Holiday rentals in Gregory

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Top-rated holiday rentals in Gregory

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

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Top guest favourite
A cozy lounge space features deep purple walls and a chandelier above the circular glass table. Plush, burgundy chairs surround the table, complemented by a dark sofa adorned with decorative pillows. Natural light enters through the window, illuminating the inviting atmosphere.
Home in Brighton
4.86 out of 5 average rating, 207 reviews

Ski Mt. Brighton • Rock ’n Roll Theme • Hot Tub

🎸Rock N Roll House: unique, artistic, and full of good vibes! Relax in the 6-person hot tub, grill on the decks, or hang in the 1-acre backyard. Explore themed rooms: Prince, Taylor Swift, Jerry Garcia & more! Brand-new kitchen & floors as of April 2025! See description, photos and renders for more info! Books, games, acoustic instruments, Roku, movies, Hi speed WiFi & more! • 4 bedrooms, sleeps 12! • Just 1/4 mile to Mt. Brighton! • Quiet country like but near I-96/I-23, dining & shopping!

Top guest favourite
Cottage in Pinckney
4.94 out of 5 average rating, 17 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 favourite
A spacious kitchen features modern white cabinetry and a large central island with seating for four. Natural light brightens the room through multiple windows, highlighting stainless steel appliances and a decorative backsplash. A small table in the corner offers additional seating.
Home in Chelsea
4.98 out of 5 average rating, 260 reviews

Charming Retreat in Downtown Chelsea 4 Br 2 Ba

A beautiful, remodeled 100+ year old home in the charming downtown area of Chelsea. Located near the new DTE bike trails, a short walk to downtown, and just minutes from great hiking in the Waterloo Recreation Area. Our home will be spotless and well sanitized for your stay. We provide snacks, water bottles, tea and coffee. If you need any baby or toddler items, we can provide things like baby gates, bed rail, pack n play, high chair, etc. A Christmas tree can be provided for holiday bookings.

Top guest favourite
A wooden deck features colorful adirondack chairs and a small table, inviting relaxation. A grill is positioned at the side, and vibrant purple irises surround the deck, adding a touch of nature. Large windows offer a glimpse of the cottage's interior.
Cottage in South Lyon
4.89 out of 5 average rating, 127 reviews

Quiet bit of Heaven 20 min North of Downtown AA

Redone 3 bedroom/ 2 bath cottage on 5 acres in the country, 20 minutes north of Ann Arbor. Large, open floor plan living/ dining/ kitchen. Quiet and serene with lots of wildlife. Say hello to our goats, Billie and Chuckie. Ample parking. Washer and dryer. Smart TV/ no cable. About 2 miles of dirt road to access. Well/septic system. Non-aggressive dog breeds allowed with added $30 cleaning fee - if you bring your dog we will ask you to attest that the dog has no history of aggression.

Guest favourite
A charming lake house is set amidst vibrant fall foliage, highlighting warm colors against the greenery. The home features large windows, a spacious deck, and is surrounded by trees, while kayaks are seen on the shoreline near a gentle slope leading to the water.
Home in Grass Lake
4.92 out of 5 average rating, 195 reviews

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.

Guest favourite
A serene lakeside view is captured, showcasing gentle ripples on the water's surface under a soft sky. A rainbow arches gracefully above the horizon, with lush trees framing the scene and enhancing the tranquil ambiance.
Guest suite in Brighton
4.84 out of 5 average rating, 462 reviews

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.

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
4.95 out of 5 average rating, 129 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.
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, 111 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 a modern, custom-designed home is showcased, featuring a combination of light-colored walls and stone accents. A winding path leads to the entrance, surrounded by neatly trimmed greenery and trees. Scenic views of the natural landscape create a serene backdrop.
Home in Ann Arbor
4.99 out of 5 average rating, 180 reviews

Huron River Lodge

Custom designed, private home featuring scenic views in a retreat like setting nestled along the Huron River just minutes from downtown Ann Arbor. The luxurious, light-filled space boasts two decks, hot tub, fully equipped kitchen, fireplace, and EV charging. This very special property is located along the Border-to-Border Trail and Amtrak line just minutes from US-23, M-14, and US-94. Immerse yourself in a unique environment of beauty and convenience with amenities for all seasons.

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, 423 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 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
4.9 out of 5 average rating, 108 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.

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