A calm lake reflecting colorful autumn trees and misty mountains in the distance.

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Check prices for these dates

In two weeks
17 July - 19 July
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Pittsfield cottages

Exterior

Rustic Rose Cottage of Historic West Lebanon

Rustic Rose Cottage of Historic West Lebanon
Lebanon
10.0 out of 10, Exceptional, (27 reviews)
"Host was accommodating and helpful, and the room was quiet and cozy."
United States
Tyler W.
The price is AU$417
includes taxes & fees
21 July - 22 July
Rustic Rose Cottage of Historic West Lebanon
Exterior

Newly Renovated Cottage on Main Street Alton Bay #5

Newly Renovated Cottage on Main Street Alton Bay #5
Alton
10.0 out of 10, Exceptional, (1 review)
"Great places. Quiet and quaint and close to the lake and restaurants. Will rent again "
United States
Brian B.
The price is AU$439
includes taxes & fees
7 July - 8 July
Newly Renovated Cottage on Main Street Alton Bay #5
Outdoor dining

Lakefront Salmon Cottage

Lakefront Salmon Cottage
Northwood
9.8 out of 10, Exceptional, (14 reviews)
"Awesome place for quite getaway."
United States
Jason L.
The price is AU$289
includes taxes & fees
5 July - 6 July
Lakefront Salmon Cottage
Exterior

Lakefront Purple Cottage

Lakefront Purple Cottage
Northwood
9.2 out of 10, Wonderful, (7 reviews)
"Quaint colorful just right ."
United States
Susan B.
The price is AU$331
includes taxes & fees
8 July - 9 July
Lakefront Purple Cottage
Dining

Lakefront Pink Cottage

Lakefront Pink Cottage
Northwood
10.0 out of 10, Exceptional, (3 reviews)
"We had an enjoyable two night stay at the cabin. Our dog loved his first ever swim and we wanted to stay longer."
United States
Matty B.
The price is AU$343
includes taxes & fees
20 July - 21 July
Lakefront Pink Cottage
Exterior

Lakefront Orange Cottage

Lakefront Orange Cottage
Northwood
9.0 out of 10, Wonderful, (12 reviews)
"The personal touch and welcome gift was lovely z"
United States
Joyce
Lakefront Orange Cottage
Dining

Lakefront Yellow Cottage

Lakefront Yellow Cottage
Northwood
9.4 out of 10, Exceptional, (6 reviews)
"Clean, friendly, a great place to stay. I kayaked in the lake and it was beautiful. Hope to stay again next summer!"
United States
Ravaioli N.
The price is AU$295
includes taxes & fees
9 July - 10 July
Lakefront Yellow Cottage
House (1 Bedroom) | Interior

Hiking & Snowmobile Trails On-site: Alton Retreat!

Hiking & Snowmobile Trails On-site: Alton Retreat!
3.0 star property
Alton
The price is AU$403
includes taxes & fees
15 July - 16 July
Hiking & Snowmobile Trails On-site: Alton Retreat!
Exterior

Lakefront Secluded Cottage in Northwood, New Hampshire

Lakefront Secluded Cottage in Northwood, New Hampshire
Northwood
The price is AU$307
includes taxes & fees
5 July - 6 July
Lakefront Secluded Cottage in Northwood, New Hampshire
Property grounds

Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard

Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Wolfeboro
9.6 out of 10, Exceptional, (12 reviews)
"Great place "
United States
Anonymous traveller
The price is AU$390
includes taxes & fees
6 July - 7 July
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Exterior

Cozy Cottage on a Lake, near Gunstock Mountain

Cozy Cottage on a Lake, near Gunstock Mountain
Gilmanton
9.6 out of 10, Exceptional, (4 reviews)
"We had a wonderful time during our stay. The cottage was in a great location, exactly as advertised, and spotlessly clean. The hot tub was great. Can’t think of a single thing we’d change. Would love to come back again during the summer months."
United States
Dawn P.
The price is AU$567
includes taxes & fees
6 July - 7 July
Cozy Cottage on a Lake, near Gunstock Mountain
Terrace/patio

Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
Alton
8.6 out of 10, Excellent, (18 reviews)
"Nice location on the lake."
United States
Mary L.
The price is AU$491
includes taxes & fees
3 Aug - 4 Aug
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
Exterior

Newly Renovated Cottage 4 in Alton Bay, NH

Newly Renovated Cottage 4 in Alton Bay, NH
Alton
9.0 out of 10, Wonderful, (4 reviews)
"Communication was amazing, check in was a delightful, the house itself was perfect "
United States
Jennifer S.
The price is AU$630
includes taxes & fees
7 July - 8 July
Newly Renovated Cottage 4 in Alton Bay, NH
Exterior

Lakes Region Cozy Camp in Shellcamp

Lakes Region Cozy Camp in Shellcamp
Gilmanton
9.8 out of 10, Exceptional, (22 reviews)
"Excellent location and condition of the cabin"
United States
George J.
The price is AU$503
includes taxes & fees
11 July - 12 July
Lakes Region Cozy Camp in Shellcamp
Marina

Cottage 10 - 1 Bedroom w/ Loft / 1 Bath

Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (4 reviews)
"We had a perfect stay. Super cute cabin, clean and very comfortable.We thoroughly enjoyed or time there. Very easy process and would absolutely recommend and book again."
United States
Jessica G.
The price is AU$424
includes taxes & fees
7 July - 8 July
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
Exterior

Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit

Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit
Gilmanton
9.8 out of 10, Exceptional, (36 reviews)
"Lovely stay in a quiet area. The hot tub was great to unwind in after hiking in the area!"
United States
Cristofer V.
The price is AU$872
includes taxes & fees
9 July - 10 July
Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit
Exterior

Centrally Located Charming Cottage in Laconia

Centrally Located Charming Cottage in Laconia
Weirs Beach
The price is AU$509
includes taxes & fees
5 July - 6 July
Centrally Located Charming Cottage in Laconia
House (2 Bedrooms) | Interior

On Baxter Lake: Wooded Retreat Near Trails

On Baxter Lake: Wooded Retreat Near Trails
3.0 star property
Farmington
The price is AU$647
includes taxes & fees
8 July - 9 July
On Baxter Lake: Wooded Retreat Near Trails
Outdoor dining

Cozy, Pet-Friendly Escape Near Lake & Mountains

Cozy, Pet-Friendly Escape Near Lake & Mountains
Gilford
10.0 out of 10, Exceptional, (43 reviews)
"Really cozy and clean home. Hosts were wonderful too. "
United States
jacqueline S.
The price is AU$853
includes taxes & fees
16 July - 17 July
Cozy, Pet-Friendly Escape Near Lake & Mountains
TV

Newly Renovated Cottage 6

Newly Renovated Cottage 6
Alton
10.0 out of 10, Exceptional, (3 reviews)
"Great location, and amenities, including the game room, pool and bikes. Hosts were very responsive and accomodating. "
United States
Vanessa
The price is AU$510
includes taxes & fees
22 July - 23 July
Newly Renovated Cottage 6
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

The Lake Estate on Winnisquam

The Lake Estate on Winnisquam

10/10 Excellent
"Excellent new property. Great facilities. Staff was fantastic. We had an issue with ac and it was resolved immediately. Plenty of space to spread out, pool, lake, lawn, balcony. Only recommendation I would have is it seems that if restaurant staff doesn’t seat you on balcony, they don’t recognize you for drinks or apps. Helpful hint, if you want to wander off site, Winnisquam Country Store has a great great selection of breakfast and lunch sandwiches and grab and go."
Howard 2-night trip
Posted 7 hours ago
The Lake Estate on Winnisquam

Find out more about Pittsfield

Pittsfield Cottages information

Number of reviews
198
Accommodation
159 Cottages
Lowest Price
AU$289
Highest Price
AU$872

Frequently asked questions

How much do cottages in Pittsfield cost?
Prepare to pay between AU$289 and AU$872 per night for cottages in Pittsfield. No matter your budget, an epic stay is only a click or two away on Expedia. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What is there to do in Pittsfield near my cottage?
The most useful travel accessory is a well-planned itinerary. New Hampshire International Speedway is a good place to start your exploration of Pittsfield.