Holiday Rentals in Pittsfield

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Holiday Rentals in Pittsfield

The Barn - Lake View and Pet Friendly
6.0 out of 10, (1)
"It was peaceful and quiet, nice water view from the picture window , whole place was nice sized, Nice sized kitchen downstairs and office room, The main bathroom upstairs was nice and balcony was very nice, However the strong smell of animal urin all upstairs in the living room/bedroom was overwhelming, We brought our own lysol wipes to wipe everything down and used our Febreeze air spray to try to clean the smell upstairs , the little sofa looked stained and smelled, We sprayed it with...
The price is €165
includes taxes & fees
2 Nov - 3 Nov
The Barn - Lake View and Pet Friendly
Cozy RV in Wonderful Northwood with AC, WiFi, Kayaks & canoe!
9.0 out of 10, Wonderful, (2)
"Need a shower and table top fire pit."
The price is €117
includes taxes & fees
19 Oct - 20 Oct
Cozy RV in Wonderful Northwood with AC, WiFi, Kayaks & canoe!
The Coziest Tiny Home with Mini Cows & Horses!
9.4 out of 10, Exceptional, (19)
"Stayed for much needed adult getaway with my husband and it was exactly what we needed. It was quiet with everything we needed for a good time. We were able to bring our four-wheeler so that was nice. Looking out in the mornings with a coffee and watching the horses was so peaceful. I will definitely do this again! "
The price is €196
includes taxes & fees
8 Nov - 9 Nov
The Coziest Tiny Home with Mini Cows & Horses!
Fully stocked camper with delivery/setup to your favorite campground/cabin/event
6.0 out of 10, (1)
"The ad said the camper was nearly new, which it was not. We had a time to meet Jake, but he came and left early so we didn't get an intro. It was okay cleanliness wise, except the refrigerator was gross, and the shower curtain had dead bugs wrapped up in it. The cabinets were all very full, so we didn't have any place to put our food without moving stuff around. Then we had ants. The bed was very comfortable. We slept great. This is what we wanted it for, so wasn't disappointed in that. We used...
The price is €423
includes taxes & fees
30 Oct - 31 Oct
Fully stocked camper with delivery/setup to your favorite campground/cabin/event
Newly Renovated Cottage 6
10.0 out of 10, Exceptional, (2)
"Great location, and amenities, including the game room, pool and bikes. Hosts were very responsive and accomodating. "
The price is €203
includes taxes & fees
30 Oct - 31 Oct
Newly Renovated Cottage 6
On Baxter Lake: Wooded Retreat Near Trails
3.0 star property
On Baxter Lake: Wooded Retreat Near Trails
Rustic Rose Cottage of Historic West Lebanon
10.0 out of 10, Exceptional, (23)
"Beautiful, easy access, well appointed"
The price is €219
includes taxes & fees
23 Oct - 24 Oct
Rustic Rose Cottage of Historic West Lebanon
Hiking & Snowmobile Trails On-site: Alton Retreat!
3.0 star property
The price is €174
includes taxes & fees
4 Nov - 5 Nov
Hiking & Snowmobile Trails On-site: Alton Retreat!
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
8.6 out of 10, Excellent, (18)
"Nice location on the lake."
The price is €274
includes taxes & fees
21 Oct - 22 Oct
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
Cedar Lodge condo with mountain & lake Winnipesauke views!
9.6 out of 10, Exceptional, (50)
"Quiet comfortable room. "
The price is €150
includes taxes & fees
17 Nov - 18 Nov
Cedar Lodge condo with mountain & lake Winnipesauke views!
Newly Renovated Cottage 4 in Alton Bay, NH
9.0 out of 10, Wonderful, (4)
"Game room fun for all ages. "
The price is €317
includes taxes & fees
19 Oct - 20 Oct
Newly Renovated Cottage 4 in Alton Bay, NH
Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette
9.0 out of 10, Wonderful, (22)
"Excellent"
The price is €248
includes taxes & fees
20 Oct - 21 Oct
Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette
Cozy hotel-style suite right on the water, shared patio, free WiFi
8.8 out of 10, Excellent, (17)
"It is a very peaceful setting. "
The price is €250
includes taxes & fees
28 Oct - 29 Oct
Cozy hotel-style suite right on the water, shared patio, free WiFi
Cottage in Alton Bay – Sleeps 4, Pool, Trails & More!
10.0 out of 10, Exceptional, (1)
"This is a classic old-style cabin that reminded us of our childhood family trips in the 60’s. It’s not new, but a heck of a lot of fun if you’re in the right head space. Easily walked to town for dinner and to the shore. Clean and had everything we needed."
The price is €202
includes taxes & fees
28 Oct - 29 Oct
Cottage in Alton Bay – Sleeps 4, Pool, Trails & More!
☀ Bright and Charming Single-Family Home at Baxter Lake - Dog Friendly
9.8 out of 10, Exceptional, (23)
"Perfect place for a relaxing stay. Extremely well equipped and organized. Thank you for a wonderful stay"
☀ Bright and Charming Single-Family Home at Baxter Lake - Dog Friendly
Federal on Exeter | Circa 1805 | UNH |Pet-Friendly
9.6 out of 10, Exceptional, (9)
"Nice houseGood for 3-4 adults (2 bedrooms) - we had 2 people Screened patio was awesome No washer/dryer"
The price is €394
includes taxes & fees
30 Oct - 31 Oct
Federal on Exeter | Circa 1805 | UNH |Pet-Friendly
The Village of Paugus Bay Studio Close To It All!
9.0 out of 10, Wonderful, (9)
"Parking and access to the room was great, the view not so much. Overall it was perfect for our need and will definitely stay again in the future. "
The price is €195
includes taxes & fees
22 Oct - 23 Oct
The Village of Paugus Bay Studio Close To It All!
Cute Lower Level Cedar Lodge Room with Balcony & Lake Views!
9.2 out of 10, Wonderful, (7)
"Property was very clean, had very comfortable beds and a wonderful view. "
The price is €149
includes taxes & fees
17 Nov - 18 Nov
Cute Lower Level Cedar Lodge Room with Balcony & Lake Views!
Warm and Cozy Condo: Perfect for Fall Foliage Getaways!
9.2 out of 10, Wonderful, (17)
"We come back again."
The price is €265
includes taxes & fees
2 Nov - 3 Nov
Warm and Cozy Condo: Perfect for Fall Foliage Getaways!
Cozy, Pet-Friendly Escape Near Lake & Mountains
10.0 out of 10, Exceptional, (39)
"Every detail has been thought of here. This was a perfect getaway and the decorating was on point!"
The price is €391
includes taxes & fees
23 Oct - 24 Oct
Cozy, Pet-Friendly Escape Near Lake & Mountains
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 €175 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?

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski: This holiday home rental outside of Pittsfield is located on a lake, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Pittsfield?

Expedia has 3 holiday rentals for your stay in Pittsfield.

What’s there to see and do in Pittsfield?

Suncook River and Lily Lake are a couple of scenic spots to enjoy the outdoors, whereas Scenic Theatre is one of the cultural attractions. Other places in town to visit include Josiah Carpenter Library and Pittsfield Town Hall.

What’s a holiday rental in Pittsfield like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pittsfield. Holiday rentals provide amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a small group gathering.