Wolfeboro holiday lettings

We found 1,288 holiday rentals — enter your dates for availability

Select from 51 homes, 27 cottages and other holiday rentals in Wolfeboro to find one that's perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday rentals have the best amenities for spending time at your holiday home, which might include Wi-Fi and a washer and dryer. What you'll find is a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Wolfeboro

Showing deals for:15 May - 22 May

Image gallery for 🌟 Unique Houseboat Experience on Lake Winnipesaukee - Harborside 🚤🌊

Upper deck with the best view
9.4 out of 10, Exceptional, (23 reviews)
Exceptional
(23 reviews)

🌟 Unique Houseboat Experience on Lake Winnipesaukee - Harborside 🚤🌊

Laconia

8% off
Price is £1,823
for 7 nights, 1 houseboat
£260 per night
includes taxes & fees
🌟 Unique Houseboat Experience on Lake Winnipesaukee - Harborside 🚤🌊

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why visit Wolfeboro

  • Stunning Lakes and Beaches: Wolfeboro offers breathtaking lakes and inviting beaches, perfect for sunbathing and water activities.
  • Outdoor Activities: The area is ideal for outdoor enthusiasts, providing ample opportunities for hiking, swimming, and exploring nature.
  • Charming Local Shops: Wander through quaint shops and boutiques, showcasing unique local crafts and products.
  • Welcoming Atmosphere: Enjoy the friendly hospitality of locals, making for a warm and inviting experience.
  • Variety of Accommodation: Choose from an array of delightful holiday rentals, catering to all preferences and budgets.

Popular types of accommodation in Wolfeboro

Vrbo offers a delightful selection of vacation rentals in Wolfeboro, perfect for British travellers seeking a memorable getaway. Whether you're after a private vacation home, a charming cottage, or a rustic cabin, you'll find ideal house rentals to suit your needs. The variety ensures that you'll enjoy both comfort and convenience during your stay. Explore your options for rentals in Wolfeboro and discover the perfect base for your next adventure.

  • Houses: The top choice for holiday rentals in Wolfeboro, ideal for families or groups seeking comfort and privacy.
  • Cottages: A charming option, these quaint dwellings offer a cosy atmosphere and a quintessential New England experience.
  • Cabins: Perfect for those who enjoy rustic charm, with a focus on nature and outdoor activities.
  • Condos: A convenient choice, providing modern amenities and often stunning views, suitable for couples or small families.
  • Chalets: Offering a unique alpine feel, these accommodations are great for those wanting a distinctive stay in Wolfeboro.**

Top attractions in and around Wolfeboro

Wolfeboro, New Hampshire, is a charming destination perfect for outdoor enthusiasts and romantics alike. The area boasts stunning lakes, inviting beaches, and picturesque islands, making it ideal for those seeking scenic experiences. Visitors can enjoy various outdoor activities and explore friendly attractions, ensuring a memorable stay in this delightful town. With its natural beauty and recreational opportunities, Wolfeboro promises a wonderful getaway for all types of travellers.

  • Lake Winnipesaukee: Located 3.7km from Wolfeboro, this stunning lake is perfect for outdoor enthusiasts. Enjoy romantic strolls along its sandy beaches, picturesque scenery, and a variety of water activities like kayaking and paddle boarding.
  • Allen Albee Beach: Nestled within Wolfeboro, this charming beach offers a relaxing atmosphere. It's an ideal spot to soak up the sun, swim in the lake, or enjoy a leisurely picnic with friends and family.
  • Wright Museum: Situated in Wolfeboro, this military museum showcases captivating exhibits that delve into the history and culture of American military conflicts, making it a must-visit for history buffs.

Things to do recommended for couples

For a romantic getaway in Wolfeboro, explore the Bank of New Hampshire Pavilion for lively concerts, enjoy skiing at Gunstock Mountain Resort, or embark on an adventurous stand-up paddleboarding experience. Each venue offers unique vibes perfect for couples seeking memorable moments together.

Things to do recommended for families

In Wolfeboro, families can have a wonderful time at Funspot Family Fun Center for arcade adventures, indulge in sweet treats at Kellerhaus, and experience the thrills of the Gunstock Mountain Coaster, all within a short drive from the town.

