Holiday houses in Stockbridge

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Top-rated holiday rentals in Stockbridge

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in Howell
4.96 out of 5 average rating, 114 reviews

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

Top Guest favourite
Cottage in Pinckney
4.95 out of 5 average rating, 42 reviews

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.

Guest favourite
Colorful tulips in shades of pink and white are prominently displayed in the foreground, with a historic clock tower in the background. Bright blue skies create a clear atmosphere, enhancing the overall charm of the scene.
Home in Chelsea
4.88 out of 5 average rating, 41 reviews

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!

Top Guest favourite
A teal skoolie sits parked on a grassy area, with a shaded wood deck extending from its side. Two red outdoor chairs are positioned nearby, and decorative lights are strung overhead, adding a cozy ambiance to the serene outdoor setting.
Bus in Grass Lake
4.97 out of 5 average rating, 267 reviews

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.

Top Guest favourite
A spacious interior showcases warm wooden flooring, with a cozy living area featuring a sofa and neatly arranged bedding. A dining table is set for meals, accompanied by vibrant green wall decor and soft lighting. The area conveys a welcoming and restful ambiance.
Home in Lansing
4.96 out of 5 average rating, 162 reviews

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.

Top Guest favourite
The modern kitchen and dining area features a large farmhouse table surrounded by light-colored chairs, complemented by a wooden bar with four stools. Natural light fills the space through expansive windows, providing views of the outdoor surroundings. Stylish pendant lights enhance the inviting atmosphere.
Apartment in Chelsea
4.99 out of 5 average rating, 129 reviews

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.

Top Guest favourite
The spacious living area features a large sectional couch adorned with various patterned throw pillows. A light wooden coffee table is centered on a decorative area rug, while large windows provide abundant natural light and views of the surrounding greenery.
Home in Howell
4.93 out of 5 average rating, 126 reviews

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.

Top Guest favourite
The exterior of the bungalow showcases a white siding with a bright red door and barn quilt design. A small patio area features a glass-topped table surrounded by four metal chairs, nestled in a grassy lawn with surrounding greenery.
Bungalow in Jackson
4.95 out of 5 average rating, 441 reviews

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).

Top Guest favourite
A peaceful entrance is framed by lush greenery, leading up wooden steps. Ferns and hostas line the pathway, guiding guests toward a lower-level apartment. The home, nestled among trees, features a large balcony and expansive windows, inviting natural light into the living spaces.
Apartment in Ann Arbor
4.99 out of 5 average rating, 304 reviews

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.

Top Guest favourite
A charming farmhouse with a distinctive green roof is set against a blue sky. The entrance is framed by stone pillars, leading to a gravel driveway that runs alongside bales of hay. White fencing encircles the property, surrounded by lush greenery.
Farm stay in Dexter
4.99 out of 5 average rating, 166 reviews

Stay on a charming 250-acre working farm!

Stay in a lovely restored farmhouse on 250+ acres of land in Dexter, MI. We are a working cattle farm with an orchard, garden, resident farmer (in a house on the property), acres of woods and miles of country roads. Lots of space! We are near the end of the Border to Border trail going to Dexter now and soon all the way to Ann Arbor! Located across the street from the Michigan Sailing Club. We're a convenient stay for University of Michigan events!

Top Guest favourite
A spacious field is dotted with wildflowers and vibrant greenery, creating a serene landscape. In the background, a quaint yellow house is visible, framed by lush trees against a colorful sunset sky.
Tiny home in Chelsea
4.94 out of 5 average rating, 179 reviews

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

Top Guest favourite
A cozy outdoor seating area is arranged around a stone fire pit, with sturdy wooden seating provided. The cabin features large glass doors, allowing for views of the surrounding greenery. A grassy expanse extends behind the seating, enhancing the inviting atmosphere.
Cabin in Village of Clarkston
4.97 out of 5 average rating, 135 reviews

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.

Popular amenities for Stockbridge holiday rentals