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Check prices for these dates

In two weeks
19 Sep - 21 Sep
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov
In four months
26 Dec - 28 Dec

Vacation Homes in Pittsfield

Our top choices for Pittsfield vacation homes

The Barn - Lake View and Pet Friendly
Exterior

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 Barn - Lake View and Pet Friendly
The Cottages at Harvey Lake
Exterior

The Cottages at Harvey Lake

3.0 star property
8.8 out of 10, Excellent, (45)
"The view of the lake from the cabin was excellent. "
The price is AED 500
AED 542 total
includes taxes & fees
3 Sep - 4 Sep
The Cottages at Harvey Lake
Newly Renovated Cottage 6
Terrace/patio

Newly Renovated Cottage 6

10.0 out of 10, Exceptional, (1)
"Great location, and amenities, including the game room, pool and bikes. Hosts were very responsive and accomodating. "
The price is AED 503
AED 956 total
includes taxes & fees
13 Sep - 14 Sep
Newly Renovated Cottage 6
Newly Renovated Cottage 4 in Alton Bay, NH
Private kitchen

Newly Renovated Cottage 4 in Alton Bay, NH

8.8 out of 10, Excellent, (3)
"Communication was amazing, check in was a delightful, the house itself was perfect "
The price is AED 422
AED 980 total
includes taxes & fees
3 Sep - 4 Sep
Newly Renovated Cottage 4 in Alton Bay, NH
Terrific studio suite right on the water w/free WiFi, bay views, kitchenette
Terrace/patio

Terrific studio suite right on the water w/free WiFi, bay views, kitchenette

9.0 out of 10, Wonderful, (6)
"I loved that it was one the lake with private beach access!! The room could be better with a bigger bed not so hard."
Terrific studio suite right on the water w/free WiFi, bay views, kitchenette
Cottage in Alton Bay – Sleeps 4, Pool, Trails & More!
Exterior

Cottage in Alton Bay – Sleeps 4, Pool, Trails & More!

The price is AED 481
AED 944 total
includes taxes & fees
13 Sep - 14 Sep
Cottage in Alton Bay – Sleeps 4, Pool, Trails & More!
Cozy hotel-style suite right on the water, shared patio, free WiFi
TV

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

9.0 out of 10, Wonderful, (15)
"It is a very peaceful setting. "
The price is AED 984
AED 1,715 total
includes taxes & fees
13 Sep - 14 Sep
Cozy hotel-style suite right on the water, shared patio, free WiFi
Luxurious Cabin in the Woods
Exterior

Luxurious Cabin in the Woods

10.0 out of 10, Exceptional, (4)
"Very nice clean quiet and private real cozy"
The price is AED 525
AED 733 total
includes taxes & fees
22 Sep - 23 Sep
Luxurious Cabin in the Woods
Taigh Loch - Lake Region Retreat!
Fridge, microwave, oven, stovetop

Taigh Loch - Lake Region Retreat!

10.0 out of 10, Exceptional, (11)
"The property was very clean and we really enjoyed our stay. I would gladly stay there again"
Taigh Loch - Lake Region Retreat!
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
Outdoor dining

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

8.6 out of 10, Excellent, (17)
"Nice location on the lake."
The price is AED 551
AED 1,133 total
includes taxes & fees
7 Sep - 8 Sep
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
Cozy Cottage on a Lake, near Gunstock Mountain
Private kitchen

Cozy Cottage on a Lake, near Gunstock Mountain

10.0 out of 10, Exceptional, (1)
"The cabin is so cute and cozy! Very comfortable. We slept great! The neighbors were very friendly and even invited us over! The neighborhood is quiet and peaceful. The lake beach were amazing! We had a wonderful weekend getaway. The hosts are easy to contact. We will stay again! Love love the location! The only downside is there is no lake view from the cottage like we thought but easy lake access. We did not use the hot tub, washer/dryer or fire pit but those are great amenities! This place has...
Cozy Cottage on a Lake, near Gunstock Mountain
The Coziest Tiny Home with Mini Cows & Horses!
Property grounds

The Coziest Tiny Home with Mini Cows & Horses!

