Holiday houses in Gregory

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.

Family · Location · Wi-Fi

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.

Value · Family · Hiking

Dexter Retreat Spacious 1bd Apt outside Ann Arbor

Best of the country and minutes from Ann Arbor & Dexter. 1000 sg ft 1 bd rm private apartment attached to main home on 10 acres with private entrances and garage. 20 minutes to the Big House Stadium, Downtown Ann Arbor and University of Michigan campus and hospital. Bedroom features Select Comfort California King bed split w/dual settings 2 xl twins adjustable bases. Plenty of room for air mattresses in the living room. Lovely country view of red barns and gorgeous sunrises and sunsets.

Location · Family · Decor

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.

Value · Location · Hiking

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.

Value · Location · TV

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.

Value · Location · Air conditioning

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.

Value · Family · Accuracy

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.

Value · Family · Hot tub

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).

Location · Family · Condition

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.

Location · Family · Nearby

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

Location · Family · Layout

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.

Location · Family · Accuracy