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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 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, (16 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 AU$673
includes taxes & fees
5 Oct - 6 Oct
Cozy Tuftonboro Escape: Steps to Private Beaches!
A deck with a view of a frozen lake and surrounding trees.

2. 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, (36 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 AU$483
includes taxes & fees
3 Nov - 4 Nov
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
A living room with a stone fireplace, a ceiling fan, and a large window.

3. 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
10.0 out of 10, Exceptional, (1 review)
"Home was clean Host was easy to communicate with"
United States
Robert L.
The price is AU$595
includes taxes & fees
1 Nov - 2 Nov
Lake Winnipesaukee - Gunstock - Gilford - 5 Minutes to Lake and Music - Sleeps 8
A lakeside property with a dock, boats, and a large building surrounded by trees.

4. 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 AU$318
includes taxes & fees
15 Oct - 16 Oct
Gilford Perfect Getaway Pool, WIFI & Free Parking
A cozy cabin interior with a sectional sofa, a leather ottoman, and a television mounted on the wall.

5. Cozy Retreat w/Sunroom + Fireplace next to Mount Major + close to Gunstock Mo...

Cozy Retreat w/Sunroom + Fireplace next to Mount Major + close to Gunstock Mo...
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 AU$582
includes taxes & fees
12 Oct - 13 Oct
Cozy Retreat w/Sunroom + Fireplace next to Mount Major + close to Gunstock Mo...
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 AU$824
includes taxes & fees
5 Oct - 6 Oct
Mountainside chalet with a sauna and beautiful views near Gunstock Resort in NH!
Living area

7. Lotus Spa, your home away from home

Lotus Spa, your home away from home
Acton
10.0 out of 10, Exceptional, (63 reviews)
"It was a wonderful stay"
United States
Alexis M.
The price is AU$494
includes taxes & fees
27 Oct - 28 Oct
Lotus Spa, your home away from home
A modern kitchen with a large island, dark cabinetry, and a view of the outdoors.

8. 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 AU$562
includes taxes & fees
27 Oct - 28 Oct
Stay in Venice our Modern Steps from the Lake with Dock!
A large building with multiple sections, surrounded by snow-covered ground and trees, with a lake and mountains in the background.

9. Cedar Lodge Room 2 Queen Beds & Private Balcony

Cedar Lodge Room 2 Queen Beds & Private Balcony
Weirs Beach
The price is AU$350
includes taxes & fees
5 Oct - 6 Oct
Cedar Lodge Room 2 Queen Beds & Private Balcony
A cozy kitchen with wooden flooring, a brick wall, and a blue stove. There are bar stools and a small table with chairs.

10. 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 AU$501
includes taxes & fees
3 Nov - 4 Nov
Welcome to the Z E N
A loft-style bedroom with a sloped ceiling, a ceiling fan, a bed, a desk, and a kitchenette.

11. Peaceful Barn Loft near Sebago Lake and Conway, NH

Peaceful Barn Loft near Sebago Lake and Conway, NH
Hiram
The price is AU$293
includes taxes & fees
13 Oct - 14 Oct
Peaceful Barn Loft near Sebago Lake and Conway, NH
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, (24 reviews)
"Love the area & location on the lake!"
United States
Will M.
The price is AU$907
includes taxes & fees
5 Oct - 6 Oct
Waterfront w/ Prvt Dock & Firepit | Sleeps 8
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.

13. 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 AU$646
includes taxes & fees
28 Oct - 29 Oct
Hot Tub,King Bed,Dogs w/Pequawket Beach Access!
A cozy living room with a fireplace, leather furniture, and a large TV.

14. 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, (4 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 AU$733
includes taxes & fees
26 Oct - 27 Oct
Luxe Lodge in the Woods! With Sauna & Hot tub
A fire pit surrounded by Adirondack chairs in a gravel area with trees and a building in the background.

15. 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 AU$1,029
includes taxes & fees
14 Oct - 15 Oct
4BR Mtn Retreat w/ Hot Tub, Game Rm & 2 Kitchens – 15 Mins to North Conway!
A lakeside deck with a fire feature, seating, and a view of boats on the water.

16. New Dreamy Lake Front Home

New Dreamy Lake Front Home
Alton
9.0 out of 10, Wonderful, (12 reviews)
"Great time with family. "
United States
Eddie C.
The price is AU$1,034
includes taxes & fees
5 Oct - 6 Oct
New Dreamy Lake Front Home
A rustic kitchen with wooden cabinets, a large window, and a variety of kitchen items on the counter.

17. 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 AU$818
includes taxes & fees
26 Oct - 27 Oct
Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Private Ranch
A bedroom with a bed, a chair, a bedside table, a lamp, and a bathroom visible through an open door.

18. Cabin 46 at the Historic Sandy Point Resort w/ Boat Slip and Onsite Boat Ramp

Cabin 46 at the Historic Sandy Point Resort w/ Boat Slip and Onsite Boat Ramp
Alton
The price is AU$933
includes taxes & fees
5 Oct - 6 Oct
Cabin 46 at the Historic Sandy Point Resort w/ Boat Slip and Onsite Boat Ramp
A riverside hotel with multiple buildings, a dock with lounge chairs, and a forested hillside in the background.

19. Cabin 12 at Historic Sandy Point Resort W/ Boat Slip and Onsite Boat Ramp

Cabin 12 at Historic Sandy Point Resort W/ Boat Slip and Onsite Boat Ramp
Alton
The price is AU$811
includes taxes & fees
5 Oct - 6 Oct
Cabin 12 at Historic Sandy Point Resort W/ Boat Slip and Onsite Boat Ramp
A historic building with a large tree in front, a reflection pool, and mountains in the background.

20. 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 AU$685
includes taxes & fees
28 Oct - 29 Oct
River Access, hot tub, dogs!
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

Fireside Inn & Suites Gilford

Fireside Inn & Suites Gilford

10/10 Excellent
"Staff was very helpful and friendly, the breeze restaurant was awesome on food and drinks, and reasonably priced for high end place.not far from there. No public beach nearby, have to go north for access. Got a room with fireplace was awesome, especially for cheap price."
Joseph 1-night trip
Posted 3 hours ago
Fireside Inn & Suites Gilford

Find out more about Ossipee

Ossipee Holiday Homes information

Number of reviews
159
Accommodation
882 Holiday Homes
Lowest Price
AU$293
Highest Price
AU$1,034