House 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.

Location · Value · Condition

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.

Family · Location · Decor

Secluded home-away-from-home with a cook's kitchen

Unwind at this renovated mid-century home, Hillside Manner. It is surrounded by woods, so feels private. You can eat in the cathedral dining area, or on the back patio in the warmer seasons. The mattresses & pillows are memory foam, the Amazon Smart TV is connected to Wi-Fi, and the large kitchen offers anything you need. Perfect for families and groups of friends, the 3 bdrms can sleep up to 6 guests. *Host occupies first floor apartment, which is totally separate. No parties of more than 10!

Family · Location · Long stay

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.

Value · Location · Nearby

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!

Value · Family · Condition

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!

Value · Family · Decor

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.

Value · Location · Air conditioning

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.

Value · Family · Quiet

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.

Family · Value · Layout

Nature-Filled Family Farmhouse Near Ann Arbor

Escape to a peaceful, family-friendly farm retreat just outside Ann Arbor — a place designed for connection, comfort, and outdoor fun. This spacious home comfortably sleeps up to 10 guests, offers over 2,600 sq ft of indoor living space, and sits on approximately 1 acre of open grassy land to explore. Ideal for extended families, multi-family trips, group of friends and University of Michigan visits, this is more than a place to stay — it’s a setting where memories are made.

Location · Family · Layout

5 Mins to the BIG HOUSE with HUGE YARD

Consider this one-of-a-kind, family friendly home your gateway to everything Ann Arbor. This large, well appointed home boasts multiple patios, a skillet grill and a huge fenced in yard. Enjoying UM athletics, staking at the cube, or enjoying a day on the town, this home will be your perfect home base. Michigan Stadium- 2.0 miles ( < 40 min walk), Downtown Ann Arbor- 3.5 miles , Ann Arbor Ice Cube- .3 miles (< 5 min walk)

Value · Location · Laundry

Charming 3-Bdrm Home Near Downtown

Bring the whole family or friends to this great place with lots of room for fun. Our 3-bedroom house offers 65’’ inch Smart TV, plentiful off-street parking, brand new appliances in a fully equipped kitchen, large bedrooms with lots of natural sunlight, and secure keypad entry. Enjoy the comfort of a full home while staying walking distance from downtown Ann Arbor and all that it has to offer. License Number: STR25-5168

Location · Value · Pets