85+ Private Villas and Holiday Rentals in Ossipee |
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Ossipee Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Ossipee

Discover more than 85 vacation rentals available in Ossipee. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Ossipee.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Ossipee, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Ossipee. On average, places to stay near Ossipee offer 1049.21 ft², with nightly prices averaging US $486.

With Casai, finding and comparing holiday rentals in Ossipee is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Ossipee

Type Count
Vacation Homes 65
Cottages 9
Holiday Apartments 3

Use these Quick Filters to Find a Holiday Rental in Ossipee

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Ossipee.

Weather in Ossipee, NH

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

Casai 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

Frequently Asked Questions About Ossipee?

What are the top holiday rentals in Ossipee?

With numerous options available in Ossipee, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Ossipee:

Which holiday homes in Ossipee are best for families?

If you're searching for a family-friendly holiday home in Ossipee, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Ossipee:

How many Casai.com holiday rentals are available in Ossipee?

As of 2025, Casai boasts over 85 properties listed in the Ossipee area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Ossipee.

Nearby Neighborhood (1) 
Neighborhood Property Count
Pine River Pond Vacation Rentals in Ossipee, New Hampshire 75

People Also Ask

There are 85 Ossipee, NH Holiday Rentals

Recently Booked Holiday Rentals in Ossipee