Holiday houses in Dexter

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Top-rated holiday rentals in Dexter

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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.
Apartment in Ann Arbor
4.99 out of 5 average rating, 285 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
The exterior of a modern home is shown, featuring a spacious patio area with outdoor seating and a pergola. Lush green grass surrounds the structure, and a wooden fence is visible in the background. Large windows allow natural light into the interior.
Home in Ann Arbor
4.95 out of 5 average rating, 102 reviews

Stunning Open Floor-Plan on Beautiful 12 Acre Farm

Peaceful retreat just 10-15 minutes away from downtown Ann Arbor. Nestled into 12 acres of meadow and working cut flower and vegetable farm with lots of birds & wildlife. A beautiful, fenced in backyard is yours to relax in. Modern interior with smart lights, projector home theater and full kitchen. The fenced in backyard is a peaceful place to spend time outdoors featuring outdoor string lights around the parameter and pergola, and a playplace for kids. The fence is great for containing pets.

Top Guest favourite
A spacious kitchen features modern white cabinetry and a large central island with seating for four. Natural light brightens the room through multiple windows, highlighting stainless steel appliances and a decorative backsplash. A small table in the corner offers additional seating.
Home in Chelsea
4.98 out of 5 average rating, 258 reviews

Charming Retreat in Downtown Chelsea 4 Br 2 Ba

A beautiful, remodeled 100+ year old home in the charming downtown area of Chelsea. Located near the new DTE bike trails, a short walk to downtown, and just minutes from great hiking in the Waterloo Recreation Area. Our home will be spotless and well sanitized for your stay. We provide snacks, water bottles, tea and coffee. If you need any baby or toddler items, we can provide things like baby gates, bed rail, pack n play, high chair, etc. A Christmas tree can be provided for holiday bookings.

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, 261 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.
Apartment 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.

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, 179 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
4.91 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.

Top Guest favourite
Guesthouse 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 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
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
4.93 out of 5 average rating, 169 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

Top Guest favourite
A spacious living area features exposed wooden beams and a vibrant rug, creating a bright environment. A comfortable sofa with floral patterns and a wooden cabinet are visible, along with a table and a chair. Colorful artwork adds interest to the background.
Guest suite in Dexter
4.79 out of 5 average rating, 218 reviews

Ann Arbor Area U of M Professionals

Private stay of home. Lower level Walk out. cobblestone steps to the apartment. Private entrance, bath. Basic place, designed for maximum comfort. Ideal for anyone needing housing for a short time. HAS PRIVATE LIGHTED PARKING. Beautiful home and community area. Nestled around farms and natural habitat. WIFI. is STARLINK TV HAS 38 antenna channels installed. KIDS STAY FREE. NO PETS.

Top Guest favourite
A bright living area features a black sectional sofa adorned with yellow throw pillows and a textured throw. A round coffee table sits atop a wooden floor, complemented by a lamp and a plant. Large windows allow natural light to illuminate the space.
Guesthouse in Ann Arbor
4.99 out of 5 average rating, 334 reviews

Clean & Serene Guest Suite 7 miles to downtown A2!

Relax in our clean, private, bright & spacious one-bedroom apartment/guest suite, attached to but completely separate from our house, with it's own private deck and entrance. Vaulted ceilings, skylights, full kitchen w/dishwasher, full bath, washer/dryer, in a quiet yet close-to-town setting. Nature all around. *SEE BELOW RE: UNPAVED ROADS* * No Children Under 12-No Exceptions!*

Popular amenities for Dexter holiday rentals

  1. Airbnb
  2. United States
  3. Michigan
  4. Washtenaw County
  5. Dexter