Things to do recommended for groups

Groups visiting Wolfeboro can enjoy a round of golf at Kingswood Golf Club, immerse themselves in the arts at the Wolfeboro Institute of the Arts, and browse unique items at Hampshire Pewter Co. for a delightful local experience filled with sport, culture, and shopping.

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

Regardless of whether you're travelling with a group, enjoying a family holiday, bringing along your pets, or seeking longer stays, it's important to filter your options according to your key priorities. Here are some helpful booking tips for Vrbo.

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

Where to stay near Wolfeboro

Wolfeboro, nestled in the heart of New Hampshire, offers a delightful blend of outdoor adventure and scenic beauty, making it an ideal destination for a romantic getaway or a relaxing family holiday. Explore charming local shops, bask in the sun at Brewster Beach, and enjoy the serene lake views. With friendly locals and a welcoming atmosphere, your summer in Wolfeboro promises memorable excursions and a tranquil retreat into nature.

  • Gilford: Located approximately 6.2km from Wolfeboro, Gilford is a picturesque city known for its idyllic outdoor experiences and stunning scenery. This charming locale is perfect for a romantic getaway, with its beautiful lakes and mountains providing a stunning backdrop. Visitors can enjoy a variety of activities such as music concerts and theatrical performances, while winter enthusiasts will find excellent skiing opportunities nearby. Notable attractions include the stunning Lake Winnipesaukee and its pristine beaches, making it an ideal spot for relaxation and adventure alike.
  • Lakes Region: Situated around 4.3km from Wolfeboro, the Lakes Region is synonymous with outdoor activities and breathtaking landscapes. This area is particularly popular for romantic outings, where couples can bask in the natural beauty of the lakes and beaches. Visitors can partake in skiing and explore various recreational areas, ensuring a fun-filled experience year-round. The Lakes Region is home to some truly family-friendly beaches, making it a great destination for visitors of all ages who seek a blend of relaxation and adventure.
  • Wakefield: Just 5.6km away from Wolfeboro, Wakefield is a delightful city that invites outdoor enthusiasts and those seeking scenic beauty. With its extensive hiking trails and accessible recreational areas, it’s an excellent spot for nature lovers and families alike. The area is known for its picturesque lakes and family-friendly beaches, providing ample opportunities for swimming and picnicking. Wakefield’s tranquil atmosphere and romantic allure make it a perfect retreat for those looking to escape the hustle and bustle of everyday life.

Best time to go to Wolfeboro

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January21.0°F (-6.1°C)Light RainMostly SunnyModerately LowAverage
February22.5°F (-5.3°C)Light RainMostly CloudyAverageAverage
March30.2°F (-1.0°C)Light RainMostly CloudyAverageSlightly Low
April42.3°F (5.7°C)Light RainMostly CloudyAverageSlightly Low
May54.5°F (12.5°C)Light RainMostly SunnyAverageAverage
June62.8°F (17.1°C)Light RainMostly SunnyModerately HighSlightly High
July69.4°F (20.8°C)Light RainMostly SunnyModerately HighSlightly High
August68.0°F (20.0°C)Light RainMostly SunnyModerately HighSlightly High
September60.8°F (16.0°C)Light RainMostly SunnyAverageAverage
October49.3°F (9.6°C)Light RainMostly SunnyAverageSlightly Low
November37.0°F (2.8°C)Light RainMostly SunnyModerately LowAverage
December28.2°F (-2.1°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, booking an extended stay frequently results in significant savings. To discover the ideal Vrbo property that suits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a user-friendly area for you to plan new journeys, resume from where you last stopped, or manage your travel arrangements. You'll discover your saved or booked properties neatly organised under Potential, Upcoming, or Current Trips. To begin making the most of Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Why people love visiting friendly Wolfeboro

Enjoy the museums and other features of Wolfeboro. Revered for its lake, bars and parks, this city is both welcoming and walkable. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Sightseeing in and around Wolfeboro

Are you hoping to find things to do in the city? Venture out of your holiday home and check out everything that makes Wolfeboro a one-of-a-kind holiday spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Wolfeboro Abenaki Ski Area (2 mi / 3.2 km)
  • Ellacoya State Park (7.3 mi / 11.8 km)
  • Gunstock Mountain Resort (8.4 mi / 13.6 km)
  • Tranquility Springs Wellness Spa (13 mi / 21 km)
  • Cascade Spa (15.1 mi / 24.3 km)
  • King Pine Ski Area (20.7 mi / 33.3 km)

