An aerial view of a town with a prominent church featuring a red and white steeple, surrounded by green spaces and intersecting roads.

Pittsfield Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Pittsfield vacation rentals

A kitchen with white cabinets, a stainless steel oven, a microwave, and a window with a view of a fence.

1. Cozy 2-bedroom house Near Ann Arbor & UMICH

Cozy 2-bedroom house Near Ann Arbor & UMICH
Ypsilanti
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful shops near by and good sight seeing"
United States
Neville
$340 nightly
The price is $358
Oct 13 - Oct 14
Total with taxes and fees
Cozy 2-bedroom house Near Ann Arbor & UMICH
A blue house with a 'Guest Entrance' sign, a stone staircase, and a garden with various plants.

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

Secluded home-away-from-home with cook's kitchen, serving Ann Arbor & Ypsilanti
Ypsilanti
10.0 out of 10, Exceptional, (73 reviews)
"Great stay. Quiet and comfortable. It was clean . The host was very responsive."
United States
Barbara W.
$272 nightly
The price is $278
Oct 14 - Oct 15
Total with taxes and fees
Secluded home-away-from-home with cook's kitchen, serving Ann Arbor & Ypsilanti
A modern kitchen with white cabinets, a built-in microwave, stove, and refrigerator. There is a dining area with a marble table and black chairs.

3. Cozy Ann Arbor Guest House

Cozy Ann Arbor Guest House
Ypsilanti
10.0 out of 10, Exceptional, (3 reviews)
"Great cozy place."
United States
Danny
$353 nightly
The price is $361
Oct 13 - Oct 14
Total with taxes and fees
Cozy Ann Arbor Guest House
A modern interior with a wooden floor, a staircase with a metal railing, and a dining area with a table and chairs.

4. Stadium Suites

Stadium Suites
3.0 star property
Ann Arbor
8.4 out of 10, Very good, (50 reviews)
"Great place to stay. Will stay here again"
United States
Faith
$75 nightly
The price is $83
Oct 26 - Oct 27
Total with taxes and fees
Stadium Suites
A bedroom with a bed, bedside lamps, a window with a view, and a flat-screen TV mounted on the wall.

5. The George Modern 2BR

The George Modern 2BR
4.0 star property
Bryant Pattengill East
$295 nightly
The price is $327
Oct 22 - Oct 23
Total with taxes and fees
The George Modern 2BR
A spacious hotel lobby with a modern design, featuring a large seating area, a bar, and a view of the cityscape through large windows.

6. Ann Arbor City Club Apartments

Ann Arbor City Club Apartments
4.0 star property
Downtown
9.0 out of 10, Wonderful, (70 reviews)
"Enjoyed the stay."
United States
Jeanne
$336 nightly
The price is $345
Nov 3 - Nov 4
Total with taxes and fees
Ann Arbor City Club Apartments
A hotel lobby with a stone accent wall, a TV mounted above a fireplace, and a dining area with tables and chairs.

7. 24-Hour Business Center + Fitness Center | Studio in Research Park, Close to U of M

24-Hour Business Center + Fitness Center | Studio in Research Park, Close to U of M
Bryant Pattengill East
$162 nightly
The price is $177
Nov 1 - Nov 2
Total with taxes and fees
24-Hour Business Center + Fitness Center | Studio in Research Park, Close to U of M
A hallway with exposed brick walls, a white door, and a large window with natural light.

8. Thompson 307 · Light Filled Artist Loft - Downtown Depot town

Thompson 307 · Light Filled Artist Loft - Downtown Depot town
Ypsilanti
9.8 out of 10, Exceptional, (33 reviews)
"Very cool property, clean and spacious. I was surprised there was no hair dryer and disappointed, although not surprised, that there was no tea. Positive experience overall."
United States
Elizabeth
$180 nightly
The price is $180
Nov 3 - Nov 4
Total with taxes and fees
Thompson 307 · Light Filled Artist Loft - Downtown Depot town
A modern living room with a grey sofa, a glass coffee table, and a dining area with a green chair. A kitchen with dark cabinets and a hanging pendant light is visible in the background.

