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Sherwood Vacation Rentals

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Check prices for these dates

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

Our top choices for Sherwood vacation 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 ￥24,228
￥54,964 total
includes taxes & fees
Nov 8 - Nov 9
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 ￥21,104
￥68,811 total
includes taxes & fees
Nov 8 - Nov 9
Fox River Overlook | Sleeps 11 | Fire Pit
A modern living room with a sectional sofa, a coffee table, and a kitchen in the background.

3. Bright Little Chute Condo w/ Deck & Yard!

Bright Little Chute Condo w/ Deck & Yard!
Little Chute
10.0 out of 10, Exceptional, (25 reviews)
"This is a beautiful place with a well stocked kitchen and ample room for our family. Having a garage for our car was another big plus. I would highly recommend it."
United States
Esther D.
The price is ￥19,002
￥65,110 total
includes taxes & fees
Nov 24 - Nov 25
Bright Little Chute Condo w/ Deck & Yard!
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.

4. 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 ￥47,247
￥78,784 total
includes taxes & fees
Dec 6 - Dec 7
Charming cottage on Lake Winnebago
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 ￥23,227
￥69,627 total
includes taxes & fees
Nov 9 - Nov 10
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 ￥22,836
￥71,540 total
includes taxes & fees
Nov 9 - Nov 10
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 ￥23,466
￥34,197 total
includes taxes & fees
Dec 7 - Dec 8
Historic City Park home within walking distance to all downtown has to offer!
A modern living room with a sectional sofa, a coffee table, and a kitchen in the background.

8. Bright Little Chute Condo w/ Deck & Yard!

Bright Little Chute Condo w/ Deck & Yard!
4.0 star property
Little Chute
The price is ￥25,356
￥66,892 total
includes taxes & fees
Nov 24 - Nov 25
Bright Little Chute Condo w/ Deck & Yard!
A dining area with a wooden board displaying various cheeses, meats, and fruits, and two glasses of red wine.

9. 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 ￥51,233
￥109,360 total
includes taxes & fees
Nov 7 - Nov 8
Lux Designer Lakefront Home with Views, Firepit, Dock, Kayaks, and up to 2 Dogs
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and two pendant lights.

10. 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 ￥15,749
￥43,634 total
includes taxes & fees
Nov 9 - Nov 10
Downtown Chic Retreat | Sleeps 4
A living room with a fireplace, a sofa, a coffee table, and a dining table with chairs.

11. 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 ￥26,301
￥87,817 total
includes taxes & fees
Nov 9 - Nov 10
Third Ward Historic Mansion | Sleeps 13
A spacious living area with a large TV, comfortable seating, a fireplace, and a brick wall.

12. Wisconsin Avenue Flat w/ View |Sleeps 2

Wisconsin Avenue Flat w/ View |Sleeps 2
Neenah
10.0 out of 10, Exceptional, (4 reviews)
"Great location and clean and very cute apartment! "
United States
Kari H.
The price is ￥12,284
￥36,237 total
includes taxes & fees
Nov 12 - Nov 13
Wisconsin Avenue Flat w/ View |Sleeps 2
A modern kitchen with a large island, stainless steel appliances, wooden cabinets, and pendant lighting.

13. 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 ￥89,974
￥208,713 total
includes taxes & fees
Nov 8 - Nov 9
Sunny Days Await | Seasonal Pool & Hot Tub Retreat
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a built-in microwave.

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

Accessible & Family-Friendly Comfort in an ADA-Compliant Suite
Brillion
The price is ￥35,224
￥39,950 total
includes taxes & fees
Nov 16 - Nov 17
Accessible & Family-Friendly Comfort in an ADA-Compliant Suite
A spacious living room with a sofa, coffee table, and a TV. There is a wooden floor, a bookshelf, and a dining area with a table and chairs.

15. Riverfront Retreat | Sleeps 7

Riverfront Retreat | Sleeps 7
Appleton
6.8 out of 10, (3 reviews)
"The house was lovely. "
United States
MaryAnne G.
The price is ￥69,674
￥114,797 total
includes taxes & fees
Nov 13 - Nov 14
Riverfront Retreat | Sleeps 7
A living room with a television, a coffee table, a sofa, a chair, and a staircase.

16. 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 ￥30,396
￥57,483 total
includes taxes & fees
Dec 7 - Dec 8
Steps from Downtown
A large, white, two-story house with a prominent central window and a small tower-like structure on the roof.

17. 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 ￥26,301
￥80,067 total
includes taxes & fees
Nov 9 - Nov 10
Game Barn Farmhouse | Fire Pit | Sleeps 9 | Fire Pit
A spacious entryway with a grand staircase, a large arched window, and a chandelier.

18. 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 ￥42,042
￥89,712 total
includes taxes & fees
Nov 8 - Nov 9
Cozy 4 bedroom Luxury Villa retreat in Appleton.
A wooden deck with a bench, a door with frosted glass, and two wall-mounted lights.

19. Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America

Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America
Reedsville
9.8 out of 10, Exceptional, (36 reviews)
"Our 4th time here. Great stay as always."
United States
Jason R.
The price is ￥47,247
￥72,277 total
includes taxes & fees
Dec 7 - Dec 8
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America
A wooden front door with a number plate, a mailbox, and a small porch with steps leading up to it.

20. Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago

Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago
Oshkosh
10.0 out of 10, Exceptional, (4 reviews)
"We had a great time staying herePlenty of room to hang out inAnd for us it easily slept 4 adults Location was close to grocerys / resteraunts etc ."
United States
Michael B.
The price is ￥34,648
￥57,051 total
includes taxes & fees
Dec 7 - Dec 8
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago
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

A multi-story hotel with a prominent 'La Quinta' sign, a covered entrance, and a parking lot.
La Quinta Inn & Suites by Wyndham Kaukauna

La Quinta Inn & Suites by Wyndham Kaukauna

La Quinta Inn & Suites by Wyndham Kaukauna
Kaukauna

10/10 Excellent

The hotel was clean. The room was spacious and beds were very comfortable.
United States
Sindy
Reviewed November 3, 2026
La Quinta Inn & Suites by Wyndham Kaukauna

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:

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

Frequently Asked Questions

Are there vacation rentals in Sherwood?

Yes, there are vacation rentals close to the most popular points of interest in Sherwood, or you can choose a more secluded option if you'd like a relaxing place to stay.

What's the top vacation rental in Sherwood?

Charming Neenah House w/ Porch on Lake Winnebago!: This vacation home rental outside of Sherwood is located on the waterfront and has a fireplace, a private balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the private yard 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 larger area, you’ll find High Cliff State Park and Wisconsin International Raceway.

What are vacation rentals like in Sherwood?

Vacation rentals are privately owned properties you can stay in for several days or more in Sherwood. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for family gatherings.