Vacation rentals in Gregory

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Top-rated vacation rentals in Gregory

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

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Top guest favorite
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.

Top guest favorite
Home in Pinckney
4.99 out of 5 average rating, 73 reviews

Nautical Nic's on Zukey Lake

This cozy early 1900's 1-bedroom cottage is sure to create lasting memories on your vacation. It is perfect for a couple or small family. Come relax and cozy up by the gas fireplace while gazing at the stunning sunsets. It is waterfront, directly on Zukey Lake. 4 Kayaks & a paddleboat are available all year at no extra charge. At the end of the dock is a floating pontoon with a propane firepit that pairs great with your favorite beverage in the evenings. 20 min from Ann Arbor & Brighton.

Top guest favorite
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, 165 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.

Guest favorite
Home in Chelsea
4.94 out of 5 average rating, 16 reviews

Entire home in downtown Chelsea!

Your family will be close to everything when you stay at this centrally-located place. Just two blocks from the wedding venue: The Collins Off Main. Also, a 5 minute walk from The Grateful Crow, and only 8 minutes from Smokehouse 52 BBQ and The Common Grill. If you are looking for longer term lodging for a rehabilitation visit at The Keiser Clinic, this is the perfect place. Just a quick 5 minute walk. Ask about discounted rates! We have plenty of hiking/biking trails in and around town.

Top guest favorite
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, 132 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 favorite
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 favorite
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, 443 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).

Guest favorite
A bright 3-season room features large windows that offer views of the outdoors. Comfortable seating, including a sectional sofa and a wooden coffee table, provide a relaxed space. A decorative rug covers the floor, and simple wall decor enhances the welcoming atmosphere.
Cottage in Gregory
4.94 out of 5 average rating, 32 reviews

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.

Top guest favorite
A light-filled living area features a spacious, sectional sofa in soft tones, complemented by a unique coffee table made from natural wood. Floor-to-ceiling windows showcase views of the lake, while a cozy armchair and dining area create a welcoming gathering space.
Home in Jackson
5.0 out of 5 average rating, 33 reviews

Camp Gilletts - Lake Front Home

Welcome to our peaceful 2-bed, 2-bath lakefront retreat on Gilletts Lake in Jackson, MI! Located on the quiet side of the lake, it’s the perfect spot to unwind with serene views, cozy vibes, and all the comforts of home. Paddle out to the lively sandbar if you're feeling social, or stay tucked away for a relaxing escape with fishing, kayaking, or just soaking up the calm. Downtown Jackson is just a short drive away—close enough for convenience, far enough for peace

Top guest favorite
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 favorite
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, 167 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!

Guest favorite
Home in Pinckney
4.94 out of 5 average rating, 16 reviews

Peaceful Lakefront Retreat with Hot Tub

Escape to this serene lakefront home with 2 bedrooms, 1 bath, and a pull-out couch. Bright kitchen, cozy living area, and screened porch with lake views. Kayak, paddle boat, life vests, fire pit, and gas grill included (no boat rental). Access to the hot tub all year. TV with streaming and WiFi. Quiet, family-friendly community—perfect for families, couples, or friends seeking a peaceful lakeside getaway.

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