Holiday rentals in Pinckney

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Top-rated holiday rentals in Pinckney

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious living area features a light-colored sofa with decorative cushions facing a low coffee table. Large windows provide natural light, and a dining area with a table and chairs is visible in the background. Modern fixtures and wooden beams enhance the inviting ambiance.
Home in Pinckney
4.99 out of 5 average rating, 94 reviews

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

Top guest favourite
Cottage in Pinckney
4.97 out of 5 average rating, 32 reviews

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.

Top guest favourite
A spacious exterior view of a light grey home features a welcoming front porch with a small entryway. Adjacent to the porch is a two-car garage on the left. Blue shutters complement the windows, which reflect the open sky. A large driveway provides ample parking.
Flat in Dexter
4.98 out of 5 average rating, 52 reviews

Dexter Retreat Spacious 1bd Apt outside Ann Arbor

Best of the country and minutes from Ann Arbor & Dexter. 1000 sg ft 1 bd rm private apartment attached to main home on 10 acres with private entrances and garage. 20 minutes to the Big House Stadium, Downtown Ann Arbor and University of Michigan campus and hospital. Bedroom features Select Comfort California King bed split w/dual settings 2 xl twins adjustable bases. Plenty of room for air mattresses in the living room. Lovely country view of red barns and gorgeous sunrises and sunsets.

Guest favourite
A charming lake house is set amidst vibrant fall foliage, highlighting warm colors against the greenery. The home features large windows, a spacious deck, and is surrounded by trees, while kayaks are seen on the shoreline near a gentle slope leading to the water.
Home in Grass Lake
4.93 out of 5 average rating, 204 reviews

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.

Guest favourite
A serene lakeside view is captured, showcasing gentle ripples on the water's surface under a soft sky. A rainbow arches gracefully above the horizon, with lush trees framing the scene and enhancing the tranquil ambiance.
Guest suite in Brighton
4.84 out of 5 average rating, 471 reviews

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.

Top guest favourite
The modern kitchen and dining area features a large farmhouse table surrounded by light-colored chairs, complemented by a wooden bar with four stools. Natural light fills the space through expansive windows, providing views of the outdoor surroundings. Stylish pendant lights enhance the inviting atmosphere.
Flat in Chelsea
5 out of 5 average rating, 126 reviews

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.

Top guest favourite
The spacious living area features a large sectional couch adorned with various patterned throw pillows. A light wooden coffee table is centered on a decorative area rug, while large windows provide abundant natural light and views of the surrounding greenery.
Home in Howell
4.92 out of 5 average rating, 119 reviews

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.

Superhost
A spacious living area features large windows that provide natural light and a view of the lake. Comfortable seating includes a sofa and armchairs arranged around an area rug. A dining table is visible in the corner, complemented by a TV mounted on the opposite wall.
Home in Pinckney
4.86 out of 5 average rating, 94 reviews

Baseline Lake Premium - Chain of 7 Lakes- Boat

NEW white washed oak hardwood flooring for a fresh bright look and NEW Quartz Counter Tops, Sink and Faucet We also have a NEW Stainless Steel Wall Oven, Refridgerator and Washer and Dryer. We have a NEW Lazyboy Queen Sleeper Sofa, 5 Queen 12 inch Pillow Top Premium Mattresses, 2 Single Beds in Loft. Large Shallow Sandy Swimming Area, 14 foot Boat with motor Included. Use of our very nice Pontoon Boat can be arranged for our guests only. -- MINIMUM 6 NIGHT BOOKING IN SUMMER SEASON ****

Top guest favourite
Cottage in Whitmore Lake
5 out of 5 average rating, 26 reviews

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.

Superhost
Home in Whitmore Lake
4.8 out of 5 average rating, 10 reviews

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

Top guest favourite
An aerial view captures a spacious property featuring a well-maintained home with a grey roof and orange car parked in the driveway. A large, grassy yard is visible, along with a sand volleyball court and a gazebo, surrounded by lush trees and greenery.
Guest house in Pinckney
4.94 out of 5 average rating, 140 reviews

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.

Superhost
Home in Pinckney
4.91 out of 5 average rating, 11 reviews

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.

Popular amenities for Pinckney holiday rentals

  1. Airbnb
  2. United States
  3. Michigan
  4. Livingston County
  5. Pinckney