Vacation rentals in Stockbridge

Cedar Valley Cottage - Ideal Location.

Take it easy at this unique, tranquil, secluded, and pet-friendly getaway. Situated at the edge of Pinckney Rec Area, you have it all: hiking, biking, swimming, and boating at Silver Lake. In the winter hiking and ice fishing! Pinckney (7 minutes), Dexter (12 min), Chelsea, (20 min), Ann Arbor (25 min), Brighton/Howell (25 min) This 450' cottage with a spacious feel is nestled in its own wooded valley. You can grill, make a bonfire, or just enjoy the quiet. Wildlife abounds year round.

Location · Family · Checkout

Secluded Lakehouse w/ Hot Tub, Sauna & game room

Get away to the quiet of a lake in a secluded paradise! Enjoy an amazing panoramic view of Little Pleasant Lake while soaking in a hot tub and chilling out in a steaming barrel sauna in the woods. Kayak and fish for hours. Hike the area trails in fall leaves or quiet snow. Light a bonfire after games of corn-hole and table tennis. Unwind on the upstairs balcony with a glass of wine and lake sounds. This is the escape you’ve been needing. Perfect for romantic couples and family vacations.

Location · Value · Nearby

The robot house

In the heart of downtown Chelsea, walking distance to restaurants, shopping, wedding venue & more! Enjoy weekly farmer's markets, summertime live entertainment on Thursday evenings. Historic victorian home has been updated and is clean & comfortable w/well-equipped kitchen & plenty of common space for entertaining & 2 full baths. Each of the 2 bedrooms have a queen bed & there is a queen size sofa sleeper in the living room. There is a washer and dryer available for your use in the basement

Value · Family · Indoor spaces

Waterloo Cottage at Clear Lake

Charming, authentic Michigan lakefront cottage situated right on desirable, private, all-sports Clear Lake right in the heart of the Waterloo Recreation Area in Grass Lake, MI. The 136 acre all-sports lake is surrounded by rolling, tree covered hills. The cottage is 10 min away from Chelsea, 20 min.from Jackson, and 25 min. from Ann Arbor. Waterloo cottage is newly remodeled with three bedrooms and 1.5 baths. Rents Weekly in Summer-Sat to Sat and 2 day minimum stays the rest of the year.

Location · Family · Getting around

Chelsea Lake House, Game Room, & Pontoon-rental

Come bike, hike, fish, kayak, boat and have a fire right on the shore of the lake, yet close to picturesque downtown Chelsea (3 miles) that features bars, shopping, excellent restaurants and we’re a short drive to downtown Ann Arbor/UoM Stadium (18 miles). We cater to families and business people alike with a fully renovated home, kayaks (5), paddle boat (life jackets provided), game room with ping pong, darts, table for poker, stone fire pit, etc. PONTOON RENTAL NOW AVAIL for addit fee.

Family · Location · TV

Barn Quilt Bungalow

The Barn Quilt Bungalow- Views of horses right out your window! Includes 1 bedroom (queen), 1 pull out mattress (queen), 1 bathroom (shower), living room, kitchen, heat & A/C. Walk the trails or walk to the winery. MAX OCCUPANCY is TWO guests. You can add a third for $30/night. Guests may not bring additional people, no matter how long. Airbnb will be contacted immediately if you exceed the max occupancy. No children, animals, or service animals (allergy/ health hazard).

Value · Family · Layout

Stunning, Spacious, Custom Log Home on 100 Acres

Stunning Custom Log Home with enough room for an extended family. Perfect for family get-togethers, holidays, fall football, hunting, or just a quiet getaway. Short drive to downtown Chelsea. Easy access to interstate. Incredible master suite, 2 washer-dryers, playground area. Near campgrounds and state park. Likely to see wildlife while visiting. Private office on main level perfect for working remotely. Forget your worries and settle into this spacious and serene retreat!

Family · Location · TV

Lake house with Up North feel close to SE Michigan

Relax with your family and friends at this tranquil cottage. Start your day reading and enjoying coffee in the 3-season room. Explore the lake via kayak or SUP. Take a dip in the water in the beach area or catch fish off the dock or in the stream. Inside enjoy the foosball table, keyboard, full complement of games and chef's kitchen. Nearby is the DTE mountain biking trail and hiking trails and Huron River. Chelsea, Dexter and Ann Arbor are all within 15-30 minutes.

Family · Location · Grill

Dream home in the woods (Sister lakes area)

Rental license # STR26-0389 We are renting out a 2 Bedroom Appartment (lower level) in our house/duplex. It has a separate entry and is located in a tree rich area. A natural area begins right behind the house. The sister lakes are in a 3 min walking distance. The apartment is conviniently located in Ann Arbor - 2.2 mi to Downtown - 3.5 mi to the Big House - 2.8 mi to UofM central campus A bus stop and a great coffee place are in walking distance.

Family · Value · Hospitality

Frank Lloyd Wright Secluded Home

AS OF SEPT 15, 2026. Airbnb has changed how the host presents their pricing structure. ALL fees are now included in the posted nightly rental charges, including the separate SERVICE fee the client formerly paid directly to AIrbnb. Guest pays no additional fees. OUR OVERNIGHT RENTAL PRICES HAVE NOT CHANGED, but are now adjusted to offset the fees now collected from the host. Currently, our calendar is open through JANUARY 2, 2027

Location · Family · Air conditioning

Peaceful 3 Bedroom Cottage with Lake Access

Relax with the whole family at this peaceful cottage. Enjoy the beautiful lake views from the balcony, take a walk on our private secluded boardwalk down to the lake, enjoy a fire, soak in the tub, play a game in the spacious activity room, go for a paddle around the lake, or just curl up and get cozy and enjoy the sounds of nature and the beautiful wildlife.

Location · Family · Hiking

Frank Lloyd Wright’s Goetsch–Winckler House

Experience a rare glimpse of Frank Lloyd Wright’s vision for Usonia 🟥 Designed by Frank Lloyd Wright and built in 1940, the Goetsch–Winckler House is widely considered to be one of the most elegant examples of Wright’s Usonian ideal.

Value · Location · Condition