Holiday rentals in Dexter

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Top-rated holiday rentals in Dexter

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Guest favourite
Home in Ann Arbor
4.92 out of 5 average rating, 106 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, 262 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.

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
Guest suite in Ann Arbor
4.96 out of 5 average rating, 105 reviews

Spacious Studio Suite with Private Entrance

Enjoy a clean & newly renovated private guest suite on Ann Arbor’s vibrant northwest side. Just a 5 minute drive from downtown (1.7 mi) and Michigan Stadium (2.1 mi), you’re perfectly positioned to explore! Walk to many West-Side restaurants and shops, or hop on public transit for easy access to downtown and all the city has to offer. A few businesses within walking distance include Plum Market, Aldi, LA Fitness, Homes Brewery, Ricewood BBQ, Knights Steakhouse, and Zingerman's Roadhouse.

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, 120 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 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
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
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, 173 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

Guest favourite
A cozy outdoor seating area is arranged around a stone fire pit, with sturdy wooden seating provided. The cabin features large glass doors, allowing for views of the surrounding greenery. A grassy expanse extends behind the seating, enhancing the inviting atmosphere.
Cabin in Village of Clarkston
4.96 out of 5 average rating, 109 reviews

Brushstrokes by the Lake Cottage

Charming and fully renovated rustic cabin nestled by the serene lake. Offers an up-north feeling without the long drive! Futures: Wake up to breathtaking lake views and natural beauty. Swim, kayak, or paddle board for some fun on the lake. Relax by the fire pit in the evening or enjoy a meal. ~10 minutes away from Pine Knob concerts and ski resort. Only ~15 minutes from Clarkston's delightful restaurants.

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
4.8 out of 5 average rating, 222 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
Guest house in Ann Arbor
4.99 out of 5 average rating, 344 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!*

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 Dexter holiday rentals

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