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Our top choices for Pittsfield vacation homes

The Barn - Lake View and Pet Friendly

The Barn - Lake View and Pet Friendly
Pittsfield
6.0 out of 10, (1 review)
"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...
United States
Joseph G.
The price is ¥24,310
¥29,841 total
includes taxes & fees
Apr 9 - Apr 10
The Barn - Lake View and Pet Friendly

Stunning Lake Views close to Weirs Beach & Gunstock

Stunning Lake Views close to Weirs Beach & Gunstock
Weirs Beach
The price is ¥14,051
¥33,219 total
includes taxes & fees
Apr 8 - Apr 9
Stunning Lake Views close to Weirs Beach & Gunstock

Perfect Modern Lake Front Retreat with Dock! Sleeps 4

Perfect Modern Lake Front Retreat with Dock! Sleeps 4
Alton
9.4 out of 10, Exceptional, (25 reviews)
"Great visit and property as described! Clean, all inclusive, and would recommend. View was beautiful and had a wonderful time."
United States
Catherine M.
The price is ¥23,951
¥56,891 total
includes taxes & fees
Apr 20 - Apr 21
Perfect Modern Lake Front Retreat with Dock! Sleeps 4

Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette

Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette
Alton
9.0 out of 10, Wonderful, (22 reviews)
"Great little gem given its price, location, and overall accommodations! "
United States
Kevin R.
The price is ¥20,597
¥45,986 total
includes taxes & fees
May 1 - May 2
Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette

Cedar Lodge Room 2 Queen Beds & Private Balcony

Cedar Lodge Room 2 Queen Beds & Private Balcony
Weirs Beach
The price is ¥14,051
¥32,352 total
includes taxes & fees
Apr 8 - Apr 9
Cedar Lodge Room 2 Queen Beds & Private Balcony

[NEW] Cozy Cabin near Gunstock & Lake Winni

[NEW] Cozy Cabin near Gunstock & Lake Winni
Gilford
10.0 out of 10, Exceptional, (1 review)
"Great spot, especially for skiing at Gunstock. Very clean and comfortable. Host was available and responsive. Will definitely be coming back!"
United States
David H.
The price is ¥33,531
¥89,914 total
includes taxes & fees
Apr 8 - Apr 9
[NEW] Cozy Cabin near Gunstock & Lake Winni

Cozy hotel-style suite right on the water, shared patio, free WiFi

Cozy hotel-style suite right on the water, shared patio, free WiFi
Alton
8.8 out of 10, Excellent, (17 reviews)
"One of our favorite places to stay in this area."
United States
Anthony G.
The price is ¥20,597
¥45,986 total
includes taxes & fees
May 1 - May 2
Cozy hotel-style suite right on the water, shared patio, free WiFi

The Cottages at Harvey Lake

The Cottages at Harvey Lake
3.0 star property
Northwood
8.8 out of 10, Excellent, (46 reviews)
"The view of the lake from the cabin was excellent. "
United States
Matt
The price is ¥21,715
¥23,561 total
includes taxes & fees
Apr 26 - Apr 27
The Cottages at Harvey Lake

Cute 2 Bdrm Condo walking distance to Weirs Beach

Cute 2 Bdrm Condo walking distance to Weirs Beach
Weirs Beach
The price is ¥15,807
¥42,943 total
includes taxes & fees
Apr 8 - Apr 9
Cute 2 Bdrm Condo walking distance to Weirs Beach

Locke Lake House

Locke Lake House
Barnstead
10.0 out of 10, Exceptional, (1 review)
"Perfect for our littles, the house is right on the water. Great location, clean house. We told the host we had trouble with AC they came over to install another window unit. My daughter got sick and they answered the phone immediately to suggest a local urgent care. Very responsible, respectful of our privacy and a lovely house. We would stay again."
United States
Jennifer L.
The price is ¥38,800
¥108,025 total
includes taxes & fees
Apr 9 - Apr 10
Locke Lake House

Idyllic Mountain and Lake Getaway

Idyllic Mountain and Lake Getaway
Gilford
10.0 out of 10, Exceptional, (73 reviews)
"Would stay again"
United States
William D.
The price is ¥64,666
¥99,961 total
includes taxes & fees
Apr 8 - Apr 9
Idyllic Mountain and Lake Getaway

Waterfront with Kayaks, Pool Table, Fire Pit, and Pergola. Downtown area

Waterfront with Kayaks, Pool Table, Fire Pit, and Pergola. Downtown area
Downtown Laconia
9.8 out of 10, Exceptional, (36 reviews)
"Great place to stay, nice home right on the water led to a very relaxing stay "
United States
tyler g.
The price is ¥39,758
¥68,259 total
includes taxes & fees
May 4 - May 5
Waterfront with Kayaks, Pool Table, Fire Pit, and Pergola. Downtown area

Mountainside chalet with a sauna and beautiful views near Gunstock Resort in NH!

