Holiday rentals in Gregory

SoH Private Guest Suite (Separate Bath, Entrance)

New 2025 Upgrades—Super clean & cozy private suite carved out of our 2022 built home in a safe, serene subdivision w/ premium amenities. ✅Private Entrance & Contactless Check-In. 🚭 Smoke & pet 🐶 free. Features: -Private full bath 🛀 + bidet -Leather recliner -Snack/laptop table -Fast WiFi -55” LG 4K Smart 📺 -Massage gun -HEPA air purifier -☁️ fall humidifier/diffuser -reversible 🔥🧊 ceiling fan -Toiletries 🧼 🧴 -Kitchenette & ☕️/🫖 bar -Expandable mobile dining table/workstation -🧺 service & more

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.

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.

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.

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.

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.

Rejuven Acres - The Suite

With 23 acres of country, this Suite is perfect for reflecting and relaxing. Space includes a separate bedroom/bath, a great room w/bunk beds, kitchenette & a breakfast room. Enjoy the view out the picture window of the farm fields and big sky, play foos ball, POOL IS OPEN June-Sept, visit the animals, rest by the pond. There are sitting areas all around to inspire & a perimeter path to walk. Bonus Experience of hand feeding alpacas! Located off a dirt road with a long driveway.

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).

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.

Peaceful Lakefront Retreat Relaxing

A beautiful and relaxing lakefront retreat. Our lovely apartment overlooks a peaceful bay on Hi-land Lake and our private 3 acre woods with Nature Trail. Located in the heart of the Pinckney Recreation Area, Potawatomi Trails, and Lakeland B2B Trail. A beautiful area to bicycle, hike, swim, SUP, kayak, fish, XC ski, snowshoe… Connected to Halfmoon Lake chain of 8 lakes. Includes use of our pedal boat. Up to 5 Kayaks available for rent. No pets, to respect those with allergies.

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.

Stay in a YURT on An Equine Rescue Ranch

The yurt is located on a 30 Acre Equine Rescue ranch. It is a 4 season 20ft yurt in the middle of the ranch with a beautiful view of Mustangs (American Legends). All proceeds from rental will go back to the rescue. There is electric, an outhouse a short walk away, a cold water spigot close by. Minutes away from Pleasant Lake for swimming, a local winery & 38 minutes from Ann Arbor. We offer tours and chances to interact with equines, including American Mustangs!