Holiday rentals in Gregory

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!

NEW cozy, beautiful lake cottage

Beautifully renovated, & completely updated, cottage in Jackson, MI. Gilletts Lake is an all-sports lake - feel free to bring your boat and tie it up at our dock! The perfect lake getaway for you & your family, or let our house be the place you host your family reunions, scrapbooking retreats, or bridal parties. This 4-bedroom, 2-bath home with an open-concept kitchen/living room has the most gorgeous sunset views overlooking the lake and take a dip off our sandy shoreline into the clear water.

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.

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.

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.

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.

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.

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).

Lakefront cottage

Charming lake front cottage on Watson lake. Watson lake is part of the Halfmoon lake chain of lakes. Enjoy the amazing view of the lake and the state land beyond. Access Half Moon, Bruin, Blind, Woodburn, Patterson and Hiland Lake all in one day. Recently remodeled. New stamped concrete sidewalk and patio. Three bedrooms, bath and a half for a family or guests. Large living room area, dining and kitchen area with an open concept that takes full advantage of the lake views.

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 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!