Stockbridge Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Stockbridge, Wisconsin, USA

From GB £140 per night
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10.0 (3 Reviews)
3 Bedrooms 7 Guests
Bed & Breakfast
From GB £126 per night
|
9.4 (22 Reviews)
1 Bedroom 2 Guests
New 3-bedroom house in lovely Oshkosh with AC
New
3 Bedrooms 7 Guests
|
10.0 (1 Review)
3 Bedrooms 8 Guests
|
9.4 (650 Reviews)
1 Bedroom 2 Guests
9.8 (15 Reviews)
3 Bedrooms 10 Guests
|
9.2 (1001 Reviews)
1 Bedroom 2 Guests
New
3 Bedrooms 7 Guests
From GB £220 per night
|
9.5 (2 Reviews)
4 Bedrooms 8 Guests
10.0 (260 Reviews)
2 Bedrooms 6 Guests
9.0 (1 Review)
2 Bedrooms 4 Guests
|
7.7 (3 Reviews)
4 Bedrooms 8 Guests
From GB £224 per night
10.0 (85 Reviews)
4 Bedrooms 7 Guests
7.0 (3 Reviews)
2 Bedrooms 6 Guests
From GB £227 per night
1.0 (1 Review)
2 Bedrooms 4 Guests
|
New
4 Bedrooms 13 Guests
|
New
3 Bedrooms 10 Guests
From GB £361 per night
10.0 (37 Reviews)
3 Bedrooms 6 Guests
|
New
3 Bedrooms 6 Guests
10.0 (33 Reviews)
4 Bedrooms 12 Guests
|
New
4 Bedrooms 10 Guests
10.0 (31 Reviews)
3 Bedrooms 8 Guests
|
8.8 (146 Reviews)
76 Bedrooms 38 Guests
|
8.5 (177 Reviews)
176 Bedrooms 36 Guests
From GB £98 per night
|
8.4 (180 Reviews)
101 Bedrooms 14 Guests
10.0 (19 Reviews)
2 Bedrooms 4 Guests
From GB £56 per night
7.1 (116 Reviews)
8 Bedrooms 14 Guests
From GB £137 per night
10.0 (18 Reviews)
3 Bedrooms 7 Guests
From GB £80 per night
|
7.0 (157 Reviews)
8 Bedrooms 16 Guests
10.0 (15 Reviews)
3 Bedrooms 6 Guests
10.0 (13 Reviews)
3 Bedrooms 7 Guests
From GB £460 per night
10.0 (13 Reviews)
5 Bedrooms 13 Guests
10.0 (13 Reviews)
3 Bedrooms 7 Guests
10.0 (13 Reviews)
1 Bedroom 4 Guests
10.0 (3 Reviews)
3 Bedrooms 6 Guests
From GB £110 per night
9.2 (486 Reviews)
1 Bedroom 2 Guests
From GB £139 per night
10.0 (3 Reviews)
3 Bedrooms 7 Guests
From GB £101 per night
|
8.6 (948 Reviews)
1 Bedroom 2 Guests
From GB £51 per night
10.0 (3 Reviews)
2 Bedrooms 4 Guests
From GB £60 per night
7.4 (737 Reviews)
1 Bedroom 2 Guests
10.0 (2 Reviews)
4 Bedrooms 6 Guests
From GB £124 per night
10.0 (2 Reviews)
2 Bedrooms 4 Guests
10.0 (2 Reviews)
3 Bedrooms 6 Guests
10.0 (2 Reviews)
5 Bedrooms 10 Guests
From GB £519 per night
10.0 (2 Reviews)
5 Bedrooms 10 Guests
10.0 (2 Reviews)
3 Bedrooms 6 Guests
10.0 (2 Reviews)
3 Bedrooms 10 Guests
From GB £193 per night
10.0 (2 Reviews)
1 Bedroom 2 Guests
10.0 (1 Review)
3 Bedrooms 8 Guests
From GB £774 per night
10.0 (1 Review)
3 Bedrooms 8 Guests
10.0 (1 Review)
5 Bedrooms 10 Guests
10.0 (1 Review)
4 Bedrooms 8 Guests
New
1 Bedroom 4 Guests
From GB £68 per night
5.2 (101 Reviews)
1 Bedroom 2 Guests

About Stockbridge Vacation Rentals

With more than 287 Stockbridge vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Stockbridge.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Stockbridge, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Stockbridge. Places to stay near Stockbridge are 856.38 ft² on average, with prices averaging GB £351 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Stockbridge with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Frequently Asked Questions About Stockbridge?

What are the top vacation rentals in Stockbridge?

How many Rentbyowner vacation rentals are available in Stockbridge?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 287 in the Stockbridge area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Stockbridge.