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Stockbridge Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Stockbridge holiday rentals

A wooden deck with a Char-Broil grill, overlooking a body of water.

1. Lakefront Cottage on Lake Winnebago

Lakefront Cottage on Lake Winnebago
Hilbert
9.6 out of 10, Exceptional, (10 reviews)
"Liked the fire pits and the view "
United States
Mark M.
The price is HK$1,306
HK$2,992 total
includes taxes & fees
14 Oct - 15 Oct
Lakefront Cottage on Lake Winnebago
A room with a hanging chair, a dining area, and a view of the outdoors.

2. Cozy Oshkosh Home Minutes from UW, EAA & Downtown

Cozy Oshkosh Home Minutes from UW, EAA & Downtown
Oshkosh
10.0 out of 10, Exceptional, (2 reviews)
"This house is very cute and very vibrant. The host was amazing and very accommodating. I had a very easy check in and check out."
United States
Tonia G.
The price is HK$1,093
HK$3,887 total
includes taxes & fees
4 Oct - 5 Oct
Cozy Oshkosh Home Minutes from UW, EAA & Downtown
A multi-story hotel with a central courtyard, parking lot, and a view of the surrounding urban area.

3. Chic Downtown Apartment w/ Vintage Charm & WiFi

Chic Downtown Apartment w/ Vintage Charm & WiFi
Neenah
8.0 out of 10, Very good, (1 review)
"There is a loose screw on the cupboard to the trash--the cupboard door is going to fall off. Also the conditioner dispenser in the shower is not working. We had a very nice weekend."
United States
Greg A.
The price is HK$683
HK$2,068 total
includes taxes & fees
4 Oct - 5 Oct
Chic Downtown Apartment w/ Vintage Charm & WiFi
A modern kitchen with a central island, wooden cabinets, a stainless steel refrigerator, a microwave, and a stove.

4. Downtown Neenah Charm Cozy 2BR Upper

Downtown Neenah Charm Cozy 2BR Upper
Neenah
The price is HK$659
HK$2,067 total
includes taxes & fees
4 Oct - 5 Oct
Downtown Neenah Charm Cozy 2BR Upper
A two-story house with a front porch, a small staircase, and a picket fence.

5. Charming Downtown Family Home with 3 Season Porch

Charming Downtown Family Home with 3 Season Porch
Oshkosh
8.2 out of 10, Very good, (11 reviews)
"Very clean, plenty of room. Definitely recommend "
United States
Krissy B.
The price is HK$675
HK$2,647 total
includes taxes & fees
5 Oct - 6 Oct
Charming Downtown Family Home with 3 Season Porch
A staircase with wooden railings and a wall decorated with woven baskets and a clipboard.

6. Centrally Located Home w/ Yard & Fast WiFi

Centrally Located Home w/ Yard & Fast WiFi
Oshkosh
10.0 out of 10, Exceptional, (6 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$738
HK$2,615 total
includes taxes & fees
6 Oct - 7 Oct
Centrally Located Home w/ Yard & Fast WiFi
A living room with a sofa, coffee table, and lamps.

7. Charming Updated Home in Oshkosh w/ Free Parking

Charming Updated Home in Oshkosh w/ Free Parking
Oshkosh
10.0 out of 10, Exceptional, (2 reviews)
"Cozy little house, perfect for my family on our week. Long stay in oshkosh. What definitely stay again."
United States
Ammon C.
The price is HK$675
HK$2,648 total
includes taxes & fees
5 Oct - 6 Oct
Charming Updated Home in Oshkosh w/ Free Parking
A modern living room with a flat-screen TV, wooden entertainment unit, brown leather sofa, and a dining area with wooden cabinets and a kitchen in the background.

8. Downtown Badger Street Loft | Sleeps 4

Downtown Badger Street Loft | Sleeps 4
Appleton
10.0 out of 10, Exceptional, (1 review)
"Really nice place! Perfect distance from Lambeau field if you aren’t wanting to be in Green Bay. Only about 25-30 min drive. Worked really well for our weekend stay."
United States
Sonni E.
The price is HK$761
HK$2,181 total
includes taxes & fees
5 Oct - 6 Oct
Downtown Badger Street Loft | Sleeps 4
A modern living room with a large window, a flat-screen TV, a ceiling fan, and a dining area with chairs and a table.

9. College Avenue Look Out | Sleeps 2

College Avenue Look Out | Sleeps 2
Appleton
10.0 out of 10, Exceptional, (2 reviews)
"A wonderful place. I would have liked a better description of where to park and how to get into the building."
United States
D T.
The price is HK$832
HK$2,275 total
includes taxes & fees
5 Oct - 6 Oct
College Avenue Look Out | Sleeps 2
A house with a front yard, a dock, and a small body of water.

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

Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
Oshkosh
9.8 out of 10, Exceptional, (36 reviews)
"Very nice stay, well accommodating."
United States
Chris S.
The price is HK$1,335
HK$2,789 total
includes taxes & fees
5 Oct - 6 Oct
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
A neatly made bed with a white and black color scheme, a small bedside table with a plant, and a bookshelf with books and a plant.

