Search Vacation Homes in Pittsfield

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 286 Vacation Homes in Pittsfield with updated reviews, rates, and availability.

The Michigan Green Suite near the BIG HOUSE

7.0 out of 10, Good, (2)
"Cute house. Close to everything we needed. "
The Michigan Green Suite near the BIG HOUSE

New-Charming 3-bedroom house with SMART TVs, WiFi in fabulous Canton

New-Charming 3-bedroom house with SMART TVs, WiFi in fabulous Canton

Baseline Lakefront - Beautiful views, shallow swimming area - Huron chain with 7 lakes

9.8 out of 10, Exceptional, (103)
"Beautiful lake views and cute cottage. Joseph the owner was really nice and accommodating. We stayed there to attend our daughter’s UofM graduation and it was lovely. We really enjoyed this cute little cottage. "
Baseline Lakefront - Beautiful views, shallow swimming area - Huron chain with 7 lakes

Location, Location - Modern Waterhill Living

9.8 out of 10, Exceptional, (19)
"Hosts responded quickly to questions before our stay and were very accommodating. "
Location, Location - Modern Waterhill Living

Portage Lakefront - Great View & Location - 5 Bedrooms - 3 Baths - 2 Car Garage

9.8 out of 10, Exceptional, (96)
"It was a lovely time for us. Thank you happy new year"
Portage Lakefront - Great View & Location - 5 Bedrooms - 3 Baths - 2 Car Garage

10 min from AA - Spectacular secluded retreat

10.0 out of 10, Exceptional, (34)
"It was a great stay for our crew."
10 min from AA - Spectacular secluded retreat

Cozy 3-Bedroom 1 Mile to Downtown & Michigan Stadium w/ Free Parking

10.0 out of 10, Exceptional, (12)
"It was exactly what we needed for a week stay in Ann Arbor."
The price is AED 639
AED 1,238 total
includes taxes & fees
19 May - 20 May
Cozy 3-Bedroom 1 Mile to Downtown & Michigan Stadium w/ Free Parking

Stylish Oasis 3Bdrm Blu Home near Univ of Michigan, Ann Arbor. Pet-Friendly!

9.0 out of 10, Wonderful, (12)
"Nice location! Close to downtown but yet far enough away from the hustle. I highly recommend staying here."
Stylish Oasis 3Bdrm Blu Home near Univ of Michigan, Ann Arbor. Pet-Friendly!

Walk to the Big House, Sleeps 8, 4 bedrooms, 2 full bathrooms, 3 living rooms

10.0 out of 10, Exceptional, (1)
"Beautiful, comfy place"
The price is AED 869
AED 2,034 total
includes taxes & fees
19 May - 20 May
Walk to the Big House, Sleeps 8, 4 bedrooms, 2 full bathrooms, 3 living rooms

Fun-in-a-Box. 10 min to A2, great for groups.

9.2 out of 10, Wonderful, (14)
"Nicole’s place is great for a large group of friends or family. There’s lots of activities, the property is spacious and Nicole was prompt at responding whenever we had any questions. "
Fun-in-a-Box. 10 min to A2, great for groups.

Charming Plymouth retreat • hot tub • fire pit

10.0 out of 10, Exceptional, (5)
"Property was clean and as advertised. Host was responsive. Great stay!"
Charming Plymouth retreat • hot tub • fire pit

Eco-friendly riverfront home. Close to Ann Arbor and on the Huron River!

10.0 out of 10, Exceptional, (60)
"Great location in Dexter near restaurants and shops. Lovely home with everything you need. Dexter is a great place to stay away from the crowds for visiting college kid at U Mich. One of the best VRBO experiences we’ve had."
Eco-friendly riverfront home. Close to Ann Arbor and on the Huron River!