9. Thompson 202 · Beautiful Luxury Loft - Heart of Depot Town

Thompson 202 · Beautiful Luxury Loft - Heart of Depot Town
Ypsilanti
10.0 out of 10, Exceptional, (41 reviews)
"Clean room, excellent host"
United States
Marshall B.
$179 nightly
The price is $179
Oct 13 - Oct 14
Total with taxes and fees
Thompson 202 · Beautiful Luxury Loft - Heart of Depot Town
A hotel lobby with a stone accent wall, a TV mounted above a fireplace, and a dining area with tables and chairs.

10. 24-Hour Business Center + Fitness Center + Indoor Pool | Studio Close to University of Michigan

24-Hour Business Center + Fitness Center + Indoor Pool | Studio Close to University of Michigan
Bryant Pattengill East
$162 nightly
The price is $177
Nov 1 - Nov 2
Total with taxes and fees
24-Hour Business Center + Fitness Center + Indoor Pool | Studio Close to University of Michigan
A hotel lobby with a stone accent wall, a TV mounted above a fireplace, and a dining area with tables and chairs.

11. Studio Close to University of Michigan | Fitness Center + Indoor Pool

Studio Close to University of Michigan | Fitness Center + Indoor Pool
Bryant Pattengill East
8.0 out of 10, Very good, (2 reviews)
"Nice room cute lil kitchen area and close to the hospital fir my surgery "
United States
Sharon R.
$161 nightly
The price is $176
Nov 1 - Nov 2
Total with taxes and fees
Studio Close to University of Michigan | Fitness Center + Indoor Pool
A dining area with a round table, four chairs, and a grey bean bag. A staircase leads to another room.

12. Cozy Apartment in Ypsi with Wi-Fi

Cozy Apartment in Ypsi with Wi-Fi
Ypsilanti
7.8 out of 10, Good, (8 reviews)
"Very clean, good air conditioning, great option if you’re looking for a place close to Ann Arbor"
Canada
Rachel D.
$212 nightly
The price is $212
Oct 13 - Oct 14
Total with taxes and fees
Cozy Apartment in Ypsi with Wi-Fi
A spacious room with a bed, a potted plant, and a door leading to another room.

13. Convenience and luxury converge in Ann Arbor

Convenience and luxury converge in Ann Arbor
Ann Arbor
8.8 out of 10, Excellent, (33 reviews)
"The host was excellent and it was an overall great place to stay! :)"
United States
Kelly E.
$319 nightly
The price is $319
Oct 25 - Oct 26
Total with taxes and fees
Convenience and luxury converge in Ann Arbor
A modern living room with a fireplace, a large TV, and a dining area with a bar.

14. Stylish 2BR Condo near Downtown & U of M

Stylish 2BR Condo near Downtown & U of M
Bryant Pattengill East
9.6 out of 10, Exceptional, (4 reviews)
"Great place to stay in AA."
United States
JCND7
$341 nightly
The price is $376
Oct 15 - Oct 16
Total with taxes and fees
Stylish 2BR Condo near Downtown & U of M
A living room with a sofa, armchairs, and a coffee table. There are potted plants and a window with curtains.

15. 609 E William #3 · Color and Whimsy Downtown - Sparkling Clean.

609 E William #3 · Color and Whimsy Downtown - Sparkling Clean.
Downtown
9.2 out of 10, Wonderful, (45 reviews)
"Great location and the space was cute and clean. "
United States
Robert J L.
$174 nightly
The price is $174
Oct 13 - Oct 14
Total with taxes and fees
609 E William #3 · Color and Whimsy Downtown - Sparkling Clean.
A hotel lobby with a stone accent wall, a TV mounted above a fireplace, and a dining area with tables and chairs.

