Holiday rentals in Pinckney

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Top-rated holiday rentals in Pinckney

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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, 89 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
A cozy lounge space features deep purple walls and a chandelier above the circular glass table. Plush, burgundy chairs surround the table, complemented by a dark sofa adorned with decorative pillows. Natural light enters through the window, illuminating the inviting atmosphere.
Home in Brighton
4.86 out of 5 average rating, 209 reviews

Ski Mt. Brighton • Rock ’n Roll Theme • Hot Tub

🎸Rock N Roll House: unique, artistic, and full of good vibes! Relax in the 6-person hot tub, grill on the decks, or hang in the 1-acre backyard. Explore themed rooms: Prince, Taylor Swift, Jerry Garcia & more! Brand-new kitchen & floors as of April 2025! See description, photos and renders for more info! Books, games, acoustic instruments, Roku, movies, Hi speed WiFi & more! • 4 bedrooms, sleeps 12! • Just 1/4 mile to Mt. Brighton! • Quiet country like but near I-96/I-23, dining & shopping!

Top guest favourite
Cottage in Pinckney
4.95 out of 5 average rating, 20 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.

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
4.92 out of 5 average rating, 199 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.

Top guest favourite
Flat in Chelsea
5 out of 5 average rating, 119 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
Tiny home in Pinckney
5 out of 5 average rating, 17 reviews

“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.

Top guest favourite
The exterior of a modern, custom-designed home is showcased, featuring a combination of light-colored walls and stone accents. A winding path leads to the entrance, surrounded by neatly trimmed greenery and trees. Scenic views of the natural landscape create a serene backdrop.
Home in Ann Arbor
4.99 out of 5 average rating, 180 reviews

Huron River Lodge

Custom designed, private home featuring scenic views in a retreat like setting nestled along the Huron River just minutes from downtown Ann Arbor. The luxurious, light-filled space boasts two decks, hot tub, fully equipped kitchen, fireplace, and EV charging. This very special property is located along the Border-to-Border Trail and Amtrak line just minutes from US-23, M-14, and US-94. Immerse yourself in a unique environment of beauty and convenience with amenities for all seasons.

Guest favourite
Two green outdoor chairs paired with a small table are positioned on a gravel surface, surrounded by vibrant autumn foliage. The still water of the canal reflects the colorful leaves, creating a serene atmosphere, while tree trunks stand nearby.
Guest suite in Pinckney
4.9 out of 5 average rating, 108 reviews

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.

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
4.93 out of 5 average rating, 137 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.

Top guest favourite
An open living area is observed, featuring a comfortable grey sofa and two black armchairs. Large windows provide natural light, with a view of the outdoors visible. A ceiling fan is seen overhead, and a dining area is located in the background, contributing to the spacious layout.
Cottage in Whitmore Lake
5 out of 5 average rating, 36 reviews

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!

Superhost
Home in Pinckney
4.9 out of 5 average rating, 10 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.

Top guest favourite
Guest suite in Whitmore Lake
4.98 out of 5 average rating, 137 reviews

Just Off US 23 and 15 Minutes to U of M

Very spacious (1300 sq ft) lower level studio suite with quiet private entry and all amenities, ready for you to enjoy your comfortable getaway! Check in anytime after 3PM with your own private code. Check out by 10 AM. Downtown Ann Arbor and Brighton are just 15 minutes away. We are just 4 minutes off Highway M23. ⭐️Please read entire listing

Popular amenities for Pinckney holiday rentals

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