Too Doo - Vacation Rentals in Main Street

KT2 Downtown Ann Arbor/Kerrytown Love Nest From US $255
         

9.8 (112 Reviews)
House
  • Air Conditioner
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  • Pet Friendly
Renovated Beauty Overlooking Downtown Ann Arbor From US $964
         

Tudor Style Carriage House From US $244
         

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10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Location, Location! Downtown Luxury 1 Bedroom Apt From US $254
         

9.8 (66 Reviews)
Apartment
  • Air Conditioner
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  • TV
Make yourself at home in this cute and bright apt! From US $153
         

10.0 (82 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy- Quaint Downtown Delight! From US $379
         

10.0 (71 Reviews)
House
  • Air Conditioner
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  • TV

Luxury Places to Stay in Main Street

Over 443+ Luxury Places to Stay in or Near Main Street
Art Deco Home 3 Min to UOFM From US $3,011
         

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New
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  • View

Top-Rated Vacation Rentals with a Pool in Main Street

Over 42+ Top-Rated Vacation Rentals with a Pool in or Near Main Street
Weber's Hotel & Restaurant From US $141
         

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9.4 (1521 Reviews)
Hotel
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  • Pool
Hyatt Place Ann Arbor From US $135
         

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9.4 (1007 Reviews)
Hotel
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  • Pool
Residence Inn Ann Arbor Downtown From US $178
         

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9.4 (548 Reviews)
Hotel
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  • Pool
Homewood Suites by Hilton Ann Arbor From US $127
         

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9.4 (305 Reviews)
Hotel
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  • Pool
Hilton Garden Inn Ann Arbor From US $114
         

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9.2 (1002 Reviews)
Hotel
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  • Pool
TownePlace Suites by Marriott Ann Arbor From US $106
         

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9.2 (607 Reviews)
Hotel
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  • Pet Friendly
Home2 Suites By Hilton Ann Arbor South From US $108
         

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9.2 (88 Reviews)
Hotel
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  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Main Street

Over 117+ Pet-Friendly Vacation Rentals in or Near Main Street
Burnt Toast Inn and Washington House From US $222
         

10.0 (31 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Spark by Hilton Ann Arbor South From US $90
         

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8.2 (97 Reviews)
Hotel
  • Air Conditioner
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  • Pet Friendly
GO BLUE when you visit UMICH at The Blue Arbor From US $574
         

10.0 (18 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
White House on a Hill From US $542
         

10.0 (18 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Westside House 2 Miles to Downtown and the Stadium From US $269
         

10.0 (18 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Walk to the Big House from this Stylish Home. From US $1,875
         

10.0 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Main Street

Over 77+ Large Vacation Homes & Villas in or Near Main Street
Baxter House Bed & Breakfast and Apartment From US $140
         

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10.0 (24 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Elegant Residence 3 Miles from UM Stadium From US $373
         

10.0 (23 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Upscale 3BR/2BA w/Jacuzzi, Steps from Big House! From US $429
         

Updated 5 bedroom ranch w/fenced in yard and 100"+ projector near downtown! From US $230
         

Wheelchair Accessible Vacation Homes in Main Street

Over 76+ Wheelchair Accessible Vacation Homes in or Near Main Street
Urban Condo with Balcony in Downtown Ann Arbor From US $342
         

9.8 (50 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
The Vanguard Ann Arbor, Autograph Collection From US $341
         

9.2 (33 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Ann Arbor City Club Apartments From US $298
         

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9.0 (55 Reviews)
Apartment
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  • TV
Modern apartment with fitness center From US $323
         

9.6 (33 Reviews)
Apartment
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  • Parking
  • TV
Apartment near Kerrytown Concert House From US $357
         

9.6 (32 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Modern apartment with fitness center From US $323
         

9.6 (28 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Apartment near Kerrytown Concert House From US $347
         

9.6 (18 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Apartment near Kerrytown Concert House From US $347
         

8.6 (30 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

Main Street Vacation Rentals and Airbnb Places to Stay Under $200

Over 112+ Main Street Vacation Rentals and Airbnb Places to Stay Under $200
Downtown Ann Arbor Walk to Stadium, Medical Center, UM From US $176
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Balcony/Terrace
The 4M Favorite House Stunning & Spotless 2-Bed Apt From US $197
         

10.0 (14 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Bell Tower Hotel From US $190
         

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9.2 (1002 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
The Retro Nest - Heart of Campus From US $197
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Luxury King bed Studio From US $199
         

9.8 (18 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
609 E William #3 · Color and Whimsy Downtown - Sparkling Clean. From US $171
         

9.4 (41 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Wellness Facilities
Charming Studio in Ann Arbor From US $173
         

9.4 (22 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Main Street

Over 176+ Instantly Bookable Vacation Homes in or Near Main Street
By The Big House - 3bd/1.5bth, 1 mile to dwntwn From US $337
         

10.0 (31 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Ann Arbor Home w/Deck, 2 Mi to Michigan Stadium! From US $241
         

Lovely Home 10 min walk to U of M stadium You are renting rooms in the house. From US $150
         

Stunning & Spotless 2-Bed Apt (#1) Walk to UM Athletics From US $207
         

< 2 Mi to the Big House: Family-Friendly Home! From US $335
         

10.0 (16 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

About Main Street Vacation Rentals

With more than 452 Main Street vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Toodoo and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Main Street.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Toodoo Main Street, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Main Street. Places to stay near Main Street are 880.55 ft² on average, with prices averaging $573 a night.

Toodoo makes it easy and safe to find and compare vacation rentals in Main Street with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Main Street

Type Count
Vacation Homes 239
Holiday Apartments 121
Hotels with Suites 58
B&B 12
Cottages 2
Cabin Rentals 1
Others 1

Use these Quick Filters to Find a Vacation Rental in Main Street

Pro Tip: Toodoo makes it easy to compare the best listings on Toodoo homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Toodoo homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Main Street.

Weather in Main Street

View the weather forecast for Main Street before booking your Main Street Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Main Street Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Main Street?
How many vacation rentals are available in Main Street?

Currently, the total number of properties listed in 2026 is over 452 in the Main Street area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Main Street.