
Holiday rentals in Dexter
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Top-rated holiday rentals in Dexter
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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.
ValueLocationHiking
4.98 out of 5 average rating, 268 reviews
Cozy Charmer in Ann Arbor
Renovated 2-bedroom cottage in Ann Arbor’s Kerrytown neighborhood. Perfect for long stays or weekend getaways. Walking distance to University of Michigan hospital, U of M campus, and many parks. Ample sleeping for 2-4 guests, including a ground floor bedroom and large loft, where there’s additional room to stretch out on a wraparound couch. Take a short walk to the heart of downtown for a night out, or enjoy an evening in with a modern kitchen, comfortable living space, and beautiful backyard.
FamilyValueDecor
4.99 out of 5 average rating, 123 reviews
Frances House
Welcome to our charming 1850's cottage-style home located in the heart of downtown Dexter. This cozy retreat sleeps up to 6 guests. Situated within walking distance to local shops and restaurants, our home provides easy access to the vibrant community of Dexter. Step or ride onto the 35-mile Border-to-Border Trail or access kayaking/tubing on the Huron River. Just 9 miles away is the lively city of Ann Arbor, offering a wide array of cultural attractions, dining, and entertainment options.
LocationFamilyCondition
5.0 out of 5 average rating, 52 reviews
The Portage Pearl
Relax in this cottage by the lake after spending a day on the Portage Chain of Lakes. Enjoy a picnic and games at the community park located 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
LocationValueKitchen
4.95 out of 5 average rating, 102 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.
FamilyValueNearby
4.97 out of 5 average rating, 138 reviews
Rejuven Acres - The Suite
With 23 acres of country, this Suite is perfect for reflecting and relaxing. Space includes a separate bedroom/bath, a great room w/bunk beds, kitchenette & a breakfast room. Enjoy the view out the picture window of the farm fields and big sky, play foos ball, POOL IS OPEN June-Sept, visit the animals, rest by the pond. There are sitting areas all around to inspire & a perimeter path to walk. Bonus Experience of hand feeding alpacas! Located off a dirt road with a long driveway.
LocationValueView
4.93 out of 5 average rating, 466 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.
ValueLocationCondition
4.99 out of 5 average rating, 187 reviews
Dream home in the woods (Sister lakes area)
Rental license # STR26-0389 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 are in walking distance.
LocationValueNearby
4.99 out of 5 average rating, 314 reviews
Stay on a charming 250-acre working farm!
Stay in a lovely restored farmhouse on 250+ acres of land in Dexter, MI. We are a working cattle farm with an orchard, garden, resident farmer (in a house on the property), acres of woods and miles of country roads. Lots of space! We are near the end of the Border to Border trail going to Dexter now and soon all the way to Ann Arbor! Located across the street from the Michigan Sailing Club. We're a convenient stay for University of Michigan events!
FamilyLocationCleanliness
4.99 out of 5 average rating, 172 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.
FamilyValueComfort
4.94 out of 5 average rating, 146 reviews
Frank Lloyd Wright Secluded Home
AS OF SEPT 15, 2026. Airbnb has changed how the host presents their pricing structure. ALL fees are now included in the posted nightly rental charges, including the separate SERVICE fee the client formerly paid directly to AIrbnb. Guest pays no additional fees. OUR OVERNIGHT RENTAL PRICES HAVE NOT CHANGED, but are now adjusted to offset the fees now collected from the host. Currently, our calendar is open through JANUARY 2, 2027
ValueLocationCleanliness
4.91 out of 5 average rating, 124 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.
LocationValueNearby
4.8 out of 5 average rating, 229 reviewsPopular amenities for Dexter holiday rentals
Other great holiday rentals in Dexter

RoJo's Riverside Retreat with hot tub!
FamilyValueDecor
5.0 out of 5 average rating, 63 reviews
Downtown Dexter's Weekend Delight
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5.0 out of 5 average rating, 8 reviews
Blue out of Bounds
ValueFamilyDecor
4.98 out of 5 average rating, 60 reviews
Dexter Retreat Spacious 1bd Apt outside Ann Arbor
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Cedar Valley Cottage - Ideal Location.
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4.96 out of 5 average rating, 49 reviews
The robot house
LocationValueLaundry
4.96 out of 5 average rating, 67 reviews
Entire home in downtown Chelsea!
FamilyLocationNearby
4.95 out of 5 average rating, 21 reviews
Classic Ranch Retreat 5 Miles from the Stadium
LocationFamilyGetting around
4.98 out of 5 average rating, 61 reviewsDestinations to explore
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