
Holiday houses in Dexter
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Top-rated holiday rentals in Dexter
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SoH Private Guest Suite (Separate Bath, Entrance)
New 2025 Upgrades—Super clean & cozy private suite carved out of our 2022 built home in a safe, serene subdivision w/ premium amenities. ✅Private Entrance & Contactless Check-In. 🚭 Smoke & pet 🐶 free. Features: -Private full bath 🛀 + bidet -Leather recliner -Snack/laptop table -Fast WiFi -55” LG 4K Smart 📺 -Massage gun -HEPA air purifier -☁️ fall humidifier/diffuser -reversible 🔥🧊 ceiling fan -Toiletries 🧼 🧴 -Kitchenette & ☕️/🫖 bar -Expandable mobile dining table/workstation -🧺 service & more

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.

Cedar Valley Cottage - Ideal Location.
Take it easy at this unique, tranquil, secluded, and pet-friendly getaway. Situated at the edge of Pinckney Rec Area, you have it all: hiking, biking, swimming, and boating at Silver Lake. In the winter hiking and ice fishing! Pinckney (7 minutes), Dexter (12 min), Chelsea, (20 min), Ann Arbor (25 min), Brighton/Howell (25 min) This 450' cottage with a spacious feel is nestled in its own wooded valley. You can grill, make a bonfire, or just enjoy the quiet. Wildlife abounds year round.

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.

Dexter Retreat Spacious 1bd Apt outside Ann Arbor
Best of the country and minutes from Ann Arbor & Dexter. 1000 sg ft 1 bd rm private apartment attached to main home on 10 acres with private entrances and garage. 20 minutes to the Big House Stadium, Downtown Ann Arbor and University of Michigan campus and hospital. Bedroom features Select Comfort California King bed split w/dual settings 2 xl twins adjustable bases. Plenty of room for air mattresses in the living room. Lovely country view of red barns and gorgeous sunrises and sunsets.

Downtown Living - 2nd story unit
Newly renovated historic home in charming downtown Chelsea. This beautiful second story, two bedroom unit is just steps from quaint small town shopping, dining, and entertainment; only 20-30 minutes to either Ann Arbor or Jackson on the highway; and if you are looking for outdoor adventures - the border to border trail and/or the Waterloo Recreation Area (the largest state park in the lower peninsula offering trails, lakes, mountain biking (DTE Energy Trail) and more) are just minutes away!

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.

Little Middle
Downtown Chelsea, tucked in the back of a remodeled Victorian home, you'll enjoy privacy & convenience! There is a queen bed in the spacious bedrm, a giant mirror to make getting ready fun & a lg closet to keep everything organized. Kitchen is nicely appointed w amazing naural light. Dedicated workspace. Washer & dryer available in the basement for your use during your stay upon request. Nice outdoor spaces to sit and visit w friends. Liv rm has smart TV & queen sleeper for extra space.

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.

Beautiful, Well Designed, Sunny Apartment
This beautifully designed and decorated apartment is attached to, but separated, from a ranch style home in a residential neighborhood near the campuses of The University of Michigan and Eastern Michigan University. It includes 1 bedroom, 1 full bath, a full kitchen, a laundry room, a deck with patio furniture, and a parking space. There is a separate entrance and an exquisite backyard. Located near bus route and major arteries. Discounts are given for week and month stays.

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!

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
Popular amenities for Dexter holiday rentals
Other great holiday rentals in Dexter

Sunset Lakehouse Near Downtown Dining & Shops

The Roost

Shipping Container Tiny House

Classic Ranch Retreat 5 Miles from the Stadium

Cozy home between Chelsea and Ann Arbor

15 min to Ann Arbor | Cozy 2BR Green Getaway

Frank Loyd Wright Inspired Studio

Quiet A2 Retreat: 3 Acres, Seats 12, 10 min to A2!
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- Ford Field
- Little Caesars Arena
- Michigan Stadium
- Comerica Park
- Michigan State University
- Detroit Zoo
- Mt. Brighton Ski Resort
- University of Michigan Historical Marker
- University of Michigan Museum of Art
- Pine Knob Music Theatre
- Motown Museum
- University of Windsor
- Huntington Place
- The Heidelberg Project
- Hollywood Casino at Greektown
- Kensington Metropark
- Michigan International Speedway
- Fox Theatre
- Hart Plaza
- Wayne State University
- Renaissance Center
- The Ark
- Masonic Temple
- Great Lakes Crossing Outlets





