Jackson holiday lettings

We found 1,136 holiday rentals — enter your dates for availability

Select from 63 houses, 21 flats and other holiday rentals to find the perfect place for your stay in Jackson. Whether you're travelling with a group or just with your pet, holiday homes have the best amenities for spending time at your holiday home, which might include Wi-Fi and a fireplace. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Jackson

Showing deals for:15 May - 22 May

Image gallery for Cozy Bear Cabin - 10 minutes from Cranmore and Attitash mountains

Welcome to Cozy Bear
10 out of 10, Exceptional, (36 reviews)
Exceptional
(36 reviews)

Cozy Bear Cabin - 10 minutes from Cranmore and Attitash mountains

Conway

8% off
Price is £2,507
for 7 nights, 1 cabin
£358 per night
includes taxes & fees
Cozy Bear Cabin - 10 minutes from Cranmore and Attitash mountains

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Why visit Jackson

  • Outdoor Adventures: Jackson offers exhilarating activities such as skiing in winter and hiking in summer, perfect for adventure seekers.
  • Stunning Scenery: Experience breathtaking landscapes with picturesque waterfalls and scenic views that capture the essence of New England.
  • Charming Accommodation: Choose from a variety of delightful lodgings, including rustic cabins and modern condos, catering to all preferences.
  • Historic Railways: Explore the area’s historic railways, which add a unique touch to your visit with their rich heritage.
  • Family-Friendly Activities: Jackson provides a range of attractions and activities suitable for families, ensuring fun for all ages.

Popular types of accommodation in Jackson

If you're planning a getaway to Jackson, the excitement begins with selecting the perfect accommodation. From charming houses to modern condos and rustic cabins, there’s a diverse range of options to suit every taste and budget. Discover a variety of holiday rentals in Jackson that promise comfort and convenience, ensuring your stay is memorable. Explore our selection of top-notch house rentals and find your ideal home away from home.

  • Houses: These are the most sought-after accommodations in Jackson, providing a perfect retreat for families or groups seeking comfort and privacy.
  • Condos: A popular choice, condos offer modern amenities and are ideal for those who enjoy a blend of convenience and leisure.
  • Cabins: Perfect for nature enthusiasts, cabins provide a rustic escape amid the beautiful surroundings of Jackson.
  • Chalets: These charming lodges combine tradition with comfort, making them a delightful option for your stay.
  • Cottages: Quaint and cosy, cottages offer a warm, inviting atmosphere for a relaxed holiday experience.**

Top attractions in and around Jackson

Jackson, New Hampshire, is a haven for adventure and outdoor enthusiasts, perfect for ski holidays and stunning scenery. Popular attractions include national parks, picturesque waterfalls, and historic railways, offering a variety of experiences for travellers seeking exploration and natural beauty. Whether you’re visiting with family, friends, or as a couple, Jackson promises an unforgettable getaway filled with adventure and breathtaking views.

  • Story Land: A delightful theme park located 1.2km from Jackson, Story Land offers a whimsical experience filled with family-friendly entertainment. Children can meet beloved characters and enjoy a variety of rides, making it a perfect day out for families.
  • Mt. Washington Auto Road: Situated 6.2km away from Jackson, this scenic drive takes you through breathtaking landscapes, offering stunning views of the surrounding city and mountains. It's an exhilarating experience for those who appreciate nature and adventure.
  • Jackson Falls: Nestled within Jackson, this picturesque waterfall is an outdoor paradise. With its serene surroundings, it provides a romantic setting for couples and an adventurous spot for nature enthusiasts to explore.

Things to do recommended for couples

For a romantic getaway in Jackson, explore the thrilling slopes at Attitash Mountain Resort, just 3.1km away, or embark on an adventure at the South Ski Lift, 4.3km distant. For outdoor enthusiasts, the Great Glen Trails Outdoor Center, located 6.2km away, offers exhilarating water activities.

Things to do recommended for families

Your family will love visiting Nestlenook Farm for ice skating, enjoying the thrilling slides at Kahuna Laguna waterpark just 5.0km away, and exploring the arcade adventures at Saco Valley Sports Center, located 8.7km from Jackson. Each venue offers a delightful mix of fun and excitement for all ages.

Things to do recommended for groups

Explore the Settlers' Green Outlet Village for a delightful shopping experience, or enjoy a round of golf at the scenic Eagle Mountain Golf Course. Don't miss a visit to Northway Plaza Shopping Center for more retail therapy, all within a short drive from Jackson.

