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.

Hidn LakeFront-New Build-Private Beach-Fast Wi-Fi!

Stay in our new built lakefront house, located on Grand Beach Lake at the end of a private street. ✔ 1100 sq ft w/private entrance ✔ Perfect for longer Stays & Flexcations! ✔⇶ Fast WiFi -Ideal for working remotely ✔ Remote controlled Gas Fireplace ✔ Professionally cleaned and Sanitized ✔ Fully Equipped kitchen, stocked with all the basics ✔ Complimentary Netflix, Prime & Hulu ✔ Brand new, in unit washer, dryer ✔ 10 Minutes to Downtown Brighton or Howell dining ✔ Up North feel but close to town

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.

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.

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

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!