Vacation rentals in Stockbridge

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Top-rated vacation rentals in Stockbridge

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Guest favorite

The setting sun casts warm hues across the water, creating a serene view. Waves gently crash against a rocky shoreline, with water splashing over smooth stones. The sky exhibits a blend of oranges and blues, reflecting the tranquil atmosphere by the lake.

Home in Hilbert

4.88 out of 5 average rating, 121 reviews

Coffee on the Lake, Firepit, 35 min to Green Bay

Large 3-story home directly on northeastern Lake Winnebago, 1.5 hours N of Milwaukee and Madison airports, 3 miles N of Chicago. Stunning views of the lake. Open main area with natural light throughout. Large driveway. Games/books/cards/color/ping-pong. Two steps into house. Main floor bedroom includes walk-in shower. Flat yard with fire pit facing lake. Sunflowers provided for bird feeders. No pier available but boat launch < 1 mile at Calumet County Park. Seven miles to High Cliff State Park.

Top guest favorite

The sunlit sunroom features a sectional couch adorned with plush pillows, positioned beside large wall-to-wall windows that provide views of the peaceful wooded surroundings. Natural wood paneling and a ceiling fan contribute to a warm, inviting atmosphere.

Home in Appleton

5 out of 5 average rating, 111 reviews

Appleton Wooded Oasis - Hot Tub-6 Star Hospitality

Relax and enjoy in a beautiful scenic home conveniently located in a quiet wooded neighborhood in Appleton. It has all the elements of being your get away from home. Nearly 3,000 sq. ft. Guests have access to all living areas, modern kitchen, full mason fireplace, vaulted ceilings, large deck and hot tub. Enjoy the backyard with a spacious deck, 7 person hot tub and outdoor fire pit. Five min. from Airport, Downtown, 25 min. to Lambeau and 20 min. to EAA. Includes coffee and breakfast.

Top guest favorite

A well-lit house shines against the night sky, showcasing a spacious deck adorned with lights. The wooden steps lead to the entrance, while neatly trimmed shrubs frame the property. A gravel pathway provides access to the inviting outdoor space just outside the entrance.

Farm stay in Chilton

4.98 out of 5 average rating, 40 reviews

The Farm Unique Rural Lodging

Your accommodations are the entire second floor, with a private entrance and deck to enjoy the sunrise or just relax. The Farm is peaceful offering access to our 100 acres. Our suite has three separate bedrooms, a common area, a micro kitchen and private bathroom. We have a 6 guest limit with a 4 adult max. Published pricing reflects the cost for two guest, each guest after two has a $20 nightly fee. We have a no pets, no smoking or vaping policy. Booking guest must be present during stay.

Top guest favorite

An aerial view of a modern cabin showcases a spacious patio area with outdoor seating and a hot tub. Lush greenery surrounds the property, with a gravel driveway leading to the entrance. The cabin features large windows that allow for ample natural light.

Cabin in Cascade

5 out of 5 average rating, 147 reviews

hot tub and sauna on 5 private acres

Need a peaceful retreat? Experience 5 acres of tranquil, private woodland paradise. Cool nights are perfect for warming up in the hot tub or infrared sauna which overlook the meadow. Explore hiking trails and lakes that the scenic Kettle Moraine has to offer. Grill a delicious meal and later craft perfect s’mores by campfire as the crickets sing. Unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee. Your inspired getaway awaits!

Guest favorite

A modern coffee maker is positioned on a white marble surface, alongside a wooden tray. The tray holds assorted coffee and tea packets, sugar, and creamers, along with a bottle of water, providing convenient beverage options for guests.

Apartment in Neenah

4.86 out of 5 average rating, 158 reviews

Cozy and Simple Downtown Space

Enjoy this great space in a quiet safe neighborhood. One car allowed at the property! The space has comfortable beds, provided hygiene products, a smart TV and snacks + beverages. Wake up and enjoy coffee provided by us. Shops and restaurants within walking distance! Visit The Plaza downtown with ice skating, fire pits, a coffee shop and more. Great for a couples getaway. Luxury for a great price! A portion of the proceeds from bookings go to housing evacuees, refugees and veterans.

Guest favorite

Home in Hilbert

4.94 out of 5 average rating, 178 reviews

State Park Getaway with Hot Tub & Arcade

This fully remodeled A-Frame is walking distance to hiking trails and has views of Lake Winnebago. The outdoor enthusiast will find endless opportunities for adventure (canoeing, hiking, fishing, snowshoeing, biking) at High Cliff State Park. Take in the forest views from your private backyard with a fire pit, or relax on the private deck with stunning views of Lake Winnebago. Create memories with the private hot tub, giant chess board, arcade, and huge selection of games.

