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Sherwood Holiday Rentals

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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Holiday Rentals in Sherwood

Large, cozy lake home near Round Lake Farm, Nordic Center, Road America, Lambeau
Fridge, microwave, oven, stovetop

Large, cozy lake home near Round Lake Farm, Nordic Center, Road America, Lambeau

10.0 out of 10, Exceptional, (64)
"It is to nice that you get to stay in a house this nice- the lake is there and with that the sunset. It is well-stocked and very clean. It is a great place to stay"
Large, cozy lake home near Round Lake Farm, Nordic Center, Road America, Lambeau
Charming 3-bedroom house on a farmette with AC and WiFi in delightful Oshkosh.
Property grounds

Charming 3-bedroom house on a farmette with AC and WiFi in delightful Oshkosh.

10.0 out of 10, Exceptional, (1)
"We enjoyed our stay! Spacious house, lots of packing space. Complimentary water bottles in the fridge came in very handy. The pony on the property was very cute."
The price is HK$1,652
HK$2,637 total
includes taxes & fees
24 Aug - 25 Aug
Charming 3-bedroom house on a farmette with AC and WiFi in delightful Oshkosh.
'Twilight' - Just a few steps down to Lake Winnebago!
Exterior

'Twilight' - Just a few steps down to Lake Winnebago!

10.0 out of 10, Exceptional, (19)
"Perfect place to stay during the EAA Oshkosh Airventure. Perfect area, nice place, great amenities."
'Twilight' - Just a few steps down to Lake Winnebago!
Retreat on Lake Winnebago
Property grounds

Retreat on Lake Winnebago

9.8 out of 10, Exceptional, (121)
"6 of us had a great time at the property, location was excellent for where we were spearing, will definitely be back next year. "
Retreat on Lake Winnebago
Sleeps 30 | 5000+ Sq Ft | Pool & Hot Tub
Interior

Sleeps 30 | 5000+ Sq Ft | Pool & Hot Tub

10.0 out of 10, Exceptional, (22)
"Great place for bachelor party with lots of space and man cave stuff. "
Sleeps 30 | 5000+ Sq Ft | Pool & Hot Tub
Cabin Oasis on Lake Winnebago "Minutes from EAA"
Exterior

Cabin Oasis on Lake Winnebago "Minutes from EAA"

10.0 out of 10, Exceptional, (24)
"Owner was attentive to all our emails. Was a well kept up log cabin with all his extra touches. Lake front property was beautiful ."
Cabin Oasis on Lake Winnebago "Minutes from EAA"
Charming Fox River Frontage - Fishing, boating, canoeing, FUN!
Fridge, microwave, oven, stovetop

Charming Fox River Frontage - Fishing, boating, canoeing, FUN!

8.4 out of 10, Very good, (24)
"Convient location near quaint downtown located on the river great view from backyard"
Charming Fox River Frontage - Fishing, boating, canoeing, FUN!
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
Exterior

Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly

9.8 out of 10, Exceptional, (24)
"We had an absolutely wonderful stay. The whole family LOVED this house and we will definitely be back. "
The price is HK$1,476
HK$2,947 total
includes taxes & fees
4 Sept - 5 Sept
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
Late Summer Retreat • Firepit • Lake • Downtown!
Interior

Late Summer Retreat • Firepit • Lake • Downtown!

9.6 out of 10, Exceptional, (12)
"Very nice and quiet stay with a great view of the lake!"
The price is HK$1,875
HK$3,523 total
includes taxes & fees
23 Aug - 24 Aug
Late Summer Retreat • Firepit • Lake • Downtown!
East Shore Retreat
Outdoor dining

East Shore Retreat

6.0 out of 10, (2)
"Beautiful view and main room. Dishes were dir"
East Shore Retreat
Luxury In A Quaint Little Package
1 bedroom, desk, WiFi, bed sheets

Luxury In A Quaint Little Package

8.6 out of 10, Excellent, (7)
"Very comfy and cozy inside. Great lock safety. I will stay again."
The price is HK$742
HK$1,033 total
includes taxes & fees
8 Sept - 9 Sept
Luxury In A Quaint Little Package
EAA AirVenture 2025! BUSINESS trips...room to land a HELICOPTER!!!
Exterior

EAA AirVenture 2025! BUSINESS trips...room to land a HELICOPTER!!!

2.0 star property
The price is HK$14,026
HK$18,429 total
includes taxes & fees
1 Sept - 2 Sept
EAA AirVenture 2025! BUSINESS trips...room to land a HELICOPTER!!!
Charming cottage on Lake Winnebago
3 bedrooms, travel cot, free WiFi, bed sheets

Charming cottage on Lake Winnebago

10.0 out of 10, Exceptional, (33)
"Amazing stay and accommodation!!"
The price is HK$2,109
HK$3,800 total
includes taxes & fees
27 Aug - 28 Aug
Charming cottage on Lake Winnebago
Fox River Retreat #1
Exterior

Fox River Retreat #1

9.4 out of 10, Exceptional, (33)
"Great view of the water, comfortable bads. Had everything you need"
Fox River Retreat #1
Charming 4 Bedroom Historic Home Centrally located in Northeastern Wisconsin
Exterior

Charming 4 Bedroom Historic Home Centrally located in Northeastern Wisconsin

10.0 out of 10, Exceptional, (5)
Charming 4 Bedroom Historic Home Centrally located in Northeastern Wisconsin
Modern Apartment in Carnegie Lofts--Pet Friendly!
Fridge, microwave, oven, stovetop

Modern Apartment in Carnegie Lofts--Pet Friendly!

10.0 out of 10, Exceptional, (6)
"The property is very convenient for us. The property manager is extremely easy to work with. We will stay at this property whenever we go to Kaukauna."
The price is HK$891
HK$2,184 total
includes taxes & fees
27 Aug - 28 Aug
Modern Apartment in Carnegie Lofts--Pet Friendly!
Lake Winnebago waterfront 3 bedroom Log home on a private lot with a great view!
Property grounds

Lake Winnebago waterfront 3 bedroom Log home on a private lot with a great view!

10.0 out of 10, Exceptional, (40)
"Great place to stay"
Lake Winnebago waterfront 3 bedroom Log home on a private lot with a great view!
Chill Lake Channel 'Brewhouse' Townhouse: 2 bedrooms on Lake Winnebago
Property grounds

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

10.0 out of 10, Exceptional, (3)
"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 ."
The price is HK$1,719
HK$2,956 total
includes taxes & fees
24 Aug - 25 Aug
Chill Lake Channel 'Brewhouse' Townhouse: 2 bedrooms on Lake Winnebago
Downtown Tiny Home - Oshkosh
Exterior

Downtown Tiny Home - Oshkosh

9.4 out of 10, Exceptional, (19)
"Our stay was great and the property was perfect for our trip!"
Downtown Tiny Home - Oshkosh
Well maintained home. Close to events. EAA, Packer games, Mile of Music.
Smart TV, fireplace

Well maintained home. Close to events. EAA, Packer games, Mile of Music.

9.8 out of 10, Exceptional, (20)
"Great place to stay due EAA Airventure"
Well maintained home. Close to events. EAA, Packer games, Mile of Music.
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

Wingate by Wyndham Appleton

Wingate by Wyndham Appleton

10/10 Excellent
"Easy check in, good parking and a decent breakfast."
Patrick 2-night trip
Posted 11 hours ago
Wingate by Wyndham Appleton

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?

'Twilight' - Just a few steps down to Lake Winnebago!: This holiday home rental outside of Sherwood offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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.