16. 1 Bedroom | 24 Hour Business Center + Indoor Pool

1 Bedroom | 24 Hour Business Center + Indoor Pool
Bryant Pattengill East
$186 nightly
The price is $204
Nov 1 - Nov 2
Total with taxes and fees
1 Bedroom | 24 Hour Business Center + Indoor Pool
A modern kitchen with a brick wall, stainless steel appliances, and a large island with a sink.

17. Vibrant Depot Town Loft

Vibrant Depot Town Loft
Ypsilanti
8.8 out of 10, Excellent, (15 reviews)
"Parking was easy and the apartment is beautiful "
United States
Karen E.
$185 nightly
The price is $185
Oct 13 - Oct 14
Total with taxes and fees
Vibrant Depot Town Loft
A spacious hotel lobby with a modern design, featuring a large seating area, a bar, and a view of the cityscape through large windows.

18. Urban Condo with Balcony in Downtown Ann Arbor

Urban Condo with Balcony in Downtown Ann Arbor
Downtown
9.6 out of 10, Exceptional, (57 reviews)
"Host was very quick with responding to my questions. Everything was clean and a perfect location for what we were staying in Ann Arbor for. I would definitely stay again. "
United States
Susan L.
$348 nightly
The price is $364
Nov 3 - Nov 4
Total with taxes and fees
Urban Condo with Balcony in Downtown Ann Arbor
A living room with a brick wall, a TV mounted on the wall, a sofa, a chair, a small table, and a lamp.

19. Hotel California - KING BED LOFT

Hotel California - KING BED LOFT
Ypsilanti
9.6 out of 10, Exceptional, (5 reviews)
"I liked the layout"
United States
Cynthia
$195 nightly
The price is $195
Nov 2 - Nov 3
Total with taxes and fees
Hotel California - KING BED LOFT
A hotel room with a large bed, two armchairs, a coffee table, a desk, and a large window.

20. 609 E William #5 · Swanky Studio - Heart of Campus | KING BED!

609 E William #5 · Swanky Studio - Heart of Campus | KING BED!
Downtown
8.8 out of 10, Excellent, (19 reviews)
"Great place - spacious, clean, exquisitely decorated and maintained "
United States
John
$191 nightly
The price is $191
Oct 13 - Oct 14
Total with taxes and fees
609 E William #5 · Swanky Studio - Heart of Campus | KING BED!
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.
View all properties
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

Red Roof Inn Ann Arbor - U of Michigan South

Red Roof Inn Ann Arbor - U of Michigan South

8/10 Good
"Parking was terrible. We ended up having to park on the grass. The hotel shares a parking lot with another hotel. The location was good and had lots of restaurants near by."
Shannon 2-night trip
Posted less than an hour ago
Red Roof Inn Ann Arbor - U of Michigan South

Find out more about Pittsfield

Everything you need to know about Pittsfield vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pittsfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pittsfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pittsfield vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pittsfield. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Pittsfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $83 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pittsfield rentals

At Expedia, we put the best Pittsfield vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Pittsfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pittsfield vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pittsfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Pittsfield?

Yes, there are vacation rentals close to well known local attractions in Pittsfield, or you can select a secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Pittsfield?

Spacious 5-bedroom house with pool table near UofM: Visitors give good reviews to this Pittsfield vacation home rental, which is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Pittsfield?

Expedia has 16 vacation rentals for your stay in Pittsfield.

What can I see and do in Pittsfield?

Explore the area and family-friendly sights such as Yost Ice Arena, or get out into nature at a spot like Ford Lake. While here, Stonebridge Golf Club and Cinemark Ann Arbor 20 and IMAX are other places worth a visit.

What are vacation rentals like in Pittsfield?

Vacation rentals are privately owned properties you can reserve for a couple days or more in Pittsfield. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for family trips or small group gatherings.