Pittsfield Vacation Rentals

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Vacation Rentals in Pittsfield

Cabin in scenic woods with hiking trails, firepit, horseback riding nearby
Property grounds
Cabin in scenic woods with hiking trails, firepit, horseback riding nearby
9.8 out of 10, Exceptional, (106)
"Great time in the woods. Completely unplugged, no interruptions."
Cabin in scenic woods with hiking trails, firepit, horseback riding nearby
Lakefront home with water-view deck, kayaks, gas grill, & washer/dryer - dogs ok
Fridge, microwave, oven, stovetop
Lakefront home with water-view deck, kayaks, gas grill, & washer/dryer - dogs ok
7.8 out of 10, Good, (10)
"The house and surrounding were very nice. Exactly as described and had some nice touches left by the management company- extra soap, laundry pods, doggie poop bags. The only concerns were that the keypad on the door was temperamental and didn’t work our entire visit (thankfully there was a key in a lockbox so we could get inside when it was cold and raining) and there were several dishes put away dirty. Overall it was a great property that we hope to return to in warmer weather and enjoy the...
Lakefront home with water-view deck, kayaks, gas grill, & washer/dryer - dogs ok
The Cabbage on Olive Street, overlooking Hayden Brook
Property grounds
The Cabbage on Olive Street, overlooking Hayden Brook
10.0 out of 10, Exceptional, (3)
"Met our needs very well located. We would certainly recommend for future use"
The Cabbage on Olive Street, overlooking Hayden Brook
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Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access
Balcony
Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access
9.2 out of 10, Wonderful, (5)
"was very comfortable and right on water.wished there were shades or blinds on windows but otherwise very comfy"
Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access
Cabin Rental in scenic Maine woods with hiking trails, firepit, horseback riding
Terrace/patio
Cabin Rental in scenic Maine woods with hiking trails, firepit, horseback riding
9.8 out of 10, Exceptional, (134)
"Beautiful property, plenty of room, wonderful amenities. A place you can go to unplug and spend quality time with loved ones. The owners were friendly, and willing to help with anything we needed. We had an amazing time and wished we could stay longer, my kids didn't want to leave. I 100% recommend and we will be booking again."
Cabin Rental in scenic Maine woods with hiking trails, firepit, horseback riding
Family and pet friendly ME cabin, private, Trails, close to town.
Fridge, microwave, oven, stovetop
Family and pet friendly ME cabin, private, Trails, close to town.
10.0 out of 10, Exceptional, (21)
"We enjoyed our stay at the cabin--everything was very clean and well organized, with coffee and tea, all the utensils and pots one would need. The beds were comfortable and there were lots of towels. We especially enjoyed the fact that there was a fire pit--lovely for a warm evening. We were able to get back and forth to Colby College in 30 minutes and had dinner in Skowhegan."
The price is CA $204
CA $507 total
includes taxes & fees
Jun 20 - Jun 21
Family and pet friendly ME cabin, private, Trails, close to town.
Free private parking, for multiple vehicles.
Property grounds
Free private parking, for multiple vehicles.
9.6 out of 10, Exceptional, (25)
"Larry was a wonderful host. This cabin housed us 5 women for night comfortably. Looking forward to coming back next year."
The price is CA $137
CA $231 total
includes taxes & fees
Jun 9 - Jun 10
Free private parking, for multiple vehicles.
Three waterfront cottages with private sandy beach - Family Getaway
On the beach
Three waterfront cottages with private sandy beach - Family Getaway
10.0 out of 10, Exceptional, (20)
"WE HAD AN AMAZING STAY! MOST ENJOYABLE AND BEAUTIFUL PROPERTY"
Three waterfront cottages with private sandy beach - Family Getaway
Elegant Newport Cabin w/ Porch & Lake Access
Highchair, cookware/dishes/utensils
Elegant Newport Cabin w/ Porch & Lake Access
10.0 out of 10, Exceptional, (1)
"Absolutely beautiful location and we loved our stay. Had some issues with the well water but owner was very responsive and it will be corrected. The home was cozy and warm and we will be back !!! Thank you Ben and Lisa"
Elegant Newport Cabin w/ Porch & Lake Access
Cozy House in the heart of Waterville Maine.
Property grounds
Cozy House in the heart of Waterville Maine.
9.6 out of 10, Exceptional, (26)
"We stayed for a few days and this house had everything we wanted. Close to everything we needed, good communication with host, the house met our needs and is just as advertised."
Cozy House in the heart of Waterville Maine.
Lakefront, dog-friendly cabin on North Pond with private beach & dock
Fridge, microwave, oven, stovetop
Lakefront, dog-friendly cabin on North Pond with private beach & dock
Lakefront, dog-friendly cabin on North Pond with private beach & dock
Cozy Midcoast Vacation Rental Near Waterville!
TV, fireplace, DVD player, books
Cozy Midcoast Vacation Rental Near Waterville!
9.4 out of 10, Exceptional, (6)
"Every thing we were looking for in the area"
Cozy Midcoast Vacation Rental Near Waterville!
The Hideout - Just Steps to the Beach!
On the beach
The Hideout - Just Steps to the Beach!
10.0 out of 10, Exceptional, (5)
"So, rarely are properties listed accurately. It’s something the renter must face once the car is loaded up and everything is planned. This property is the exception! When the listing says on the beach it means it. If I gingerly tossed a stone out the front door it would hit sand. Sand mind you, we are not talking about the rocky shorelines we have grown to love. The beach sprawls a good 100 yards and is well kept. Leading out a god ways waist high so the water is fair. The cabin is a new...
The Hideout - Just Steps to the Beach!
10 Steps And You're In Sebasticook Lake. This Is Where You Go To Unplug
Lake
10 Steps And You're In Sebasticook Lake. This Is Where You Go To Unplug
10.0 out of 10, Exceptional, (96)
"Great"
10 Steps And You're In Sebasticook Lake. This Is Where You Go To Unplug
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes
Exterior
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes
9.6 out of 10, Exceptional, (42)
"The picture you show was the owners 1st property and we could not access the property with my elderly family. When I called the owner, he offered me a second option of another property. That is the property I rated. It was very kind of the owner to accomodate us. It was a lit more driving than we intended but the accommodstions were much better for us."
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes
Minutes to Colby
Property grounds
Minutes to Colby
The price is CA $217
CA $346 total
includes taxes & fees
Jun 10 - Jun 11
Minutes to Colby
Rustic, lakefront cabin with floating dock, firepit & fireplace - dog-friendly
Interior
Rustic, lakefront cabin with floating dock, firepit & fireplace - dog-friendly
Rustic, lakefront cabin with floating dock, firepit & fireplace - dog-friendly
Large Secluded Cabin on the Lake - NOW SLEEPS 10
Fridge, microwave, oven, stovetop
Large Secluded Cabin on the Lake - NOW SLEEPS 10
10.0 out of 10, Exceptional, (32)
"This home is fully furnished and lacks nothing. The beds are comfortable, linens and towels clean and not worn/frayed/stained. Kitchenware was in newer condition. The lake is a beautiful setting. Although it is in a wooded area, the property is sprayed early in season and was not an issue. GPS took us right to address. Amy was a terrific host. I actually left my personal salt and pepper mill behind as another guest tucked it away in a cupboard and I missed it when packing. Amy was prompt to...
Large Secluded Cabin on the Lake - NOW SLEEPS 10
Rail Trail Retreat! Recently remodeled cozy home on Snowmobile/ATV Trail!
Interior
Rail Trail Retreat! Recently remodeled cozy home on Snowmobile/ATV Trail!
10.0 out of 10, Exceptional, (4)
"It was a fantastic place for my parents and I while we were visiting family! Gave us a very comfortable place to have down time and our own space. Will definitely stay again next time we venture the long road trip to ME to visit family"
Rail Trail Retreat! Recently remodeled cozy home on Snowmobile/ATV Trail!
the Corner cottage: Overlooking Hayden Brook, Steps to Lakewood Summer Theater
Exterior
the Corner cottage: Overlooking Hayden Brook, Steps to Lakewood Summer Theater
9.4 out of 10, Exceptional, (6)
"My husband and I were visiting family close by. We also did an atv ride which was a short drive from the cottage. The cottage was clean and comfortable. The little loop of cottages was quiet and relaxing. There are many activities in the area. The cottage is close to Skowhegan, so you can get groceries there is a Walmart and Dunkins, yet it's out enough that it feels private and country like. The screened in porch was very nice. A short walk away and you are at the lake."
the Corner cottage: Overlooking Hayden Brook, Steps to Lakewood Summer Theater
Don't see what you're looking for?
See all available properties in Pittsfield
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.

