
Holiday houses in Stockbridge
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Top-rated holiday rentals in Stockbridge
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private ranch style retreat.
Welcome to my charming ranch-style home nestled in the serene countryside. This private retreat offers the perfect combination of rustic charm and modern comfort. Step outside and experience the beauty of nature. The property features, privacy, and lots of wildlife that roam through. amenities such as a hot tub spa, patio, BBQ, and fire pit. Perfect for outdoor enthusiasts: surrounded with Hundreds of acres of state land. fishing/kayaking nearby, this location offers endless outdoor adventure

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.

NEW cozy, beautiful lake cottage
Beautifully renovated, & completely updated, cottage in Jackson, MI. Gilletts Lake is an all-sports lake - feel free to bring your boat and tie it up at our dock! The perfect lake getaway for you & your family, or let our house be the place you host your family reunions, scrapbooking retreats, or bridal parties. This 4-bedroom, 2-bath home with an open-concept kitchen/living room has the most gorgeous sunset views overlooking the lake and take a dip off our sandy shoreline into the clear water.

The Feral Skoolie
Nestled on 4 acres and located in the heart of Waterloo recreation area, this 280sq ft skoolie boasts comfort and eclectic energy! Sure to please the outdoor enthusiast, the property is surrounded by public land with the Pinckney Waterloo Trail crossing at the end of our driveway, and several nearby lakes. Located 30 minutes to Ann Arbor, 15 minutes to downtown Chelsea which offers plenty of great eats and drinks, 20 minutes to downtown Jackson, 10 minutes to Sandhill crane winery.

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.

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.

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).

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.

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

Brushstrokes by the Lake Cottage
Charming and fully renovated rustic cabin nestled by the serene lake. Offers an up-north feeling without the long drive! Futures: Wake up to breathtaking lake views and natural beauty. Swim, kayak, or paddle board for some fun on the lake. Relax by the fire pit in the evening or enjoy a meal. ~10 minutes away from Pine Knob concerts and ski resort. Only ~15 minutes from Clarkston's delightful restaurants.

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.

New Listing - Modernized Farmhouse!
Peaceful setting - minutes to downtown Jackson! This listing is the complete lower unit, spacious and easily accessed. The original farmhouse character has been preserved with modern upgrades to make for a commodious and comfy stay! Semi rural setting and centrally located. 20 - 40 minutes to the surrounding communities of Mason, Lansing, Ann Arbor, Brooklyn, Albion and Marshall.
Popular amenities for Stockbridge holiday rentals
Other great holiday rentals in Stockbridge

Entire home in downtown Chelsea!

The robot house

Peaceful Lakefront Retreat with Hot Tub

The Little House-20 Min to MSU!

Camp Gilletts - Lake Front Home

2BR Designer Stay - Walk to mall and dining!

The Enchanted Schoolhouse

Downtown Living - 2nd story unit
Destinations to explore
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- Michigan Stadium
- Mt. Brighton Ski Resort
- Pine Knob Music Theatre
- University of Michigan Historical Marker
- University of Michigan Museum of Art
- FireKeepers Casino
- Kensington Metropark
- The Ark
- Henry Ford Museum of American Innovation
- Great Lakes Crossing Outlets
- University of Michigan Museum of Natural History
- University of Michigan Nichols Arboretum
- Matthaei Botanical Garden
- Mt Holly Ski & Snowboard Resort
- Potter Park Zoo
- Gallup Park
- Michigan Historical Center
- Hudson Mills Metropark
- Impression Five Science Center





