Estia Villas - Vacation Rentals in Ossipee
House
10.0
(
5 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
2292.71 ft²
-
Oceanfront -
Parking -
Skiing -
Ocean View
US $412
/Night
7 Nights - $2,882
House
10.0
(
31 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
-
Parking
-
Balcony/Terrace -
Kitchen -
Air Conditioner
US $341
/Night
7 Nights - $2,385
Cottage
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Oceanfront
-
Parking
-
Ocean View
-
View
US $462
/Night
7 Nights - $3,236
Cottage
10.0
(
27 Reviews
)
3 Bedrooms
2 Bathrooms
9 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $558
/Night
7 Nights - $3,904
House
10.0
(
21 Reviews
)
6 Bedrooms
4 Bathrooms
16 Guests
4200 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $2,291
/Night
7 Nights - $16,040
House
10.0
(
13 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
964 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $474
/Night
7 Nights - $3,319
House
10.0
(
10 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
2200 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $506
/Night
7 Nights - $3,543
Cabin
10.0
(
7 Reviews
)
6 Bedrooms
6 Bathrooms
28 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $1,888
/Night
7 Nights - $13,215
See More Ossipee Vacation Rentals
Luxury Places to Stay in Ossipee
Over 90+
Luxury Places to Stay in or Near Ossipee
House
7.0
(
4 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Hot Tub -
Kitchen
-
Air Conditioner
-
Internet
US $3,179
/Night
7 Nights - $22,253
House
9.2
(
11 Reviews
)
6 Bedrooms
4 Bathrooms
10 Guests
2900 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $2,104
/Night
7 Nights - $14,729
House
10.0
(
3 Reviews
)
7 Bedrooms
6 Bathrooms
18 Guests
9500 ft²
-
Hot Tub
-
Ocean View
-
Balcony/Terrace
-
View
US $1,956
/Night
7 Nights - $13,689
House
10.0
(
7 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
US $1,456
/Night
7 Nights - $10,192
House
5 Bedrooms
4 Bathrooms
10 Guests
2895.49 ft²
-
Breakfast -
Parking
-
Skiing
-
View
US $1,446
/Night
7 Nights - $10,122
House
9.8
(
18 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
2000 ft²
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
US $1,023
/Night
7 Nights - $7,164
House
4 Bedrooms
2 Bathrooms
8 Guests
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
US $981
/Night
7 Nights - $6,866
Cabin
10.0
(
12 Reviews
)
4 Bedrooms
4 Bathrooms
12 Guests
2700 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $975
/Night
7 Nights - $6,825
See More Ossipee Luxury Vacation Rentals
Find More Ossipee Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Ossipee
Over 5+
Top-Rated Vacation Rentals with a Pool in or Near Ossipee
House
10.0
(
3 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Pool -
Balcony/Terrace
-
Kitchen
US $94
/Night
7 Nights - $661
Apartment
1 Bedroom
1 Bathroom
1 Guest
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $76
/Night
7 Nights - $533
House
9.2
(
7 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $350
/Night
7 Nights - $2,448
House
2.0
(
1 Review
)
4 Bedrooms
3 Bathrooms
10 Guests
-
Breakfast
-
Parking
-
Pool
-
Lake View
US $572
/Night
7 Nights - $4,004
House
3 Bedrooms
3 Bathrooms
6 Guests
-
Private Pool -
Pool
-
Kitchen
-
Child Friendly
US $375
/Night
7 Nights - $2,625
See More Ossipee Vacation Rentals with a Pool
Pet-Friendly Vacation Rentals in Ossipee
Over 37+
Pet-Friendly Vacation Rentals in or Near Ossipee
House
9.8
(
7 Reviews
)
2 Bedrooms
1 Bathroom
7 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $617
/Night
7 Nights - $4,322
House
9.0
(
2 Reviews
)
5 Bedrooms
2 Bathrooms
8 Guests
1948.27 ft²
-
Breakfast
-
Parking
-
Skiing
-
View
US $472
/Night
7 Nights - $3,303
House
9.4
(
15 Reviews
)
3 Bedrooms
1 Bathroom
8 Guests
960 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $287
/Night
7 Nights - $2,006
House
8.8
(
5 Reviews
)
3 Bedrooms
1 Bathroom
8 Guests
1356 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $385
/Night
7 Nights - $2,694
House
8.8
(
3 Reviews
)
2 Bedrooms
1 Bathroom
7 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $460
/Night
7 Nights - $3,220
New
House
6 Bedrooms
2 Bathrooms
8 Guests
1953 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $549
/Night
7 Nights - $3,844
House
10.0
(
50 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
1000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $412
/Night
7 Nights - $2,886
House
9.8
(
9 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
2600 ft²
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
US $640
/Night
7 Nights - $4,477
See More Pet-Friendly Vacation Rentals in Ossipee on PetFriendly.io
Large Vacation Homes & Villas in Ossipee
Over 20+
Large Vacation Homes & Villas in or Near Ossipee
New
Cabin
3 Bedrooms
2 Bathrooms
10 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $626
/Night
7 Nights - $4,382
House
4 Bedrooms
2 Bathrooms
11 Guests
1829.86 ft²
-
Parking
-
Internet
-
Pet Friendly -
Child Friendly
US $530
/Night
7 Nights - $3,710
Cabin
3 Bedrooms
1 Bathroom
10 Guests
1600 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $553
/Night
