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Compare 16 Chalets in Wolfeboro with updated reviews, rates, and availability.

Beach View at Chestnut Cove, Lake Winnipesaukee.

8.8 out of 10, Excellent, (12)
"Good place to stay would rent again."
Beach View at Chestnut Cove, Lake Winnipesaukee.

Charming 3 story retreat in the shadows of Lake Winnipesaukee

9.6 out of 10, Exceptional, (18)
"3 families enjoyed our stay at the Tree House! The lay out of the house made it very comfortable for our families to have privacy and plenty of space, while still joining together for meals, games, etc. The kitchen was well stocked. My only suggestion would be to upgrade the pans, etc. We skied and went tubing at Gunstock Mountain. We also went to the Ice Castles in North Woodstock. Wonderful Feb. break...we would recommend this house."
Charming 3 story retreat in the shadows of Lake Winnipesaukee

MODERN CHALET: 3-BDRM DOG friendly- Luxury & Affordability Combined

10.0 out of 10, Exceptional, (7)
"We stayed two nights for a wedding in the area and this was a great stay. The house was clean, recent updates all around, comfortable, fully functional with cute kitchen, laundry and a mud room that could be a great asset in the winter. Everyone enjoyed the bonus outdoor shower! Also our dog was welcome! "
MODERN CHALET: 3-BDRM DOG friendly- Luxury & Affordability Combined

Dog-friendly A-frame with firepit, fireplace, AC, & kayaks - walk to the beach

9.4 out of 10, Exceptional, (75)
"Cabin was very clean, and well stocked, neighborhood was nice and very easy to get to, enjoyed our stay very much, we will be back"
Dog-friendly A-frame with firepit, fireplace, AC, & kayaks - walk to the beach

Brand New Lake-House Chalet/Lake Views/Best Location For All of NH-Lakes Region

10.0 out of 10, Exceptional, (43)
"We had a quick overnight stay at this new and very pretty suite. Everything was spotless and the owners were very accommodating. We hope to be back soon!"
Brand New Lake-House Chalet/Lake Views/Best Location For All of NH-Lakes Region

Winter Escape! NConway/Eidelweiss.The heart of NH at your fingertips.

9.4 out of 10, Exceptional, (55)
"A perfect location for us for a long summer weekend. Hosts were very easy to communicate with. Listing description very accurate, entry/departure instructions concise and easy. Would definitely stay again! "
Winter Escape! NConway/Eidelweiss.The heart of NH at your fingertips.

Dog-friendly chalet near the beach with deck, washer/dryer, grill, lawn & AC

4.0 out of 10, (1)
"Where to begin... The property is as far north in Moultonborough as you can get. It's approximately 12 minutes north of the center of town. The property was not clean, may not have been even broom swept! There was toothpaste on the backsplash of the downstairs sink, the stove had never been cleaned, cobwebs and spiders in various places, stained pillowcases, dishes were left in the dishwasher, the toilet bowls did not appear cleaned either. The A/C was terrible. Loud noisy floor units that could...
Dog-friendly chalet near the beach with deck, washer/dryer, grill, lawn & AC

Cozy 4 BR chalet, short walk to park, tennis, and beach! Pets ok! 300/night

9.8 out of 10, Exceptional, (10)
"Mary Lou was GREAT to work with. She was easy to communicate with and responded very quickly to my questions. Unfortunately, we did not get to stay at her beautiful property due to the airlines internet problems in July. Our flight was canceled and we couldn’t reschedule for the weekend. Mary Lou was very sympathetic and tried to help with VRBO but was unable to. We will reserve her house when we travel to New Hampshire in the future. "
Cozy 4 BR chalet, short walk to park, tennis, and beach! Pets ok! 300/night

Renovated Modern Chalet - Swim, Hike, Bike, Fish, Ski, Skate, Shop, Dine, Relax!

10.0 out of 10, Exceptional, (14)
"Wonderful stay! Plenty of space for everyone. Host is communicative and quite responsive. Would love to stay here again"
Renovated Modern Chalet - Swim, Hike, Bike, Fish, Ski, Skate, Shop, Dine, Relax!

White Mountains Waterfront Chalet w/ Private Beach

9.8 out of 10, Exceptional, (21)
"Beautiful location and even better property. Clean and comfortable "
The price is SAR 845
SAR 1,878 total
includes taxes & fees
1 Jan - 2 January 2025
White Mountains Waterfront Chalet w/ Private Beach

Very spacious newly renovated family owned home. Great summer and winter fun.

10.0 out of 10, Exceptional, (1)
"It was very nice and comfortable. I’ve met our needs perfectly."
Very spacious newly renovated family owned home. Great summer and winter fun.

Winni Chalet w/ lake, beach, & boat launch access

9.4 out of 10, Exceptional, (13)
"Family vacation before dropping teenagers off at camp. Enjoyed hanging out at the lake!"
Winni Chalet w/ lake, beach, & boat launch access

Amazing Lake & Mountain views Gunstock Ski Chalet.

8.8 out of 10, Excellent, (6)
"Beautiful views of mtns and lake. Great "cabin in the woods" feel. Would love to come back in the fall! Thank you Jon"
Amazing Lake & Mountain views Gunstock Ski Chalet.

New Rental on Private Beautiful Silver Lake in Newfield Maine.

10.0 out of 10, Exceptional, (2)
"This cozy lakeside cabin was perfect for our weekend elopement in the mountains. The fireplace was so cozy and the kids enjoyed playing in the game room. The host was amazing amd the property was clean with comfortable seating and sleeping quarters. Def recommend!"
New Rental on Private Beautiful Silver Lake in Newfield Maine.

Suissevale Chalet sleeps 8 just a short walk to the beach

5.0 out of 10, (2)
Suissevale Chalet sleeps 8 just a short walk to the beach

Charming 4-bedroom chalet in Conway with WiFi and AC

Charming 4-bedroom chalet in Conway with WiFi and AC
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 Wolfeboro

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

Deck For Entertaining: Belmont Group Getaway

9.0 out of 10, Wonderful, (66)
"This house was such a find. It sleeps so many adults comfortably. There is so much space and comfortable couches. The kitchen is well stocked with pans and platters, etc. Check in and check out were really easy. It was the best house we could have asked for."
Deck For Entertaining: Belmont Group Getaway

Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room

10.0 out of 10, Exceptional, (7)
"Great location, beautiful house , we were a bit upset that the outside hot tub was not available even though it was listed as part of the amenities."
Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room
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.