9.8 out of 10, Exceptional, (17)
"Great sleeping!!!"
The price is AED 455
AED 873 total
includes taxes & fees
3 Sep - 4 Sep
The Coziest Tiny Home with Mini Cows & Horses!
Cool New Dover Home
Smart TV, fireplace

Cool New Dover Home

10.0 out of 10, Exceptional, (6)
"Property appears to be new construction. The rooms were good sized. Beds were comfortable. All the appliances worked without issue. My only negative is that the home is located on a main thoroughfare. Traffic noise can be a bit much, but it quited down after about 9:30pm.My interactions with the owner were quick and easy. We got timely answers to the questuons we asked. If i have ti travel back into the atea, I would want yo use this property again."
The price is AED 883
AED 1,755 total
includes taxes & fees
14 Sep - 15 Sep
Cool New Dover Home
Spacious 2-bedroom Top Unit w/ Laundry 5 Mins to Downtown Concord
Fridge, microwave, oven, stovetop

Spacious 2-bedroom Top Unit w/ Laundry 5 Mins to Downtown Concord

The price is AED 380
AED 910 total
includes taxes & fees
16 Sep - 17 Sep
Spacious 2-bedroom Top Unit w/ Laundry 5 Mins to Downtown Concord
Lake, grill, s'mores, hike, golf! 4Bd 2.5Bath, sleeps10
Fridge, microwave, oven, stovetop

Lake, grill, s'mores, hike, golf! 4Bd 2.5Bath, sleeps10

9.8 out of 10, Exceptional, (13)
"Overall our stay was good and owner is super responsive. "
The price is AED 727
AED 2,040 total
includes taxes & fees
15 Sep - 16 Sep
Lake, grill, s'mores, hike, golf! 4Bd 2.5Bath, sleeps10
Spacious Lake View Laconia Apt Near Weirs Beach\ Pool \ Restaurants
Marina

Spacious Lake View Laconia Apt Near Weirs Beach\ Pool \ Restaurants

The price is AED 334
AED 825 total
includes taxes & fees
17 Sep - 18 Sep
Spacious Lake View Laconia Apt Near Weirs Beach\ Pool \ Restaurants
Stay in Venice our Modern Steps from the Lake with Dock!
TV, stereo

Stay in Venice our Modern Steps from the Lake with Dock!

10.0 out of 10, Exceptional, (6)
"Very clean and in a great location."
The price is AED 635
AED 1,356 total
includes taxes & fees
10 Sep - 11 Sep
Stay in Venice our Modern Steps from the Lake with Dock!
Welcome to the Webster Place! A Charming 3-bedroom house in fabulous Franklin.
Living area

Welcome to the Webster Place! A Charming 3-bedroom house in fabulous Franklin.

10.0 out of 10, Exceptional, (1)
"A great quite lake house With everything you need"
The price is AED 514
AED 1,255 total
includes taxes & fees
30 Sep - 1 Oct
Welcome to the Webster Place! A Charming 3-bedroom house in fabulous Franklin.
Fall Foliage to explore on the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Prime Hiking Location
Outdoor dining

Fall Foliage to explore on the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Prime Hiking Location

10.0 out of 10, Exceptional, (1)
"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!"
Fall Foliage to explore on the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Prime Hiking Location
Waterfront Home w/ Private Dock
Interior

Waterfront Home w/ Private Dock

10.0 out of 10, Exceptional, (19)
"Our family had a wonderful time at this lake house. It had everything we needed for cooking, playing in the lake and relaxing. Would definitely stay again! "
The price is AED 909
AED 1,449 total
includes taxes & fees
4 Sep - 5 Sep
Waterfront Home w/ Private Dock
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