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Our top choices for Pittsfield vacation homes

Secluded home-away-from-home with cook's kitchen, serving Ann Arbor & Ypsilanti

Ypsilanti
10.0 out of 10, Exceptional, (64)
"Property was perfect, host was great and we’d definitely stay again."
United States
Lauren O.
The price is AED 374
AED 984 total
includes taxes & fees
11 Dec - 12 Dec
Secluded home-away-from-home with cook's kitchen, serving Ann Arbor & Ypsilanti

Spacious 5-bedroom house with pool table near UofM

2.0 star property
Ypsilanti
7.4 out of 10, Good, (13)
"It was a great place for our family. "
United States
Penny B.
The price is AED 661
AED 1,223 total
includes taxes & fees
10 Dec - 11 Dec
Spacious 5-bedroom house with pool table near UofM

Westside House 2 Miles to Downtown and the Stadium

2.0 star property
South Maple
10.0 out of 10, Exceptional, (15)
"Clean, comfortable and hip home next to the hear.say brewery. We had some good bands playing in the evening Friday and Saturday right next door."
United States
Toni
The price is AED 413
AED 989 total
includes taxes & fees
10 Dec - 11 Dec
Westside House 2 Miles to Downtown and the Stadium

2 bed. Quiet neighborhood. Near Belleville Lake. 1/2 mile to public boat launch.

Belleville
10.0 out of 10, Exceptional, (3)
"This quaint home was the perfect home base for us as we visited family in the area. We had everything we needed for the week, and the neighborhood was nice and quiet. "
United States
Anna M.
The price is AED 349
AED 1,017 total
includes taxes & fees
17 Dec - 18 Dec
2 bed. Quiet neighborhood. Near Belleville Lake. 1/2 mile to public boat launch.

Cheerful 2-bedroom townhouse 3 min walk to town

Plymouth
10.0 out of 10, Exceptional, (37)
"The property was very clean with all the amenities needed. Host was exceptionally responsive. Great location within walking distance of many restaurants and shops. Highly recommend this property!"
United States
COLLEEN K.
The price is AED 367
AED 826 total
includes taxes & fees
4 Jan - 5 January 2026
Cheerful 2-bedroom townhouse 3 min walk to town

Charming 2-bedroom house in tranquil Plymouth neighborhood

2.0 star property
Plymouth
9.8 out of 10, Exceptional, (13)
"Wonderful location close to downtown. Clean and cozy. Excellent response time by host."
United States
Linda J.
The price is AED 360
AED 823 total
includes taxes & fees
14 Dec - 15 Dec
Charming 2-bedroom house in tranquil Plymouth neighborhood

Steve’s Barn Lodge, Detroit River/Lake Erie

Flat Rock
9.8 out of 10, Exceptional, (30)
"It was a great place to stay with plenty of space to sleep. I would absolutely stay here again!"
United States
Jacob v.
The price is AED 459
AED 560 total
includes taxes & fees
19 Dec - 20 Dec
Steve’s Barn Lodge, Detroit River/Lake Erie

Dual Saunas. Beautifully Renovated in 2024

2.0 star property
Abbott
10.0 out of 10, Exceptional, (8)
"Our family enjoyed our stay in this lovely home. Beautiful finishes, comfortable furniture, and high quality linens. Perfect for a weekend trip to AA!"
United States
Derek and Jayne W.
The price is AED 343
AED 1,127 total
includes taxes & fees
10 Dec - 11 Dec
Dual Saunas. Beautifully Renovated in 2024

Hot Tub | New Build | Sauna | Walk Downtown | Theater | Arcade | Park City View

Water Hill
9.8 out of 10, Exceptional, (52)
"It was very nice, and set up well for our stay. Everything was very nice and great location."
United States
Greg M.
The price is AED 513
AED 1,549 total
includes taxes & fees
10 Dec - 11 Dec
Hot Tub | New Build | Sauna | Walk Downtown | Theater | Arcade | Park City View

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

Haisley-Veterans Park
9.8 out of 10, Exceptional, (53)
"Nice house in quiet neighborhood "
United States
michael b.
The price is AED 413
AED 799 total
includes taxes & fees
11 Dec - 12 Dec
Updated 5 bedroom ranch w/fenced in yard and 100"+ projector near downtown!

