Discover Your Perfect Jackson Vacation Homes

Jackson Luxury Rentals

Jackson Pet Friendly Vacation Rentals

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9.3 (15 Reviews)
House
  • Pet Friendly
  • Security/Safety
  • Sports/Activities

Jackson Large Vacation Homes

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8.7 (374 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV

Why Choose Rent By Owner for your Jackson 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 Jackson

When should you plan your Vacation Rentals stay?

To ensure you experience the best of this destination, consider planning your getaway during the optimal seasons when the region's natural beauty and outdoor activities are at their peak, making it the ideal time to book your vacation rentals here.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you can enjoy warm days and vibrant outdoor activities here, making it an ideal time for outdoor enthusiasts seeking scenic hikes and relaxing days in nature.

Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
winter
Winter (December to February)

This destination becomes a winter wonderland, perfect for snow sports and cozy evenings in your vacation rentals, attracting visitors looking for snowy adventures during the peak season.

Average Temperature Daytime: 20-30°F - Nighttime: 0-15°F

Off-Season Highlights

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Spring (March to May)

As the region transitions into spring, you'll find fewer crowds and milder temperatures, offering a peaceful setting to explore all that this area has to offer without the busy holiday rush.

Average Temperature Daytime: 45-60°F - Nighttime: 30-40°F
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Fall (September to November)

During the fall months, the area is adorned with colorful foliage, making it a perfect time for tranquil getaways when demand for vacation rentals typically dips.

Average Temperature Daytime: 50-65°F - Nighttime: 35-45°F

Weekly Weather Forecast for Jackson

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 outdoor dining with a private patio or deck area, perfect for meals amidst scenic surroundings.
  • Make the most of spacious yards ideal for family games or relaxing in nature.
  • Take advantage of nearby hiking trails accessible directly from your rental for exploring the region’s natural beauty.
  • Relax in a hot tub or outdoor soaking area to unwind after a day of mountain adventures.
  • Benefit from community or private lakeside access for swimming, fishing, or kayaking during warmer months.
  • Use outdoor grills available at many properties for barbecuing amid lush outdoor settings.
  • Experience winter sports amenities like fire pits or snowshoeing gear storage for year-round outdoor enjoyment.
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Family Activities

  • Jackson Ski Touring Foundation: Enjoy family-friendly cross-country skiing on well-maintained trails suitable for all skill levels, right in the heart of this scenic region.
  • Hiking at Jackson Falls: Explore the picturesque waterfalls and easy hiking paths that are perfect for a fun outdoor adventure with children in the area.
  • Skiing at Black Mountain: Experience beginner and family-friendly slopes during winter months, making it an ideal destination for young skiers and their families.
  • Wildlife Viewing in the Region: Observe native wildlife and bird species in their natural habitat through guided tours or relaxed outings, offering educational entertainment for the whole family.
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Adult Activities

  • Hiking the Jackson Falls Trails: Explore scenic routes along the Jackson Falls, where you can enjoy a peaceful hike amidst the natural beauty of this charming area.
  • Skiing and Snowboarding at Black Mountain: Experience thrilling winter sports at Black Mountain, offering excellent slopes for both beginners and seasoned enthusiasts visiting here in winter.
  • Wildlife Watching in the Region: Discover diverse wildlife by taking advantage of the area's natural habitats, perfect for observing native animals and bird species.
  • Engaging in Guided Nature Tours: Join expert-led tours to gain insight into the region’s flora and fauna, making your visit here educational and memorable.

Jackson Travel Tips

How Can You Make the Most of Your Stay?

  • Explore the great outdoors: Take advantage of the region’s picturesque hiking trails to experience stunning mountain views and lush forests directly from your vacation rental in Jackson.
  • Plan your activities around the seasons: Whether it’s winter skiing or summer outdoor adventures, aligning your stay with seasonal events ensures you make the most of this scenic destination.
  • Select a well-located rental: Choose a property close to popular natural attractions and amenities to maximize your leisure time and minimize travel during your visit.
  • Embrace local experiences: Engage in nearby cultural or community events to enrich your stay and connect more deeply with the area's charming atmosphere.

Transportation Options

  • Jackson Express Shuttle: This convenient shuttle service offers reliable transportation from regional airports directly to your vacation rental in Jackson, New Hampshire, making your arrival seamless.
  • Rental Car Services: Numerous car rental agencies operate here, giving you the freedom to explore the scenic area at your own pace during your stay.
  • Taxi and Ride-Sharing Options: For quick trips around the region, local taxi companies and ride-sharing services provide accessible and on-demand transportation.
  • Public Transit: Limited but available regional bus services connect Jackson with nearby towns, offering an economical way to navigate the area without a private vehicle.

Local Customs Options

  • Thursdays in Jackson's Town Square: Experience the local tradition of gathering in the town square every Thursday during the warmer months, where community members share local crafts and produce.
  • Woodland Native American Traditions: Respect and observe the area's history through understanding the significance of indigenous customs that are still celebrated by some residents here.
  • Seasonal Skiing Etiquette: When visiting during winter, follow local skiing customs such as yielding to those downhill and respecting mountain etiquette at nearby ski areas.
  • Fall Foliage Viewing Practices: Join in the region's cherished fall tradition by responsibly enjoying scenic drives and respecting private properties during the foliage season.

Frequently Asked Questions About Jackson?

2. How many vacation rentals have private pools in Jackson?

There are 6 vacation rentals with private pools near Jackson. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Jackson are best for families?

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

4. How many Rentbyowner vacation rentals are available in Jackson?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 312 in the Jackson 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 Jackson. 

5. What is the cancellation policy for vacation rentals in Jackson, New Hampshire?

Cancellation policies vary by property. You should review the specific rental listing for detailed information or contact the owner directly to understand the terms and any potential fees associated with cancellations.

6. How do I find the most suitable vacation rental in Jackson, NH for my travel dates?

You can filter search results based on your preferred travel dates, number of guests, and amenities. Reading the property descriptions and reviews will help you choose the best option for your stay here.

7. Are there any additional fees I should be aware of when booking a vacation rental in Jackson?

Additional charges such as cleaning fees, service fees, or local taxes may apply. Details are typically listed on each property’s page, but it’s always a good idea to confirm these with the owner before booking.

8. What amenities are commonly included in vacation rentals in this area?

Most properties offer amenities like fully equipped kitchens, Wi-Fi, parking, and outdoor spaces. To ensure the property meets your needs, check the listing details for specific features and amenities.

9. How can I contact the property owner in Jackson for questions about my booking?

You can reach out to the owner through the messaging system provided on the booking platform. They can assist you with any questions regarding the property, availability, or special requests for your stay.

Jackson Top Rated Vacation Rentals