 6
Oshkosh
9.0 out of 10, Wonderful, (2 reviews)
"Traveled with our two adult sons and we all loved this place. Incredibly convenient and a unique property. Yes, there is noise from the downtown area, but it didn't keep us up and it wasn't intrusive. It's part of being in the heart of the city. We would stay there again."
United States
Peggy L.
Opera House Square Loft | Sleeps 6
A house with a front yard, a dock, and a small body of water.

20. Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly

Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
Oshkosh
9.8 out of 10, Exceptional, (39 reviews)
"Very nice stay, well accommodating."
United States
Chris S.
The price is NZ$609
includes taxes & fees
1 Dec - 2 Dec
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
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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Find out more about Sherwood

Everything you need to know about Sherwood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sherwood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sherwood holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Sherwood holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sherwood. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sherwood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sherwood holiday rentals we have selected for you start as low as NZ$335 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Sherwood rentals

At Expedia, we put the best Sherwood holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Sherwood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sherwood holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sherwood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there holiday rentals in Sherwood?

Yes, there are holiday rentals close to the most popular sights in Sherwood, or you can select a more secluded option if you're looking for a relaxing stay.

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

Charming Neenah House w/ Porch on Lake Winnebago!: This holiday home rental outside of Sherwood is located on the waterfront, and has a fireplace, a private balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of private gardens in this rental home to help you unwind.

What can I see and do in Sherwood?

Lake Winnebago and Harrison Military Trail are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find High Cliff State Park and Wisconsin International Raceway.

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 offer extras such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a family getaway.