Holiday Rentals in Stockbridge

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Our top choices for Stockbridge holiday rentals

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, (173 reviews)
"Great place would go back"
United States
William
The price is €296
includes taxes & fees
18 Jan - 19 Jan
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!

Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler

Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
2.0 star property
Kiel
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful place! "
United States
Colleen & Mark G.
The price is €537
includes taxes & fees
13 Jan - 14 Jan
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler

Modern Apartment in Carnegie Lofts--Pet Friendly!

Modern Apartment in Carnegie Lofts--Pet Friendly!
Kaukauna
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 €246
includes taxes & fees
13 Jan - 14 Jan
Modern Apartment in Carnegie Lofts--Pet Friendly!

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, (32 reviews)
"Great place for family to stay for wedding of grandson. "
United States
Dawn C.
The price is €418
includes taxes & fees
13 Jan - 14 Jan
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America

Luxury Suites #3

Luxury Suites #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 €263
includes taxes & fees
13 Jan - 14 Jan
Luxury Suites #3

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, (15 reviews)
"Nice, comfortable place easy location access to anything you want"
United States
Matthew M.
The price is €197
includes taxes & fees
5 Feb - 6 Feb
Historic City Park home within walking distance to all downtown has to offer!

Steps from Downtown

Steps from Downtown
Appleton
9.8 out of 10, Exceptional, (56 reviews)
"Nice location, nice place"
United States
michael Z.
The price is €303
includes taxes & fees
13 Jan - 14 Jan
Steps from Downtown

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

Newly Updated! 2 Min to Downtown Appleton! 4BD/2BA
Appleton
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 €396
includes taxes & fees
13 Jan - 14 Jan
Newly Updated! 2 Min to Downtown Appleton! 4BD/2BA

Charming cottage on Lake Winnebago

Charming cottage on Lake Winnebago
Neenah
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 €428
includes taxes & fees
24 Jan - 25 Jan
Charming cottage on Lake Winnebago

Pinball Penthouse Luxury Downtown Flat

Pinball Penthouse Luxury Downtown Flat
Appleton
9.6 out of 10, Exceptional, (5 reviews)
"We were there for Apple fest and to visit with family "
United States
Pauline B.
The price is €203
includes taxes & fees
13 Jan - 14 Jan
Pinball Penthouse Luxury Downtown Flat

Downtown 2 Bedroom Apartment

Downtown 2 Bedroom Apartment
2.0 star property
Appleton
10.0 out of 10, Exceptional, (4 reviews)
"Welcoming host with a great location and clean space!"
United States
Andrea L.
The price is €168
includes taxes & fees
13 Jan - 14 Jan
Downtown 2 Bedroom Apartment

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, (3 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.
The price is €330
includes taxes & fees
14 Jan - 15 Jan
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago

Close to the big events in Oshkosh when you stay at Doty Landings

Close to the big events in Oshkosh when you stay at Doty Landings
Oshkosh
9.0 out of 10, Wonderful, (4 reviews)
"Great stay!"
United States
Brian L.
The price is €428
includes taxes & fees
11 Feb - 12 Feb
Close to the big events in Oshkosh when you stay at Doty Landings

Late Summer Retreat • Firepit • Lake • Downtown!

Late Summer Retreat • Firepit • Lake • Downtown!
Oshkosh
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 €229
includes taxes & fees
13 Jan - 14 Jan
Late Summer Retreat • Firepit • Lake • Downtown!

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

Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
Oshkosh
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 €286
includes taxes & fees
13 Jan - 14 Jan
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly

Luxury In A Quaint Little Package

Luxury In A Quaint Little Package
Oshkosh
7.6 out of 10, Good, (10 reviews)
"Very easy communication and good accommodations! Would recommend!"
United States
Brittany K.
The price is €148
includes taxes & fees
13 Jan - 14 Jan
Luxury In A Quaint Little Package

Luxury Appleton Home: 4 Bedrooms, BBQ & Free Parking

Luxury Appleton Home: 4 Bedrooms, BBQ & Free Parking
Appleton
9.6 out of 10, Exceptional, (7 reviews)
"Great stay. Everything was easy and as advertised. Book with confidence."
United States
Anonymous traveller
The price is €400
includes taxes & fees
13 Jan - 14 Jan
Luxury Appleton Home: 4 Bedrooms, BBQ & Free Parking

Majestic Mansion on State - Sleeps 13

Majestic Mansion on State - Sleeps 13
Appleton
10.0 out of 10, Exceptional, (1 review)
"Was a neat older house. Had plenty of shared space. Also lots of bedrooms and bathrooms. Met our needs perfectly and we enjoyed the house. "
United States
R.D. R.
The price is €470
includes taxes & fees
13 Jan - 14 Jan
Majestic Mansion on State - Sleeps 13

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, (31 reviews)
"Very nice property! We lloved the layout, its perfect for a friends getaway."
United States
Margo K.
The price is €478
includes taxes & fees
13 Jan - 14 Jan
Lux Designer Lakefront Home with Views, Firepit, Dock, Kayaks, and up to 2 Dogs

Sky & Stream Escape, EAA AirVenture Oasis

Sky & Stream Escape, EAA AirVenture Oasis
Oshkosh
10.0 out of 10, Exceptional, (1 review)
"We were pleasantly surprised at the decor and cleanliness of the property. Wished we could have stayed longer! Host was quick to respond to any questions we had!"
United States
Kathy B.
The price is €339
includes taxes & fees
13 Jan - 14 Jan
Sky & Stream Escape, EAA AirVenture Oasis
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 Stockbridge Hotel Reviews

Find out more about Stockbridge

Everything you need to know about Stockbridge holiday rentals

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

Stockbridge holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Stockbridge. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Stockbridge holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Stockbridge holiday rentals we have selected for you start as low as €263 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Stockbridge rentals

At Expedia, we put the best Stockbridge holiday 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 Stockbridge 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 Stockbridge holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Stockbridge. 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

Can I find holiday rentals in Stockbridge?

Yes, there are holiday rentals close to the most popular sights in Stockbridge, 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 Stockbridge has to offer?

Sleeps 30 | Crew-Friendly | Pool & Hot Tub: This holiday home rental outside of Stockbridge 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 Stockbridge?

While exploring the area, visit family-friendly sights like Tri-County Ice Arena, or get outside and enjoy nature at Lake Winnebago. In the wider area, you’ll find University of Wisconsin-Fox Valley and Menominee Nation Arena.

What are holiday rentals like in Stockbridge?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Stockbridge. Holiday rentals feature extras such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a small group gathering.