Spacious 5-bedroom home in beautiful Ann Arbor Waterhill Neighbourhood

10.0 out of 10, Exceptional, (1)
"This was the perfect place for our family! We are in Ann Arbor celebrating our yearly tradition of going to a University of Michigan Baseball and Softball game and this year we walked in the Big House 5K! One year ago we were in a hospital waiting room praying our father made it through his double lung transplant and this weekend we had the honor of celebrating with him in this amazing house! "
Spacious 5-bedroom home in beautiful Ann Arbor Waterhill Neighbourhood

10 Mins To The Big House/ Sleeps Up To 10 Guests

8.0 out of 10, Very Good, (2)
"We booked this house because we could bring our dogs and had 6 of us. The house was cute and the location was good. The things we were less than impressed with - The mattresses were VERY firm. I don’t mind a firm mattress but this pushed our limits. The thermostat was locked so we couldn’t adjust the temperature. Sometimes it was very hot and other times cold. Very random temps. No extra blankets available and the basement was cold. The kitchen had a broken cabinet door and part of the stove...
The price is AED 894
AED 1,845 total
includes taxes & fees
14 May - 15 May
10 Mins To The Big House/ Sleeps Up To 10 Guests

Horseshoe Lake retreat- 2-bedroom + loft lake house with WiFi and AC.

2.0 star property
10.0 out of 10, Exceptional, (5)
"Robin was phenomenal to work with - truly the best home stay experience we have ever had. The house was pristine; the attention to detail unmatched. "
Horseshoe Lake retreat- 2-bedroom + loft lake house with WiFi and AC.

3 bedroom 2 bathroom whole house- up to 8 people

10.0 out of 10, Exceptional, (50)
"Good clean roomy property. But missing some badic like enough silverware for 6 people before you have to clean "
3 bedroom 2 bathroom whole house- up to 8 people

Dog-friendly, historical home with cookout-ready backyard, home office, AC & W/D

9.6 out of 10, Exceptional, (11)
"My husband and I had a great time. We were a block away from my nieces and nephew, so I felt the location worked well for us. Close to shopping and restaurants. The only complaint was that the hot water pressure at the kitchen sink was extremely low and it was not fun washing with cold wate in December."
Dog-friendly, historical home with cookout-ready backyard, home office, AC & W/D

Cheerful 2-bedroom townhouse 3 min walk to town

10.0 out of 10, Exceptional, (29)
"Host was responsive and accommodating. Location was great. Walking distance to Plymouth. "
The price is AED 422
AED 904 total
includes taxes & fees
13 May - 14 May
Cheerful 2-bedroom townhouse 3 min walk to town

Gorgeous 4 Bed Home - Short Drive to Downtown A2

9.6 out of 10, Exceptional, (7)
"beautiful home!"
Gorgeous 4 Bed Home - Short Drive to Downtown A2

Modern Home Located in Westland

10.0 out of 10, Exceptional, (21)
"We enjoyed staying at this property. It was nice, clean, and the host quite responsive. "
Modern Home Located in Westland
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.
Don't see what you're looking for?
See all available properties in Pittsfield
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Pittsfield

Beautiful & Secluded 3BR, 1 bath with full kitchen serving Ann Arbor & Ypsilanti

10.0 out of 10, Exceptional, (51)
"Lovely place to stay"
The price is AED 444
AED 945 total
includes taxes & fees
11 May - 12 May
Beautiful & Secluded 3BR, 1 bath with full kitchen serving Ann Arbor & Ypsilanti

Fun-in-a-Box. 10 min to A2, great for groups.

9.2 out of 10, Wonderful, (14)
"Nicole’s place is great for a large group of friends or family. There’s lots of activities, the property is spacious and Nicole was prompt at responding whenever we had any questions. "
Fun-in-a-Box. 10 min to A2, great for groups.

Spacious 5-bedroom house with pool table near UofM

2.0 star property
7.0 out of 10, Good, (2)
"Property is a bit dated. Could use some help on the interior paint job. Worked well for us."
Spacious 5-bedroom house with pool table near UofM
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.