Holiday Homes in Ossipee

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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Ossipee holiday homes

Interior

Lotus Spa, your home away from home

Lotus Spa, your home away from home
Acton
10.0 out of 10, Exceptional, (47 reviews)
"the property is gorgeous and exactly what we needed for a little getaway! "
United States
Allie K.
The price is NZ$501
includes taxes & fees
19 Jan - 20 Jan
Lotus Spa, your home away from home
Exterior

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

Meredith Bay - Brand New 1st Floor Apartment In Private Home
Meredith
9.8 out of 10, Exceptional, (45 reviews)
"Very clean and very comfortable. Short walk to downtown made our stay perfect. "
United States
Julian G.
The price is NZ$503
includes taxes & fees
20 Jan - 21 Jan
Meredith Bay - Brand New 1st Floor Apartment In Private Home
Sauna

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
10.0 out of 10, Exceptional, (1 review)
"Suxhh a beautiful and well kept home. Relaxing there was our favorite part of the trip!"
United States
Justin G.
The price is NZ$723
includes taxes & fees
19 Jan - 20 Jan
Mountainside chalet with a sauna and beautiful views near Gunstock Resort in NH!
Interior

Welcome to the Z E N

Welcome to the Z E N
Acton
9.6 out of 10, Exceptional, (14 reviews)
"Nice little escape without being too far from everything. Gesine was a great host as usual"
United States
Kate-Lynn P.
The price is NZ$565
includes taxes & fees
11 Feb - 12 Feb
Welcome to the Z E N
Property grounds

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, (31 reviews)
"It was great and the weather was perfect. Love that it’s dog friendly! And Helen was very helpful. "
United States
ELIZABETH B T.
The price is NZ$392
includes taxes & fees
19 Jan - 20 Jan
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
Outdoor dining

Lake Access + Kayaks + Arcade + Bike Path + Deck

Lake Access + Kayaks + Arcade + Bike Path + Deck
Wolfeboro
10.0 out of 10, Exceptional, (3 reviews)
"What you see is what you get and that's a very good thing!"
United States
john a.
The price is NZ$564
includes taxes & fees
19 Jan - 20 Jan
Lake Access + Kayaks + Arcade + Bike Path + Deck
Beach nearby

Cozy Cabin near Tuftonboro & Lake Winnipesaukee

Cozy Cabin near Tuftonboro & Lake Winnipesaukee
Tuftonboro
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful property "
United States
Keith B.
The price is NZ$768
includes taxes & fees
21 Jan - 22 Jan
Cozy Cabin near Tuftonboro & Lake Winnipesaukee
Outdoor dining

[NEW] Cozy Cabin near Gunstock & Lake Winni

[NEW] Cozy Cabin near Gunstock & Lake Winni
2.0 star property
Gilford
The price is NZ$1,041
includes taxes & fees
21 Jan - 22 Jan
[NEW] Cozy Cabin near Gunstock & Lake Winni
Exterior

River Access, hot tub, dogs!

River Access, hot tub, dogs!
Conway
8.0 out of 10, Very good, (1 review)
"Process was easy. Location was quiet. The “river access” was across the street and fine for launching a boat, but unsuitable for much else. "
United States
Daniel M.
The price is NZ$752
includes taxes & fees
21 Jan - 22 Jan
River Access, hot tub, dogs!
Property grounds

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, (2 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$960
includes taxes & fees
20 Jan - 21 Jan
Luxe Lodge in the Woods! With Sauna & Hot tub
Smart TV, books

3 BR + futon, 2 bath home in Laconia, near Lake Winnisquam & Gunstock Mountain!

3 BR + futon, 2 bath home in Laconia, near Lake Winnisquam & Gunstock Mountain!
Laconia
9.6 out of 10, Exceptional, (8 reviews)
"The inside is beautiful and very clean . Lots of room and everything was well stocked. "
United States
Ariel G.
The price is NZ$622
includes taxes & fees
20 Jan - 21 Jan
3 BR + futon, 2 bath home in Laconia, near Lake Winnisquam & Gunstock Mountain!
Smart TV, fireplace

Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Wolfeboro
8.0 out of 10, Very good, (16 reviews)
"Thanks for a great stay!"
United States
Lynne Q.
The price is NZ$589
includes taxes & fees
18 Jan - 19 Jan
Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Fridge, microwave, oven, stovetop

Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Prime Skiing Location

Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Prime Skiing Location
Gilford
10.0 out of 10, Exceptional, (2 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$893
includes taxes & fees
22 Jan - 23 Jan
Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Prime Skiing Location
Terrace/patio

Large Well Equipped Pet Friendly Home with Hot Tub | Bank of NH Pavilion 19 mins | Iconic Fall Foliage central location | Air Conditioning | Walk to Squam Lake Beach | Main Level Bedroom and Bathroom

Large Well Equipped Pet Friendly Home with Hot Tub | Bank of NH Pavilion 19 mins | Iconic Fall Foliage central location | Air Conditioning | Walk to Squam Lake Beach | Main Level Bedroom and Bathroom
Holderness
10.0 out of 10, Exceptional, (1 review)
"Everything was wonderful!! "
United States
Scott O.
The price is NZ$679
includes taxes & fees
19 Jan - 20 Jan
Large Well Equipped Pet Friendly Home with Hot Tub | Bank of NH Pavilion 19 mins | Iconic Fall Foliage central location | Air Conditioning | Walk to Squam Lake Beach | Main Level Bedroom and Bathroom
Exterior

Camp Conway | Hot Tub | A-Frame | Ski Cabin

Camp Conway | Hot Tub | A-Frame | Ski Cabin
Conway
The price is NZ$787
includes taxes & fees
19 Jan - 20 Jan
Camp Conway | Hot Tub | A-Frame | Ski Cabin
Smart TV, fireplace, video games, table football

Mountain View Home with Hot Tub – Sleeps 10

Mountain View Home with Hot Tub – Sleeps 10
Conway
9.6 out of 10, Exceptional, (22 reviews)
"Clean house and well stocked, pet friendly, close to town and attractions, owner communicated very well. Great stay!"
United States
Linda S.
The price is NZ$1,083
includes taxes & fees
19 Jan - 20 Jan
Mountain View Home with Hot Tub – Sleeps 10
Exterior

A four-season lakefront getaway on your own private peninsula

A four-season lakefront getaway on your own private peninsula
2.0 star property
The Bays
10.0 out of 10, Exceptional, (2 reviews)
"A great space for a family gathering!"
United States
Liam O.
The price is NZ$1,197
includes taxes & fees
21 Jan - 22 Jan
A four-season lakefront getaway on your own private peninsula
Outdoor spa tub

Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room

Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room
Conway
9.8 out of 10, Exceptional, (172 reviews)
"Great place, location."
United States
Jonathan N.
The price is NZ$887
includes taxes & fees
19 Jan - 20 Jan
Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room
Terrace/patio

Hot Tub, Arcade, Near Lake & Slopes

Hot Tub, Arcade, Near Lake & Slopes
Gilford
The price is NZ$1,185
includes taxes & fees
25 Jan - 26 Jan
Hot Tub, Arcade, Near Lake & Slopes
Property grounds

Game Rm | Renovated | 1-Acre lot | Fire PL | Deck

Game Rm | Renovated | 1-Acre lot | Fire PL | Deck
Conway
The price is NZ$1,012
includes taxes & fees
4 Feb - 5 Feb
Game Rm | Renovated | 1-Acre lot | Fire PL | Deck
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

Home2 Suites by Hilton North Conway

Home2 Suites by Hilton North Conway

10/10 Excellent
"The room was spacious and clean. The hotel was right across from Settlers Green shopping center and next to Jalisco Restaurant so it was super convenient. "
Nilda 2-night trip
Posted 5 days ago
Home2 Suites by Hilton North Conway

Find out more about Ossipee

Ossipee Holiday Homes information

Number of reviews
365
Accommodation
818 Holiday Homes
Lowest Price
NZ$392
Highest Price
NZ$1,197