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

Pittsfield Holiday Rentals

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Pittsfield holiday rentals

Interior

1. Garden level basement 2-bedroom 1 bathroom, full kitchen in neighborhood

Garden level basement 2-bedroom 1 bathroom, full kitchen in neighborhood
Ann Arbor
9.0 out of 10, Wonderful, (2 reviews)
"We had a great stay! Communication was clear, friendly, and responsive from start to finish, which made everything easy. The place was just as described, clean, and comfortable. Check-in and check-out were simple, and we really enjoyed our time here. We’d definitely recommend staying here and would be happy to book again in the future. Thank you for the hospitality!"
United States
Amanda B.
The price is HK$1,059
HK$1,349 total
includes taxes & fees
25 Aug - 26 Aug
Garden level basement 2-bedroom 1 bathroom, full kitchen in neighborhood
Private kitchen

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

Cozy 2-bedroom house Near Ann Arbor & UMICH
Ypsilanti
10.0 out of 10, Exceptional, (1 review)
"Great experience!"
United States
Katie H.
The price is HK$1,200
HK$2,668 total
includes taxes & fees
8 Sept - 9 Sept
Cozy 2-bedroom house Near Ann Arbor & UMICH
Exterior detail

3. 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, (71 reviews)
"Property was perfect, host was great and we’d definitely stay again."
United States
Lauren O.
The price is HK$988
HK$2,357 total
includes taxes & fees
14 Sept - 15 Sept
Secluded home-away-from-home with cook's kitchen, serving Ann Arbor & Ypsilanti
Private kitchen

4. Cozy Ann Arbor Guest House

Cozy Ann Arbor Guest House
Ypsilanti
10.0 out of 10, Exceptional, (1 review)
"Great cozy place."
United States
Danny
The price is HK$1,215
HK$2,809 total
includes taxes & fees
16 Sept - 17 Sept
Cozy Ann Arbor Guest House
Interior

5. Stadium Suites

Stadium Suites
3.0 star property
Ann Arbor
8.4 out of 10, Very good, (25 reviews)
"Great like place."
United States
Alfredo
The price is HK$1,142
HK$1,268 total
includes taxes & fees
7 Sept - 8 Sept
Stadium Suites
Interior

6. Ann Arbor City Club Apartments

Ann Arbor City Club Apartments
4.0 star property
Downtown
9.0 out of 10, Wonderful, (66 reviews)
"Very nice apartment"
United States
Daniel
The price is HK$543
HK$2,585 total
includes taxes & fees
10 Sept - 11 Sept
Ann Arbor City Club Apartments
Living area

7. 609 E William #3 · Color and Whimsy Downtown - Sparkling Clean.

609 E William #3 · Color and Whimsy Downtown - Sparkling Clean.
Downtown
9.4 out of 10, Exceptional, (43 reviews)
"Great location and the space was cute and clean. "
United States
Robert J L.
The price is HK$475
HK$1,306 total
includes taxes & fees
8 Sept - 9 Sept
609 E William #3 · Color and Whimsy Downtown - Sparkling Clean.
Room

8. 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
The price is HK$647
HK$1,502 total
includes taxes & fees
8 Sept - 9 Sept
609 E William #5 · Swanky Studio - Heart of Campus | KING BED!
Living area

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)
"The place itself stood out to me it was clean welcoming and had all the essentials we needed. Check in and out was extremely easy and host was available if we needed them. I would definitely stay again "
United States
ShaNaye M.
The price is HK$561
HK$1,408 total
includes taxes & fees
8 Sept - 9 Sept
Thompson 202 · Beautiful Luxury Loft - Heart of Depot Town
Interior

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

Stylish 2BR Condo near Downtown & U of M
Bryant Pattengill East
9.0 out of 10, Wonderful, (2 reviews)
"Great room, located near the Stadium."
United States
Andy J.
The price is HK$690
HK$2,861 total
includes taxes & fees
20 Sept - 21 Sept
Stylish 2BR Condo near Downtown & U of M
Interior

11. 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, (31 reviews)
"Nice place! "
United States
Michelle
The price is HK$561
HK$1,408 total
includes taxes & fees
2 Sept - 3 Sept
Thompson 307 · Light Filled Artist Loft - Downtown Depot town
Room

12. Luxury King bed Studio

Luxury King bed Studio
Downtown
9.6 out of 10, Exceptional, (29 reviews)
"Very well put together and clean, Great location and Fantastic welcoming hosts, I would love to stay here again in the future. "
United States
Andrew R.
The price is HK$733
HK$1,604 total
includes taxes & fees
8 Sept - 9 Sept
Luxury King bed Studio
Interior

