Holiday rentals in Pinckney

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Top-rated holiday rentals in Pinckney

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Top guest favourite
A peaceful entrance is framed by lush greenery, leading up wooden steps. Ferns and hostas line the pathway, guiding guests toward a lower-level apartment. The home, nestled among trees, features a large balcony and expansive windows, inviting natural light into the living spaces.
Flat in Ann Arbor
4.99 out of 5 average rating, 283 reviews

Dream home in the woods (Sister lakes area)

We are renting out a 2 Bedroom Appartment (lower level) in our house/duplex. It has a separate entry and is located in a tree rich area. A natural area begins right behind the house. The sister lakes are in a 3 min walking distance. The apartment is conviniently located in Ann Arbor - 2.2 mi to Downtown - 3.5 mi to the Big House - 2.8 mi to UofM central campus A bus stop and a great coffee place (19 Drips) are in walking distance. Please make sure to enter the right amount of guests ;-)

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, 83 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
Guest suite in South Lyon
4.93 out of 5 average rating, 258 reviews

RockN'Roll Retreat Private Guest Suite @Pickleball

Beautiful country setting on 5 acres surrounded by woods at the end of a private road. Guests will enjoy the entire lower level of our home and have their own private entrance. Door on Airbnb side locks. The outdoor space includes a deck with dining area equipped with LED lighting, pickleball court, 2 Hammocks, firepit, charcoal grill, Umbrella, Tiki Torches. Pets are welcome! $60.00 Pet Fee Within 15 minutes to downtown Ann Arbor, Brighton, Novi and area Metro Parks. Speed limit 15MPH

Top guest favourite
Guest house in Pinckney
4.93 out of 5 average rating, 136 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 a variety of games, a large bonfire pit, and a 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. Our lake also boasts stunning sunsets throughout the year! Kayaks, paddleboards, water bike, and paddle boat available at no extra charge.

Top guest favourite
A bright living space is presented with large windows offering stunning lake views. Comfortable seating is arranged around a central coffee table. A dining table for four is positioned nearby, with decorative accents complementing the airy atmosphere. Light floods the room, enhancing its open feel.
Cottage in Essex
5 out of 5 average rating, 259 reviews

The Kiss nTell - Year round - Hot tub - Lake Views

If you “glamp” when you camp, then you’ll appreciate the finer amenities of this boutique style cottage on Lake Erie. Arguably the best views in this tiny cottage community, The Kiss n Tell graces a bluff overlooking the lake - stunning views from every room. Wake to the sound of waves crashing the shore, sunbathe in loungers, dine while the sun glistens on the water, star gaze from the hot tub or sit by a lakeside fire (firewood provided). Endless options w/out leaving this beautiful space.

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, 187 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
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, 117 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
4.93 out of 5 average rating, 109 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.

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
4.91 out of 5 average rating, 107 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.

Guest favourite
Floor-to-ceiling sliding glass doors provide expansive views of Base Line Lake, allowing natural light to fill the living area. Outdoor seating and a dock are visible from inside, creating a seamless connection between indoor and outdoor spaces.
Home in Pinckney
4.93 out of 5 average rating, 72 reviews

Lakefront: Sleeps 12, Dock, Fire pit, 30 min to A2

Experience life on the water. With floor-to-ceiling windows spanning the entire front of the house, you get 270-degree panoramic views of Base Line Lake and the Huron River from almost every room. Unlike many cramped lake cottages, this 2,000 sq ft home sits on a massive double lot (1.75 lots), giving you a huge side yard for lawn games and a fire pit just steps from the water. Perfect for large families, U of M weekends, or a relaxing group retreat.

Guest favourite
An open living area featuring a comfortable sofa and a wooden coffee table sits adjacent to a dining space with tables and chairs. Natural light fills the room from large sliding doors that lead to an outdoor view, complemented by decorative oars mounted on the wall.
Home in Pinckney
4.92 out of 5 average rating, 24 reviews

On The Cove - Strawberry Lake

Kick back and relax in this calm, stylish space. This newly renovated lake house is comfortable, fun and inviting. Whether you want to fish, kayak, paddle board, relax in the hot tub, or sit fireside, look no further than Strawberry Lake. Be it a family vacation, game weekend, girls trip or a relaxing get-a-way, On The Cove is your place to dock.

Top guest favourite
Guest suite in Whitmore Lake
4.98 out of 5 average rating, 132 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 11 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