Holiday Rentals in Pittsfield

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Holiday Rentals in Pittsfield

Holiday Home in Ypsilanti

10.0 out of 10, Exceptional, (62)
"Property was perfect, host was great and we’d definitely stay again."
United States
Lauren O.
The price is €240
includes taxes & fees
1 Dec - 2 Dec
Secluded home-away-from-home with cook's kitchen, serving Ann Arbor & Ypsilanti

Holiday Home in Ypsilanti

2.0 star property
7.4 out of 10, Good, (13)
"It was a great place for our family. "
United States
Penny B.
The price is €299
includes taxes & fees
2 Dec - 3 Dec
Spacious 5-bedroom house with pool table near UofM

Apartment in Ypsilanti

8.8 out of 10, Excellent, (5)
"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. "
United States
Callee A.
The price is €174
includes taxes & fees
1 Dec - 2 Dec
Cozy Apartment in Ypsi with Wi-Fi

Apartment in Ypsilanti

9.8 out of 10, Exceptional, (13)
"Great set up for an attached unit that provided contactless check in. Good communication with host. Very clean! Would definitely stay there again if in the areas. "
United States
Kellie I.
The price is €198
includes taxes & fees
30 Dec - 31 Dec
With Contactless Check-In, Premium Amenities & Dedicated Entrance & Bathroom

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

Holiday Home in Plymouth

2.0 star property
9.8 out of 10, Exceptional, (12)
"Wonderful location close to downtown. Clean and cozy. Excellent response time by host."
United States
Linda J.
The price is €219
includes taxes & fees
31 Dec - 1 Jan 2026
Charming 2-bedroom house in tranquil Plymouth neighborhood

Holiday Home in South Maple

2.0 star property
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 €242
includes taxes & fees
1 Dec - 2 Dec
Westside House 2 Miles to Downtown and the Stadium

Apartment in Ypsilanti

10.0 out of 10, Exceptional, (28)
"Very nice room in a great spot with lots of dining options nearby."
United States
Kosuke
The price is €159
includes taxes & fees
1 Dec - 2 Dec
Thompson 202 · Beautiful Luxury Loft - Heart of Depot Town

Holiday Home in Brighton

8.4 out of 10, Very good, (10)
"Very nice property."
United States
Craig H.
The price is €214
includes taxes & fees
1 Dec - 2 Dec
Fonda Lake Bungalow

Holiday Home in 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.
Steve’s Barn Lodge, Detroit River/Lake Erie

Apartment in Ypsilanti

10.0 out of 10, Exceptional, (1)
"Wonderful communication and awesome stay! "
United States
Terrance B.
The price is €174
includes taxes & fees
2 Dec - 3 Dec
Hotel California - KING BED LOFT

Apartment in Ypsilanti

9.8 out of 10, Exceptional, (26)
"My friend and I loved our stay for our girls night getaway! This space has an absolutely gorgeous interior at a perfect location with walking distance to parks, bars and restaurants. There is even a nice restaurant on the first floor! "
United States
Danielle S.
The price is €159
includes taxes & fees
3 Dec - 4 Dec
Thompson 307 · Light Filled Artist Loft - Downtown Depot town

Holiday Home in Plymouth

10.0 out of 10, Exceptional, (36)
"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 €234
includes taxes & fees
29 Dec - 30 Dec
Cheerful 2-bedroom townhouse 3 min walk to town

Apartment in Ypsilanti

3.0 star property
The price is €346
includes taxes & fees
16 Dec - 17 Dec
Stylish Sanctuary Near Emu: Ideal For Med Students 2 Bedroom Apts

Holiday Home in 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.
5 minutes from DTW!

Holiday Home in Abbott

2.0 star property
10.0 out of 10, Exceptional, (7)
"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.
Dual Saunas. Beautifully Renovated in 2024

Apartment in Ypsilanti

8.6 out of 10, Excellent, (12)
"I've stayed here in the past and this location is outstanding. Nice and comfy with enough room to move around with no issues! The interior is absolutely gorgeous and checking in was a breeze. The surrounding location is surrounded with eateries so you won't have any issues grabbing any food. Please do yourself a favor and stay here, you won't regret it!"
United States
Cameron A.
The price is €166
includes taxes & fees
1 Dec - 2 Dec
Vibrant Depot Town Loft

Apartment in Ypsilanti

9.8 out of 10, Exceptional, (52)
"Everything was as advertised, communication with the host was excellent!Bathroom and kitchen stocked (including some snacks!) Would stay here again!"
United States
Shelly B.
The price is €181
includes taxes & fees
1 Dec - 2 Dec
Classic & Charming Downtown Loft

Condo in Ann Arbor

8.6 out of 10, Excellent, (24)
"I enjoyed my stay here and would recommend it!"
United States
Andrew
The price is €659
includes taxes & fees
1 Dec - 2 Dec
Convenience and luxury converge in Ann Arbor

Apartment in Ypsilanti

Ypsilanti Apartment near hospital/university; UM-Ann Arbor, EMU, WMU
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

Find out more about Pittsfield

Everything you need to know about Pittsfield holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pittsfield holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pittsfield holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pittsfield holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pittsfield holiday rentals we have selected for you start as low as €102 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pittsfield rentals

At Expedia, we put the best Pittsfield holiday 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 holiday.

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. 

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?

Secluded home-away-from-home with cook's kitchen, serving Ann Arbor & Ypsilanti: This highly rated holiday home rental in Pittsfield is located next to a golf course, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind. Another good choice for your trip to Pittsfield is Spacious 5-bedroom house with pool table near UofM.

How many holiday rentals are there in Pittsfield?

Expedia has 21 holiday 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 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.