Pittsfield Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 12 - Sep 14
In one month
Sep 26 - Sep 28
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23

Browse Select Pittsfield Vacation Homes

Our top choices for Pittsfield vacation homes

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

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

10.0 out of 10, Exceptional, (59)
"I would stay again if in the area"
The price is CA $160
CA $396 total
includes taxes & fees
Sep 4 - Sep 5
Beautiful & Secluded 3BR, 1 bath with full kitchen serving Ann Arbor & Ypsilanti
Spacious 5-bedroom house with pool table near UofM
Exterior

Spacious 5-bedroom house with pool table near UofM

2.0 star property
7.2 out of 10, Good, (7)
"The accommodations were exactly what we needed. The backyard was safe and spacious for the kids to run and play. The curtain rod in the family room was falling off the wall and was unsafe for the young children in our group. "
The price is CA $233
CA $447 total
includes taxes & fees
Sep 2 - Sep 3
Spacious 5-bedroom house with pool table near UofM
Modern, Chic 2-Bedroom Ann Arbor Haven
Living area

Modern, Chic 2-Bedroom Ann Arbor Haven

10.0 out of 10, Exceptional, (2)
The price is CA $153
CA $499 total
includes taxes & fees
Sep 7 - Sep 8
Modern, Chic 2-Bedroom Ann Arbor Haven
Charming 2-bedroom house in tranquil Plymouth neighborhood
Fridge, microwave, oven, stovetop

Charming 2-bedroom house in tranquil Plymouth neighborhood

2.0 star property
9.8 out of 10, Exceptional, (7)
"I enjoyed my stay in Plymouth. Very convenient to the family and friends I wished to visit. Great restaurants in the area and be sure to enjoy Kellog park! "
The price is CA $142
CA $319 total
includes taxes & fees
Sep 4 - Sep 5
Charming 2-bedroom house in tranquil Plymouth neighborhood
Westside House 2 Miles to Downtown and the Stadium
2 bedrooms, iron/ironing board, travel crib, WiFi

Westside House 2 Miles to Downtown and the Stadium

2.0 star property
9.8 out of 10, Exceptional, (10)
"Great location house was better than expecting."
The price is CA $186
CA $412 total
includes taxes & fees
Sep 3 - Sep 4
Westside House 2 Miles to Downtown and the Stadium
Cozy Apartment in Ypsi with Wi-Fi
Exterior

Cozy Apartment in Ypsi with Wi-Fi

6.0 out of 10, (1)
"Only 1 A/C unit making the apartment extremely warm, except for one room. Neighbor was screaming early morning at his girlfriend. Very clean, though. But not worth the cost. "
The price is CA $104
CA $276 total
includes taxes & fees
Sep 1 - Sep 2
Cozy Apartment in Ypsi with Wi-Fi
Fonda Lake Bungalow
Fridge, microwave, oven, stovetop

Fonda Lake Bungalow

8.4 out of 10, Very good, (10)
"We enjoyed our stay and this house had all the basics needed. The yard is large and my dogs had space to stroll. Brighton is a lovely town and plenty of restaurants and shopping. The grocery stores are less than 3 miles!"
The price is CA $148
CA $361 total
includes taxes & fees
Sep 2 - Sep 3
Fonda Lake Bungalow
Cheerful 2-bedroom townhouse 3 min walk to town
Smart TV

Cheerful 2-bedroom townhouse 3 min walk to town

10.0 out of 10, Exceptional, (32)
"Our host was super responsive, the house was very clean. Couldn’t ask for anything more. "
The price is CA $124
CA $298 total
includes taxes & fees
Sep 2 - Sep 3
Cheerful 2-bedroom townhouse 3 min walk to town
Steve’s Barn Lodge, Detroit River/Lake Erie
TV, foosball, stereo

Steve’s Barn Lodge, Detroit River/Lake Erie

9.8 out of 10, Exceptional, (29)
"Always a great stay at Steve’s Barn. Already booked for another couple visits next year. "
The price is CA $172
CA $210 total
includes taxes & fees
Sep 2 - Sep 3
Steve’s Barn Lodge, Detroit River/Lake Erie
Cool, Clean and Close to Ann Arbor!
Terrace/patio

Cool, Clean and Close to Ann Arbor!

9.8 out of 10, Exceptional, (61)
"Lovely decor. Host is extremely thoughtful in planning for all needs. Felt like home to us! Wish we could have stayed longer. "
The price is CA $172
CA $400 total
includes taxes & fees
Sep 1 - Sep 2
Cool, Clean and Close to Ann Arbor!
5 minutes from DTW!
Private kitchen

5 minutes from DTW!

