Holiday rentals in Pinckney

The Portage Pearl

Relax in this lakeside cottage after spending a day on the Portage Chain of Lakes. Enjoy a picnic and games at the community park located directly across the street with unobstructed views of beautiful Portage Lake. Watch a game on the 65" smart TV. Enjoy cooking w/ a fully equipped kitchen and propane grill. Indoor and outdoor dining areas. End the evening around the fire pit underneath the stars. There is a free boat launch nearby on the main road. In-unit washer & dryer. New HVAC in '24

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.

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.

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.

“Oak Hill Retreat"

New Rustic Tiny Home on a Creek, Farm Stay near Hell, MI WATCH OUR TWO YEARLINGS THIS SUMMER! Check out the 2025 baby pics! This is a genuine farm stay- peaceful, simple, and full of fresh air. Sip your morning coffee with the sound of the birds, watch the sunrise over the trees, or just sit back and listen to the frogs sing at night. No city noise, no distractions-just picturesque scenery, horses, and chickens. Perfect for couples, solo travelers & anyone needing a little peace.

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.

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.

Bon Jodi's Dreamy Escape (sleeps 7)

Stop here. You've found the winter wonderland and summer dreamland. There's so much to offer every season including Zukey lake fun, a variety of games, a large bonfire pit, + seasonal heated igloo for a unique fall and winter experience. Enjoy our indoor bar with two TVs, a pool table, arcade games, and cornhole. New flooring placed Jan 2026 & new felt on pool table. Kayaks, paddleboards, water bike, and paddle boat available at no extra charge.

Brushstrokes by the Lake Cottage

Charming and fully renovated rustic cabin nestled by the serene lake. Offers an up-north feeling without the long drive! Futures: Wake up to breathtaking lake views and natural beauty. Swim, kayak, or paddle board for some fun on the lake. Relax by the fire pit in the evening or enjoy a meal. ~10 minutes away from Pine Knob concerts and ski resort. Only ~15 minutes from Clarkston's delightful restaurants.

Crooked Lake Lodge | Nostalgic Waterfront Retreat

Welcome to Crooked Lake Lodge, your private lakefront escape blending cozy comfort with vintage charm. Nestled directly on all-sports West Crooked Lake, this stylish brick home features a nostalgic vibe—think classic cabin touches with elevated comfort and a whole lot of heart. Whether you're floating off our private dock in summer or ice fishing in winter, this home is perfect for memory-making.