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Compare 114 Condo Rentals in Pittsfield with updated reviews, rates, and availability.

Unit 25 at The Lord Hampshire

8.8 out of 10, Excellent, (14)
"My boyfriend and I stayed here for our anniversary and were not disappointed! We love the property and little community; there were families and older couples. We also loved the surrounding area, there was so much to do!! We really enjoyed our stay. IMPORTANT NOTE: everything is provided! The Breakaway Rentals contract says you have to bring linens and other things, but everything is provided, including sponge w/ soap for kitchen, hand towels, bath towels, shampoo, conditioner, body wash,...
Unit 25 at The Lord Hampshire

Stay at Gilford Resort/Ski Gunstock/ 10 min. Drive to Gunstock

9.6 out of 10, Exceptional, (132)
"We really enjoyed our stay. The condo was comfortable, clean, had everything you needed and was in a great location. We enjoyed walking across the street to the lake and up the hill to go the concert next door. We were also a short drive from Weirs Beach. We had great communication and hope to stay there again."
Stay at Gilford Resort/Ski Gunstock/ 10 min. Drive to Gunstock

Lake Winnisquam Condo with Lake Views

10.0 out of 10, Exceptional, (2)
"Stayed here for opening weekend at the Bike park."
Lake Winnisquam Condo with Lake Views

Newly Renovated Condo, minutes from Weirs Beach, Concert Venue and Ski Mountain!

9.6 out of 10, Exceptional, (7)
"Easy check in. Very clean. Comfortable beds. Quiet (off season). Close to lake, shopping, and entertainment opportunities. "
Newly Renovated Condo, minutes from Weirs Beach, Concert Venue and Ski Mountain!

2 Bedroom Lake Winnipesaukee Condo

10.0 out of 10, Exceptional, (12)
"walk to bank of NH pavilion from Misty Harbor hotel. beautiful and quaint vantage point overlooking the Lake. we really enjoyed our stay!"
2 Bedroom Lake Winnipesaukee Condo

1 Bedroom Lake Winnipesaukee Condo

9.6 out of 10, Exceptional, (19)
"Neat and clean. Great communication with host. Very nice central location. I would recommend and return."
1 Bedroom Lake Winnipesaukee Condo

Great Location with Lake View

9.2 out of 10, Wonderful, (71)
"Great location, cozy condo that served us perfectly. About a half mile to the beach with brewery and ice cream restaurant right around the corner and walkable distance. Had a great four day day."
Great Location with Lake View

Adorable, updated condo. Walk to Weirs Beach. Near Bank of N.H.Pavilion.

10.0 out of 10, Exceptional, (18)
"What I care most is cleanliness and this place is definitely it! The owner spared no expense in stocking their cabinets with high-end everything. I truly enjoyed my stay."
Adorable, updated condo. Walk to Weirs Beach. Near Bank of N.H.Pavilion.

Lake view condo, Private Beach, Private concert entrance, pool

9.6 out of 10, Exceptional, (5)
"The place was really nice, it had everything we needed. The pictures on line show the place as it is. We stayed for a quick night and it was very comfortable. If we are headed back to the area. I would definitely consider this place again."
The price is AED 422
AED 857 total
includes taxes & fees
6 Jan - 7 January 2025
Lake view condo, Private Beach, Private concert entrance, pool

Gated Community, Lake Winnipesaukee. Lake, mountain, actities

10.0 out of 10, Exceptional, (6)
"Great week! "
Gated Community, Lake Winnipesaukee. Lake, mountain, actities

2BR Laconia Find, Close to Weirs and Skiing

The price is AED 459
AED 900 total
includes taxes & fees
5 Jan - 6 January 2025
2BR Laconia Find, Close to Weirs and Skiing

Gorgeous Waterfront Condo with Lake Access & Views

10.0 out of 10, Exceptional, (24)
"My family and I will always remember this beautiful place at the lake. Our oldest daughter was getting married in Franklin New Hampshire we wanted a place to be together as a family and to be able to get to the wedding venue and others places without to much to drive my husband I and my parents and our daughters enjoyed our time very much. We recommend this place so much, so beautiful view of sunsets right from the porch. Thank you."
The price is AED 494
AED 1,250 total
includes taxes & fees
28 Jan - 29 January 2025
Gorgeous Waterfront Condo with Lake Access & Views

