
Holiday rentals in Stockbridge
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Top-rated holiday rentals in Stockbridge
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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.

Dexter Retreat Spacious 1bd Apt outside Ann Arbor
Best of the country and minutes from Ann Arbor & Dexter. 1000 sg ft 1 bd rm private apartment attached to main home on 10 acres with private entrances and garage. 20 minutes to the Big House Stadium, Downtown Ann Arbor and University of Michigan campus and hospital. Bedroom features Select Comfort California King bed split w/dual settings 2 xl twins adjustable bases. Plenty of room for air mattresses in the living room. Lovely country view of red barns and gorgeous sunrises and sunsets.

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.

Lakeside Hilltop
Private 2-bedroom hilltop apartment overlooking two lakes, less than a mile to both I96 and US23, and 20 minutes to downtown Ann Arbor, 30 minutes to Lansing, 15 minutes to Novi, Farmington, Livonia, Northville, Plymouth and 45 minutes to downtown Detroit! Bring your canoe, kayak, bike, boards/skis, golf clubs, hiking gear for a vacation away that is still close by. Within minutes of downtown Brighton, Kensington Metro Park, Island Lake Recreation Area, Brighton Rec Trails and Mt Brighton.

Downtown Living - 2nd story unit
Newly renovated historic home in charming downtown Chelsea. This beautiful second story, two bedroom unit is just steps from quaint small town shopping, dining, and entertainment; only 20-30 minutes to either Ann Arbor or Jackson on the highway; and if you are looking for outdoor adventures - the border to border trail and/or the Waterloo Recreation Area (the largest state park in the lower peninsula offering trails, lakes, mountain biking (DTE Energy Trail) and more) are just minutes away!

LNSNG LXRY 4 | Hot Tub + Vibes
Welcome home. For our fourth experience, Kendall and I wanted to keep pushing two things : unique + cozy. Lights that can set a vibe with the push of a button. Check Gas fire inside, bonfire out. Check Custom epoxy dining table. Check Samsung The Frame TV. Check Light strip on the wall that would make Luke Skywalker jealous. Check And the chefs kiss? A massive hot tub that we probably splurged a hair heavy on. But what we call an investment, you will call the best part of your trip.

The Lake Heaven Retreat
The Lake Heaven Retreat - A peaceful lakeside home in a quiet neighborhood, perfect for families and friends to relax and recharge. Enjoy a bright, cozy layout with beautiful lake views, a fully equipped kitchen, and comfortable indoor/outdoor spaces. Step onto the deck with your morning coffee, grill with a view, or walk just a few steps to the lake and beach area. Whether you’re unwinding, exploring, or making memories together, this home offers the perfect blend of comfort and nature.

Plant-Filled Small Farm Guest House
Take it easy at this unique and tranquil getaway. Located 5 minutes from downtown Howell on a micro flower farm. Enjoy a serene vacation walking through the fields and napping in hammocks. The kitchen is stocked with everything you need for a foodie weekend and produce from the farm will be provided when in season. Great location to local breweries, festivals, shopping, and so much more. This listing does include two rambunctious puppies who love to meet you, kisses, and head scratches.

Tree Vistas Treehouse in Ionia Michigan
Nestled within six acres of beautiful woodlands right along the Grand River, time seems to pause, allowing us to share precious moments that foster deeper connections and create lasting memories at Tree Vistas. Our Winding Springs Treehouse comfortably sleeps 6, while also being fully ADA accessible. Nestled 13-feet above ground, the Treehouse features a spiral staircase leading to the loft, stunning views of the stream and hills from the master bedroom, and many other great amenities.

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).

Cozy Tiny House on Centennial Farm
“I feel thin. Sort of... stretched. Like butter scraped over too much bread.” ~ Bilbo Baggins to Gandalf~ If this is you right now, you've come to the right place. Blue Door Guest House is designed to be a place where very tired people can come and rest. The Camino de Santiago is a special place for us and this guest house is our version of a pilgrim’s albergue. PLEASE READ GUEST ACCESS SECTION BEFORE BOOKING

Relax & Unwind: Charming Cottage by Lake & Golf
Escape to this charming, newly renovated studio just steps from Pleasant Lake. Perfect for solo travelers, couples, or small families, it offers antique charm, modern comforts, and a peaceful country vibe. Enjoy nearby attractions like the beach, park, playground, restaurant, and golf course—all within walking distance. Dog- and kid-friendly, with thoughtful amenities for a relaxing stay.
Popular amenities for Stockbridge holiday rentals
Other great holiday rentals in Stockbridge

New Listing - Modernized Farmhouse!

The Enchanted Schoolhouse

“Second Best” Condo in the Heart of Brush Park

Annie's Place behind the winery

Wagon Wheel Retreat

The Roost

Simple Farmhouse Stay on a Peaceful Estate

Little Middle
Destinations to explore
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- Michigan Stadium
- Michigan State University
- Mt. Brighton Ski Resort
- University of Michigan Historical Marker
- University of Michigan Museum of Art
- Pine Knob Music Theatre
- FireKeepers Casino
- Kensington Metropark
- The Ark
- Great Lakes Crossing Outlets
- Henry Ford Museum of American Innovation
- University of Michigan Nichols Arboretum
- University of Michigan Museum of Natural History
- Matthaei Botanical Garden
- Mt Holly Ski & Snowboard Resort
- Potter Park Zoo
- Gallup Park
- Michigan Historical Center
- Impression Five Science Center
- Hudson Mills Metropark