What do I need to keep in mind when booking a vacation in 'Jackson

If you're travelling with a group, enjoying a family getaway, bringing along your pets, or seeking longer stays, be sure to use the appropriate filters to match your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Jackson with a group: Think about how many bedrooms you require, as well as any amenities like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all of these options, and much more, on Vrbo.
  • Traveling to Jackson with young kids: Travelling with young children can be quite demanding. It’s important to prioritise their comfort and safety, along with suitable amenities for their age, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Jackson: For many, a family holiday wouldn’t feel complete without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting Jackson: If you're in search of holiday rentals offering discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search to enhance your experience.

Where to stay near Jackson

Jackson, New Hampshire, is a perfect outdoor retreat for adventure seekers and families alike. With its stunning scenery and friendly atmosphere, you can explore the region's charming villages and partake in exhilarating activities, from skiing to hiking. Whether you're enjoying a romantic getaway or a family holiday, Jackson offers a delightful blend of experiences that cater to all. Don’t miss the opportunity to discover the picturesque landscapes and warm hospitality that this enchanting area has to offer.

  • North Conway: Located 4.3km from Jackson, North Conway is a vibrant city renowned for its outdoor adventures and ski experiences. Nestled in the heart of the White Mountains, this charming destination is a haven for skiing enthusiasts and nature lovers alike. Visitors can enjoy a variety of ski fields and resorts, making it an ideal spot for winter sports. Beyond skiing, North Conway boasts stunning lakes and majestic mountains, perfect for hiking and exploring during the warmer months. The nearby theme park adds a fun twist for families, ensuring a memorable holiday experience.
  • Glen: Just 1.2km from Jackson, Glen is a delightful city that offers a blend of adventure and outdoor excitement. Known for its proximity to excellent ski resorts, this area is a favourite for winter sports aficionados. In addition to skiing, Glen features picturesque landscapes with beautiful mountains and tranquil lakes, ideal for hiking, fishing, or simply enjoying nature. The local theme park provides thrilling rides and entertainment for visitors of all ages, making Glen a well-rounded destination for those seeking both relaxation and adventure.
  • Bartlett: Situated 3.7km from Jackson, Bartlett is a city that embodies the spirit of adventure and outdoor exploration. With an array of ski fields and resorts, it attracts winter sports lovers eager to hit the slopes. The breathtaking mountain vistas and serene lakes nearby offer plentiful opportunities for hiking, kayaking, and photography. Families will appreciate the local theme park, which guarantees fun-filled days for children and adults alike. Bartlett’s combination of natural beauty and recreational activities makes it a must-visit on your holiday itinerary.

Best time to go to Jackson

If you're planning a trip to Jackson, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from July to September, while off-peak times, like April to June tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January17.6°F (-8.0°C)Light RainMostly CloudyAverageSlightly High
February19.6°F (-6.9°C)Light RainMostly CloudyAverageSlightly High
March27.9°F (-2.3°C)Light RainMostly CloudyAverageAverage
April40.1°F (4.5°C)Light RainMostly CloudySlightly LowSlightly Low
May53.6°F (12.0°C)Light RainMostly SunnySlightly LowSlightly Low
June61.5°F (16.4°C)Light RainMostly SunnySlightly LowAverage
July67.8°F (19.9°C)Light RainMostly SunnySlightly HighAverage
August66.0°F (18.9°C)Light RainMostly SunnySlightly HighAverage
September58.8°F (14.9°C)Light RainMostly SunnySlightly HighSlightly Low
October46.9°F (8.3°C)Light RainMostly SunnyAverageAverage
November34.2°F (1.2°C)Light RainMostly SunnyAverageAverage
December24.8°F (-4.0°C)Light RainMostly CloudyAverageSlightly High

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay can lead to significant savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to refine your search by price, location, and type of accommodation.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers a user-friendly platform for you to plan new adventures, continue from where you last stopped, or manage your travel arrangements. You'll easily find your saved or booked properties sorted into categories such as Potential, Upcoming, or Current Trips. To begin making the most of Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Charming Jackson will entice you

The waterfalls, mountains and wildlife display a scene truly unique to Jackson. Travellers to this romantic city praise the hiking, skiing and riverfront. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Jackson

Are you hoping to discover top things to see and do during your stay? You'll be sure to enjoy Jackson for its hiking and skiing. Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Jackson a one-of-a-kind holiday spot. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Wentworth Golf Club (0.1 mi / 0.1 km)
  • Story Land (2 mi / 3.3 km)
  • Black Mountain Ski Area (2.1 mi / 3.3 km)
  • Attitash Mountain Resort (5.6 mi / 9.1 km)
  • Cathedral Ledge Lookout (5.8 mi / 9.3 km)
  • North Conway Country Club (6.8 mi / 10.9 km)

