Holiday rentals in Waterloo Township

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Top-rated holiday rentals in Waterloo Township

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

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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, 215 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
An updated Victorian home is depicted, featuring a light blue exterior with white trim and decorative gables. A red front door provides a pop of color. Lush greenery surrounds the property, and flower boxes adorn the windows. A well-maintained lawn invites relaxation.
Home in Chelsea
4.95 out of 5 average rating, 64 reviews

The robot house

In the heart of downtown Chelsea, walking distance to restaurants, shopping, wedding venue & more! Enjoy weekly farmer's markets, summertime live entertainment on Thursday evenings. Historic victorian home has been updated and is clean & comfortable w/well-equipped kitchen & plenty of common space for entertaining & 2 full baths. Each of the 2 bedrooms have a queen bed & there is a queen size sofa sleeper in the living room. There is a washer and dryer available for your use in the basement

Top guest favourite
The living room features a stone fireplace as a central focal point, surrounded by warm wooden accents. A brown leather sofa is positioned with decorative pillows, complemented by a wooden coffee table. A chair adds a pop of color, while natural light filters through the windows.
Cottage in Grass Lake
5 out of 5 average rating, 35 reviews

Waterloo Cottage at Clear Lake

Charming, authentic Michigan lakefront cottage situated right on desirable, private, all-sports Clear Lake right in the heart of the Waterloo Recreation Area in Grass Lake, MI. The 136 acre all-sports lake is surrounded by rolling, tree covered hills. The cottage is 10 min away from Chelsea, 20 min.from Jackson, and 25 min. from Ann Arbor. Waterloo cottage is newly remodeled with three bedrooms and 1.5 baths. Rents Weekly in Summer-Sat to Sat and 2 day minimum stays the rest of the year.

Top guest favourite
A teal skoolie sits parked on a grassy area, with a shaded wood deck extending from its side. Two red outdoor chairs are positioned nearby, and decorative lights are strung overhead, adding a cozy ambiance to the serene outdoor setting.
Bus in Grass Lake
4.97 out of 5 average rating, 269 reviews

The Feral Skoolie

Nestled on 4 acres and located in the heart of Waterloo recreation area, this 280sq ft skoolie boasts comfort and eclectic energy! Sure to please the outdoor enthusiast, the property is surrounded by public land with the Pinckney Waterloo Trail crossing at the end of our driveway, and several nearby lakes. Located 30 minutes to Ann Arbor, 15 minutes to downtown Chelsea which offers plenty of great eats and drinks, 20 minutes to downtown Jackson, 10 minutes to Sandhill crane winery.

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
4.99 out of 5 average rating, 133 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 exterior of the bungalow showcases a white siding with a bright red door and barn quilt design. A small patio area features a glass-topped table surrounded by four metal chairs, nestled in a grassy lawn with surrounding greenery.
Bungalow in Jackson
4.95 out of 5 average rating, 445 reviews

Barn Quilt Bungalow

The Barn Quilt Bungalow- Views of horses right out your window! Includes 1 bedroom (queen), 1 pull out mattress (queen), 1 bathroom (shower), living room, kitchen, heat & A/C. Walk the trails or walk to the winery. MAX OCCUPANCY is TWO guests. You can add a third for $30/night. Guests may not bring additional people, no matter how long. Airbnb will be contacted immediately if you exceed the max occupancy. No children, animals, or service animals (allergy/ health hazard).

Top guest favourite
A spacious living area features a high wooden ceiling with exposed beams. Leather sofas are arranged around a patterned area rug, with natural wood accents throughout. Large windows allow for ample light and views of the surrounding nature, while a decorative stone fireplace adds warmth to the space.
Home in Grass Lake
4.98 out of 5 average rating, 55 reviews

Stunning, Spacious, Custom Log Home on 100 Acres

Stunning Custom Log Home with enough room for an extended family. Perfect for family get-togethers, holidays, fall football, hunting, or just a quiet getaway. Short drive to downtown Chelsea. Easy access to interstate. Incredible master suite, 2 washer-dryers, playground area. Near campgrounds and state park. Likely to see wildlife while visiting. Private office on main level perfect for working remotely. Forget your worries and settle into this spacious and serene retreat!

