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Sherwood Holiday Rentals

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Holiday Rentals in Sherwood

Spacious Home, Fireside Charm

10.0 out of 10, Exceptional, (6)
"Great stay - house was a perfect get-away for our family!"
The price is AU$500
includes taxes & fees
4 Aug - 5 Aug
Spacious Home, Fireside Charm

Charming 3-bedroom house with AC and WiFi in Appleton

The price is AU$572
includes taxes & fees
27 July - 28 July
Charming 3-bedroom house with AC and WiFi in Appleton

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

10.0 out of 10, Exceptional, (170)
"Back again for another visit, wonderful as usual. We love this house and the ownwrs hospitality! We will be booking again!"
The price is AU$521
includes taxes & fees
28 July - 29 July
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!

Fox River Retreat #1

9.6 out of 10, Exceptional, (31)
"We enjoyed our stay for the 2nd year in a row! We love this place and will be back!"
The price is AU$557
includes taxes & fees
27 July - 28 July
Fox River Retreat #1

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

2.0 star property
8.0 out of 10, Very good, (1)
"Nice, clean property. "
The price is AU$541
includes taxes & fees
4 Aug - 5 Aug
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago

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

10.0 out of 10, Exceptional, (12)
"This is a great house in the heart of Appleton. Well-appointed kitchen, newly built back deck, comfortable beds, and two sitting rooms. The games, vintage vinyl, and decor make this extra fun. "
The price is AU$355
includes taxes & fees
4 Aug - 5 Aug
Historic City Park home within walking distance to all downtown has to offer!

Chill Lake Channel 'Brewhouse' Townhouse: 2 bedrooms on Lake Winnebago

10.0 out of 10, Exceptional, (2)
"The house is decorated with very cool brewery memorabilia and clean. The host was easy to communicate with and left us a very cool welcome basket. We will book again next year. "
The price is AU$589
includes taxes & fees
11 Aug - 12 Aug
Chill Lake Channel 'Brewhouse' Townhouse: 2 bedrooms on Lake Winnebago

Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.

9.6 out of 10, Exceptional, (48)
"The neighborhood felt like home. House was clean and set up nice. "
The price is AU$675
includes taxes & fees
6 Aug - 7 Aug
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.

Newly Updated! 2 Min to Downtown Appleton! 4BD/2BA

9.8 out of 10, Exceptional, (30)
"I'd stay here again, based on our positive experience."
The price is AU$776
includes taxes & fees
27 July - 28 July
Newly Updated! 2 Min to Downtown Appleton! 4BD/2BA

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

9.8 out of 10, Exceptional, (29)
"This is our 4th year staying at this great property!"
The price is AU$744
includes taxes & fees
21 July - 22 July
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America

Cozy 4 bedroom Luxury Villa retreat in Appleton.

8.0 out of 10, Very good, (12)
"Quiet & a great location. Easy to get to anywhere. Couple of minor issues but the host was very accommodating."
The price is AU$977
includes taxes & fees
27 July - 28 July
Cozy 4 bedroom Luxury Villa retreat in Appleton.

Peaceful Home in Heart of Oshkosh!

10.0 out of 10, Exceptional, (16)
"The house was perfect for visiting our family celebrating our grandsons first bday. The layout was perfect, quiet and peaceful. Laura responded immediately when we needed her. Will be back to our new home away from home. "
The price is AU$443
includes taxes & fees
6 Aug - 7 Aug
Peaceful Home in Heart of Oshkosh!

Steps from Downtown

9.8 out of 10, Exceptional, (39)
"Close to restaurants, nice home"
The price is AU$569
includes taxes & fees
28 July - 29 July
Steps from Downtown

The Parkway Paddle: Walking distance to the lake

9.4 out of 10, Exceptional, (27)
"Location to the lake was perfect. Home was very nice and comfortable for four adults. We really enjoyed our stay here."
The price is AU$635
includes taxes & fees
31 July - 1 Aug
The Parkway Paddle: Walking distance to the lake

Spacious, 4 bedroom garden paradise with hot tub awaits in Winnebago County

10.0 out of 10, Exceptional, (2)
"The house was exactly as described. We were too early to experience many blooming flowers, but it must be tremendous in the Summer. Beautiful, quiet neighborhood, easy check in. The only negative point would be the hot tub needed cleaning, but we weren't planning on using it. Hope to visit again"
The price is AU$1,209
includes taxes & fees
27 July - 28 July
Spacious, 4 bedroom garden paradise with hot tub awaits in Winnebago County

Stunning Sunrise Waterfront Views on Lake Winnebago

9.6 out of 10, Exceptional, (18)
"Home and location is beautiful, clean, and convenient. We enjoyed our stay very much! "
The price is AU$960
includes taxes & fees
27 July - 28 July
Stunning Sunrise Waterfront Views on Lake Winnebago

2025 NFL DRAFT, EAA 2025, BUSINESS...room to land a HELICOPTER!!!

2.0 star property
The price is AU$3,495
includes taxes & fees
29 July - 30 July
2025 NFL DRAFT, EAA 2025, BUSINESS...room to land a HELICOPTER!!!

8 Mi to Lambeau Field: Family Home in De Pere!

The price is AU$967
includes taxes & fees
26 July - 27 July
8 Mi to Lambeau Field: Family Home in De Pere!

3 Queens, Walk to Eat, Tons of Character, Spacious

10.0 out of 10, Exceptional, (37)
"House was great! Loved the look and the location!"
3 Queens, Walk to Eat, Tons of Character, Spacious

Secluded Lake House Retreat – Book Now!

9.0 out of 10, Wonderful, (47)
"worked great for us "
The price is AU$689
includes taxes & fees
3 Aug - 4 Aug
Secluded Lake House Retreat – Book Now!
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

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?

Secluded Lake House Retreat – Book Now!: This holiday home rental outside of Sherwood is located on a lake, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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.