
Holiday rentals in Pinckney
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Top-rated holiday rentals in Pinckney
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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.

Bass Lake Beach and Manor
Looking for a relaxing up north getaway without the drive? Bass Lake Beach and Manor may be exactly what you are looking for! Boasting a sand and stone beach that stretches almost 50 yards, you and your children have plenty of place to explore safely (water shoes recommended fresh water clams are present). There are two Kayaks and two paddleboards on site for your use, and there is a also a 2021 pontoon boat available for rental as well. Check out the photos, you won't be disappointed!

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.

Dockside Daydream, 25 mins to Michigan Wolverines
Welcome to Dockside Daydream - a cozy all season family-friendly cottage where mornings begin with water views and evenings end by the firepit. Perfect for reconnecting, and enjoying nature in comfort: Sleeps 6 | 2 bedrooms | 3 beds | 1 bath Lakefront w/ 2 private docks, kayaks & pedal boat Fire pit, BBQ & outdoor dining Pet-friendly & family-ready (Pack ’n Play, toys, high chair) Bright open living space w/ large windows & fireplace 25 min drive to Michigan Wolverines

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.

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.
Popular amenities for Pinckney holiday rentals
Other great holiday rentals in Pinckney

Dexter Retreat Spacious 1bd Apt outside Ann Arbor

Sunset Lakehouse Near Downtown Dining & Shops

RoJo's Riverside Retreat with hot tub!

Lake house with Up North feel close to SE Michigan

Luxury Lake Home only 20 miles to The Big House!

Stay on a charming 250-acre working farm!

Adorable pink cottage on Base Lake

Lake Daze on West Crooked Lake
Destinations to explore
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- Ford Field
- Little Caesars Arena
- Michigan Stadium
- Comerica Park
- Detroit Zoo
- University of Michigan Historical Marker
- University of Michigan Museum of Art
- Mt. Brighton Ski Resort
- Motown Museum
- Alpine Valley Ski Resort
- University of Windsor
- Oakland Hills Country Club
- Forest Lake Country Club
- Fox Theatre
- Michigan State University
- Huntington Place
- Great Lakes Crossing Outlets
- Kensington Metropark
- Hollywood Casino at Greektown
- Pine Knob Music Theatre
- Renaissance Center
- The Heidelberg Project
- Masonic Temple
- Wayne State University