7 Nights - $3,870
House
10.0
(
41 Reviews
)
5 Bedrooms
1 Bathroom
15 Guests
3000 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $633
/Night
7 Nights - $4,430
House
10.0
(
2 Reviews
)
3 Bedrooms
2 Bathrooms
12 Guests
-
Internet
-
Pet Friendly
-
Child Friendly
-
Laundry
US $705
/Night
7 Nights - $4,937
House
9.8
(
15 Reviews
)
3 Bedrooms
1 Bathroom
12 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $434
/Night
7 Nights - $3,038
Cottage
9.8
(
15 Reviews
)
4 Bedrooms
1 Bathroom
12 Guests
1 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $275
/Night
7 Nights - $1,926
House
9.8
(
9 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $624
/Night
7 Nights - $4,367
See More Family Vacation Rentals in Ossipee on FVR
Ossipee Vacation Rentals and Airbnb Places to Stay Under $200
Over 7+
Ossipee Vacation Rentals and Airbnb Places to Stay Under $200
Cottage
9.6
(
5 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $199
/Night
7 Nights - $1,393
RV Rental
4.8
(
4 Reviews
)
1 Bedroom
1 Bathroom
6 Guests
500 ft²
-
Pet Friendly
-
Child Friendly
US $134
/Night
7 Nights - $938
House
3.1
(
16 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1000 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Child Friendly
US $156
/Night
7 Nights - $1,092
![Hidden Gem Near Castle in the Clouds [Pet Friendly-WiFi-Enclosed Private Porch]](https://imgservice.estiavillas.com/640x287/hidden-gem-near-cast-us-tuftonboro-ha-3215021179-0.jpg)
Apartment
1 Bedroom
1 Bathroom
2 Guests
-
Breakfast
-
Parking
-
Balcony/Terrace
-
Kitchen
US $193
/Night
7 Nights - $1,354
Cabin
5.0
(
2 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1180 ft²
-
Kitchen
-
Internet
-
Child Friendly
-
TV
US $126
/Night
7 Nights - $882
US $192
/Night
7 Nights - $1,344
Apartment
1 Bedroom
1 Bathroom
2 Guests
-
Kitchen
-
Air Conditioner
-
Pet Friendly
-
Child Friendly
US $120
/Night
7 Nights - $840
See More Ossipee Vacation Rental Deals
Instantly Bookable Vacation Homes in Ossipee
Over 19+
Instantly Bookable Vacation Homes in or Near Ossipee
Cottage
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
4 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Child Friendly
US $304
/Night
7 Nights - $2,128
House
9.0
(
10 Reviews
)
2 Bedrooms
2 Bathrooms
7 Guests
1400 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $376
/Night
7 Nights - $2,632
Cottage
9.4
(
22 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
1000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $244
/Night
7 Nights - $1,708
House
10.0
(
7 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $326
/Night
7 Nights - $2,279
House
10.0
(
3 Reviews
)
4 Bedrooms
1 Bathroom
8 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $264
/Night
7 Nights - $1,845
House
10.0
(
2 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
1798 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $581
/Night
7 Nights - $4,070
House
9.6
(
12 Reviews
)
3 Bedrooms
1 Bathroom
8 Guests
960 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $458
/Night
7 Nights - $3,203
Ski Chalet
9.6
(
4 Reviews
)
3 Bedrooms
1 Bathroom
5 Guests
1500 ft²
-
Parking
-
Kitchen
-
Internet
-
Pet Friendly
US $420
/Night
7 Nights - $2,943
See More Ossipee Short-Term Vacation Rentals
About Ossipee Vacation Rentals
With more than 99 Ossipee vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Ossipee.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Ossipee, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Ossipee. Places to stay near Ossipee are 1129.16 ft² on average, with prices averaging US $559 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Ossipee with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Ossipee
| Type | Count |
|---|---|
| Vacation Homes | 73 |
| Cottages | 11 |
| Cabin Rentals | 9 |
| Holiday Apartments | 4 |
| Ski Chalet Rentals | 1 |
Use these Quick Filters to Find a Vacation Rental in Ossipee
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Ossipee.
Weather in Ossipee
View the weather forecast for Ossipee before booking your Ossipee Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Ossipee, NH
Estiavillas offers a large selection of top attractions around Ossipee. Research things to do on your vacation before you visit Ossipee.
Lake Winnipesaukee
Bank of New Hampshire Pavilion at Meadowbrook
Gunstock Mountain Resort
White Mountain National Forest
Squam Lake
Castle in the Clouds
Weirs Beach
Funspot Family Fun Center
King Pine Ski Area
Paugus Bay
Lake Winnisquam
Sap House Meadery
Kingswood Golf Club
Blueberry Hill
Conway Station
Barnz's Meredith Cinema
Mount Chocorua
Chocorua Lake
Sandwich Creamery
Stone Mountain Arts Center
Ossipee Vacation Rental Frequently Asked Questions
Which vacation homes in Ossipee are best for families?
If you are looking for a family-friendly vacation home in Ossipee, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Ossipee:
How many vacation rentals are available in Ossipee?
Currently, the total number of properties listed in 2026 is over 99 in the Ossipee area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Ossipee.
