Discover Your Perfect Ossipee Vacation Homes

Ossipee Luxury Rentals

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.

Best Times to Visit Ossipee

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here ensures you can enjoy the area's natural beauty and outdoor activities at their best, making your stay in Merrifield even more memorable.

Peak Season Highlights

summer
Summer (June to August)

During the peak summer months, the area experiences warm weather perfect for outdoor activities and enjoying the natural beauty. This is when demand for vacation rentals tends to be high, so early booking is recommended.

Average Temperature Daytime: 78°F - 85°F - Nighttime: 55°F - 65°F
autumn
Fall (September to October)

Autumn showcases vibrant foliage and cooler temperatures, making it an ideal time for scenic views and outdoor exploration. Vacation rentals tend to fill quickly during this season's colorful display.

Average Temperature Daytime: 65°F - 75°F - Nighttime: 45°F - 55°F

Off-Season Highlights

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Winter (December to February)

In winter, the region offers a quieter atmosphere with opportunities for winter sports and cozy accommodations. Booking in advance can secure you the best rates during this less busy time.

Average Temperature Daytime: 20°F - 30°F - Nighttime: 0°F - 15°F
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Spring (March to May)

Spring sees gradual warming and blooming landscapes, but fewer travelers visit at this time. It’s an excellent period for those seeking serene surroundings and more affordable vacation rentals.

Average Temperature Daytime: 45°F - 60°F - Nighttime: 30°F - 40°F

Weekly Weather Forecast for Ossipee

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.

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 spacious outdoor patios or decks perfect for relaxing and entertaining amidst the natural surroundings.
  • Take advantage of private or community access to lakefront or riverside docks for fishing, kayaking, or simply enjoying the water views.
  • Benefit from well-maintained outdoor grilling areas or barbecues to enhance your outdoor dining experience.
  • Make the most of lush gardens or landscaped yards that provide a peaceful setting for outdoor activities.
  • Utilize designated fire pits or outdoor fireplaces for cozy evenings under the stars.
  • Explore nearby trails or paths for hiking, biking, or nature walks directly from your rental property.
  • Access outdoor recreational facilities such as tennis courts, basketball hoops, or playgrounds often available at larger properties in this region.
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Family Activities

  • Ossipee Lake Cruises: Enjoy a relaxing boat tour on Ossipee Lake, offering families a scenic way to explore the area's natural beauty and wildlife.
  • White Mountains National Forest: Discover outdoor adventures such as hiking, picnicking, and nature walks within this expansive national forest that surrounds the region.
  • Local Museums and Cultural Centers: Engage with the area's history and culture through interactive exhibits and educational programs suitable for all ages.
  • Family-Friendly Parks and Playgrounds: Spend quality time outdoors at well-maintained parks, perfect for picnics, playground fun, and family gatherings in the area.
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Adult Activities

  • Fishing on Lake Merrifield: Experience the tranquility of freshwater fishing right in this region's renowned lake, perfect for a relaxing day by the water.
  • Hiking and Nature Walks: Explore scenic trails nearby that showcase the area's natural beauty, making it ideal for outdoor enthusiasts seeking adventure.
  • Wildlife Viewing: Observe diverse bird species and local wildlife in their natural habitat, offering excellent opportunities for photography and nature appreciation.
  • Boating and Water Activities: Engage in boating, kayaking, or paddleboarding on the pristine waters, providing fun-filled activities suitable for adults seeking leisure and recreation.

Other Places to Stay in Ossipee, MN

Ossipee Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Seasonal Activities: Familiarize yourself with the area's seasonal highlights to ensure you make the most of outdoor activities and events during your stay in this scenic destination.
  • Choose a Central Location: Opt for a vacation rental situated conveniently close to key outdoor attractions and local amenities to maximize your exploration time here.
  • Take Advantage of Local Resources: Utilize the region’s visitor centers and online guides to discover hidden gems and authentic experiences that enrich your visit.
  • Practice Responsible Tourism: Respect the natural environment and local communities by following eco-friendly practices and adhering to property guidelines during your stay here.

Transportation Options

  • Driving: Renting a car provides you with the flexibility to explore the scenic region at your own pace, especially for reaching nearby lakes and outdoor attractions.
  • Public Transit: Local buses serve the area, offering an economical option for getting around and accessing popular points of interest in this destination.
  • Taxi Services: Taxis and ride-sharing services like Uber and Lyft operate within the area, providing convenient transportation for short trips or last-minute travel needs.
  • Bicycle Rentals: Biking is a popular way to enjoy the natural beauty here, with rental shops available for exploring the region's trails and quiet roads.

Local Customs Options

  • Respect for Nature: Locals in this region value a deep connection to the natural environment, making conservation and outdoor etiquette essential when exploring here.
  • Community Gatherings: Participating in local events and gatherings is common, fostering a welcoming atmosphere that reflects the area's strong community spirit.
  • Traditional Crafts: Handmade crafts and artisanal products are often cherished, showcasing the region's rich cultural heritage and craftsmanship.
  • Local Food Customs: Sharing meals and supporting local eateries is a valued tradition, emphasizing the importance of communal dining in this destination.

Frequently Asked Questions About 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 42 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?

The cancellation policy varies depending on the specific property you choose. It’s important to review the listing details carefully or contact the property owner directly to understand the cancellation terms before booking.

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

Additional fees such as cleaning fees, service fees, or local taxes may apply and are typically outlined in the listing. Always read the full description or reach out to the host for clarification before confirming your reservation.

6. How can I ensure my booking in the area is secure and reliable?

Booking through a reputable platform provides secure payment options and verified listings, ensuring your reservation is trustworthy. Be sure to review guest reviews and communicate with the owner if you have any concerns.

7. What amenities are generally available in vacation rentals here?

Most properties include essential amenities such as Wi-Fi, kitchen facilities, and parking. Specific features are listed on each property page, so check the individual listing for detailed information.

8. How do I confirm the availability of a vacation rental in this destination?

Availability updates are provided in real-time through the booking platform. If you find a suitable rental, you can proceed with the reservation or contact the host directly to inquire about specific dates or special requirements.