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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Pittsfield condo rentals

Property grounds
Gorgeous Waterfront Condo with Lake Access & Views

Condo in Tilton

Gorgeous Waterfront Condo with Lake Access & Views
9.8 out of 10, Exceptional, (36)
"Great area, lake side is beautiful, responsive host. "
United States
jamie
The price is AED 376
AED 1,090 total
includes taxes & fees
5 Jan - 6 January 2026
Gorgeous Waterfront Condo with Lake Access & Views
Fridge, microwave, oven, stovetop
Cozy Winter Escape

Condo in Weirs Beach

Cozy Winter Escape
9.2 out of 10, Wonderful, (17)
"Perfect location for Weirs beach, the boardwalk and concert venue. "
United States
Kathleen A.
The price is AED 364
AED 1,120 total
includes taxes & fees
31 Dec - 1 January 2026
Cozy Winter Escape
Balcony
Inviting condo in quiet locale with partial lake views, balcony & grilling area

Condo in Gilford

Inviting condo in quiet locale with partial lake views, balcony & grilling area
8.4 out of 10, Very Good, (17)
"Everything was just as listed, full amenities and cleanliness."
United States
John C.
The price is AED 279
AED 985 total
includes taxes & fees
4 Jan - 5 January 2026
Inviting condo in quiet locale with partial lake views, balcony & grilling area
Sun loungers, beach towels
Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort

Condo in Gilford

Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
9.6 out of 10, Exceptional, (21)
"Great location for seeing concerts."
United States
Kevin Y.
The price is AED 380
AED 919 total
includes taxes & fees
5 Jan - 6 January 2026
Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
Beach nearby
Lake Access, Poolside Deck & Ski Nearby

Condo in Gilford

Lake Access, Poolside Deck & Ski Nearby
8.0 out of 10, Very Good, (12)
"Clean, comfortable and perfect location for our needs. Host is very responsive and easy to work with."
United States
Dan K.
The price is AED 360
AED 754 total
includes taxes & fees
15 Jan - 16 January 2026
Lake Access, Poolside Deck & Ski Nearby
Outdoor dining
Modern Waterfront Condo with Views and Lake Access

Condo in Tilton

Modern Waterfront Condo with Views and Lake Access
9.4 out of 10, Exceptional, (10)
"Beautiful place, would be amazing to stay during the summer! "
United States
Liriana
The price is AED 476
AED 1,266 total
includes taxes & fees
8 Jan - 9 January 2026
Modern Waterfront Condo with Views and Lake Access
1 bedroom, WiFi, bed sheets
The Lake View Nook - Lake Winnipesaukee

Condo in Weirs Beach

The Lake View Nook - Lake Winnipesaukee
The Lake View Nook - Lake Winnipesaukee
Marina
Siena/Venice waterfront private units (2) with 2 Docks!

Condo in Alton

Siena/Venice waterfront private units (2) with 2 Docks!
The price is AED 896
AED 2,033 total
includes taxes & fees
28 Jan - 29 January 2026
Siena/Venice waterfront private units (2) with 2 Docks!
Pool
Cozy condo with WiFi, fitness room in enjoyable Laconia

Condo in Weirs Beach

Cozy condo with WiFi, fitness room in enjoyable Laconia
10.0 out of 10, Exceptional, (6)
"Beautiful condo spacious and clean beautiful views loved the pool and hot tub! "
United States
Melissa D.
The price is AED 584
AED 1,303 total
includes taxes & fees
12 Jan - 13 January 2026
Cozy condo with WiFi, fitness room in enjoyable Laconia
Exterior
Lake Winnipesaukee Condo - Great for all seasons!

Condo in Gilford

Lake Winnipesaukee Condo - Great for all seasons!
2.0 star property
The price is AED 544
AED 988 total
includes taxes & fees
10 Jan - 11 January 2026
Lake Winnipesaukee Condo - Great for all seasons!
Marina
Retro Pines Getaway - Lake Winnipesaukee

Condo in Weirs Beach

Retro Pines Getaway - Lake Winnipesaukee
Retro Pines Getaway - Lake Winnipesaukee
Marina
Siena/Naples 2 units Sleeps 8 with 2 Docks!

Condo in Alton

Siena/Naples 2 units Sleeps 8 with 2 Docks!
8.0 out of 10, Very Good, (3)
"Excellent property right on the water. Easy walk to downtown. Would book again!"
United States
chris P.
Siena/Naples 2 units Sleeps 8 with 2 Docks!
Living area
The Lake View Loft - Lake Winnipesaukee

Condo in Weirs Beach

The Lake View Loft - Lake Winnipesaukee
The Lake View Loft - Lake Winnipesaukee
Living area
Retro Escape by the Lake - Lake Winnipesaukee

Condo in Weirs Beach

Retro Escape by the Lake - Lake Winnipesaukee
Retro Escape by the Lake - Lake Winnipesaukee
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

Hampton Inn Dover

Hampton Inn Dover

10/10 Excellent
"Great experience! Friendly staff and clean"
Vanessa 1-night trip
Posted 3 days ago
Hampton Inn Dover

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