Exploring the mountains and other natural features in Jackson

Travellers enjoy Jackson for its waterfalls and riverfront. Whether you're looking for fun outdoor activities or just want to take in the scenery, Jackson is a great place to get outside. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Jackson Falls (0.4 mi / 0.6 km)
  • Diana's Baths (5.2 mi / 8.4 km)
  • Cathedral Ledge Lookout (5.8 mi / 9.3 km)
  • Echo Lake State Park (6.6 mi / 10.6 km)
  • Mt. Washington Auto Road (10.1 mi / 16.3 km)
  • Mount Washington (10.4 mi / 16.7 km)

Seasonal weather averages in Jackson

Jackson is well known for its skiing. To make the most of the cold weather activities, you might consider visiting in January, March, December or November, when snowfall averages 36 cm and temperatures average -5°C.

Travelling to and around Jackson

The nearest airport is in Fryeburg, ME (FRY-Eastern Slopes Regional), located 16 mi (25.7 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Whitefield, NH (HIE-Mount Washington Regional), which is 23.6 mi (37.9 km) away.

Frequently asked questions

What is the best area to stay in Jackson when booking a holiday rental?
When considering a holiday rental in Jackson, New Hampshire, the Jackson Village area is a top choice. This charming neighbourhood exudes a delightful New England atmosphere, characterised by its quaint architecture and stunning natural surroundings. Here, visitors can easily access the picturesque Jackson Falls, a lovely spot to relax and enjoy the soothing sounds of cascading water. Additionally, the nearby Wentworth Golf Club offers a fantastic opportunity for golf enthusiasts to enjoy a round amidst breathtaking scenery.

Another appealing option is the area surrounding the White Mountain National Forest. This location is superb for those who appreciate outdoor activities, as it provides a gateway to an array of hiking trails and scenic vistas. The forest is a major draw for nature lovers, offering opportunities for wildlife viewing and exploring stunning landscapes.

In terms of holiday rentals, Jackson features a variety of properties, from cosy cabins to larger family homes, ensuring that visitors can find accommodation that suits their needs.
How much does it cost to rent a holiday home in Jackson?
Prices for holiday rentals in Jackson vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Jackson to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Jackson holiday house rentals?
You can find great discounts on house rentals in Jackson on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best Jackson ski resort rentals?
For renting ski accommodations in Jackson, New Hampshire, visitors should focus on the areas surrounding the Jackson Ski Touring Foundation and Black Mountain Ski Area. The community of Jackson itself offers a picturesque New England setting, with options ranging from cozy chalets to spacious lodges that cater to families and groups. Many properties in this region come equipped with amenities such as fireplaces, fully furnished kitchens, and access to hot tubs, superb for unwinding after a day on the slopes.

In the heart of Jackson, travellers can find charming inns and boutique hotels, often providing complimentary breakfast and easy access to local ski trails. Some lodgings feature rustic decor, with wooden beams and handcrafted furniture, enhancing the mountain retreat experience. Additionally, many properties in this area have outdoor spaces, such as decks or patios, where guests can enjoy views of the surrounding White Mountains.

For those looking for more options, nearby North Conway offers a variety of ski rentals and is known for its vibrant shopping and dining scene. Accommodations here can range from modern condos to quaint cabins, often featuring amenities like Wi-Fi, laundry facilities, and proximity to shopping outlets and restaurants.
What is the most popular type of holiday rental accomodation in Jackson?
In Jackson, holiday houses are the most popular type of holiday rental, with around 220 available throughout the area. These spacious homes are often located near scenic spots like the White Mountain National Forest and are great for families or groups seeking a comfortable retreat. Most holiday houses come with fully equipped kitchens, multiple bedrooms, and outdoor spaces such as decks or patios where guests can enjoy the stunning views of the surrounding mountains.

Condos are also a popular choice, with approximately 76 units available, typically situated closer to the town centre, providing easy access to local shops and dining options. These accommodations generally feature modern amenities such as open-plan living areas and access to communal facilities like pools or gyms.

Additionally, there are around 36 cabins, which offer a rustic charm and are often located in wooded areas, providing a peaceful escape for nature lovers. These cabins usually come with cozy interiors, fireplaces, and outdoor fire pits for evening gatherings. Cottages and chalets, though less common, add to the variety of options, accommodating different preferences and group sizes.
Are there any family house rentals in Jackson?
In Jackson, New Hampshire, families will be pleased to find a variety of holiday rentals available, with around 74 options spread throughout the area. This picturesque town is renowned for its charming atmosphere and stunning mountain scenery, making it an ideal destination for family getaways. Many of the properties feature spacious living areas, fully equipped kitchens, and outdoor spaces where children can play and explore.

