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Ossipee Luxury Rentals

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Ossipee Large Vacation Homes

10.0 (1 Review)
House
Pine River Pond waterfront
  • Pet Friendly
  • Security/Safety
  • Bedding/Linens
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Why Choose Rent By Owner for your Ossipee Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Ossipee Vacation Rentals

Where are the best neighborhoods to stay in Ossipee?

When exploring places to stay in Ossipee, New Hampshire, you'll find that the neighborhoods offer a variety of charming and peaceful settings perfect for your getaway. Whether you prefer being near serene lakes, scenic outdoor trails, or cozy community areas, each neighborhood provides a unique atmosphere that enhances your experience in this beautiful region. Staying in these well-selected areas ensures easy access to the natural beauty and outdoor activities that make Ossipee a popular destination. Discover the ideal location for your next stay and enjoy a seamless booking process with trusted vacation rentals in Ossipee, New Hampshire.

Pine River Pond

Surrounded by tranquil waters and lush landscapes, this area offers serene surroundings perfect for relaxing escapes. Here, you can enjoy easy access to the peaceful environment that makes Pine River Pond a sought-after choice for those seeking a quiet retreat in the region.

View 75+ Rentals in Pine River Pond

Best Times to Visit Ossipee

When should you plan your Vacation Rentals stay?

Timing your visit to this destination can enhance your experience, so consider the seasonal weather and local events when choosing the best time to book your vacation rental in Ossipee, New Hampshire, USA.

Peak Season Highlights

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Summer (June to August)

During the warmest months, you'll enjoy ideal weather for outdoor activities and scenic lake views, making it a prime time to explore this region's natural beauty.

Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
autumn
Fall (September to November)

Autumn brings vibrant foliage coloring the landscape, offering an idyllic backdrop for outdoor adventures and photography enthusiasts seeking a picturesque escape.

Average Temperature Daytime: 60-70°F - Nighttime: 40-50°F

Off-Season Highlights

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Spring (April to May)

As nature awakens, this shoulder season provides fewer crowds and a peaceful atmosphere, perfect for those seeking tranquility while exploring the area's blooming scenery.

Average Temperature Daytime: 50-65°F - Nighttime: 35-45°F
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Winter (December to February)

For winter sports enthusiasts, the region becomes a hub of activity with snowy landscapes, making it an excellent time for skiing, snowboarding, and cozying up in your rental property.

Average Temperature Daytime: 20-30°F - Nighttime: 10-20°F

Weekly Weather Forecast for Ossipee

How to Book Your Ossipee Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Ossipee

More Top-Rated Vacation Rentals in Ossipee Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a spacious outdoor patio or deck perfect for relaxing or dining al fresco.
  • Take advantage of a private backyard area ideal for outdoor activities and gatherings.
  • Make use of convenient parking facilities suited for multiple vehicles.
  • Benefit from access to a grilling station or outdoor barbecue for cookouts with family and friends.
  • Experience scenic views from a screened-in porch or outdoor seating area.
  • Discover nearby hiking trails or nature walks that start right from your rental property.
  • Relax by an outdoor fire pit, perfect for evenings under the stars in this destination.

Top Attractions Around Ossipee

What attractions are nearby?

Here, you can enjoy outdoor activities such as hiking, fishing, and boating, immersing yourself in the natural beauty of this scenic region.

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Family Activities

  • Ossipee Lake Cruises: Experience a family-friendly boat tour on Ossipee Lake to enjoy scenic views and learn about the area's natural history.
  • Story Land Theme Park: Visit this beloved amusement park nearby, offering fun and gentle rides perfect for young children and families seeking outdoor entertainment.
  • Hiking in Bald Mountain Wildlife Area: Explore family-oriented trails with stunning views, ideal for introducing kids to nature and outdoor adventure here in the region.
  • Fishing at Ossipee Lake: Try your hand at freshwater fishing, where the whole family can relax and bond while enjoying the serene surroundings of the area.
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Adult Activities

  • Hiking in White Mountain National Forest: Explore scenic trails that offer stunning views and a peaceful retreat into nature right here in the region.
  • Fishing at Ossipee Lake: Enjoy casting your line in the pristine waters, known for their variety of freshwater fish and tranquil surroundings.
  • Golfing at local courses: Play a round at nearby golf courses that provide a relaxing day outdoors with beautiful scenic backdrops.
  • Wildlife Watching and Nature Tours: Discover the area's diverse wildlife through guided tours or while strolling along scenic paths within the region.

Ossipee Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local outdoor activities: Take advantage of the area's natural beauty by engaging in activities such as hiking, fishing, or boating to fully enjoy your stay in this scenic destination.
  • Plan ahead for seasonal events: Check the local events calendar to participate in seasonal festivities or community gatherings that showcase the region’s unique culture and charm.
  • Select the right vacation rental: Choose accommodations that offer convenient access to popular attractions and outdoor spots to maximize your enjoyment of the region’s natural landscapes.
  • Discover nearby scenic drives: Embark on leisurely drives through the area’s picturesque routes to uncover hidden gems and experience the region’s breathtaking views at your own pace.

Transportation Options

  • Car Rental Services: Renting a car locally provides the flexibility to explore the scenic area and nearby attractions at your own pace.
  • Public Transportation: Local bus services offer convenient transportation options to reach key destinations within this vacation-friendly region.
  • Taxi and Ride-Sharing: Taxis and ride-sharing apps are readily available here, ensuring quick and reliable transit around the area.
  • Nearby Airports: For international and domestic travelers, regional airports serve as accessible gateways to this destination’s outdoor and cultural experiences.

Local Customs Options

  • Seasonal Lumber Harvesting: You might observe local traditions of seasonal lumber harvesting, which has historically been central to this area's economy and culture.
  • Community Fish Franchises: Participating in or witnessing community fish franchises reflects the region’s longstanding relationship with freshwater fishing and local waterways.
  • Traditional Craftsmanship: Engaging with local artisans often showcases craftsmanship passed down through generations, emphasizing the area's rich cultural heritage.
  • Celebration of Seasonal Festivals: Attending regional festivals dedicated to seasonal changes offers insight into the community’s customs and their connection to nature.

Frequently Asked Questions About Ossipee?

1. What are the top vacation rentals in Ossipee?

There are a lot of options in Ossipee. If you plan on staying in the Ossipee area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Ossipee:

2. 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:

3. How many Rentbyowner vacation rentals are available in Ossipee?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 84 in the Ossipee area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Ossipee. 

4. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by listing, so it’s best to review the specific terms and conditions provided by the property owner when booking your stay in this destination.

5. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or security deposits are typically outlined in the listing details. Be sure to read the full description to understand all costs before confirming your reservation.

6. How do I confirm the availability of a vacation rental in the region?

Availability is shown directly on the listing page. If you have specific dates in mind, you can check real-time availability or contact the property owner for confirmation.

7. What amenities are commonly offered in vacation rentals around here?

Most rentals in this area feature amenities like Wi-Fi, parking, and fully equipped kitchens. For a comprehensive list, refer to each listing's amenities section or contact the owner directly.

8. Is it possible to modify or cancel my booking after I’ve made it?

Modifications and cancellations depend on the individual property's policies. Review the listing’s cancellation and modification options or reach out directly to the owner for assistance.