Vacation rentals in Stockbridge

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Top-rated vacation rentals in Stockbridge

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Superhost

A living room is displayed with two leather sofas arranged around a centrally located coffee table. A textured area rug covers the hardwood floor. Natural light enters through a large window, illuminating the minimalist decor and decorative elements on the side tables.

Home in Downtown Neenah

4.91 out of 5 average rating, 11 reviews

Cozy Boho Home in Neenah

Newly updated home near the heart of Neenah, WI. This home has been meticulously styled with leather sofas, MCM furniture, a high-end Casper King mattress, aesthetic draperies, new appliances, trendy hardwood flooring, ultra comfort bedding, and so much more! Kitchen is fully equipped with basic essentials such as pots, pans, eatery, Keurig coffee maker, full-size fridge, stove, dishwasher, and microwave. You can also enjoy a main-level laundry room with new washer/dryer units detergent supplied

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, 126 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

An aerial view showcases the expansive green fields of The Farm, framed by a large red barn and the homestead structure. The nearby farmland stretches towards Lake Winnebago, with patches of seasonal crops and scattered trees offering depth to the serene landscape.

Farm stay in Chilton

4.98 out of 5 average rating, 43 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.

Guest favorite

An open-concept living area showcases wooden beams and a warm oak floor. A well-equipped kitchen is visible with bar seating. Comfortable seating is arranged near the staircase, adorned with rustic decor and framed art pieces. Natural light streams through multiple windows.

Guest suite in Winneconne

4.8 out of 5 average rating, 231 reviews

Lake Winneconne Area Cottage "CabinSong" tradition

Northwoods-ish rustic cabin: 750 sq.ft., open-concept, lotsa windows, repurposed oak floor, 3/4 bth, equipped kitchen, dining/fun bar, two decks, E &W. 1 Qn, 1 dbl bed, qn. hide-a-bed, 1 twin. Optional: qn or twin air-bed. Desk, dresser, views , cable TV, wifi, stereo, heat/AC. Access to Lake Winneconne public boat ramp, 200 yrds! On-site & off-st. parking trailers. Quiet neighborhood; 3 mi. from Winneconne; easy access to Oshkosh, Green Bay, Fox Cities. Fun, not fussy seasonal decor.

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, 156 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 well-lit hallway features smooth wooden flooring and white walls. Two framed botanical prints are displayed on the left. A small table with a plant is positioned near the doorway, which opens into a bathroom. Light filters in from the bathroom window.

Apartment in Downtown Neenah

4.84 out of 5 average rating, 167 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

An A-frame structure is set against a colorful sunset, featuring a welcoming entryway and large windows. A hot tub is positioned on a deck next to the home. Two adirondack chairs are placed on the lawn near a smokeless fire pit on a tree stump.

Home in Hilbert

4.94 out of 5 average rating, 182 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.

Superhost

A spacious lakefront deck offers multiple seating options, including wooden benches and Adirondack chairs. A clear view of the lake is provided, with gentle waves visible in the distance. String lights are hung along the railing, adding a subtle ambiance to the outdoor space.

Home in Chilton

4.67 out of 5 average rating, 3 reviews

New! Lake Front|PrivateDock|Kayaks&Paddleboards!

Enjoy Lake Winnebago at this cozy newly furnished lakefront home. It sleeps 7, and includes a fully stocked kitchen. Enjoy the deck facing the lake with chairs and a propane grill—perfect for outdoor meals or a cup of morning coffee from the coffee bar! Spend your days kayaking, paddleboarding, swimming, or fishing from the private dock. Just 15 minutes from Chilton and under an hour from Green Bay, it’s a perfect spot for families or friends to relax and enjoy the lake!

Top guest favorite

A relaxing living area features a stone fireplace as its focal point. Comfortable seating options, including a leather chair and a spacious sofa, are arranged around a rustic coffee table. Large windows allow natural light to fill the space, with glimpses of the surrounding scenery.

Cottage in Fond du Lac

4.99 out of 5 average rating, 287 reviews

Beautiful Lake Home.

Our Beautiful two bedroom cottage is located on the shores of Lake Winnebago . Centrally located to many of Wisconsin's best attractions. Less than 1 hour from Milwaukee, Madison, Green Bay, Close to Oshkosh (EAA) and Elkhart Lake. Includes 2 bedrooms, with plush queen beds, 1 full bathroom, Laundry room with washer and dryer. The perfect home for a laid back group of friends, couples or a family to stay with all the comforts of being at home.

Top guest favorite

A charming two-story white house is presented, set against a clear blue sky. Five windows are visible on the front, surrounded by green shrubs. Steps lead up to a porch area, indicating a welcoming entrance.

Apartment in Oshkosh

4.85 out of 5 average rating, 79 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.

Top guest favorite

The exterior of the house is shown, featuring a modern design with light gray siding and stone accents. A flat driveway leads to a two-car garage beneath. Lush green trees surround the property, while a lamp post adds a welcoming touch to the entrance.

Home in Sherwood

5 out of 5 average rating, 16 reviews

High Cliff Hideaway

Feel at home in this quiet and safe neighborhood. Only 20 minutes from the city, making it a convenient place to rest your head outside of the craziness of the city lights. 15 miles to Appleton/Fox Cities Performing Arts Center/Airport 30 miles to Green Bay/Lambeau field 33 miles to Oshkosh/EAA Air Venture Less than 2 miles from High Cliff State Park/ High Cliff Golf Course/ Lake Winnebago

Guest favorite

A cozy living area features a comfortable dark brown sofa and armchair, complemented by a glass coffee table. The exposed brick wall adds character, while large windows allow natural light to fill the space. Artwork adorns the walls, enhancing the inviting atmosphere.

Apartment in Downtown Neenah

4.92 out of 5 average rating, 24 reviews

Luxury Downtown Flat

• DOWNTOWN! Located in the heart of downtown on Wisconsin Avenue. • Green Bay: 45 minutes. Oshkosh: 20 minutes. Appleton: 18 minutes. • Fully remodeled and restored vintage space • Flexible self check-in/out with keypad • Walking distance to anything/everything downtown related., including great restaurants, bars and night life.