Photo by Corrie Elizabeth

Jaffrey holiday lettings

We found 119 holiday rentals — enter your dates for availability

Discover a selection of 5 homes and other holiday rentals in Jaffrey that are perfect for your trip. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll have the amenities that you expect and more, which might include parking and a fireplace. What you'll find is a property to rent for everyone's needs, including options that are accessible or non-smoking.

Find spaces that suit your style

Why people love visiting adventurous Jaffrey

Enjoy the culture and other features of Jaffrey. This relaxing city is known for its golfing, restaurants and mountain views. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Jaffrey

Are you hoping to find attractions to see while you're in town? Venture out of your holiday home and experience everything that makes Jaffrey a fun place to get away to. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Shattuck Golf Course (2.7 mi / 4.3 km)
  • Cathedral of the Pines (3.3 mi / 5.3 km)
  • Friendly Farm (7.8 mi / 12.5 km)
  • Rhododendron State Park (8.7 mi / 14 km)
  • Granite Gorge (14.4 mi / 23.1 km)
  • Crotched Mountain Ski and Ride Area (15.3 mi / 24.6 km)

Exploring the natural features in Jaffrey

Whether you're an active traveller or just want to appreciate the scenery, Jaffrey is a great place to get outside. These are some of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Contoocook Beach (1.4 mi / 2.3 km)
  • Contoocook Lake (1.7 mi / 2.8 km)
  • Pearly Lake (3.3 mi / 5.4 km)
  • Miller State Park (7.9 mi / 12.7 km)
  • Pack Monadnock Mountain (8 mi / 12.9 km)
  • Rhododendron State Park (8.7 mi / 14 km)

Transport to and around Jaffrey

The nearest airport is in Nashua, NH (ASH-Nashua Municipal), located 26.3 mi (42.3 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Manchester, NH (MHT-Manchester-Boston Regional), which is 30.6 mi (49.3 km) away.

Frequently asked questions

What is the best area to stay in Jaffrey when booking a holiday rental?
When considering a holiday rental in Jaffrey, New Hampshire, the downtown area stands out as an excellent choice. This vibrant neighbourhood offers a charming small-town atmosphere and is conveniently located near key attractions. Visitors can explore the beautiful Monadnock State Park, which is renowned for its breathtaking hiking trails and stunning views from the summit of Mount Monadnock. Additionally, the Jaffrey Civic Centre presents a range of cultural events and art exhibitions, making it a delightful spot for those interested in the local arts scene.

In terms of accommodations, the downtown area typically features a selection of properties that cater to various preferences, from cosy cabins to more spacious homes, ensuring that you can find something that meets your needs.
How much does it cost to rent a holiday home in Jaffrey?
Prices for holiday rentals in Jaffrey 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 Jaffrey 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 Jaffrey holiday house rentals?
You can find great discounts on house rentals in Jaffrey 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 Jaffrey ski resort rentals?
For ski resort rentals near Jaffrey, New Hampshire, the best options can be found around the nearby Mount Monadnock area and the larger ski resorts in the region, such as those in the surrounding towns. Jaffrey itself offers a charming atmosphere with a mix of quaint shops and local dining, making it a pleasant base for winter sports enthusiasts.

In the vicinity, you can find a variety of holiday rentals, including cosy cabins and spacious family homes. Many of these properties come equipped with essential amenities such as fully equipped kitchens, comfortable living areas, and sometimes even fireplaces for warming up after a day on the slopes. Some rentals may also feature outdoor spaces for enjoying the scenic winter landscape.

For those willing to travel a bit further, the ski areas in nearby towns like Peterborough and Hancock provide additional options. Here, you'll discover lodges and chalets that cater to skiers and snowboarders, often with facilities like ski storage and easy access to the slopes. Many properties also boast proximity to local attractions, including hiking trails and picturesque views of the surrounding mountains, which can be enjoyed year-round.
What is the most popular type of holiday rental accomodation in Jaffrey?
In Jaffrey, holiday houses are a popular choice, with several available throughout the area. These properties often feature multiple bedrooms, fully equipped kitchens, and comfortable living spaces, making them ideal for families or groups. Many also include outdoor areas, such as decks or patios, where guests can enjoy the picturesque views of Mount Monadnock. In addition to holiday houses, there are several charming cottages and cabins that provide a rustic experience, often located in tranquil settings that offer a peaceful retreat. Condos are also available, appealing to those looking for a more modern stay with convenient amenities.
Are there any family house rentals in Jaffrey?
In Jaffrey, New Hampshire, there are several family-friendly holiday rentals available, offering a variety of options for those travelling with children. The area boasts spacious homes that often include amenities such as full kitchens, allowing families to prepare their own meals, and comfortable living areas where everyone can relax together after a day of exploring.

