Family-friendly holiday rentals in Ann Arbor

The Little Big House: 6-Bed Home in Downtown A2

Welcome to The Little Big House℠, your boutique home with all the charm, sophistication, and walkability of Ann Arbor’s historic Old West Side. Step outside and you’re in the heart of downtown—just TWO BLOCKS from Main Street and 100+ restaurants, cafes, bars, nightclubs, and shops. Inside the home, enjoy the elegance of a top-tier hotel paired with the comfort and function of a fully equipped home: chef’s kitchen, 1GB/s Wi-Fi, spacious backyard + patio, NACS/J1772 Level 2 EV Charger and more.

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.

The Hail Loft

The Hail Loft: welcome to our unique University of Michigan themed apartment, centrally located downtown. This charming space sleeps 7 with a queen main, full bed in a small loft, & 2 pull-outs. Full kitchen, 1 Euro-style bathroom, WiFi, standing desk, on-site laundry, & spacious living area. Please note the steep staircase and absence of elevator. Experience the city's best attractions and the nearby UM campus. 20 min walk to the Big House. Free Parking included-Book now to secure your spot!

Tranquil Farmhouse - Kerrytown Historic District

STR25-5544 : Cook dinner in a beaming kitchen with nut-brown plank floors and dine with family and friends at a trendy handmade table. With its vivid original artworks, pops of cool colors, and modern furnishings, this guesthouse feels at once magical and restful. The house is in Kerrytown district, a historic enclave with vibrant boutiques, charming eateries, and artsy cafes. Across the street is the Kerrytown Market and Shops, while the Ann Arbor Farmers Market is just a stone throw away.

Charming Plymouth retreat • hot tub • fire pit

Welcome to our 1913 modern yet charming 3 bed (2 ensuite), 2-full bathroom home nestled just a short stroll away from the heart of downtown Plymouth. With a walk score of 75, this is an unbeatable location with an array of amenities. Enjoy this perfect retreat for your next getaway. 3 mins → DT Plymouth 19 mins → Detroit Metropolitan Wayne County Airport ✈ 20 mins → Ann Arbor Retreat w/ hot tub, hammocks, game & entertainment rooms, fire pit, washer/dryer, gated yard, cozy family home!

The riverview

Welcome to our treetop dwelling. This little building was once a mason’s shop, then a cabinet maker's. Beautifully remodeled with radiant heated floors, a modern kitchen and objectively the best view in town. Perched on a bluff overlooking the Huron river and the Ann Arbor cityscape beyond, it feels removed but that’s the beauty of it: it’s a 5 minute walk to Kerrytown and the farmers market, 10 min to downtown, 5-min Uber to the big house. Argo park and river trails are your back yard!

Water Hill Gem | Walk to Downtown | Backyard Oasis

Welcome to our charming home in Ann Arbor’s beautiful Water Hill neighborhood, one of the most sought-after locations in the city. Just two blocks from Main Street and Downtown Ann Arbor, you can easily walk to the area’s best restaurants, breweries, shops, and entertainment. Whether you're visiting for a University of Michigan event, a Michigan football game, business travel, or a relaxing getaway, our home offers the perfect balance of historic charm, comfort, and an unbeatable location.

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.

Great location in downtown Ann Arbor!

This loft is located in downtown Ann Arbor. Walking distance to all U of M sports, central and south campus, and all that downtown Ann Arbor has to offer. This 2 bedroom unit is 1600 sq ft. A great place to stay and enjoy all the great things that Ann Arbor is known for! Dining, shopping, U of M, Michigan Medicine. This space is large and relaxing in the heart of downtown. Parking 2 blocks away! The loft sleeps 6 very comfortably with 2 kings and 1 queen. Sofa sleeper makes 7-8.

Old West Side Studio Near Michigan Stadium

Welcome to Ann Arbor's Old West Side!Enjoy a cozy retreat to relax, work or play in. Our private entrance, studio/efficiency is one mile from the Michigan Stadium (6-min drive/ 22-min walk) and a short walk to bus stops, shops, cafes, restaurants, playgrounds, parks, and wooded areas. Convenient to I-94 or M-14, minutes to downtown Ann Arbor. Space includes a queen bed, a day bed (used as a twin/king), living/dining/workspace areas and a full, large bathroom. Family/LGBTQ friendly.

Hot Tub | Games | New Build | Sauna | Theater

We invite you to enjoy an unforgettable stay the New Custom Townhome by the Arbor Collection, in a picturesque area walking distance to downtown Ann Arbor. Explore scenic Hunt Park, discover city attractions, or spend days basking in the sun in the spacious outdoor living area with the hot tub and sauna. ✔ 4 Comfortable Bedrooms (Sleeps 10) ✔ 2 Spacious Living Areas ✔ Full Kitchen ✔ Sauna ✔ Hot Tub ✔ Home Theater ✔ Arcade Games ✔ Wi-Fi ✔ Washer/Dryer ✔ Parking ✔ Game Room

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.