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."
The price is CA $187
CA $355 total
includes taxes & fees
Sep 4 - Sep 5
5 minutes from DTW!
3mins DT Game Room Fire Pit+BBQ - 9404 Brookline
Private kitchen

3mins DT Game Room Fire Pit+BBQ - 9404 Brookline

9.4 out of 10, Exceptional, (3)
"What an amazing house, location was great, house was phenomenal and the host was always available. I will stay in this house again in the future. "
The price is CA $332
CA $783 total
includes taxes & fees
Sep 3 - Sep 4
3mins DT Game Room Fire Pit+BBQ - 9404 Brookline
Cozy 2BR Mid-Century Townhouse w/Parking Near Downtown Ann Arbor & The Big House
Smart TV

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

2.0 star property
The price is CA $246
CA $438 total
includes taxes & fees
Sep 7 - Sep 8
Cozy 2BR Mid-Century Townhouse w/Parking Near Downtown Ann Arbor & The Big House
Charming 2-bedroom house in Saline with WiFi and AC
Private kitchen

Charming 2-bedroom house in Saline with WiFi and AC

The price is CA $176
CA $423 total
includes taxes & fees
Sep 14 - Sep 15
Charming 2-bedroom house in Saline with WiFi and AC
By The Big House in Ann Arbor, 3 bed/1.5 bath with parking, 1 mile to downtown
TV

By The Big House in Ann Arbor, 3 bed/1.5 bath with parking, 1 mile to downtown

10.0 out of 10, Exceptional, (29)
"Very clean and adequately furnished. "
The price is CA $191
CA $479 total
includes taxes & fees
Sep 2 - Sep 3
By The Big House in Ann Arbor, 3 bed/1.5 bath with parking, 1 mile to downtown
4mins DT Hot tub+ Fire Pit Game Room
Exterior

4mins DT Hot tub+ Fire Pit Game Room

8.0 out of 10, Very good, (1)
The price is CA $302
CA $747 total
includes taxes & fees
Sep 2 - Sep 3
4mins DT Hot tub+ Fire Pit Game Room
Quiet & Rural; close to Ann Arbor/Ypsilanti
Fridge, microwave, oven, stovetop

Quiet & Rural; close to Ann Arbor/Ypsilanti

9.2 out of 10, Wonderful, (11)
"The hosts were responsive and kind, the property is absolutely beautiful. The apartment is great, with beautiful finishes. I highly recommend!"
The price is CA $275
CA $433 total
includes taxes & fees
Sep 1 - Sep 2
Quiet & Rural; close to Ann Arbor/Ypsilanti
Stylish 2BR in Historic WaterHill / Walk to Downtown & The Big House
Fridge, microwave, oven, stovetop

Stylish 2BR in Historic WaterHill / Walk to Downtown & The Big House

2.0 star property
6.0 out of 10, (1)
"The positives- nice neighborhood and excellent communications with owner. She was very responsive and gave recommendations for restaurants in the area. I felt it wasn’t super clean. The outdoor area definitely needs some tlc. We planned to use the sleeper sofa but it was full of crumbs and not at all a comfortable bed for an adult. The tv in bedroom did not work, but didn’t bother us too much as we were basically there to sleep. "
The price is CA $230
CA $419 total
includes taxes & fees
Sep 14 - Sep 15
Stylish 2BR in Historic WaterHill / Walk to Downtown & The Big House
Stylish 3-Bedroom 1 Mile from Downtown & Michigan Stadium w/ Free Parking
Fridge, microwave, oven, stovetop

Stylish 3-Bedroom 1 Mile from Downtown & Michigan Stadium w/ Free Parking

10.0 out of 10, Exceptional, (1)
The price is CA $294
CA $533 total
includes taxes & fees
Sep 2 - Sep 3
Stylish 3-Bedroom 1 Mile from Downtown & Michigan Stadium w/ Free Parking
★ Thompson Place: Premier Modern Downtown 2BR Loft
Smart TV

★ Thompson Place: Premier Modern Downtown 2BR Loft

10.0 out of 10, Exceptional, (33)
"We appreciated the easy check-in process and a comfortable stay after a very long and stressful drive. Hosts had great communication and we enjoyed the thoughtful amenities. Thank you!"
The price is CA $179
CA $313 total
includes taxes & fees
Sep 29 - Sep 30
★ Thompson Place: Premier Modern Downtown 2BR Loft
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pittsfield Hotel Reviews

Find out more about Pittsfield

Find out more about Pittsfield

Pittsfield Vacation Homes information

Number of reviews
Accommodation
311 Vacation Homes
Lowest Price
CA $172
Highest Price
CA $432

Explore a world of travel with Expedia

Explore a world of travel with Expedia