Holiday Rentals Pittsfield from £157: Find Short-Term Rentals & Holiday Accommodations

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

Quiet Maine Retreat- Fast Wi-Fi - Long Stays Welcome : This highly rated holiday home rental in Pittsfield is equipped with a patio, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop and a microwave.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Pittsfield holiday rentals

Angel Mist Retreat Garage Apartment

Pittsfield

Rob K.

includes taxes & fees

27 Jun - 28 Jun

Quiet Maine Retreat- Fast Wi-Fi - Long Stays Welcome

Pittsfield

thomas v.

includes taxes & fees

28 Jun - 29 Jun

Riverside Loft – Cozy 1BR w/ Sebasticook River Views & Trail Access + Wi-Fi

Pittsfield

includes taxes & fees

28 Jun - 29 Jun

Gorgeous 2-bedroom cottage with AC in charming Stetson

Stetson

Tammy

includes taxes & fees

18 Jul - 19 Jul

Once Upon a Time — A Peaceful Maine Escape

Freedom

includes taxes & fees

30 Jun - 1 Jul

The Getaway- A Cozy Lakeside Cabin

Burnham

Sara D.

includes taxes & fees

1 Jul - 2 Jul

The Hideout Cabin | Steps to the Beach

Burnham

Diana W.

includes taxes & fees

30 Jun - 1 Jul

The Maine Lake House with an Amazing Sand Beach!

Burnham

Jaime W.

includes taxes & fees

29 Jun - 30 Jun

View all properties

Find holiday rentals that suit your style

Cabins

Apartments

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

Fireside Inn & Suites Waterville

10/10 Excellent

"The property is currently undergoing renovations, and the newly updated rooms are exceptional. They feature attractive laminate flooring, updated bathrooms, new bedding, drapes, and furniture. During our stay, the General Manager mentioned that approximately 19 rooms had already been renovated, with another 19 currently in progress. The suites are spacious and comfortable. I have stayed here before, but this was my first time in one of the newly renovated rooms, and I was pleasantly surprised by the quality and attention to detail. The complimentary breakfast is continental style and includes items such as breakfast bars, donuts, oranges, apples, coffee, and juice. While it is fairly simple, I appreciated that they provide bags so guests can conveniently take items to go. One added convenience is that Governors Restaurant is connected to the hotel, making it easy to enjoy a full breakfast or meal without leaving the property. It would be a nice touch if the hotel offered guests a discount coupon for the restaurant. The pool is located outdoors. We did not use it during this visit, and since it was under construction the last time we stayed, I am not sure whether it is currently open and operating. Overall, we had a very enjoyable stay and were impressed with the renovations. We would definitely return in the future."

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 £157 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. Pittsfield is known for its restaurants and shopping. Make sure you have time to check out the golf courses while you're in the area.

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

Quiet Maine Retreat- Fast Wi-Fi - Long Stays Welcome: This highly rated holiday home rental in Pittsfield is equipped with a patio, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop and a microwave.

How many holiday rentals will I find in Pittsfield?

Expedia has 3 holiday rentals for your stay in Pittsfield.

What can I see and do in Pittsfield?

Explore the area and family-friendly sights such as First Congregational Church, or get out into nature at a spot like Lovejoy Pond. JW Parks Golf Course and Skowhegan State Fairgrounds are a couple of places you'll find in the wider area.

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 WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a small group gathering.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates