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Sherwood Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

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
9.6 out of 10, Exceptional, (9 reviews)
"Liked the fire pits and the view "
United States
Mark M.
The price is HK$1,270
HK$2,953 total
includes taxes & fees
1 Sept - 2 Sept
Lakefront Cottage on Lake Winnebago
A spacious living area with a large TV, comfortable seating, a fireplace, and a brick wall.

2. Stylish Downtown Neenah Flat - Walk to Everything!

Stylish Downtown Neenah Flat - Walk to Everything!
Neenah
10.0 out of 10, Exceptional, (4 reviews)
"Great location and clean and very cute apartment! "
United States
Kari H.
The price is HK$588
HK$1,808 total
includes taxes & fees
3 Sept - 4 Sept
Stylish Downtown Neenah Flat - Walk to Everything!
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining table with chairs.

3. Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1

Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1
Brillion
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay"
United States
Linda R.
The price is HK$1,185
HK$1,968 total
includes taxes & fees
1 Sept - 2 Sept
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1
A spacious living room with hardwood floors, a large potted plant, a hanging chair, and a dining area with a patterned rug.

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

2 Min to Downtown Appleton! 4BD/2BA
Appleton
9.8 out of 10, Exceptional, (34 reviews)
"Nice location to lots of sites. Good communications. Fewer check-out requirements compared to other properties. We'd stay again. "
United States
Ross S.
The price is HK$1,362
HK$3,919 total
includes taxes & fees
21 Sept - 22 Sept
2 Min to Downtown Appleton! 4BD/2BA
A kitchen with white cabinets, a wooden floor, and a hanging plant.

5. 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
9.8 out of 10, Exceptional, (18 reviews)
"The throwback vibes in this house were wonderful. Very clean and close enough to College Avenue that we didn’t drive anywhere once we got to the house. We were able to walk everywhere we wanted to. Overall it was a great experience!"
United States
Jeff U.
The price is HK$1,168
HK$1,802 total
includes taxes & fees
2 Sept - 3 Sept
Historic City Park home within walking distance to all downtown has to offer!
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.

6. Charming cottage on Lake Winnebago

Charming cottage on Lake Winnebago
Neenah
10.0 out of 10, Exceptional, (58 reviews)
"Great communication and easy check in and check out. Would definitely recommend!"
United States
Jocelyn S.
The price is HK$2,352
HK$4,120 total
includes taxes & fees
2 Sept - 3 Sept
Charming cottage on Lake Winnebago
A modern living room with a large TV, leather sofa, and a dining area with wooden chairs.

7. Downtown Penthouse w/ City Views & Free Parking

Downtown Penthouse w/ City Views & Free Parking
Appleton
10.0 out of 10, Exceptional, (2 reviews)
"We enjoyed our stay"
United States
Danielle D.
The price is HK$1,051
HK$2,598 total
includes taxes & fees
20 Sept - 21 Sept
Downtown Penthouse w/ City Views & Free Parking
A multi-story hotel with a central courtyard, parking lot, and a view of the surrounding urban area.

8. Chic Downtown Apartment w/ Vintage Charm & WiFi

Chic Downtown Apartment w/ Vintage Charm & WiFi
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 HK$761
HK$2,205 total
includes taxes & fees
21 Sept - 22 Sept
Chic Downtown Apartment w/ Vintage Charm & WiFi
A spacious living room with a wooden staircase, a ceiling fan, and a view through a glass door.

9. Charming Downtown Home w/ Modern Kitchen

Charming Downtown Home w/ Modern Kitchen
Appleton
9.6 out of 10, Exceptional, (8 reviews)
"Clean and comfortable. "
United States
Jessica B.
The price is HK$1,098
HK$3,623 total
includes taxes & fees
8 Sept - 9 Sept
Charming Downtown Home w/ Modern Kitchen
A dining area with a wooden board displaying various cheeses, meats, and fruits, and two glasses of red wine.

10. 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, (36 reviews)
"Great place to stay. Peaceful and clean."
United States
Josh W.
The price is HK$1,552
HK$4,400 total
includes taxes & fees
1 Sept - 2 Sept
Lux Designer Lakefront Home with Views, Firepit, Dock, Kayaks, and up to 2 Dogs
A modern kitchen with a marble countertop, bar stools, and stainless steel appliances.