Visitors can enjoy the natural beauty surrounding Jaffrey, with nearby attractions like Mount Monadnock, which is great for hiking and outdoor adventures. Additionally, the town's charming atmosphere and local parks provide ample opportunities for family-friendly activities.
Can I find long-stay holiday rentals in Jaffrey?
A long-stay holiday rental in Jaffrey 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 Jaffrey?
In Jaffrey, there are several pet-friendly house rentals available, making it a great destination for travellers with furry companions. Many of these holiday homes come equipped with amenities such as fully equipped kitchens, cosy living areas, and outdoor spaces where pets can enjoy the fresh air.

The area is known for its stunning natural beauty, including the nearby Mount Monadnock, which offers numerous hiking trails that are superb for exploring with pets. Additionally, Jaffrey's charming town centre provides local shops and cafes, some of which welcome pets, allowing for a pleasant experience for both you and your four-legged friend.
Are there any remote work holiday rentals in Jaffrey?
In Jaffrey, New Hampshire, there are several options for remote work holiday rentals, with around 14 properties available. Many of these accommodations cater specifically to remote workers, offering amenities such as dedicated desk spaces, high-speed Wi-Fi, and comfortable living areas conducive to productivity. Guests can expect a mix of charming cottages and spacious homes, often featuring fully equipped kitchens and outdoor spaces to unwind after a day's work.

The area is known for its scenic beauty, with access to local parks and hiking trails, providing a great balance between work and leisure. Additionally, Jaffrey is close to attractions like Mount Monadnock, making it an ideal base for those looking to explore the outdoors during their downtime. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Jaffrey holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Jaffrey 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 Jaffrey?
In Jaffrey, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals with ease. Many properties also feature decks or patios, providing outdoor spaces to relax and enjoy the scenic surroundings. Additional amenities often include blenders for making smoothies or beverages, desks for those needing to work during their stay, and onsite parking for convenience.
When is the best time to visit Jaffrey for a holiday rental?
The best time to book a holiday rental in Jaffrey is during the summer months, particularly July, which falls within the peak season from June to August. This time of year welcomes visitors eager to experience the stunning natural beauty of the Monadnock region, where outdoor enthusiasts can enjoy hiking, swimming, and kayaking in the warm weather.

July brings vibrant energy to Jaffrey, with plenty of opportunities for picnicking in scenic parks or exploring the local trails, such as those leading up to Mount Monadnock. Temperatures typically range from 15 to 30 degrees Celsius, providing a comfortable climate for various outdoor activities and family-friendly events.

If you're looking for a more budget-friendly option, consider visiting in December. Although this is the low season, it offers a unique charm with winter landscapes great for snowshoeing or simply enjoying the tranquillity of the area. The festive atmosphere around the holidays can create a wonderful backdrop for a cozy getaway.
How early should I book a Jaffrey holiday rental?
Book your Jaffrey 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 Jaffrey?
In Jaffrey, visitors can enjoy a range of attractions that highlight the area's natural beauty and rich history. One of the main draws is Mount Monadnock, which offers a variety of hiking trails with stunning views from the summit, making it a favourite among outdoor enthusiasts. The nearby Monadnock State Park provides additional opportunities for hiking and exploring the local flora and fauna.

The town also features the historic Jaffrey Meeting House, a charming example of early New England architecture, which is often a point of interest for those looking to delve into the local history. Additionally, the Shattuck Golf Club offers a beautiful course set against the backdrop of the surrounding hills, appealing to golf lovers.

For a taste of local culture, visitors can explore the Jaffrey Civic Centre, which hosts art exhibits and community events throughout the year.
Can I change or cancel my Jaffrey home rental booking on Vrbo?
To find Jaffrey 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 Jaffrey 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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