A boat on a calm lake at sunset with mountains in the background.

Holiday Homes in Ossipee

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Ossipee holiday homes

A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a dining table with a placemat and a bowl.

1. Cozy Tuftonboro Escape: Steps to Private Beaches!

Cozy Tuftonboro Escape: Steps to Private Beaches!
Center Tuftonboro
10.0 out of 10, Exceptional, (15 reviews)
"Property was just as pictured. Great location near the pond. Home had everything I could have needed, including a few snacks. Bit of a snafu on check-in but host communication was quick and pleasant!"
United States
Diane S.
The price is NZ$813
includes taxes & fees
13 Sept - 14 Sept
Cozy Tuftonboro Escape: Steps to Private Beaches!
A lake with a sandy beach and a concrete dock extending into the water.

2. Private Pond Cabin with Lake Access & Fire Pit

Private Pond Cabin with Lake Access & Fire Pit
Tuftonboro
9.8 out of 10, Exceptional, (8 reviews)
"Beautiful property "
United States
Keith B.
The price is NZ$783
includes taxes & fees
15 Sept - 16 Sept
Private Pond Cabin with Lake Access & Fire Pit
A deck with a view of a frozen lake and surrounding trees.

3. A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!

A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
Freedom
8.8 out of 10, Excellent, (35 reviews)
"Helen was very quick to answer any questions we had. The house was very clean and the bed was very comfortable!"
United States
Connie S.
The price is NZ$585
includes taxes & fees
20 Sept - 21 Sept
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
A kitchen with wooden cabinets, a white countertop, a stove, a microwave, and a window with blinds.

4. Picturesque Studio Lakefront - Dock

Picturesque Studio Lakefront - Dock
Alton
The price is NZ$641
includes taxes & fees
13 Sept - 14 Sept
Picturesque Studio Lakefront - Dock
A lakeside property with a dock, boats, and a large building surrounded by trees.

5. Gilford Perfect Getaway Pool, WIFI & Free Parking

Gilford Perfect Getaway Pool, WIFI & Free Parking
Laconia
8.4 out of 10, Very good, (7 reviews)
"Very nice place, easily located near everything. Would definitely stay here again."
United States
Katherine B.
The price is NZ$358
includes taxes & fees
22 Sept - 23 Sept
Gilford Perfect Getaway Pool, WIFI & Free Parking
A sauna with wooden walls and benches, a central ventilation system, and a ceiling light.

6. Mountainside chalet with a sauna and beautiful views near Gunstock Resort in NH!

Mountainside chalet with a sauna and beautiful views near Gunstock Resort in NH!
New Durham
9.0 out of 10, Wonderful, (4 reviews)
"Great location in the woods! House was roomy and very comfortable..Host was very accommodating and communicated promptly and thoroughly. Lots of beds for the family!"
United States
Mary T.
The price is NZ$998
includes taxes & fees
13 Sept - 14 Sept
Mountainside chalet with a sauna and beautiful views near Gunstock Resort in NH!
A cozy cabin interior with a sectional sofa, a leather ottoman, and a television mounted on the wall.

7. Stylish 2BR Retreat w/Sunroom + Fireplace Near Gunstock. Across from Lake Winnie

Stylish 2BR Retreat w/Sunroom + Fireplace Near Gunstock. Across from Lake Winnie
Alton
10.0 out of 10, Exceptional, (5 reviews)
"Best communication ever at a VRBO. When I come back, I’m there!"
United States
shaun d.
The price is NZ$708
includes taxes & fees
13 Sept - 14 Sept
Stylish 2BR Retreat w/Sunroom + Fireplace Near Gunstock. Across from Lake Winnie
A large building with multiple sections, surrounded by snow-covered ground and trees, with a lake and mountains in the background.

8. Cedar Lodge Room 2 Queen Beds & Private Balcony

Cedar Lodge Room 2 Queen Beds & Private Balcony
Weirs Beach
The price is NZ$526
includes taxes & fees
14 Sept - 15 Sept
Cedar Lodge Room 2 Queen Beds & Private Balcony
A living room with a stone fireplace, a ceiling fan, and a large window.

9. Lake Winnipesaukee - Gunstock - Gilford - 5 Minutes to Lake and Music - Sleeps 8

Lake Winnipesaukee - Gunstock - Gilford - 5 Minutes to Lake and Music - Sleeps 8
Gilford
The price is NZ$815
includes taxes & fees
21 Sept - 22 Sept
Lake Winnipesaukee - Gunstock - Gilford - 5 Minutes to Lake and Music - Sleeps 8
A modern kitchen with a large island, dark cabinetry, and a view of the outdoors.

10. Stay in Venice our Modern Steps from the Lake with Dock!

Stay in Venice our Modern Steps from the Lake with Dock!
Alton
10.0 out of 10, Exceptional, (9 reviews)
"Great location on the lake!"
United States
Stephanie H.
The price is NZ$674
includes taxes & fees
25 Sept - 26 Sept
Stay in Venice our Modern Steps from the Lake with Dock!
A cozy kitchen with wooden flooring, a brick wall, and a blue stove. There are bar stools and a small table with chairs.

11. Welcome to the Z E N

Welcome to the Z E N
Acton
9.6 out of 10, Exceptional, (20 reviews)
"This place was the perfect retreat!"
United States
Jennifer B.
The price is NZ$633
includes taxes & fees
7 Oct - 8 Oct
Welcome to the Z E N
A lakeside view from a wooden deck with an American flag, surrounded by trees and a clear sky.