Mountainside chalet with a sauna and beautiful views near Gunstock Resort in NH!
New Durham
10.0 out of 10, Exceptional, (2 reviews)
"Suxhh a beautiful and well kept home. Relaxing there was our favorite part of the trip!"
United States
Justin G.
The price is ¥26,585
¥71,289 total
includes taxes & fees
Apr 12 - Apr 13
Mountainside chalet with a sauna and beautiful views near Gunstock Resort in NH!

Lake Access + Kayaks + Arcade + Bike Path + Deck

Lake Access + Kayaks + Arcade + Bike Path + Deck
Wolfeboro
10.0 out of 10, Exceptional, (3 reviews)
"What you see is what you get and that's a very good thing!"
United States
john a.
The price is ¥29,539
¥66,873 total
includes taxes & fees
Apr 13 - Apr 14
Lake Access + Kayaks + Arcade + Bike Path + Deck

NEWER LAKEFRONT- 4 season home sleeps 6

NEWER LAKEFRONT- 4 season home sleeps 6
Alton
9.4 out of 10, Exceptional, (36 reviews)
"Very clean small house perfect for family of 4. Great Lake access. Property is even better than the photos. We would stay here again. "
United States
robert s.
The price is ¥32,094
¥88,541 total
includes taxes & fees
Apr 10 - Apr 11
NEWER LAKEFRONT- 4 season home sleeps 6

Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Prime Skiing Location

Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Prime Skiing Location
Gilford
10.0 out of 10, Exceptional, (2 reviews)
"We had a great time at the Wagner Ranch. The bedrooms were comfy and the kitchen had all necessary items. Definitely will stay there again. The hosts were Great!"
United States
dave b.
The price is ¥32,134
¥74,539 total
includes taxes & fees
Apr 8 - Apr 9
Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Prime Skiing Location

5-Acre Home Near Gunstock Mountain & Lake Winnipesaukee w/ Mountain Views

5-Acre Home Near Gunstock Mountain & Lake Winnipesaukee w/ Mountain Views
Gilford
10.0 out of 10, Exceptional, (13 reviews)
"Was a great place to stay. Had a great time "
United States
Ryan C.
The price is ¥60,036
¥130,799 total
includes taxes & fees
Apr 8 - Apr 9
5-Acre Home Near Gunstock Mountain & Lake Winnipesaukee w/ Mountain Views

Peaceful Family Friendly Riverside Retreat w/ Gym, Hot Tub, Dock and Sunroom

Peaceful Family Friendly Riverside Retreat w/ Gym, Hot Tub, Dock and Sunroom
Webster
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful house with plenty of amenities and activities. Had a great time and would come back again!"
United States
Aleksa B.
The price is ¥58,311
¥150,409 total
includes taxes & fees
Apr 8 - Apr 9
Peaceful Family Friendly Riverside Retreat w/ Gym, Hot Tub, Dock and Sunroom

4BR Dog Friendly Lakefront | Private Dock, Fireplace, Sleeps 8, Near Gunstock

4BR Dog Friendly Lakefront | Private Dock, Fireplace, Sleeps 8, Near Gunstock
Gilmanton
10.0 out of 10, Exceptional, (1 review)
"Place was beautiful. Worked perfect for what we needed! Thank you "
United States
Christopher K.
The price is ¥57,481
¥124,562 total
includes taxes & fees
Apr 8 - Apr 9
4BR Dog Friendly Lakefront | Private Dock, Fireplace, Sleeps 8, Near Gunstock

Attractive studio in waterfront location w/free WiFi, water views, kitchenette

Attractive studio in waterfront location w/free WiFi, water views, kitchenette
Alton
8.2 out of 10, Very Good, (11 reviews)
"Loved everything, especially the price for such a perfect stay."
United States
John B.
The price is ¥20,597
¥45,986 total
includes taxes & fees
May 1 - May 2
Attractive studio in waterfront location w/free WiFi, water views, kitchenette
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

Pittsfield Vacation Homes information

Number of reviews
269
Accommodation
401 Vacation Homes
Lowest Price
¥23,561
Highest Price
¥150,409