11. Sleeps 9, Riverview Get-A-Way with Hot Tub! 537 Broad Street Riverview Retreat

Sleeps 9, Riverview Get-A-Way with Hot Tub! 537 Broad Street Riverview Retreat
Menasha
9.8 out of 10, Exceptional, (34 reviews)
"Perfect location!"
United States
Shannon M.
The price is HK$1,748
HK$4,003 total
includes taxes & fees
1 Oct - 2 Oct
Sleeps 9, Riverview Get-A-Way with Hot Tub! 537 Broad Street Riverview Retreat
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island. There is a dining area with a leather sofa and a round coffee table.

12. Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens - Unit # 3

Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens - Unit # 3
Brillion
10.0 out of 10, Exceptional, (2 reviews)
"A perfect place for everything! Well kept and quiet Thank you!!"
United States
Tim S.
The price is HK$1,482
HK$2,335 total
includes taxes & fees
1 Sept - 2 Sept
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens - Unit # 3
A living room with a television, a coffee table, a sofa, a chair, and a staircase.

13. Steps from Downtown

Steps from Downtown
Appleton
9.8 out of 10, Exceptional, (63 reviews)
"We loved staying in this beautiful and comfortable home! Our hosts thought of everything we might need and were very responsive when we had a question. We would highly recommend renting this property!"
United States
Michelle G.
The price is HK$1,615
HK$3,169 total
includes taxes & fees
14 Sept - 15 Sept
Steps from Downtown
A modern kitchen with a central island, wooden cabinets, and pendant lighting.

14. ADA Accessible Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1

ADA Accessible Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1
Brillion
10.0 out of 10, Exceptional, (2 reviews)
"Great property. Had everything we needed."
United States
Peter I.
The price is HK$1,482
HK$2,335 total
includes taxes & fees
1 Sept - 2 Sept
ADA Accessible Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1

15. Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #6

Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #6
Brillion
9.0 out of 10, Wonderful, (2 reviews)
"Awesome place! Clean, quiet, and the beds were very comfortable!!!"
United States
Andrew J.
The price is HK$1,482
HK$2,335 total
includes taxes & fees
1 Sept - 2 Sept
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #6
A modern kitchen with a built-in dishwasher, a dining area with a round table and chairs, and a living room with a sofa and a TV.

16. Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #2

Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #2
Brillion
10.0 out of 10, Exceptional, (1 review)
"Was in town for a wedding and this location was great- very quiet and clean!"
United States
Rich H.
The price is HK$1,482
HK$2,335 total
includes taxes & fees
1 Sept - 2 Sept
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #2
A wooden sign with "Woodland Cottage" written on it, surrounded by potted flowers and greenery.

17. Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!

Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
New Holstein
10.0 out of 10, Exceptional, (178 reviews)
"We stay there every year and are never disappointed. Great location and experience. Thank you!"
United States
Doug S.
The price is HK$1,588
HK$2,626 total
includes taxes & fees
7 Sept - 8 Sept
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
A large, white, two-story house with a prominent central window and a small tower-like structure on the roof.

18. Renovated Farmhouse w/ Game Barn & Firepit

Renovated Farmhouse w/ Game Barn & Firepit
Appleton
9.8 out of 10, Exceptional, (12 reviews)
"We had a great vacation and family reunion. Grandkids loved the farmhouse and barn. "
United States
David T.
The price is HK$1,780
HK$4,740 total
includes taxes & fees
21 Sept - 22 Sept
Renovated Farmhouse w/ Game Barn & Firepit
An outdoor patio with a metal fire table, a chair, and a white fence with string lights.

19. Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago

Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
Oshkosh
9.6 out of 10, Exceptional, (4 reviews)
"This was the perfect short-notice getaway for us. Pet friendly, extra quiet neighborhood, close to everything. Check in was a breeze, the place was clean. I am verry happy with our stay."
United States
Charles W.
The price is HK$1,294
HK$2,479 total
includes taxes & fees
1 Sept - 2 Sept
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
A wooden deck with a bench, a door with frosted glass, and two wall-mounted lights.

20. 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, (34 reviews)
"Our 4th time here. Great stay as always."
United States
Jason R.
The price is HK$2,352
HK$3,780 total
includes taxes & fees
7 Sept - 8 Sept
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America
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

Comfort Suites Appleton Airport

Comfort Suites Appleton Airport

10/10 Excellent
"The pool was very nice"
Kevin 1-night trip
Posted 3 hours ago
Comfort Suites Appleton Airport

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

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.