Search and Rent Pittsfield Condos

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Check prices for these dates

Our top choices for Pittsfield condo rentals

1. 1 Bedroom Lake Winnipesaukee Condo

1 Bedroom Lake Winnipesaukee Condo
Gilford
9.6 out of 10, Exceptional, (32 reviews)
"Great experience"
United States
Radu
$239 nightly
The price is $259
Nov 7 - Nov 8
Total with taxes and fees
1 Bedroom Lake Winnipesaukee Condo

2. Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort

Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
Gilford
9.8 out of 10, Exceptional, (35 reviews)
"Great location, specially for concerts or enjoying the beach. Some road noise."
United States
Estuardo
$247 nightly
The price is $268
Nov 16 - Nov 17
Total with taxes and fees
Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort

3. Weirs beach retreat

Weirs beach retreat
Weirs Beach
9.8 out of 10, Exceptional, (8 reviews)
"Just a minutes drive to the waterfront and shops. Great location "
United States
Wayne W.
$248 nightly
The price is $269
Nov 7 - Nov 8
Total with taxes and fees
Weirs beach retreat

4. Lake Winni Waterfront Condo

Lake Winni Waterfront Condo
Gilford
9.8 out of 10, Exceptional, (8 reviews)
"Beautiful spot! Walked to the Bank of NH venue for concert. Lake is beautiful. Beds are comfortable. Places adorable everything you need."
United States
Julie Larrivee P.
$341 nightly
The price is $359
Nov 8 - Nov 9
Total with taxes and fees
Lake Winni Waterfront Condo

5. Downtown Wolfeboro condo, right on Wolfeboro Bay/Winnipesaukee w/dock available

Downtown Wolfeboro condo, right on Wolfeboro Bay/Winnipesaukee w/dock available
Wolfeboro
7.2 out of 10, Good, (5 reviews)
"No way does this deserve a 10/10 rating. It’s fairly terrible and not deserving such a favorable rating. The pluses - great location, right on the lake. Adirondacks at sunset was heavenly. Super convenient. Wolfeboro is very cute. The shower has been nicely redone. The in-unit washer/dryer worked well and was very convenient. But the negatives are many. Lots of disrepair and terrible attention to detail. We got a spongy soft double bed. The listing says Queen bed. It’s not. We had badly stained...
United States
Brian L.
$258 nightly
The price is $280
Nov 8 - Nov 9
Total with taxes and fees
Downtown Wolfeboro condo, right on Wolfeboro Bay/Winnipesaukee w/dock available

6. Ground-Floor Lakes Region Getaway | Patio Near Weirs Beach

Ground-Floor Lakes Region Getaway | Patio Near Weirs Beach
Weirs Beach
10.0 out of 10, Exceptional, (3 reviews)
"Good location with clean and comfortable beds. Thx!"
United States
Phil C.
$189 nightly
The price is $205
Nov 8 - Nov 9
Total with taxes and fees
Ground-Floor Lakes Region Getaway | Patio Near Weirs Beach

7. Newly Renovated June 2026 2BR/2BA Laconia Condo with AC & WiFi

Newly Renovated June 2026 2BR/2BA Laconia Condo with AC & WiFi
Weirs Beach
9.6 out of 10, Exceptional, (5 reviews)
"Condo was very clean, rooms her good sized, each having a separate bathroom was ideal. Also centrally located for attending Laconia bike week. About 4 miles from Weirs beach, walking distance to Cumberland Farms. The host, Margaret, was exceptional. Would highly recommend."
United States
Darren
$295 nightly
The price is $320
Nov 10 - Nov 11
Total with taxes and fees
Newly Renovated June 2026 2BR/2BA Laconia Condo with AC & WiFi

8. Lakes Region Escape | Private Balcony Near Weirs Beach

Lakes Region Escape | Private Balcony Near Weirs Beach
Weirs Beach
10.0 out of 10, Exceptional, (1 review)
"Great location. Close to the strip"
United States
Adam C.
$189 nightly
The price is $205
Nov 8 - Nov 9
Total with taxes and fees
Lakes Region Escape | Private Balcony Near Weirs Beach

9. Lakes Region Getaway | 3BR Condo Near Weirs Beach

Lakes Region Getaway | 3BR Condo Near Weirs Beach
Weirs Beach
$201 nightly
The price is $218
Nov 8 - Nov 9
Total with taxes and fees
Lakes Region Getaway | 3BR Condo Near Weirs Beach

10. Inviting 1BR Lakeview 2nd-Floor - Balcony

Inviting 1BR Lakeview 2nd-Floor - Balcony
Gilford
8.4 out of 10, Very good, (17 reviews)
"Everything was just as listed, full amenities and cleanliness."
United States
John C.
$245 nightly
The price is $265
Nov 7 - Nov 8
Total with taxes and fees
Inviting 1BR Lakeview 2nd-Floor - Balcony
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.

Learn more about Pittsfield

Explore attractions like Scenic Theatre and Josiah Carpenter Library as you discover things to see and do in Pittsfield.

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

Top reviews in Pittsfield

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