Holiday rentals in Pinckney

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 · Cleanliness

The Portage Pearl

Relax in this cottage by the lake after spending a day on the Portage Chain of Lakes. Enjoy a picnic and games at the community park located 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

Location · Family · Checkout

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.

Location · Value · Kitchen

Luxury Lake Home only 20 miles to The Big House!

Welcome to our "Home Away From Home" perched on Whitewood Lake of the scenic Huron River Chain of Lakes. This five-bedroom home is PERFECT for groups to come together and enjoy the time spent in a beautiful lake setting! From the open-concept living space to the lakeside deck with private beach, kayaks & paddle boards, you are sure to love your time here. Perfect for both peaceful escapes and for active families and friends seeking both excitement and relaxation on the water!

Family · Location · Grill

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.

Location · Family · Check-in

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.

Family · Location · Sleep quality

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!

Location · Family · TV

Lakefront: Sleeps 14, Dock, Fire pit, 30 min to A2

Experience life on the water. With floor-to-ceiling windows spanning the entire front of the house, you get 270-degree panoramic views of Base Line Lake and the Huron River from almost every room. Unlike many cramped lake cottages, this 2,000 sq ft home sits on a massive double lot (1.75 lots), giving you a huge side yard for lawn games and a fire pit just steps from the water. Perfect for large families, U of M weekends, or a relaxing group retreat.

Location · Family · Laundry

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. Ideal for families and friends! NOT a party house.

Location · Value · Nearby

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.

Family · Location · Pool

Welcome to Shoreview Island!

Bring the entire family or friends to this perfect location in the heart of the Chain of Lakes. Lakefront property just minutes from Ann Arbor, but with the "Up North" feeling. Shoreview Island is a family/friend/fun place with plenty to do. Your choice of multiple all-sport lakes surrounds this beautiful cottage setting. All the comforts of home with the Lake-life vibe. Heading to the southwest? Check out my North Scottsdale listing!

Family · Location · Getting around

On The Cove - Strawberry Lake

Kick back and relax in this calm, stylish space. This newly renovated lake house is comfortable, fun and inviting. Whether you want to fish, kayak, paddle board, relax in the hot tub, or sit fireside, look no further than Strawberry Lake. Be it a family vacation, game weekend, girls trip or a relaxing get-a-way, On The Cove is your place to dock.

Location · Family · View