Visitors can expect amenities such as Wi-Fi, laundry facilities, and cosy fireplaces to enhance their stay. The locale is also close to attractions like the iconic Jackson Falls and the scenic trails of the White Mountain National Forest, offering numerous outdoor activities for all ages, from hiking to skiing during winter months.
Can I rent a holiday home with a pool or hot tub in Jackson?
In Jackson, New Hampshire, there are several holiday homes available for rent that feature both pools and hot tubs, with around 24 options to choose from. This picturesque town, located in the White Mountains, is superb for both relaxation and adventure. Many of these properties come equipped with private pools and luxurious hot tubs, ideal for unwinding after a day of exploring the stunning natural surroundings or hitting the nearby ski slopes in winter.

Travellers can expect a variety of amenities, including fully equipped kitchens, spacious living areas, and outdoor spaces designed for enjoyment and entertainment. Additionally, some rentals may offer features such as fire pits, barbecue grills, and easy access to hiking trails or skiing facilities.
Can I find long-stay holiday rentals in Jackson?
A long-stay holiday rental in Jackson is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Jackson?
In Jackson, New Hampshire, there is a considerable selection of pet-friendly house rentals available, with around 39 options for travellers. Many of these properties are situated in scenic locations, offering easy access to the beautiful surrounding landscapes of the White Mountains. Visitors can expect amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces like decks or patios, making these rentals ideal for families and groups travelling with pets.

The area is known for its charming atmosphere, with a variety of outdoor activities accessible from the holiday homes. Nearby attractions include scenic hiking trails and the picturesque Jackson Falls, great for leisurely walks with pets. Additionally, some properties may offer access to local shops and dining options that welcome pets, enhancing the overall experience for those travelling with their furry companions.
Are there any remote work holiday rentals in Jackson?
In Jackson, New Hampshire, there is an impressive selection of remote work holiday rentals available, with around 408 options to choose from. This picturesque town, located in the White Mountains, offers a serene environment superb for combining work and leisure. Many of these rentals come equipped with essential remote work amenities such as high-speed Wi-Fi, dedicated desk spaces, and comfortable desk chairs to ensure a productive working atmosphere.

In addition to work-friendly features, these properties often provide cozy living spaces, fully equipped kitchens for preparing meals, and outdoor areas for relaxing after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Jackson holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Jackson with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Jackson?
In Jackson, popular rental amenities include kitchens, fireplaces, and outdoor decks or patios, which enhance the comfort and experience of staying in this picturesque area. Many properties also offer onsite parking for convenience, along with coffee and tea makers to help guests start their day with a warm beverage.
When is the best time to visit Jackson for a holiday rental?
The best time to visit Jackson, New Hampshire, for a holiday rental is during the peak season from July to September, when the area comes alive with vibrant outdoor activities and stunning natural beauty. July, in particular, is a highlight, as visitors flock to this picturesque town to enjoy warm temperatures, typically ranging from 10 to 26 degrees Celsius, making it ideal for hiking, biking, and exploring the scenic landscapes.

During these summer months, the White Mountains provide numerous opportunities for adventure, from hiking the famous Mount Washington to enjoying leisurely walks through the lush valleys. The lively option attracts travellers, ensuring a memorable experience filled with outdoor fun and local events.

If you're looking for a more budget-friendly option, consider planning your visit in May. This month offers a quieter experience, with blooming wildflowers and a serene environment great for peaceful hikes and scenic drives. While the weather can still be mild, you'll have the opportunity to enjoy the natural beauty without the summer crowds.
How early should I book a Jackson holiday rental?
Book your Jackson holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Jackson?
In Jackson, New Hampshire, visitors can enjoy a range of attractions that highlight the area's natural beauty and charm. The picturesque White Mountain National Forest offers stunning landscapes and various outdoor activities, including hiking and skiing in the nearby resorts. The scenic Jackson Falls is a popular spot, where guests can relax and take in the serene surroundings.

The quaint village centre features charming shops and local eateries, providing a taste of the community's hospitality. Additionally, the historic Jackson Covered Bridge is a must-see, offering a beautiful backdrop for photographs and a glimpse into the region's history. For those interested in winter sports, the nearby Cranmore Mountain Resort offers skiing and snowboarding, while the summer months provide opportunities for mountain biking and zip-lining.
Can I change or cancel my Jackson home rental booking on Vrbo?
To find Jackson holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Jackson holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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