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Sherwood Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Sherwood vacation rentals

1 bedroom, iron/ironing board, WiFi (free), bed sheets

1. The Angel’s Share -- Historic 1BR with Complimentary Distillery Flight

The Angel’s Share -- Historic 1BR with Complimentary Distillery Flight
Oshkosh
The price is ￥13,481
￥26,383 total
includes taxes & fees
Aug 17 - Aug 18
The Angel’s Share -- Historic 1BR with Complimentary Distillery Flight
Property grounds

2. Lakefront Cottage on Lake Winnebago

Lakefront Cottage on Lake Winnebago
Hilbert
9.4 out of 10, Exceptional, (6 reviews)
"Liked the fire pits and the view "
United States
Mark M.
The price is ￥30,509
￥65,291 total
includes taxes & fees
Aug 19 - Aug 20
Lakefront Cottage on Lake Winnebago
TV, fireplace, books

3. Charming cottage on Lake Winnebago

Charming cottage on Lake Winnebago
Neenah
10.0 out of 10, Exceptional, (55 reviews)
"Amazing stay and accommodation!!"
United States
Samuel W.
The price is ￥47,301
￥82,863 total
includes taxes & fees
Aug 23 - Aug 24
Charming cottage on Lake Winnebago
House (3 Bedrooms) | Interior

4. Oshkosh Canalfront Home w/ Dock & Kayak

Oshkosh Canalfront Home w/ Dock & Kayak
3.0 star property
Oshkosh
The price is ￥39,102
￥83,784 total
includes taxes & fees
Aug 9 - Aug 10
Oshkosh Canalfront Home w/ Dock & Kayak
Interior

5. 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.
Downtown Penthouse w/ City Views & Free Parking
Living area

6. 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, (1 review)
"Apartments were clean with easy access. Centrally located entertainment room was enjoyed by my granddaughter with claw machines, games, and TV. It is a newer property and still needs a few touches, like wall decor to soften the echoes. A bench outside the individual rentsls would be nice for seating, but there's a great area out back with chairs and heating if needed. "
United States
Debby
The price is ￥29,800
￥46,961 total
includes taxes & fees
Aug 13 - Aug 14
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens - Unit # 3
Coffee/tea maker, fridge, microwave, oven

7. 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, (33 reviews)
"Perfect location!"
United States
Shannon M.
The price is ￥41,995
￥89,663 total
includes taxes & fees
Sep 7 - Sep 8
Sleeps 9, Riverview Get-A-Way with Hot Tub! 537 Broad Street Riverview Retreat
Interior

8. 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, (17 reviews)
"Nice, comfortable place easy location access to anything you want"
United States
Matthew M.
The price is ￥23,493
￥36,241 total
includes taxes & fees
Aug 20 - Aug 21
Historic City Park home within walking distance to all downtown has to offer!
Exterior detail

9. 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)
"Great place for family to stay for wedding of grandson. "
United States
Dawn C.
The price is ￥47,301
￥76,019 total
includes taxes & fees
Aug 8 - Aug 9
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America
Interior

10. EAA AirVenture 2026! BUSINESS trips...room to land a HELICOPTER!!!

EAA AirVenture 2026! BUSINESS trips...room to land a HELICOPTER!!!
Appleton
The price is ￥283,096
￥365,584 total
includes taxes & fees
Aug 8 - Aug 9
EAA AirVenture 2026! BUSINESS trips...room to land a HELICOPTER!!!
Interior

11. Charming 3-bedroom house with AC and WiFi in Appleton

Charming 3-bedroom house with AC and WiFi in Appleton
Appleton
9.8 out of 10, Exceptional, (6 reviews)
"Communication with the host was great and the place was very nice and clean. Couldn’t have had a better experience."
United States
Jeremy M.
The price is ￥18,575
￥71,352 total
includes taxes & fees
Aug 20 - Aug 21
Charming 3-bedroom house with AC and WiFi in Appleton
Dining

12. 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 ￥47,765
￥110,232 total
includes taxes & fees
Aug 13 - Aug 14
Lux Designer Lakefront Home with Views, Firepit, Dock, Kayaks, and up to 2 Dogs
Smart TV, DVD player, video library

13. Steps from Downtown

Steps from Downtown
Appleton
10.0 out of 10, Exceptional, (61 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 ￥42,571
￥76,486 total
includes taxes & fees
Sep 1 - Sep 2
Steps from Downtown
Exterior

14. Updated Downtown Home w/ Garage & WiFi

Updated Downtown Home w/ Garage & WiFi
Appleton
9.6 out of 10, Exceptional, (4 reviews)
"Only issue I had was there only being one full size towel in the bathroom and no TV in the bedrooms. Very nice home and awesome location."
United States
Ryan G.
The price is ￥17,817
￥45,879 total
includes taxes & fees
Sep 3 - Sep 4
Updated Downtown Home w/ Garage & WiFi
4 bedrooms, desk, iron/ironing board, travel crib

15. 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 ￥24,202
￥74,212 total
includes taxes & fees
Aug 12 - Aug 13
2 Min to Downtown Appleton! 4BD/2BA
Exterior detail

16. 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)
"Great place would go back"
United States
William
The price is ￥31,928
￥52,815 total
includes taxes & fees
Aug 16 - Aug 17
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
TV, fireplace, offices

17. Historic Appleton Mansion-Sleeps 13 & Free Parking

Historic Appleton Mansion-Sleeps 13 & Free Parking
Appleton
9.0 out of 10, Wonderful, (4 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.
Historic Appleton Mansion-Sleeps 13 & Free Parking
Interior

18. Cozy 4 bedroom Luxury Villa retreat in Appleton.

Cozy 4 bedroom Luxury Villa retreat in Appleton.
Appleton
7.8 out of 10, Good, (16 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 ￥45,724
￥99,614 total
includes taxes & fees
Aug 31 - Sep 1
Cozy 4 bedroom Luxury Villa retreat in Appleton.
Coffee/tea maker, fridge, microwave, oven

19. Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #5

Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #5
Brillion
The price is ￥29,800
￥46,961 total
includes taxes & fees
Aug 31 - Sep 1
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #5
Coffee/tea maker, fridge, microwave, oven

20. 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, (1 review)
"This unit was extremely clean. Chandra was excellent with communication. We really enjoyed our stay here."
United States
Gretchen M.
The price is ￥23,840
￥39,572 total
includes taxes & fees
Aug 10 - Aug 11
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1
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

Country Inn & Suites by Radisson, Appleton North, WI

Country Inn & Suites by Radisson, Appleton North, WI

10/10 Excellent
"The room was very clean and quiet. All of the employees were extremely nice. Would stay again and recommend"
George 1-night trip
Posted 19 hours ago
Country Inn & Suites by Radisson, Appleton North, WI

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.