Heart of Ann Arbor Stay

2.0 star property
Ann Arbor
10.0 out of 10, Exceptional, (1)
"This house is exactly as shown in the photos. Everything is brand-new, spotless, and the views are stunning. The entire property is beautiful and well-maintained. I give this place a solid 5 stars in every category."
United States
Landy H.
The price is AED 511
AED 1,299 total
includes taxes & fees
10 Dec - 11 Dec
Heart of Ann Arbor Stay

Clean, Cozy & Central - EMU + 10 mins to Ann Arbor

Ypsilanti
9.4 out of 10, Exceptional, (6)
" Clean, well appointed kitchen, quiet neighbourhhod close to downtown Ypsilanti. We hope to be able to stay here next time we visit Ypsilanti. "
United States
Pat G.
The price is AED 533
AED 973 total
includes taxes & fees
10 Dec - 11 Dec
Clean, Cozy & Central - EMU + 10 mins to Ann Arbor

Renovated 3 bed/2.5 bath with fast wifi & 100" projector near the BIG HOUSE!

Dicken
9.8 out of 10, Exceptional, (45)
"Clean, comfortable and perfect for our needs. "
United States
S.w. H.
The price is AED 426
AED 897 total
includes taxes & fees
10 Dec - 11 Dec
Renovated 3 bed/2.5 bath with fast wifi & 100" projector near the BIG HOUSE!

5 minutes from DTW!

Taylor
9.4 out of 10, Exceptional, (3)
"The house was great! Clean, organized, close to the airport and close to activities in town. If i find myself visiting Taylor again, I would be happy to stay here."
United States
Zach S.
The price is AED 500
AED 948 total
includes taxes & fees
10 Dec - 11 Dec
5 minutes from DTW!

Charming 3-bedroom house in pleasant Saline

Saline
9.2 out of 10, Wonderful, (17)
"Very clean and comfortable house to stay in while visiting family in Saline! The kitchen is modern and updated, the bedrooms cozy and the bed very comfortable, and the bathroom is large and very clean. I would stay here again!"
United States
Linda W.
The price is AED 474
AED 1,605 total
includes taxes & fees
4 Jan - 5 January 2026
Charming 3-bedroom house in pleasant Saline

1 Mile from Downtown l Pet Friendly l Hot Tub

Plymouth
10.0 out of 10, Exceptional, (30)
"Perfect stay for myself and my 4 friends for a weekend getaway to Detroit. Centrally located to all the activites (Top Golf, Airport, Detroit). We felt safe and everything was very clean. Will definitely recommend and will be back again if staying in the area again."
United States
kristi g.
The price is AED 645
AED 1,594 total
includes taxes & fees
21 Dec - 22 Dec
1 Mile from Downtown l Pet Friendly l Hot Tub

Cozy 2BR Mid-Century Townhouse w/Parking Near Downtown Ann Arbor & The Big House

2.0 star property
Eberwhite Woods
The price is AED 474
AED 951 total
includes taxes & fees
14 Dec - 15 Dec
Cozy 2BR Mid-Century Townhouse w/Parking Near Downtown Ann Arbor & The Big House

Historic Downtown Plymouth Home in Old Village

Plymouth
10.0 out of 10, Exceptional, (15)
"The home was just as advertised and shown in the photos. The place was clean and well provisioned; check in and out was easy and the property managers were helpful and timely in responding to the few questions we had. The location is a big plus with a very short walk to several restaurants, bars and shops up the street and less than a 3 minute drive to the many venues and attractions of downtown Plymouth."
United States
Thomas K.
The price is AED 559
AED 1,440 total
includes taxes & fees
14 Dec - 15 Dec
Historic Downtown Plymouth Home in Old Village

Home away from home

2.0 star property
VAN BUREN TWP
10.0 out of 10, Exceptional, (2)
"Very clean and up to date "
United States
Erik F.
The price is AED 955
AED 1,091 total
includes taxes & fees
10 Dec - 11 Dec
Home away from home

Global Vibes Parlor Renovated home,1 min to golf course & close to two stadiums

Ypsilanti
9.8 out of 10, Exceptional, (9)
"House was perfect for us. Clean and comfortable."
United States
Patrick L.
The price is AED 536
AED 1,053 total
includes taxes & fees
6 Jan - 7 January 2026
Global Vibes Parlor Renovated home,1 min to golf course & close to two stadiums
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pittsfield Hotel Reviews