Guest favorite

A wooden dock extends into the calm waters of Lake Winnebago, surrounded by a clear blue sky. The water reflects the light, creating a serene atmosphere. A small boat can be seen in the distance, with gentle ripples radiating from its path.

Guesthouse in Oshkosh

4.95 out of 5 average rating, 190 reviews

Cottage on Lake Winnebago

Furnished Cottage on Lake Winnebago with beautiful sunrises. 1 bedroom with queen bed. There is plenty of space for air mattresses in common areas. 1 queen air mattress available. One bath, full kitchen fully stocked with dining area, bring your own food to prepare. Bring your water toys or boat, launch nearby and dock access in warmer months with great fishing. Winter months, bring your snowmobile, trails nearby. Great ice fishing when lake is frozen and ice is safe.

Top guest favorite

A historic home features a light-colored exterior with large windows, allowing ample natural light. The entrance is framed by steps leading up to a porch, complemented by a well-maintained garden. The sky above is bright blue with scattered clouds.

Home in Oshkosh

4.91 out of 5 average rating, 217 reviews

Charming Spacious 2BDR by Downtown/Menominee/Lake

This historic and charming home is located just one block away from Menominee Park and Lake Winnebago. Menominee parks offers amusement rides, the Zoo, asphalt trails, boat tie ups, casting dock, historical interest, fishing, ice rink, picnic areas, large playgrounds, baseball fields, soccer fields, tennis/ pickle ball courts, and volley ball courts. The home boasts a lot of character and has all the amenities to make your stay comfortable and memorable.

Top guest favorite

An open living space features natural light filtering through large windows. A dining table with six chairs is positioned beside a spacious closet. Light wood flooring adds warmth to the neutral-toned walls, creating a versatile area for relaxation and dining.

Home in Menasha

4.97 out of 5 average rating, 76 reviews

Perfectly Located Cozy 2 Bedroom

*Home away from home, Grocery Store and Gas Station just around the corner, for all of your basic needs. *Enjoy a stylish experience at this centrally-located place. *Quick, Easy access to highway 441 to get you where you need to be. *Green Bay (Packer Games, Resch Center, Titletown District, Epic Event Center) 25 minutes *Fox River Mall 10 minutes *Downtown Appleton 5 minutes (PAC, Mile of Music, Octoberfest) *Oshkosh 20 minutes (EAA, Outlet Mall)

Top guest favorite

A bathroom is visible, featuring a white vanity with a sink and a large mirror above. A toilet is positioned to the right, while plush towels are neatly stacked on a wooden shelf nearby. Natural light is provided through a window, enhancing the bright atmosphere.

Apartment in Oshkosh

4.84 out of 5 average rating, 76 reviews

Comfortable 2 bedroom upper unit #1

Relax in this 2 bedroom upper unit. The whole group will enjoy easy access to everything from this centrally located place. Reconnect with loved ones in this family-friendly place. 4 miles from Wittman Regional Airport 4 blocks from the Oshkosh Arena 5 blocks from the Oshkosh Convention Center. Walking distance to restaurants and local bars. Live music Thursdays in summer at Fox on the river, you can hear the music outside the unit.

Guest favorite

A light-filled kitchen is visible through a doorway, featuring white cabinetry and a wooden countertop. A window allows natural light to illuminate the space. Decorative shelves on one side display colorful glass items and personal touches, enhancing the room's character.

Apartment in Oshkosh

4.86 out of 5 average rating, 214 reviews

No Cleaning Fees! 2 Bedroom Apartment By The Lake

We’re transparent with our pricing, that’s why we don’t have cleaning fees! The price you see is the price you pay (local taxes still apply). Come stay near the heart of Oshkosh - you’ll be on the second floor with views of Lake Winnebago. If you need anything during your stay we live on-site and are only a message away. Don’t worry though, the units are completely separated so you’ll have all the privacy you desire during your stay.

Guest favorite

A cozy seating area displays a light-colored sofa and a white armchair, positioned around a low wooden coffee table. A textured wall made of wood planks adds character, while hanging planters with greenery bring a touch of nature to the space.

Apartment in Appleton

4.93 out of 5 average rating, 57 reviews

Sweet Getaway

We’re located in the heart of Appleton’s Historic District. 1st floor with private entrance, and parking in the lot. There is one bedroom and a pullout sofa sleeper. Within the building are two other apartments and Moon Water Cafe. In need of groceries, Jacobs Meat Market is two doors down. City Park, Lawrence University & College Avenue are just a few blocks away.