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.

Peaceful Lake Cottage Retreat

Lovely studio Cottage overlooking our private 3 acre woods with Nature Trail, beautiful and relaxing. Located on a peaceful bay of Hi-land Lake and connected to Halfmoon Lake chain of 8 lakes. The perfect location to explore the surrounding Pinckney Recreation Area, Potawatomi Trails, and Lakeland B2B Trail. A beautiful area to bicycle, hike, swim, SUP, kayak, fish, XC ski, snowshoe.... Includes use of our pedal boat. Up to 5 kayaks available for rent. No pets, to respect those with allergies.

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.

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.

15 min to Ann Arbor | Cozy 2BR Green Getaway

Welcome to The Green Getaway, our restored 1940s Whitmore Lake cottage, just 15 minutes north of Ann Arbor. Perfect for U of M visitors, football fans, or anyone seeking a cozy Michigan escape with easy city access. Enjoy vintage charm, a comfortable living area, a fully equipped kitchen, and a spa-style bathroom with heated floors and a walk-in shower. Sleeps four with Wi-Fi and Smart TV. Just 15 minutes from the U-M campus and hospital, with Whitmore Lake a short walk away.

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

Su Casa - with optional pontoon boat.

Su Casa is an adorable cabin located on all-sports Ore Lake. Enjoy kayaking, floating and boating during the day and a beautiful fire on the porch by night. Access to the Huron River and the chain of lakes is available. This adorably renovated lake-side cabin is the perfect place to unwind, relax and enjoy time with the family. Property Includes: Lily Pad, 2 Kayaks, 2 Paddle Boards, Multiple Floats, a Grill and Firepit, and the option to rent a pontoon boat.

Sunset Lakehouse Near Downtown Dining & Shops

A lakeside retreat in Brighton, Michigan. Fully renovated, this stylish lake house accommodates up to six guests. Enjoy panoramic lake views from the cozy living space or unwind in the backyard oasis with a fire pit under the sunset sky. Only 2 miles from Downtown Brighton, explore boutiques and dining options, or stroll along the waterfront. Whether it's a romantic getaway or a weekend with friends, this lakeside home ensures an unforgettable escape.

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.

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!

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.