13. Modern apartment with fitness center

Modern apartment with fitness center
Downtown
9.6 out of 10, Exceptional, (35 reviews)
"Great location and terrific communication!"
United States
courtney k.
The price is HK$604
HK$2,525 total
includes taxes & fees
16 Sept - 17 Sept
Modern apartment with fitness center
Room

14. The Retro Nest - Heart of Campus

The Retro Nest - Heart of Campus
Downtown
9.8 out of 10, Exceptional, (10 reviews)
"I couldn’t have been happier with this place. The location was great! It was clean, cozy and comfortable! I will definitely stay here again! "
United States
Ashley S.
The price is HK$682
HK$1,544 total
includes taxes & fees
8 Sept - 9 Sept
The Retro Nest - Heart of Campus
Dining

15. 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
The price is HK$1,094
HK$1,371 total
includes taxes & fees
9 Sept - 10 Sept
24-Hour Business Center + Fitness Center | Studio in Research Park, Close to U of M
Interior

16. Downtown Delight! Cozy, 1 Bedroom garden apartment

Downtown Delight! Cozy, 1 Bedroom garden apartment
Water Hill
9.8 out of 10, Exceptional, (64 reviews)
"We loved this place. Off street parking was easy to find, the location is an easy walk to the University, plus it’s a charming place to stay. The kitchen was fully equipped, the bathroom was awesome, especially the shower! We’ll definitely go back."
United States
Anonymous traveller
The price is HK$1,052
HK$1,852 total
includes taxes & fees
2 Sept - 3 Sept
Downtown Delight! Cozy, 1 Bedroom garden apartment
Room

17. Stylish UM Loft on Diag

Stylish UM Loft on Diag
Downtown
8.8 out of 10, Excellent, (8 reviews)
"Most comfortable bed I've ever slept in. Excellent location!"
United States
Alison A.
The price is HK$831
HK$1,718 total
includes taxes & fees
8 Sept - 9 Sept
Stylish UM Loft on Diag
Living area

18. Hotel California - KING BED LOFT

Hotel California - KING BED LOFT
Ypsilanti
9.6 out of 10, Exceptional, (4 reviews)
"Wonderful place only downside was no WIF"
United States
Royce
The price is HK$677
HK$1,539 total
includes taxes & fees
2 Sept - 3 Sept
Hotel California - KING BED LOFT
Dining

19. Cozy Apartment in Ypsi with Wi-Fi

Cozy Apartment in Ypsi with Wi-Fi
Ypsilanti
7.8 out of 10, Good, (6 reviews)
"Very clean, good air conditioning, great option if you’re looking for a place close to Ann Arbor"
Canada
Rachel D.
The price is HK$667
HK$1,663 total
includes taxes & fees
8 Sept - 9 Sept
Cozy Apartment in Ypsi with Wi-Fi
Private kitchen

20. Vibrant Depot Town Loft

Vibrant Depot Town Loft
Ypsilanti
8.8 out of 10, Excellent, (14 reviews)
"Parking was easy and the apartment is beautiful "
United States
Karen E.
The price is HK$613
HK$1,468 total
includes taxes & fees
2 Sept - 3 Sept
Vibrant Depot Town 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.
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Top Pittsfield Hotel Reviews

Weber's Hotel & Restaurant

Weber's Hotel & Restaurant

10/10 Excellent
"Restaurant a bit expensive. Hotel was GREAT!"
Stéphane 1-night trip
Posted 4 hours ago
Weber's Hotel & Restaurant

Find out more about Pittsfield

Search for holiday rentals in Pittsfield on Expedia! You can easily find your home rentals, villas, holiday apartments in Pittsfield using one of the methods below:

  • View our selection of featured holiday rentals in Pittsfield
  • Use the map to find apartments and other holiday homes in the Pittsfield neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pittsfield while they last

Look no further and take a look at our great range of rental properties in Pittsfield!

Frequently asked questions

Can I find holiday rentals in Pittsfield?

Yes, there are holiday rentals close to the most popular sights in Pittsfield, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pittsfield has to offer?

Spacious 5-bedroom house with pool table near UofM: This highly rated holiday home rental in Pittsfield is equipped with a BBQ, 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 that you can cook with friends or family.

How many holiday rentals are there in Pittsfield?

Expedia has 16 holiday rentals for your stay in Pittsfield.

What can I see and do in Pittsfield?

Explore the area and family-friendly sights such as Buhr Park, 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 holiday rentals like in Pittsfield?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pittsfield. Holiday rentals feature extras such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for small groups.