Pittsfield holiday lettings

We found 368 holiday rentals — enter your dates for availability

Discover a selection of 23 homes and other holiday rentals in Pittsfield that are perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a washer and dryer. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Pittsfield

Showing deals for:22 May - 29 May

Image gallery for We call it Urban Paradise- spacious home in Ypsilanti with lots of outdoor fun.

Exterior
10 out of 10, Exceptional, (23 reviews)
Exceptional
(23 reviews)

We call it Urban Paradise- spacious home in Ypsilanti with lots of outdoor fun.

Ypsilanti

8% off
Price is £5,122
for 7 nights, 1 home
£732 per night
includes taxes & fees
We call it Urban Paradise- spacious home in Ypsilanti with lots of outdoor fun.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Pittsfield getaway

Learn about the unique charm of Pittsfield with a stay in a holiday home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Pittsfield

Do you want to discover top things to see and do during your stay? Venture out of your cosy holiday rental and check out everything that makes Pittsfield a fun place to get away to. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Fox Hills Golf and Banquet Center (12.5 mi / 20.1 km)
  • Sky Zone Canton (14.4 mi / 23.1 km)
  • Holiday Inn Dundee-Waterpark (17.4 mi / 27.9 km)
  • Legacy Center Sports Complex (17.8 mi / 28.6 km)
  • St. John's Golf & Conference Center (18 mi / 28.9 km)
  • Stonebridge Golf Club (2.1 mi / 3.3 km)

Exploring the natural landscape of Pittsfield

Whether you're an active traveller or just want to spend some time taking in the scenery, Pittsfield is a great place to spend some time outside. Here are some of the area’s most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Ford Lake (6.1 mi / 9.8 km)
  • Buhr Park (2.7 mi / 4.4 km)
  • Nichols Arboretum (4.9 mi / 7.9 km)
  • Frog Island Park (6.3 mi / 10.1 km)
  • Matthaei Botanical Gardens (6.9 mi / 11 km)
  • Hudson Mills Metropark (14.9 mi / 24 km)

Transport to and around Pittsfield

The nearest airport is in Ann Arbor, MI (ARB-Ann Arbor Municipal), located 1.5 mi (2.5 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Detroit, MI (DTW-Detroit Metropolitan Wayne County), which is 19.2 mi (30.9 km) away.

Frequently asked questions

What is the best area to stay in Pittsfield when booking a holiday rental?
When considering a holiday rental in Pittsfield, Michigan, a fantastic area to stay in is near the vibrant neighbourhood of Ann Arbor. This area is known for its charming atmosphere and proximity to various attractions. Just a short drive away, visitors can explore the University of Michigan, which boasts beautiful campus grounds and the renowned Michigan Stadium, superb for those interested in sports and university culture. Another highlight is the Matthaei Botanical Gardens, offering a peaceful retreat with stunning natural beauty.

Pittsfield itself has a variety of properties available for rental, suiting different tastes and budgets. Staying close to Ann Arbor not only provides easy access to its lively dining and shopping scene but also allows for enjoyment of local parks and recreational activities.
How much does it cost to rent a holiday home in Pittsfield?
Prices for holiday rentals in Pittsfield vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Pittsfield to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Pittsfield holiday house rentals?
You can find great discounts on house rentals in Pittsfield on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay holiday rentals in Pittsfield?
A long-stay holiday rental in Pittsfield is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any Pittsfield holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Pittsfield with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
When is the best time to visit Pittsfield for a holiday rental?
April marks the beginning of the peak season in Pittsfield, drawing visitors eager to immerse themselves in the beauty of spring. This time of year, running through June, is ideal for outdoor enthusiasts who enjoy activities such as hiking and cycling, as the area comes alive with vibrant greenery and blooming flora.

Temperatures in April typically range from 5 to 15 degrees Celsius, providing a pleasant climate for exploring the scenic trails and parks nearby. Whether you're wandering around local attractions or enjoying a picnic by one of the tranquil lakes, the comfortable weather enhances the overall experience.

For those looking for a more budget-friendly option, October offers a delightful alternative. This month showcases the stunning autumn foliage, making it superb for leisurely strolls and picturesque drives through the countryside. The quieter atmosphere allows for a more relaxed exploration of the area without the hustle and bustle of peak season.

Ultimately, your choice of when to visit Pittsfield will depend on the experiences you seek.
How early should I book a Pittsfield holiday rental?
Book your Pittsfield holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Pittsfield?
In Pittsfield, Michigan, visitors can enjoy a range of attractions that highlight the area's natural beauty and community spirit. The nearby Gallup Park offers scenic trails and a picturesque pond, superb for leisurely strolls or picnics. This park is also a great spot for kayaking and canoeing on the Huron River, providing a lovely outdoor experience just a short distance from the neighbourhood.

For those interested in local history and culture, the Pittsfield Township Community Arts Centre hosts various events and art exhibitions throughout the year, showcasing the talents of local artists. Additionally, the area is close to the vibrant city of Ann Arbor, where attractions such as the University of Michigan Museum of Art and the iconic Michigan Stadium can be easily accessed for a day trip.

Outdoor enthusiasts will appreciate the nearby parks and recreational areas, including the Pittsfield Village Park, which features playgrounds and sports facilities.
Can I change or cancel my Pittsfield home rental booking on Vrbo?
To find Pittsfield holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Pittsfield holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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