Guest favourite
A bright 3-season room features large windows that offer views of the outdoors. Comfortable seating, including a sectional sofa and a wooden coffee table, provide a relaxed space. A decorative rug covers the floor, and simple wall decor enhances the welcoming atmosphere.
Cottage in Gregory
4.94 out of 5 average rating, 33 reviews

Lake house with Up North feel close to SE Michigan

Relax with your family and friends at this tranquil cottage. Start your day reading and enjoying coffee in the 3-season room. Explore the lake via kayak or SUP. Take a dip in the water in the beach area or catch fish off the dock or in the stream. Inside enjoy the foosball table, keyboard, full complement of games and chef's kitchen. Nearby is the DTE mountain biking trail and hiking trails and Huron River. Chelsea, Dexter and Ann Arbor are all within 15-30 minutes.

Superhost
A 20ft yurt features a smooth, light-colored exterior and a distinctive conical roof. A wooden deck with a smoothly built railing leads up to the entrance, surrounded by a gravel pathway and a natural landscape of brown grass and scattered rocks.
Yurt in Pleasant Lake
4.82 out of 5 average rating, 197 reviews

Stay in a YURT on An Equine Rescue Ranch

The yurt is located on a 30 Acre Equine Rescue ranch. It is a 4 season 20ft yurt in the middle of the ranch with a beautiful view of Mustangs (American Legends). All proceeds from rental will go back to the rescue. There is electric, an outhouse a short walk away, a cold water spigot close by. Minutes away from Pleasant Lake for swimming, a local winery & 38 minutes from Ann Arbor. We offer tours and chances to interact with equines, including American Mustangs!

Top guest favourite
A light-filled living area features a spacious, sectional sofa in soft tones, complemented by a unique coffee table made from natural wood. Floor-to-ceiling windows showcase views of the lake, while a cozy armchair and dining area create a welcoming gathering space.
Home in Jackson
5 out of 5 average rating, 34 reviews

Camp Gilletts - Lake Front Home

Welcome to our peaceful 2-bed, 2-bath lakefront retreat on Gilletts Lake in Jackson, MI! Located on the quiet side of the lake, it’s the perfect spot to unwind with serene views, cozy vibes, and all the comforts of home. Paddle out to the lively sandbar if you're feeling social, or stay tucked away for a relaxing escape with fishing, kayaking, or just soaking up the calm. Downtown Jackson is just a short drive away—close enough for convenience, far enough for peace

Top guest favourite
A spacious field is dotted with wildflowers and vibrant greenery, creating a serene landscape. In the background, a quaint yellow house is visible, framed by lush trees against a colorful sunset sky.
Tiny home in Chelsea
4.94 out of 5 average rating, 180 reviews

Cozy Tiny House on Centennial Farm

“I feel thin. Sort of... stretched. Like butter scraped over too much bread.” ~ Bilbo Baggins to Gandalf~ If this is you right now, you've come to the right place. Blue Door Guest House is designed to be a place where very tired people can come and rest. The Camino de Santiago is a special place for us and this guest house is our version of a pilgrim’s albergue. PLEASE READ GUEST ACCESS SECTION BEFORE BOOKING

Superhost
Home in Grass Lake
4.73 out of 5 average rating, 15 reviews

Grass Lake Retreat with Game Room & Fire Pit

Escape to this spacious Grass Lake retreat, where family fun and relaxation go hand-in-hand. With room for 12 guests, this 4-bed, 4-bath home offers everything from a game room packed with activities to a basketball court and fire pit under the stars. Bring your kayak for a day on the water, lace up your boots for nearby trails, or simply unwind by the fireplace with your crew. Pet-friendly (up to 2 dogs—fees apply)

Popular amenities for Waterloo Township holiday rentals