Photo by Anne Magnuson

Sherwood Holiday Rentals

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Our top choices for Sherwood holiday rentals

Apartment in Appleton

Downtown 2 Bedroom Apartment
2.0 star property
10.0 out of 10, Exceptional, (4 reviews)
"Welcoming host with a great location and clean space!"
United States
Andrea L.
The price is HK$585
HK$1,486 total
includes taxes & fees
19 Jan - 20 Jan
Downtown 2 Bedroom Apartment
10.0 out of 10, Exceptional, (4 reviews)
"Really comfortable place to stay, the kitchen is nice and we enjoyed a thunderstorm while sitting on the front porch"
United States
Peggy L.
The price is HK$733
HK$2,415 total
includes taxes & fees
15 Jan - 16 Jan
East Hall Park Escape - 3 Bedroom Family Home
9.6 out of 10, Exceptional, (5 reviews)
"We were there for Apple fest and to visit with family "
United States
Pauline B.
Pinball Penthouse Luxury Downtown Flat

Holiday Home in Appleton

-Brick House Charm - 4 br, 3 bath
10.0 out of 10, Exceptional, (4 reviews)
"It was perfect in every way to get the taste of living here "
United States
Elisabeth V.
-Brick House Charm - 4 br, 3 bath
9.8 out of 10, Exceptional, (6 reviews)
"Attendees at Air Adventure 2025. Clean and quiet little house to rest in after long days at the airshow. Plenty of dining options."
United States
Mark B.
The price is HK$755
HK$3,267 total
includes taxes & fees
10 Feb - 11 Feb
Charming 3-bedroom house with AC and WiFi in Appleton

Holiday Home in Appleton

Spacious Home, Fireside Charm
10.0 out of 10, Exceptional, (13 reviews)
"House is located in a great neighborhood and convenient to restaurants, airport, shopping and interstate. "
United States
David P.
The price is HK$717
HK$2,548 total
includes taxes & fees
3 Feb - 4 Feb
Spacious Home, Fireside Charm
10.0 out of 10, Exceptional, (2 reviews)
"Located on quiet, safe street next to supermarket. The duplex is a little dated but all the furniture. was comfy, i cluding bed. Fully equipped, full kitchen. Communication with owner good. Garage for car a plus. Will return."
United States
Steven Z.
The price is HK$1,006
HK$2,778 total
includes taxes & fees
15 Jan - 16 Jan
𝑅etreat 𝑜𝑛 𝑅𝑖𝑑𝑔𝑒𝑣𝑖𝑒𝑤 - 3 bedroom
10.0 out of 10, Exceptional, (9 reviews)
"Great location and the apartment had everything, the host really went above and beyond thinking of everything you might need when away from home. Lots of green space for my dog. If my travels ever take me back to this area, I would happily stay here again. "
United States
Joseph K.
The price is HK$889
HK$2,179 total
includes taxes & fees
15 Jan - 16 Jan
Modern Apartment in Carnegie Lofts--Pet Friendly!
8.0 out of 10, Very good, (1 review)
The price is HK$756
HK$1,912 total
includes taxes & fees
19 Jan - 20 Jan
-Destination Downtown - 2 bed, 1 bath

Holiday Home in Hilbert

Secluded Lake House Retreat
8.8 out of 10, Excellent, (3 reviews)
"Our stay was great. The concrete going down to the dock is very sketchy, especially on rainy days. Other than that, we have no complaints. Very cozy home."
United States
stacy g.
The price is HK$1,286
HK$2,961 total
includes taxes & fees
3 Feb - 4 Feb
Secluded Lake House Retreat
9.6 out of 10, Exceptional, (13 reviews)
"Was a great place for our Oshkosh fly in stay! "
United States
William N.
The price is HK$748
HK$2,035 total
includes taxes & fees
15 Jan - 16 Jan
Late Summer Retreat • Firepit • Lake • Downtown!
8.6 out of 10, Excellent, (4 reviews)
"A very nice property in a very nice town. "
United States
Bruce S.
The price is HK$756
HK$2,443 total
includes taxes & fees
15 Jan - 16 Jan
Beautiful Bungalow on Baldwin - 3 bed, 2 bath

Holiday Home in Appleton

Relaxing Downtown 2BR Abode
9.0 out of 10, Wonderful, (2 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 HK$920
HK$2,162 total
includes taxes & fees
19 Jan - 20 Jan
Relaxing Downtown 2BR Abode
9.8 out of 10, Exceptional, (32 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.
The price is HK$1,144
HK$3,564 total
includes taxes & fees
15 Jan - 16 Jan
Newly Updated! 2 Min to Downtown Appleton! 4BD/2BA
10.0 out of 10, Exceptional, (45 reviews)
"Property is gorgeous and near plenty. We had a great time!"
United States
Eric M.
The price is HK$2,105
HK$3,748 total
includes taxes & fees
17 Jan - 18 Jan
Charming cottage on Lake Winnebago

Holiday Home in Appleton

Steps from Downtown
9.8 out of 10, Exceptional, (57 reviews)
"Nice location, nice place"
United States
michael Z.
The price is HK$1,286
HK$2,729 total
includes taxes & fees
1 Feb - 2 Feb
Steps from Downtown

Holiday Home in Oshkosh

Peaceful Home in Heart of Oshkosh!
10.0 out of 10, Exceptional, (21 reviews)
"Clean and simple home. Within walking distance of many restaurants and attractions"
United States
Erika B.
The price is HK$730
HK$1,933 total
includes taxes & fees
19 Jan - 20 Jan
Peaceful Home in Heart of Oshkosh!

Apartment in Brillion

Luxury Suites #3
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 HK$1,474
HK$2,322 total
includes taxes & fees
15 Jan - 16 Jan
Luxury Suites #3
9.6 out of 10, Exceptional, (31 reviews)
"Such a beautiful stay, our kids had a blast on the lake and we all enjoyed our time! "
United States
Amanda S.
The price is HK$1,179
HK$2,539 total
includes taxes & fees
18 Jan - 19 Jan
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
10.0 out of 10, Exceptional, (15 reviews)
"Nice, comfortable place easy location access to anything you want"
United States
Matthew M.
The price is HK$1,162
HK$1,774 total
includes taxes & fees
15 Jan - 16 Jan
Historic City Park home within walking distance to all downtown has to offer!
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

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 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?

Sleeps 30 | Crew-Friendly | Pool & Hot Tub: This holiday home rental outside of Sherwood offers a fireplace, a balcony and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and 1 hot tub.

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.