Pittsfield vacation rentals

We found 377 vacation rentals — enter your dates for availability

Discover a selection of 20 homes and other vacation rentals in Pittsfield that are perfect for your trip. Whether you’re staying in a vacation home with family, friends, or just your furry companion, you'll have the best amenities for spending time at your home away from home, which might include a garden and pool. Whatever you're looking for, you'll be sure to find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Pittsfield

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Find out more about Pittsfield

Find the perfect vacation rental for your Pittsfield getaway

Learn about the unique charm of Pittsfield with a stay in a private vacation home. There's no shortage of things to see and do in the area.Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities and attractions in Pittsfield

Are you looking for things to do in the city? Venture out of your cozy vacation rental and check out everything that makes Pittsfield a one-of-a-kind vacation spot. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Fox Hills Golf and Banquet Center (12.5 mi / 20.1 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)
  • The Links at Whitmore Lake (13 mi / 20.9 km)

Exploring the natural landscape of Pittsfield

Whether you're an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Pittsfield. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Ford Lake (6.1 mi / 9.8 km)
  • Matthaei Botanical Gardens (6.9 mi / 11 km)
  • Nichols Arboretum (4.9 mi / 7.9 km)
  • Dexter-Huron (10.8 mi / 17.3 km)
  • Hudson Mills Metropark (14.9 mi / 24 km)
  • McHattie Park (17.3 mi / 27.9 km)

Transportation 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 center. If you can't find a flight that's convenient for your trip, you can also fly into Detroit Metropolitan Wayne County Airport (DTW), which is 19.2 mi (30.9 km) away.

Frequently asked questions

What is the best area to stay in Pittsfield, Michigan, United States of America when booking a vacation rental?
When booking a vacation rental in Pittsfield, Michigan, a fantastic area to consider is the neighborhood surrounding the picturesque Pittsfield Township. This region not only offers a variety of rental properties but also boasts a friendly setting that makes it a great choice for visitors.

One of the top attractions nearby is the beautiful Pittsfield Township Park, where you can enjoy walking trails, picnic areas, and recreational facilities that cater to both families and outdoor enthusiasts. Additionally, the proximity to Ann Arbor adds a layer of cultural richness, with its vibrant arts scene, lively shops, and renowned dining options just a short drive away.

You'll find a diverse selection of vacation rentals in this area, making it easy to find accommodations that suit your needs, whether you're traveling with family or looking for a romantic getaway.
How much does it cost to rent a vacation home in Pittsfield?
Prices for vacation 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 vacation 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 vacation rentals in Pittsfield?
A long-stay vacation rental in Pittsfield is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any Pittsfield vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Pittsfield with parking available—perfect for families or travelers 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 vacation rental?
April marks the beginning of the peak travel season in Pittsfield, drawing visitors who are eager to embrace the beauty of spring in this charming Michigan community. As the weather warms up, outdoor enthusiasts can take advantage of comfortable temperatures, typically ranging from the mid-40s to low 70s Fahrenheit, great for hiking and exploring local parks.

The months of April through June are ideal for travelers seeking vibrant activities and community events. During this time, you can enjoy outdoor festivals, local farmers' markets, and picturesque scenery as nature comes alive. The spring blossoms create a stunning backdrop for leisurely strolls or picnics in the park, making it an especially inviting period for families and couples alike.

For those looking to save on accommodations, consider visiting in October. This month offers a unique charm as the fall foliage transforms the landscape into a colorful tapestry, providing a peaceful escape without the crowds typical of the peak season. The cooler temperatures, ranging from the upper 30s to mid-60s Fahrenheit, make it an excellent time for cozy outdoor activities, like apple picking or enjoying a scenic drive.
How early should I book a Pittsfield vacation rental?
Book your Pittsfield vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Pittsfield, Michigan, United States of America?
In Pittsfield, Michigan, visitors can enjoy a variety of attractions that showcase the area's natural beauty and local culture. The neighborhood is close to the scenic parks like Pittsfield Township Community Park, which offers walking trails, picnic areas, and playgrounds, making it an excellent spot for families and outdoor enthusiasts.

For those interested in local history, the nearby city of Ann Arbor features the University of Michigan, where travelers can explore the campus and visit the University of Michigan Museum of Art. Additionally, the Ann Arbor Hands-On Museum is a fantastic destination for families, providing interactive exhibits and educational experiences.

Foodies will appreciate the local dining scene, with options ranging from cozy cafes to upscale restaurants in both Pittsfield and nearby Ann Arbor. The area also hosts various seasonal events and farmers' markets, offering a taste of local produce and artisanal goods.

Nature lovers can enjoy the nearby Gallup Park, which has beautiful trails along the Huron River, ideal for walking, biking, or kayaking.
Can I change or cancel my Pittsfield home rental booking on Vrbo?
To find Pittsfield vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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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