Search Chalets in Ossipee from CA $264

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Check prices for these dates

Next weekend
Mar 7 - Mar 9
In two weeks
Mar 14 - Mar 16
In one month
Mar 28 - Mar 30
In two months
Apr 25 - Apr 27

Browse Select Ossipee Chalets

Chalets Huttopia White Mountains
Deluxe Chalet, 2 Bedrooms | Private kitchen

Chalets Huttopia White Mountains

2.0 star property
9.8 out of 10, Exceptional, (13)
"Perfect winter cabin for a small family. Clean, toasty warm and easily accessible (short walk on a well kept trail) in deep snow. Felt very private and quiet even though many of the cabins were also occupied."
The price is CA $264
CA $286 total
includes taxes & fees
Mar 6 - Mar 7
Chalets Huttopia White Mountains
Cozy 4 BR chalet, short walk to park, tennis, and beach! Pets ok! 300/night
Beach

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
White Mountains Waterfront Chalet w/ Private Beach
Dining

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 CA $322
CA $728 total
includes taxes & fees
Mar 5 - Mar 6
White Mountains Waterfront Chalet w/ Private Beach
Amazing Lake & Mountain views Gunstock Ski Chalet.
Property grounds

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.
Charming 3 story retreat in the shadows of Lake Winnipesaukee
TV, fireplace, books, stereo

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

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

9.8 out of 10, Exceptional, (15)
"Stay was a positive experience "
Renovated Modern Chalet - Swim, Hike, Bike, Fish, Ski, Skate, Shop, Dine, Relax!
Waterfront Chalet with private beach in the White Mountains of New Hampshire.

Waterfront Chalet with private beach in the White Mountains of New Hampshire.

9.6 out of 10, Exceptional, (99)
"The view was great. It was quiet and is a terrific location for traveling the area for hiking and leaf viewing. The place is like a rustic lake cabin. Dont expect modern finishes or furniture. Clean overall but some carpet stains. Really think they should tell you on the listing that you have to provide your own sheets and towels. I happened to see someone mention it in a review and checked with the owner ahead of our stay. Would hate to arrive after long journey and not have them."
Waterfront Chalet with private beach in the White Mountains of New Hampshire.
White Mountains & Lakes Chalet Screened Porch, FirePit, 1/2 mile to 3 Beaches
Terrace/patio

White Mountains & Lakes Chalet Screened Porch, FirePit, 1/2 mile to 3 Beaches

9.8 out of 10, Exceptional, (17)
"If your idea of a weekend in NH leaf peeping is a quaint rustic cottage, this is it, with all creature comforts provided. Close to North Conway/Jackson Village attractions but out of the way of the hustle and bustle. This is definitely on our list for next year."
White Mountains & Lakes Chalet Screened Porch, FirePit, 1/2 mile to 3 Beaches
Dog-friendly A-frame with firepit, fireplace, AC, & kayaks - walk to the beach
Exterior

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

9.4 out of 10, Exceptional, (76)
"We had a lovely stay! The house was comfortable and cozy. A few upgrades would make this a five-star stay, otherwise it was perfect for our family. "
Dog-friendly A-frame with firepit, fireplace, AC, & kayaks - walk to the beach
Beach View at Chestnut Cove, Lake Winnipesaukee.
Smart TV, fireplace

Beach View at Chestnut Cove, Lake Winnipesaukee.

8.8 out of 10, Excellent, (12)
"The property and house were beautiful, however, it was advertised as four bedrooms. I assumed that all four bedrooms would be heated, but the one in the basement did not have heat. This would be an amazing summer rental, but the bedroom in the basement could not be utilized and people had to sleep on the couch upstairs where there was heat "
Beach View at Chestnut Cove, Lake Winnipesaukee.
Winter Escape! NConway/Eidelweiss.The heart of NH at your fingertips.
Outdoor dining

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.
Lakefront Chalet in the White Mountains 3 bedrooms-Sleeps 5 NH. License # 044583
Property grounds

Lakefront Chalet in the White Mountains 3 bedrooms-Sleeps 5 NH. License # 044583

9.6 out of 10, Exceptional, (179)
"Nice cabin on a pond in Conway, NH. Very enjoyable place. "
Lakefront Chalet in the White Mountains 3 bedrooms-Sleeps 5 NH. License # 044583
Very spacious newly renovated family owned home. Great summer and winter fun.
Outdoor dining

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
Outdoor dining

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

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

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
MODERN CHALET: 3-BDRM DOG friendly- Luxury & Affordability Combined
Fridge, microwave, oven, stovetop

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
LAKE FRONT Rustic Ski Chalet with Private Beach
Lake

LAKE FRONT Rustic Ski Chalet with Private Beach

9.4 out of 10, Exceptional, (91)
"Great place, yard and amenities. "
LAKE FRONT Rustic Ski Chalet with Private Beach
Serene Forest Lodge | Adventure Meets Serenity
Exterior

Serene Forest Lodge | Adventure Meets Serenity

Serene Forest Lodge | Adventure Meets Serenity
Suissevale Chalet sleeps 8 just a short walk to the beach
Microwave, oven, dishwasher, coffee/tea maker

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
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 Ossipee

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
Indoor pool

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

10.0 out of 10, Exceptional, (166)
"Stayed for long weekend with family! Plenty of room for all! The pool was a hit with the grandchildren. Very close to skiing great for seasoned skiers as well as new beginners. Must remember to book lesson ahead of time and also ski rentals."
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
Cedar Lodge condo with mountain & lake Winnipesauke views!
Aerial view

Cedar Lodge condo with mountain & lake Winnipesauke views!

9.6 out of 10, Exceptional, (39)
"Great location and beautiful sunrise/sunset. The condo looks spot on to the listing. We appreciated the extra toiletries and snacks. Unfortunately we noticed crumbs/food all over the couch when we arrived. Overall, we we had a good experience."
The price is CA $75
CA $199 total
includes taxes & fees
Mar 16 - Mar 17
Cedar Lodge condo with mountain & lake Winnipesauke views!
Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room
Pool

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.