11. Luxury In A Quaint Little Package

Luxury In A Quaint Little Package
Oshkosh
8.0 out of 10, Very good, (13 reviews)
"Very easy communication and good accommodations! Would recommend!"
United States
Brittany K.
The price is HK$1,137
HK$1,488 total
includes taxes & fees
4 Oct - 5 Oct
Luxury In A Quaint Little Package
A modern kitchen with a marble countertop, bar stools, and stainless steel appliances.

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

Sleeps 9, Riverview Get-A-Way with Hot Tub! 537 Broad Street Riverview Retreat
Menasha
9.8 out of 10, Exceptional, (35 reviews)
"This is a great vacation home! It has a lot to offer and highly recommend. The host is very responsive and the area is very convenient with many restaurants, ice cream and coffee shops all with a river life vibe."
United States
Kimberly K.
The price is HK$1,575
HK$3,770 total
includes taxes & fees
28 Oct - 29 Oct
Sleeps 9, Riverview Get-A-Way with Hot Tub! 537 Broad Street Riverview Retreat
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining table with chairs.

13. Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1

Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1
Brillion
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay"
United States
Linda R.
The price is HK$1,186
HK$1,969 total
includes taxes & fees
5 Oct - 6 Oct
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1
A historic building with a prominent 'GRAND' sign, large windows, and a tree in front.

14. Stylish Downtown Loft – Free Parking & City Views!

Stylish Downtown Loft – Free Parking & City Views!
Oshkosh
9.0 out of 10, Wonderful, (2 reviews)
"Traveled with our two adult sons and we all loved this place. Incredibly convenient and a unique property. Yes, there is noise from the downtown area, but it didn't keep us up and it wasn't intrusive. It's part of being in the heart of the city. We would stay there again."
United States
Peggy L.
The price is HK$761
HK$3,166 total
includes taxes & fees
5 Oct - 6 Oct
Stylish Downtown Loft – Free Parking & City Views!
A spacious living room with a sofa, coffee table, and a TV. There is a wooden floor, a bookshelf, and a dining area with a table and chairs.

15. Riverfront Retreat | Sleeps 7

Riverfront Retreat | Sleeps 7
Appleton
6.8 out of 10, (3 reviews)
"The house was lovely. "
United States
MaryAnne G.
The price is HK$942
HK$2,896 total
includes taxes & fees
6 Oct - 7 Oct
Riverfront Retreat | Sleeps 7
A living room with two grey sofas, a black coffee table, and a white door.

16. Oshkosh's #1 Home Away From Home

Oshkosh's #1 Home Away From Home
Oshkosh
The price is HK$958
HK$2,807 total
includes taxes & fees
12 Oct - 13 Oct
Oshkosh's #1 Home Away From Home
A wooden front door with a number plate, a mailbox, and a small porch with steps leading up to it.

17. 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, (4 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 HK$1,726
HK$2,996 total
includes taxes & fees
4 Oct - 5 Oct
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago
A cozy living room with a brick fireplace, leather furniture, and a television mounted above it.

18. Waterfront House w/ Patio Near Riverside Park

Waterfront House w/ Patio Near Riverside Park
Kaukauna
10.0 out of 10, Exceptional, (2 reviews)
"Great stay and location."
United States
Cody W.
The price is HK$1,099
HK$3,581 total
includes taxes & fees
5 Oct - 6 Oct
Waterfront House w/ Patio Near Riverside Park
A room with a large window overlooking a grassy area and a body of water. There is a chair, a blue bean bag, and a small table with a vase of flowers.

19. Charming cottage on Lake Winnebago

Charming cottage on Lake Winnebago
Neenah
10.0 out of 10, Exceptional, (59 reviews)
"Great communication and easy check in and check out. Would definitely recommend!"
United States
Jocelyn S.
The price is HK$2,354
HK$4,105 total
includes taxes & fees
26 Oct - 27 Oct
Charming cottage on Lake Winnebago
An outdoor patio with a metal fire table, a chair, and a white fence with string lights.

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

Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
Oshkosh
9.2 out of 10, Wonderful, (5 reviews)
"This was the perfect short-notice getaway for us. Pet friendly, extra quiet neighborhood, close to everything. Check in was a breeze, the place was clean. I am verry happy with our stay."
United States
Charles W.
The price is HK$1,138
HK$2,256 total
includes taxes & fees
4 Oct - 5 Oct
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
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

Baymont by Wyndham Appleton

Baymont by Wyndham Appleton

8/10 Good
"Staff very helpful"
Robert 1-night trip
Posted 23 hours ago
Baymont by Wyndham Appleton

Find out more about Stockbridge

Search for holiday rentals in Stockbridge on Expedia! You can easily find your home rentals, villas, holiday apartments in Stockbridge using one of the methods below:

  • View our selection of featured holiday rentals in Stockbridge
  • Use the map to find apartments and other holiday homes in the Stockbridge neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Stockbridge while they last

Look no further and take a look at our great range of rental properties in Stockbridge!

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?

Lake Winnebago Waterfront Cottage W/Hot Tub [2 King; 1 Queen]: This holiday home rental outside of Stockbridge is located on a lake, and has a patio, a garden and a BBQ to put you at ease 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. You can relax into your holiday with a selection of games 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 Wisconsin International Raceway 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.