Condo with WiFi, private beach, full kitchen, & outdoor pool

7.8 out of 10, Good, (36)
"Great for a younger couple wanting a bargain spot close to the many local attractions."
Condo with WiFi, private beach, full kitchen, & outdoor pool

Conveniently located condo with balcony, beach access, on-site pool & tennis

8.0 out of 10, Very Good, (10)
"Parking when available "
Conveniently located condo with balcony, beach access, on-site pool & tennis

Lakeview condo with tennis, sauna, and a private beach

7.6 out of 10, Good, (35)
"My friend and I stayed 3 nights to attend the Chris Stapleton shows. So convenient and liked sitting out on the balcony, sipping coffee in the am and enjoying a view of the lake and mountains. The unit was very clean and met our needs perfectly!"
Lakeview condo with tennis, sauna, and a private beach

Family condo in the center for all season fun.

9.8 out of 10, Exceptional, (28)
"Peter was a great host. He was very communicative. The unit was super clean and perfect for our family of 4. Convenient location and not sure why so many people complain about the stairs… It wasn’t bad at all. "
Family condo in the center for all season fun.

Inviting condo in quiet locale with partial lake views, balcony & grilling area

8.4 out of 10, Very Good, (17)
"Clean and tidy. Restaurant downstairs Myrna’s was a nice surprise. Just stayed one night for show. Would rent again"
Inviting condo in quiet locale with partial lake views, balcony & grilling area

Come for the View-Stay for the Fun-Lake Winnipesaukee - Late Check-out Sundays

10.0 out of 10, Exceptional, (15)
"The view from the porch is spectacular, as it is from the upstairs master bedroom. Especially in the morning with the sun rising over the lake. We liked entering the condo through the garage when it was raining. The inside was clean, comfortable, and in great condition. The laundry area was awesome. The fireplace added to our enjoyment in the evenings while relaxing in the living room and watching a movie. The kitchen had everything needed to prepare and serve food. In total - we loved our stay...
Come for the View-Stay for the Fun-Lake Winnipesaukee - Late Check-out Sundays

Lake-view townhome at Samoset with pools, beach, WiFi, & AC

9.4 out of 10, Exceptional, (24)
"We had a wonderful time at this property. Pros: -Phenomenal location -Beautiful views -Directions to get to the property once in the condo street were great. -Well appointed home- it just oozed "Lake Life" -Kitchen had what we needed for cooking. -Master bedroom was comfortable- linens and bedding available -House was clean and not cluttered. -Well maintained walkways to take you down to lakeside - I've stayed at properties where you can tell maintenance by an HOA isn't happening. Cons:...
Lake-view townhome at Samoset with pools, beach, WiFi, & AC

Lakeside Oasis w/ Boat Slip on Alton Bay!

Lakeside Oasis w/ Boat Slip on Alton Bay!
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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Other property types in Pittsfield

Cozy, Pet-Friendly Escape Near Lake & Mountains

10.0 out of 10, Exceptional, (23)
"Beautiful home. Great weekend away!! "
Cozy, Pet-Friendly Escape Near Lake & Mountains

Reuben Dimond House, Renovated Historic Farmhouse in the Capital, Concord, NH.

10.0 out of 10, Exceptional, (57)
"We thoroughly enjoyed our recent stay at this beautifully restored 257 year old farmhouse. The location was peaceful and private — truly an unexpected gem within minutes of the center of New Hampshire’s capital city. During our stay we experienced two snowstorms and we were grateful for our host’s balance of respecting our privacy while also ensuring us safe access in and out of the snowy property. We can’t wait to return in June and again in September! "
Reuben Dimond House, Renovated Historic Farmhouse in the Capital, Concord, NH.

Stargazer's retreat with hot tub & decks - near Ellacoya State Beach

8.6 out of 10, Excellent, (24)
"Nice home, close to bank of NH pavilion, and Weirs beach. "
Stargazer's retreat with hot tub & decks - near Ellacoya State Beach
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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