Holiday rentals in Gregory

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Top-rated holiday rentals in Gregory

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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.
Flat in Ann Arbor
4.99 out of 5 average rating, 281 reviews

Dream home in the woods (Sister lakes area)

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 (19 Drips) are in walking distance. Please make sure to enter the right amount of guests ;-)

Guest favourite
A yurt is shown nestled among trees, featuring a green roof and a purple door. Wooden steps lead up to the entrance, surrounded by a leaf-covered ground. A picnic table is visible nearby, adding to the natural setting.
Yurt in Grass Lake
4.92 out of 5 average rating, 119 reviews

Moonflower Yurt

Get back to nature at Stella Matutina Farm’s Moon Flower Yurt. Located on a 10 acre , working Biodynamic farm in the heart of the Waterloo Recreation Area. The yurt sits in its own private space in the forest. Visit the farm animals, historic barn and vegetable gardens. Fire pit, outhouse with compost toilet, outdoor solar shower, gas grill and yurt woodstove. Visit the quaint towns of Grass Lake and Chelsea or go swimming in one of several nearby lakes. Mountain bike and hiking trails close by.

Top guest favourite
The exterior of a modern home is shown, featuring a spacious patio area with outdoor seating and a pergola. Lush green grass surrounds the structure, and a wooden fence is visible in the background. Large windows allow natural light into the interior.
Home in Ann Arbor
4.95 out of 5 average rating, 101 reviews

Stunning Open Floor-Plan on Beautiful 12 Acre Farm

Peaceful retreat just 10-15 minutes away from downtown Ann Arbor. Nestled into 12 acres of meadow and working cut flower and vegetable farm with lots of birds & wildlife. A beautiful, fenced in backyard is yours to relax in. Modern interior with smart lights, projector home theater and full kitchen. The fenced in backyard is a peaceful place to spend time outdoors featuring outdoor string lights around the parameter and pergola, and a playplace for kids. The fence is great for containing pets.

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, 261 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
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.
Flat in Chelsea
5 out of 5 average rating, 117 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, 109 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, 415 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 only), 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).

Guest favourite
Two green outdoor chairs paired with a small table are positioned on a gravel surface, surrounded by vibrant autumn foliage. The still water of the canal reflects the colorful leaves, creating a serene atmosphere, while tree trunks stand nearby.
Guest suite in Pinckney
4.91 out of 5 average rating, 107 reviews

Peaceful Lake Retreat with Sauna

Our lakefront apartment and property overlooks a peaceful canal and lake that is surrounded by woods. We are connected to the all sports Halfmoon Lake Chain with access to 8 lakes. Our property is the perfect place to start your paddling adventure with lots of nature to experience! We are in the heart of the Pinckney Recreation Area, home to the Potawatomi Trail. Great for biking, hiking, cross country skiing and snowshoeing. The perfect place to sit, relax, and watch the sunset.

Guest favourite
A brightly painted tiny house features a turquoise exterior with two gabled windows. Two blue chairs and a fire pit are arranged nearby on a gravel area, surrounded by greenery. The entrance is marked by a small porch, inviting guests to explore the space.
Tiny home in Bath Township
4.91 out of 5 average rating, 232 reviews

Tiny LOVE SHACK Off Grid Glamping on Park Lake

Experience private lakeside glamping in a tiny home on Park Lake. (View of lake during winter only or upstairs due to cattail/or by path)This tiny house on our property comes with *outdoor* composting toilet, pump shower & pump sink. We provide filtered water, coffee, snacks, WiFi, 48hr cooler, dvds. rechargeable fans , lantern, s’mores, games, space for a tent. Ac/heat. * Newly added fenced in area for your pup 🐶 ONLY instant coffee provided - -NO Coffeemaker

Top guest favourite
The exterior of the property features a well-maintained yard with green grass and neatly arranged shrubs. A set of stairs leads to a front porch, where two chairs are positioned. A wooden fence surrounds the backyard, providing a sense of privacy.
Home in Howell
4.97 out of 5 average rating, 118 reviews

Entire Home w/Lake Chemung Access, Fenced Yard

Step inside and be greeted by a freshly updated interior that exudes modern charm and comfort. Lake access is just steps away from our property! Spend your days fishing, swimming in the pristine waters of the lake, or simply relax on the sandy shore. Conveniently located near local attractions, highways, shopping, and dining options (both Howell and Brighton). Our beautiful home with spacious fenced yard, and lake access is the perfect home base for your next getaway.

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
4.93 out of 5 average rating, 169 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 spacious living area features exposed wooden beams and a vibrant rug, creating a bright environment. A comfortable sofa with floral patterns and a wooden cabinet are visible, along with a table and a chair. Colorful artwork adds interest to the background.
Guest suite in Dexter
4.79 out of 5 average rating, 218 reviews

Ann Arbor Area U of M Professionals

Private stay of home. Lower level Walk out. cobblestone steps to the apartment. Private entrance, bath. Basic place, designed for maximum comfort. Ideal for anyone needing housing for a short time. HAS PRIVATE LIGHTED PARKING. Beautiful home and community area. Nestled around farms and natural habitat. WIFI. is STARLINK TV HAS 38 antenna channels installed. KIDS STAY FREE. NO PETS.

Popular amenities for Gregory holiday rentals

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