Search Cottages in West Ossipee

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Compare 169 Cottages in West Ossipee with updated reviews, rates, and availability.

Dog 🐾 3 bedroom 5 bed cottage - Sleeps 8 Private lake community 0.3 mls to water

Dog 🐾 3 bedroom 5 bed cottage - Sleeps 8 Private lake community 0.3 mls to water

Lake Winnipesaukee Getaway w/ Private Beach Access

9.0 out of 10, Wonderful, (9)
"We stayed here between Christmas and New Years and it was just what the doctor ordered! A perfect place to relax. The host was very fast to respond to all questions!"
Lake Winnipesaukee Getaway w/ Private Beach Access

Cozy Cottage on Lake Winni

9.2 out of 10, Wonderful, (33)
"This cabin was close to most attractions in the area. The cabin was clean and was perfect for our stay!"
Cozy Cottage on Lake Winni

Cottage with great beach.

2.0 star property
10.0 out of 10, Exceptional, (3)
"We loved our stay at this cute, quaint cottage. The location was perfect just steps from Crescent lake and an easy kayak ride to Lake Wentwprth. Janis was very welcoming and the property was nice and clean. Will stay again! "
Cottage with great beach.

Walk to Marina: Cute Gilford Cottage w/ Grill

9.8 out of 10, Exceptional, (17)
"Wonderful property in great location, would stay again!"
Walk to Marina: Cute Gilford Cottage w/ Grill

Fun Family Wolfeboro Winnipesaukee Bay Waterfront with SUP, 5 Kayaks & 2 Canoes

9.6 out of 10, Exceptional, (84)
"Quick walk to downt"
Fun Family Wolfeboro Winnipesaukee Bay Waterfront with SUP, 5 Kayaks & 2 Canoes

Pet-Friendly Waterfront Cottage: On-Site Bunkhouse

10.0 out of 10, Exceptional, (12)
"A beautiful cottage on a lovely lake that was very kid friendly. The cottage has everything you need and the host was very responsive. We greatly enjoyed our stay."
Pet-Friendly Waterfront Cottage: On-Site Bunkhouse

Center Ossipee Pet-Friendly Cottage w/ Dock!

9.4 out of 10, Exceptional, (10)
"We had an amazing stay at this property for the week. We are a family of 4 plus a small dog. 2 bedrooms were perfect for the kids upstairs and my husband and I stayed in the downstairs bedroom. Perfect for a small family! We were within an hour to so much and our stay was just perfect. We rented kayaks from Ski Works who were also great. Great trip and we would absolutely rent again! Carol & Gene are great!"
Center Ossipee Pet-Friendly Cottage w/ Dock!

Charming lakefront 2-bedroom cottage with private beach & dock.

Charming lakefront 2-bedroom cottage with private beach & dock.

Dog-friendly waterfront cottage with private dock, community beach, grill, W/D

9.8 out of 10, Exceptional, (11)
"Great relaxing stay thank you!"
Dog-friendly waterfront cottage with private dock, community beach, grill, W/D

Charming YEAR ROUND 4-bedroom cottage on Lake Winnipesaukee

2.0 star property
6.8 out of 10, (3)
"The only issue we had with the house was that the upstairs shower would not work. We also did have to shovel the landing and steps when we first arrived. The heated garage was nice to put our ice fishing gear in to dry out overnight. Plenty of room to move around. Overall, I would rent it again in the future."
Charming YEAR ROUND 4-bedroom cottage on Lake Winnipesaukee

Lakefront dog-friendly home with private beach, community tennis, beach, dock

Lakefront dog-friendly home with private beach, community tennis, beach, dock

Lake Wentworth - Wolfeboro, New Hampshire

9.6 out of 10, Exceptional, (80)
"Excellent property on a beautiful lake! The kids had a blast and there was so much space for sleeping and hanging out!"
Lake Wentworth - Wolfeboro, New Hampshire

Peaceful Cottage in Beautiful Wolfeboro, NH!!

5.0 out of 10, (4)
"Lovely cabin with a dock right on the water. There is a grill, fire pit, and a screened in porch. Only downfall was the driveway is hard to find and there is no wifi but there may not be wifi available in the area. Otherwise we had a great stay!! Highly recommend."
Peaceful Cottage in Beautiful Wolfeboro, NH!!

Quintessential lakeside cottage with swimming, picnic tables, & mountain view

8.8 out of 10, Excellent, (6)
"Cute cottage. Very comfortable."
Quintessential lakeside cottage with swimming, picnic tables, & mountain view

The Ultimate Getaway at a Charming Two-Bedroom Lakeside Cottage on Winnipesaukee

10.0 out of 10, Exceptional, (7)
"Just a short stay but VERY cozy and clean with great spaces and decor. They were incredibly responsive and helpful. I would highly recommend!!"
The Ultimate Getaway at a Charming Two-Bedroom Lakeside Cottage on Winnipesaukee

Lake Winnie Waterfront cottage w/ sandy beach, short walk to best spots in town!

7.8 out of 10, Good, (10)
"Overall the stay was good"
Lake Winnie Waterfront cottage w/ sandy beach, short walk to best spots in town!

Retreat near Conway : HotTub, Harry Potter Room

9.6 out of 10, Exceptional, (4)
"I booked the location for a work retreat. We had a great time and would definitely book again."
Retreat near Conway : HotTub, Harry Potter Room

Luxury Mountain Escape

10.0 out of 10, Exceptional, (1)
"We have rented many placed in North Conway, mainly ski on/off. This is hands down the nicest property we have been to so far. Direct views of Cranmore Mtn (300 yards away) from the hot tub and upper deck. Extremely spacious, beautifully decorated and a perfect location to the mountain and town. Host was very accommodating and a Joy to work with. We would highly recommend this to anyone looking. "
Luxury Mountain Escape

cutie Lakefront Cottage with private beach

10.0 out of 10, Exceptional, (3)
"Weather was great"
cutie Lakefront Cottage with private 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 West Ossipee

White Mountain Cottages

3.0 star property
8.0 out of 10, Very Good, (39)
"Had a good time at this cabin. The inside was decorated well and the bed was large and comfortable. The photos online were slightly misleading as we thought we would atleast have a microwave but only had a very small, warm mini fridge. There was no mention that fire pits and grills wouldn’t be available until June 1st "
The price is AED 264
AED 287 total
includes taxes & fees
16 May - 17 May
White Mountain Cottages

Attitash Mountain Village

3.0 star property
8.6 out of 10, Excellent, (489)
"Lovely stay. "
The price is AED 592
AED 642 total
includes taxes & fees
1 Jun - 2 Jun
Attitash Mountain Village

Grand Blanc Mountain Home

9.8 out of 10, Exceptional, (93)
"From the very first trip. To now our 4th visit. Our closest friends and family have rented this home and every time it never disappoints. If you are looking to be off the grid and have the amenities of a hotel, but also be close to a major town if needing something. Look no further. This is the home you should rent. The best!"
Grand Blanc Mountain Home
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.