A rocky cliff formation surrounded by dense green foliage.

Sherwood Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

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.
$300 nightly
The price is $317
Nov 17 - Nov 18
Total with taxes and fees
Lakefront Cottage on Lake Winnebago
A spacious living area with a large TV, comfortable seating, a fireplace, and a brick wall.

2. 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.
$190 nightly
The price is $220
Nov 16 - Nov 17
Total with taxes and fees
Wisconsin Avenue Flat w/ View |Sleeps 2
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.
$359 nightly
The price is $415
Nov 24 - Nov 25
Total with taxes and fees
Bright Little Chute Condo w/ Deck & Yard!
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
9.6 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.
$430 nightly
The price is $497
Nov 30 - Dec 1
Total with taxes and fees
2 Min to Downtown Appleton! 4BD/2BA
A modern living room with a sectional sofa, a coffee table, and a kitchen in the background.

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

Bright Little Chute Condo w/ Deck & Yard!
4.0 star property
Little Chute
$368 nightly
The price is $425
Nov 24 - Nov 25
Total with taxes and fees
Bright Little Chute Condo w/ Deck & Yard!
A kitchen with white cabinets, a wooden floor, and a hanging plant.

6. 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, (22 reviews)
"Great stay!"
United States
Julie H.
$181 nightly
The price is $209
Nov 22 - Nov 23
Total with taxes and fees
Historic City Park home within walking distance to all downtown has to offer!
A multi-story hotel with a central courtyard, parking lot, and a view of the surrounding urban area.

7. 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.
$219 nightly
The price is $253
Nov 16 - Nov 17
Total with taxes and fees
Downtown Chic Retreat | Sleeps 4
A living room with a television, a coffee table, a sofa, a chair, and a staircase.

8. 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.
$317 nightly
The price is $366
Dec 7 - Dec 8
Total with taxes and fees
Steps from Downtown
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
$244 nightly
The price is $267
Nov 16 - Nov 17
Total with taxes and fees
Accessible & Family-Friendly Comfort in an ADA-Compliant Suite
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.

10. Charming cottage on Lake Winnebago

Charming cottage on Lake Winnebago
Neenah
10.0 out of 10, Exceptional, (60 reviews)
"Great rental, beautiful lakefront!"
United States
Sara D.
$435 nightly
The price is $500
Nov 18 - Nov 19
Total with taxes and fees
Charming cottage on Lake Winnebago
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.
Lux Designer Lakefront Home with Views, Firepit, Dock, Kayaks, and up to 2 Dogs
A two-story house with a front porch, a small staircase, and a picket fence.

12. Cozy Oshkosh House with Piano

Cozy Oshkosh House with Piano
Oshkosh
8.2 out of 10, Very good, (11 reviews)
"Very nice"
United States
Marshall T.
Cozy Oshkosh House with Piano
A room with a sofa, a dining table with chairs, a small round table, a dark wooden door, and a window with blinds.

13. 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
$242 nightly
The price is $265
Nov 16 - Nov 17
Total with taxes and fees
Family-friendly 2-bedroom, 1-bath units in a 7-unit apartment setting.
A neatly made bed with a white and black color scheme, a small bedside table with a plant, and a bookshelf with books and a plant.

14. Luxury In A Quaint Little Package

Luxury In A Quaint Little Package
Oshkosh
8.0 out of 10, Very good, (13 reviews)
"Very clean and had a whole lot of extra amenities at no extra charge. Would definitely stay at that location again."
United States
Scott B.
$158 nightly
The price is $182
Nov 16 - Nov 17
Total with taxes and fees
Luxury In A Quaint Little Package
A neatly made bed with white linens and a brown throw blanket, flanked by two bedside lamps with exposed bulbs.

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

Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
Oshkosh
9.2 out of 10, Wonderful, (5 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.
$228 nightly
The price is $262
Dec 1 - Dec 2
Total with taxes and fees
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
A living room with two grey sofas, a black coffee table, and a white door.

16. Oshkosh's #1 Home Away From Home

Oshkosh's #1 Home Away From Home
Oshkosh
$296 nightly
The price is $341
Dec 6 - Dec 7
Total with taxes and fees
Oshkosh's #1 Home Away From Home
A house with a front yard, a dock, and a small body of water.

17. 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.
$303 nightly
The price is $348
Dec 1 - Dec 2
Total with taxes and fees
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
A wooden front door with a number plate, a mailbox, and a small porch with steps leading up to it.

18. 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.
$315 nightly
The price is $362
Nov 17 - Nov 18
Total with taxes and fees
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago
A cozy room with a sofa, two nightstands, a wooden coffee table, and a rustic wall.

19. Cozy Retreat • Fireplace Loft •Walk to Park & Lake

Cozy Retreat • Fireplace Loft •Walk to Park & Lake
Oshkosh
9.6 out of 10, Exceptional, (14 reviews)
"Was a great place for our Oshkosh fly in stay! "
United States
William N.
$303 nightly
The price is $348
Dec 1 - Dec 2
Total with taxes and fees
Cozy Retreat • Fireplace Loft •Walk to Park & Lake
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, (36 reviews)
"Our 4th time here. Great stay as always."
United States
Jason R.
$414 nightly
The price is $437
Nov 16 - Nov 17
Total with taxes and fees
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

Best Western Premier Bridgewood Resort Hotel

Best Western Premier Bridgewood Resort Hotel

8/10 Good
"Very nice pool hit tub area"
joe 1-night trip
Posted 18 hours ago
Best Western Premier Bridgewood Resort Hotel

Find out more about Sherwood

Everything you need to know about Sherwood vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Sherwood vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Sherwood vacation 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 low season months. For more hustle and bustle, you may prefer to visit Sherwood in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $209 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Sherwood rentals

At Expedia, we put the best Sherwood vacation 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 vacation.

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 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.