Stockbridge Holiday Rentals

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Holiday Rentals in Stockbridge

Retreat on Lake Winnebago

9.8 out of 10, Exceptional, (125)
"This property was amazing. It had so many nice extras! Kitchen had most things I have at home. Katie is an amazing host and always responded quickly prior to staying at her property. We would definitely stay again. The property is so relaxing and peaceful. Also very friendly neighbors "
Retreat on Lake Winnebago

Hot tub - 4 Bedroom - 3.5 Bathrooms - Perfect Location

10.0 out of 10, Exceptional, (24)
"Place was gorgeous! Location was perfect! Host was great with communication!"
Hot tub - 4 Bedroom - 3.5 Bathrooms - Perfect Location

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

10.0 out of 10, Exceptional, (68)
"The property was perfect for our immediate and extended family to stay for a long weekend while celebrating my daughter's wedding at Round Lake Farms. It was a beautiful house and having a lake view was an added bonus. I would highly recommend."
Large, cozy lake home near Round Lake Farm, Nordic Center, Road America, Lambeau

Historical Haven Steps to Downtown

10.0 out of 10, Exceptional, (2)
"The property is adorable. The host is warm and accommodating. The condo is adorable and very homey."
The price is NZ$445
includes taxes & fees
13 Oct - 14 Oct
Historical Haven Steps to Downtown

Enjoy a relaxing vacation on a lake (1 Bedroom (sleeps 4) )

10.0 out of 10, Exceptional, (185)
"Very nice rental! We would stay here again."
Enjoy a relaxing vacation on a lake (1 Bedroom (sleeps 4) )

Lake Winnebago Waterfront Cottage W/Hot Tub [2 King; 1 Queen]

10.0 out of 10, Exceptional, (164)
"What a great location and place to relax. My family and I really enjoyed this vacation."
Lake Winnebago Waterfront Cottage W/Hot Tub [2 King; 1 Queen]

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!

Lakefront 2-bed house in Oshkosh with dock!

10.0 out of 10, Exceptional, (33)
"This property is absolutely fantastic. Great location, comfortable bedding, and a gorgeous lake"
Lakefront 2-bed house in Oshkosh with dock!

SevenTwenty: Hot Tub Under the Stars - Appleton’s Cozy Hideaway

10.0 out of 10, Exceptional, (39)
"Everything about this place was perfect. Owner thought of every detail and then more! You willLove this place. "
SevenTwenty: Hot Tub Under the Stars - Appleton’s Cozy Hideaway

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

10.0 out of 10, Exceptional, (24)
"Great place for bachelor party with lots of space and man cave stuff. "
Sleeps 30 | 5000+ Sq Ft | Pool & Hot Tub

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

9.8 out of 10, Exceptional, (24)
"Great place to stay due EAA Airventure"
Well maintained home. Close to events. EAA, Packer games, Mile of Music.

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

10.0 out of 10, Exceptional, (46)
"It was amazing, we loved the yard space and the dock. Everything was clean and the house wasn’t too far away from restaurants or gas stations."
Lake Winnebago waterfront 3 bedroom Log home on a private lot with a great view!

East Shore Retreat

6.0 out of 10, (2)
"Beautiful view and main room. Dishes were dir"
East Shore Retreat

Cabin Oasis on Lake Winnebago "Minutes from EAA"

10.0 out of 10, Exceptional, (30)
"Staying at this cabin exceeded our expectations. The location was perfect, the cabin cozy and clean, and our host “Josh” was fantastic - went above and beyond. Our stay was magnificent. We highly recommend staying here!"
Cabin Oasis on Lake Winnebago "Minutes from EAA"

Sleeps 20 * 4,400 Sq Ft * Indoor Heated Pool

10.0 out of 10, Exceptional, (11)
"Our family had a great time at this VRBO.We would book it again."
Sleeps 20 * 4,400 Sq Ft * Indoor Heated Pool

Sleeps 9, Riverview Get-A-Way with Hot Tub! 537 Broad Street Riverview Retreat

9.8 out of 10, Exceptional, (25)
"Wonderful house and great location. Hosts were outstanding. Even the neighbors were great. "
The price is NZ$844
includes taxes & fees
13 Oct - 14 Oct
Sleeps 9, Riverview Get-A-Way with Hot Tub! 537 Broad Street Riverview Retreat

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

9.6 out of 10, Exceptional, (31)
"We had an absolutely wonderful stay. The whole family LOVED this house and we will definitely be back. "
The price is NZ$606
includes taxes & fees
12 Oct - 13 Oct
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly

Clean and spacious home.

9.8 out of 10, Exceptional, (19)
"This place fit our needs perfectly."
Clean and spacious home.

Late Summer Retreat • Firepit • Lake • Downtown!

9.6 out of 10, Exceptional, (13)
"Very nice and quiet stay with a great view of the lake!"
The price is NZ$505
includes taxes & fees
13 Oct - 14 Oct
Late Summer Retreat • Firepit • Lake • Downtown!

Luxury Suites #3

The price is NZ$728
includes taxes & fees
7 Nov - 8 Nov
Luxury Suites #3
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

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, 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 NZ$445 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?

Retreat on Lake Winnebago: This holiday home rental outside of Stockbridge is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 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 a selection of games.

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 Wisconsin International Raceway and University of Wisconsin-Fox Valley.

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.