
Holiday houses in Dexter
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Top-rated holiday rentals in Dexter
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RoJo's Riverside Retreat with hot tub!
Welcome to RoJo’s Riverside Retreat, where there are so many things for you to do! The home has 2 bedrooms, each has a queen size bed. There is one full bathroom. The kitchen is fully equipped. A gas fireplace to stay cozy. Explore the river, enjoy a bonfire, and take in the spectacular view! The Border to Border (B2B) Trail is just a short walk or bike ride away. While you’re enjoying the large patio soaking in the view and the sunshine, there is a hot tub for you to melt your stress away.

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.

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.

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.

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.

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.

Downtown Dexter's Weekend Delight
Enjoy the best of downtown Dexter from this spacious 4-bedroom home in a quiet, tree-lined neighborhood. Walk to parks, trails, eateries, and the Huron River. Only 9 miles to downtown Ann Arbor, 10 miles to the the Big House and U of M hospitals, 0.5 miles to the Border-to-Border Trail, 1.5 miles to Zingerman’s Cornman Farms, and around the block from Encore Musical Theater. Relax on the peaceful back deck or in the massage chair, or explore everything this vibrant area has to offer.

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.

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!

Blue out of Bounds
Welcome to your ideal getaway in Dexter, MI! I'm Anna, an Event Producer sharing my pet-friendly home, positioned just 20 minutes from downtown Ann Arbor. This rental is an excellent choice if you plan to attend a University of Michigan Football game or explore the vibrant city life. Bring your furry friends to this serene retreat, while enjoying a fully stocked kitchen, cozy bedding, and a welcoming space. Make my home your home-away-from-home!

Friends & Family Perfect Retreat, 8 mins to town
Beautiful 3-bedroom home just 8 minutes from downtown Ann Arbor and 10 minutes from the Stadium. Convenient location near Weber’s Inn, with a 2-minute walk to local bus routes and easy access to grocery stores and coffee shops. Walking distance to wooded trails around inland lakes. A large outdoor deck offers a dining area, grill, and gas fire pit.

Frank Lloyd Wright Secluded Home
Currently, our calendar is open through DECEMBER 21, 2026. This house is a multilevel brick and cypress late period Frank Lloyd Wright house, the plan and design of which is based on the equilateral triangle. The house is situated on 2 heavily wooded acres in a secluded Ann Arbor neighborhood.
Popular amenities for Dexter holiday rentals
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- Ford Field
- Little Caesars Arena
- Michigan Stadium
- Comerica Park
- Pine Knob Music Theatre
- Detroit Zoo
- Mt. Brighton Ski Resort
- Michigan State University
- University of Michigan Historical Marker
- University of Michigan Museum of Art
- University of Windsor
- Huntington Place
- Motown Museum
- Fox Theatre
- Hollywood Casino at Greektown
- Kensington Metropark
- Renaissance Center
- Wayne State University
- Detroit Historical Museum
- The Ark
- Great Lakes Crossing Outlets
- Masonic Temple
- University of Michigan Museum of Natural History
- Dequindre Cut





