Discover Your Perfect Jaffrey Vacation Homes

Jaffrey Luxury Rentals

Jaffrey Pet Friendly Vacation Rentals

Why Choose Rent By Owner for your Jaffrey 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 Jaffrey

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit this charming area allows you to enjoy its natural beauty and outdoor activities at their best, whether you're seeking a peaceful retreat or an adventurous getaway in Jaffrey, New Hampshire.

Peak Season Highlights

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Summer (June to August)

During the summer months, you'll enjoy warm days and longer daylight hours, making it ideal for outdoor activities in this scenic region.

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

Autumn brings vibrant foliage and crisp air, providing a picturesque backdrop for exploring locally during this popular season.

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

Off-Season Highlights

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Spring (April to May)

In early spring, you can experience mild weather while enjoying blooming landscapes before the summer rush begins.

Average Temperature Daytime: 50-60°F - Nighttime: 30-40°F
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Winter (December to February)

While winter offers snowy scenery and winter sports opportunities, it tends to be less crowded and more peaceful here.

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

Weekly Weather Forecast for Jaffrey

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 private outdoor spaces with a spacious backyard or patio perfect for relaxing and gatherings.
  • Take advantage of outdoor dining areas, ideal for enjoying meals amidst the scenic surroundings.
  • Make use of fire pits or outdoor fireplaces to cozy up during cool evenings.
  • Benefit from access to scenic hiking trails or nature paths directly from your rental property.
  • Utilize outdoor recreational facilities such as tennis courts, basketball hoops, or volleyball nets if available.
  • Relax in outdoor hot tubs or spas that provide a soothing retreat after exploring the area.
  • Use the available outdoor parking or boat storage options to conveniently accommodate your vehicles and gear.
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Family Activities

  • Mount Monadnock State Park: Embark on family-friendly hikes and enjoy breathtaking vistas from one of the most accessible peaks in the region, perfect for outdoor adventures during your stay.
  • Jaffrey Historical Society Museum: Explore local history through engaging exhibits that offer an educational experience for both kids and adults in this charming New Hampshire town.
  • Peterborough Town House: Attend seasonal family events or simply admire the historic architecture in the nearby community that’s just a short drive from your vacation rental.
  • MacDowell Colony: Discover inspiring art and scenic walking trails around this renowned artist retreat, making it a great spot for family outings immersed in creativity and nature.
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Adult Activities

  • Hiking the Monadnock Region: Explore scenic trails here that offer breathtaking views and a chance to immerse yourself in the region's natural beauty.
  • Visiting Mount Monadnock: Climb this iconic mountain known for its panoramic vistas, making it a popular outdoor activity in the area.
  • Enjoying Local Wineries: Sample regional wines at nearby wineries that showcase the area's thriving viticulture scene.
  • Exploring Cultural Events: Attend local festivals and art shows that highlight the vibrant community spirit here in the region.

Other Places to Stay in Jaffrey, NH

Jaffrey Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local outdoor activities: Take advantage of the region's natural beauty by hiking or biking through nearby trails to fully experience the area's scenic landscape.
  • Visit seasonal events and festivals: Check the local calendar for seasonal celebrations that showcase the area's culture and provide memorable experiences during your stay.
  • Discover dining options in the area: Sample regional flavors at local eateries to enjoy authentic dishes and get a taste of the destination's culinary scene.
  • Plan ahead for popular attractions: Research must-see spots and book any necessary reservations early to maximize your time here and avoid missing out on key experiences.

Transportation Options

  • Jaffrey Regional Airport: This regional airport provides convenient access for travelers arriving by air, with domestic flights connecting you to larger hubs.
  • Amtrak Train Services: While there isn't a station directly in the area, nearby stations offer an scenic and comfortable alternative for train travel to and from this part of New Hampshire.
  • Local Bus Services: Regional bus lines connect here with neighboring towns and cities, making it easy to explore without driving yourself around.
  • Car Rentals: Multiple car rental agencies operate near the area, offering flexible transportation options to reach your favorite destinations within the region.

Local Customs Options

  • Local Craftsmanship: You’ll notice a strong appreciation for handmade crafts and artisanal goods that reflect the region’s rich heritage.
  • Traditional Food Customs: Dining in this area often involves local specialties that highlight New Hampshire’s farm-to-table culinary traditions.
  • Seasonal Festivals: Participating in seasonal celebrations and outdoor festivals offers a glimpse into the community’s lively spirit and cultural pride.
  • Respect for Nature: There is a prevalent respect for the natural environment, which influences outdoor etiquette and conservation practices here.

Frequently Asked Questions About Jaffrey?

2. Which vacation homes in Jaffrey are best for families?

If you are looking for a family-friendly vacation home in Jaffrey, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Jaffrey:

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 46 in the Jaffrey 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 Jaffrey. 

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

The cancellation policy varies depending on the individual property listing. It is recommended to review the specific cancellation terms provided in the reservation details or contact the property owner directly for clarification before booking.

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 often included in the listing details. For precise information, please refer to the listing description or communicate with the property owner during the booking process.

6. How do I know if the vacation rental has all the amenities I need?

Each listing offers a detailed list of amenities and features. To ensure the property meets your requirements, review the amenities section carefully and reach out to the owner if you have specific questions or needs.

7. What is the check-in and check-out process for rentals in this destination?

Check-in and check-out procedures can vary by property. The details are typically provided in the listing or conveyed by the host. It is advisable to confirm these times prior to arrival to ensure a smooth stay.

8. Can I get assistance if I encounter issues during my stay in the region?

Support options depend on the property and the booking platform's policies. Contact the property owner or the customer support team for help with any concerns that arise during your stay to ensure a seamless experience.