Pittsfield Vacation Rental Travel Info

Popular accommodation
Pittsfield private vacation homes
Known landmarks
JW Parks Golf Course
International airport
Bangor, ME (BGR-Bangor Intl.)

Other types of properties in Pittsfield you may be interested in

Best Western Plus Waterville Grand Hotel
Exterior
Best Western Plus Waterville Grand Hotel
3.0 star property
7.4 out of 10, Good, (850)
"Very nice room."
The price is CA $223
CA $243 total
includes taxes & fees
Jun 19 - Jun 20
Best Western Plus Waterville Grand Hotel
The Elmwood
Desk, laptop workspace, free WiFi, bed sheets
The Elmwood
2.5 star property
8.8 out of 10, Excellent, (266)
"Room is modern and very clean. Price for quality of room is excellent. Very comfortable king size bed. Pillows were kind of flat and not very supportive, but I always bring my own pillow when I travel. "
The price is CA $204
CA $222 total
includes taxes & fees
Jun 9 - Jun 10
The Elmwood
Fireside Inn & Suites Waterville
Seasonal outdoor pool, sun loungers
Fireside Inn & Suites Waterville
2.0 star property
8.8 out of 10, Excellent, (1003)
"Restaurant adjioning motel was very convenient. The only thing I could complain about was we could not get the heater to turn off completely. "
The price is CA $239
CA $261 total
includes taxes & fees
Jun 9 - Jun 10
Fireside Inn & Suites Waterville
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.

Everything you need to know about Pittsfield vacation rentals

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

Pittsfield vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pittsfield vacation rentals we have selected for you start as low as CA $137 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 vacation 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 vacation.

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 vacation rentals in Pittsfield?

Yes, we have vacation rentals near popular points of interest in Pittsfield, or you can select a more remote option if you're looking for relaxation. 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's the top vacation rental in Pittsfield?

Lakefront home with water-view deck, kayaks, gas grill, & washer/dryer - dogs ok: This vacation home rental outside of Pittsfield is located on a lake and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals will I find in Pittsfield?

Expedia has 3 vacation 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 Sebasticook Lake. JW Parks Golf Course and Skowhegan State Fairgrounds are a couple of places you'll find in the larger area.

What are vacation rentals like in Pittsfield?

Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in Pittsfield. Vacation rentals feature amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.

Recent reviews of Pittsfield properties
Expedia verified reviews

Cabin in scenic woods with hiking trails, firepit, horseback riding nearby

Cabin in scenic woods with hiking trails, firepit, horseback riding nearby

5/5 Excellent
Hunting cabin
"Great time in the woods. Completely unplugged, no interruptions."
A verified traveller stayed at Cabin in scenic woods with hiking trails, firepit, horseback riding nearby
Posted 2 days ago
Cabin in scenic woods with hiking trails, firepit, horseback riding nearby