12. Waterfront w/ Prvt Dock & Firepit | Sleeps 8

Waterfront w/ Prvt Dock & Firepit | Sleeps 8
Acton
9.0 out of 10, Wonderful, (22 reviews)
"Love the area & location on the lake!"
United States
Will M.
The price is NZ$1,011
includes taxes & fees
29 Sept - 30 Sept
Waterfront w/ Prvt Dock & Firepit | Sleeps 8
A cozy living room with a fireplace, leather furniture, and a large TV.

13. Luxe Lodge in the Woods! With Sauna & Hot tub

Luxe Lodge in the Woods! With Sauna & Hot tub
Conway
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful property with everything a family with young kids needs. Especially love the hottub and air hockey table!"
United States
Anonymous traveller
The price is NZ$888
includes taxes & fees
15 Sept - 16 Sept
Luxe Lodge in the Woods! With Sauna & Hot tub
A cozy living room with a large flat-screen TV, wooden ceiling beams, a leather sofa, and a dining area with a table and chairs.

14. Hot Tub,King Bed,Dogs w/Pequawket Beach Access!

Hot Tub,King Bed,Dogs w/Pequawket Beach Access!
Conway
10.0 out of 10, Exceptional, (2 reviews)
"Had a good weekend staying here. House was clean and stocked with necessities. Abby was very quick with communication. We had 6 in our party. Sleeping space was good. Hang out space was a little small for 6 to sit comfortably."
United States
Anonymous traveller
The price is NZ$791
includes taxes & fees
16 Sept - 17 Sept
Hot Tub,King Bed,Dogs w/Pequawket Beach Access!
A rustic kitchen with wooden cabinets, a large window, and a variety of kitchen items on the counter.

15. Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Private Ranch

Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Private Ranch
Gilford
10.0 out of 10, Exceptional, (3 reviews)
"We had a great time at the Wagner Ranch. The bedrooms were comfy and the kitchen had all necessary items. Definitely will stay there again. The hosts were Great!"
United States
dave b.
The price is NZ$964
includes taxes & fees
16 Sept - 17 Sept
Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Private Ranch
A fire pit surrounded by Adirondack chairs in a gravel area with trees and a building in the background.

16. 4BR Mtn Retreat w/ Hot Tub, Game Rm & 2 Kitchens – 15 Mins to North Conway!

4BR Mtn Retreat w/ Hot Tub, Game Rm & 2 Kitchens – 15 Mins to North Conway!
Conway
10.0 out of 10, Exceptional, (3 reviews)
"What an amazing house! The owners thought of everything possible. Such a comfortable house looking forward to coming back!"
United States
Michael I.
The price is NZ$1,097
includes taxes & fees
13 Sept - 14 Sept
4BR Mtn Retreat w/ Hot Tub, Game Rm & 2 Kitchens – 15 Mins to North Conway!
A two-story house with a covered porch and a small deck.

17. Meredith Bay - Brand New 1st Floor Apartment In Private Home

Meredith Bay - Brand New 1st Floor Apartment In Private Home
Meredith
10.0 out of 10, Exceptional, (53 reviews)
"The apartment was very comfortable and just as pictured. We had a wonderful stay! It’s a great location for walking in Meredith and an easy drive to ski at Gunstock. "
United States
Karen O.
The price is NZ$677
includes taxes & fees
21 Sept - 22 Sept
Meredith Bay - Brand New 1st Floor Apartment In Private Home
A cozy living room with a stone fireplace, wooden ceiling, and a large TV mounted above it.

18. Family & Group Cabin Near Gunstock, Pavilion & Lake

Family & Group Cabin Near Gunstock, Pavilion & Lake
Gilford
9.2 out of 10, Wonderful, (7 reviews)
"Loved how much lodging there was and so many fun games to play in the house."
United States
Adam
The price is NZ$1,067
includes taxes & fees
21 Sept - 22 Sept
Family & Group Cabin Near Gunstock, Pavilion & Lake
A historic building with a large tree in front, a reflection pool, and mountains in the background.

19. River Access, hot tub, dogs!

River Access, hot tub, dogs!
Conway
9.0 out of 10, Wonderful, (2 reviews)
"great property. great stay. host was great to work with."
United States
Morgan B.
The price is NZ$756
includes taxes & fees
14 Sept - 15 Sept
River Access, hot tub, dogs!
A two-story house with a balcony, a covered porch, and a staircase leading to the entrance.

20. Lake Winnipesaukee & Gunstock · Sleeps 14 · Fire Pit · Hot Tub from Oct

Lake Winnipesaukee & Gunstock · Sleeps 14 · Fire Pit · Hot Tub from Oct
Gilford
9.8 out of 10, Exceptional, (23 reviews)
"This house was great!!! Plenty of space, clean & owner is very responsive!! We stayed for a concert at the pavilion & the distance was perfect. Wish we were staying longer!"
United States
Marie S.
The price is NZ$1,533
includes taxes & fees
21 Sept - 22 Sept
Lake Winnipesaukee & Gunstock · Sleeps 14 · Fire Pit · Hot Tub from Oct
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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Top Ossipee Hotel Reviews

Mill Falls Resort Collection at the Lake

Mill Falls Resort Collection at the Lake

10/10 Excellent
"Our room was clean, facility was clean, as well. We used the outdoor pool and the pool bathrooms which were tidy. There was some details of the windowsill and the sliding door off our room that needed attention as well as outside, but, my husband and I are very observant of such things while most others may not notice. None detracted from the beauty of the Inn or its' location. We will return again!!"
Kelly 1-night trip
Posted 7 hours ago
Mill Falls Resort Collection at the Lake

Find out more about Ossipee

Ossipee Holiday Homes information

Number of reviews
99
Accommodation
924 Holiday Homes
Lowest Price
NZ$358
Highest Price
NZ$1,533