Exploring the natural landscape of Wolfeboro

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Wolfeboro is a great place to get outside. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Brewster Beach (0.2 mi / 0.4 km)
  • Allen Albee Beach (1.8 mi / 2.9 km)
  • Rust Pond (2.5 mi / 4.1 km)
  • Lake Wentworth (3.2 mi / 5.1 km)
  • Mirror Lake (3.8 mi / 6.2 km)
  • Lake Winnipesaukee (5.9 mi / 9.4 km)

Travelling to and around Wolfeboro

The nearest airport is in Laconia, NH (LCI-Laconia Municipal), located 10.8 mi (17.5 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into Sanford, ME (SFM-Sanford Seacoast Regional), which is 28.1 mi (45.2 km) away.

Frequently asked questions

What is the best area to stay in Wolfeboro when booking a holiday rental?
When considering a holiday rental in Wolfeboro, New Hampshire, a popular area to stay is near the charming town centre. This vibrant neighbourhood offers a delightful mix of historic architecture, local shops, and a variety of dining options. It's also within walking distance of the picturesque Wolfeboro Bay, where you can enjoy scenic views and leisurely strolls along the waterfront.

Another fantastic option is the area surrounding the lakeside, which provides easy access to outdoor activities. This region is great for those who appreciate nature, as it offers opportunities for boating, fishing, and hiking nearby. Notable attractions in the vicinity include the Wright Museum of World War II, which showcases an impressive collection of artefacts and exhibits, and the lovely Cate Park, a great spot for picnics and community events.

Wolfeboro features a range of properties, from quaint cottages to more spacious family homes, suiting various preferences and budgets.
How much does it cost to rent a holiday home in Wolfeboro?
Prices for holiday rentals in Wolfeboro 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 Wolfeboro 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 Wolfeboro holiday house rentals?
You can find great discounts on house rentals in Wolfeboro 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 areas for renting a beach house in Wolfeboro?
For renting a beach house in Wolfeboro, the area surrounding Lake Winnipesaukee is ideal, particularly along the eastern shore where the town's beaches provide stunning views and recreational opportunities. The waterfront properties in this vicinity often come with amenities such as private docks for boating, outdoor decks for enjoying the scenery, and spacious living areas superb for family gatherings. Many of these homes are designed for comfort, featuring fully equipped kitchens and multiple bedrooms, ensuring a pleasant stay for larger groups.

Wolfeboro's charming downtown area is also a highlight, offering a selection of shops, cafes, and restaurants that add to the local experience. Properties near Brewster Beach are particularly desirable, as they provide direct access to sandy shores and swimming areas. Here, you can find rentals that include outdoor grills, picnic areas, and sometimes even kayaks or paddleboards for guests to use.

Additionally, the nearby Carry Beach and the scenic views from the surrounding hills offer great opportunities for hiking and outdoor activities. Rentals in these areas often provide a blend of rustic charm and modern amenities, with some homes featuring fire pits and game rooms for evening entertainment.
Where are the best Wolfeboro ski resort rentals?
For ski resort rentals near Wolfeboro, New Hampshire, travellers should look towards the nearby Gunstock Mountain Resort, which is approximately a 30-minute drive away. In the town of Gilford, close to the resort, there are various rental options that cater to families and groups. Many of these properties are charming chalets or cabin-style homes that offer spacious living areas, fully equipped kitchens, and outdoor decks with scenic views of the surrounding mountains and Lake Winnipesaukee.

In addition to Gilford, the town of Alton also provides delightful rental opportunities, often featuring rustic cottages and larger homes with amenities such as hot tubs, fireplaces, and game rooms, great for après-ski relaxation. These accommodations typically offer easy access to both skiing and winter activities, such as snowshoeing and ice fishing, enhancing the winter getaway experience.

For travellers looking to explore beyond the slopes, the surrounding area boasts beautiful landscapes and local attractions, including quaint shops and dining options in both Wolfeboro and nearby Meredith. Many rentals are ideally situated to take advantage of the region's outdoor recreation, with properties often equipped with Wi-Fi and heating to ensure comfort during the winter months.
What is the most popular type of holiday rental accomodation in Wolfeboro?
In Wolfeboro, holiday houses are the most popular type of holiday rental, with about 168 available in the area. These properties often feature spacious layouts with multiple bedrooms, fully equipped kitchens, and amenities such as outdoor decks or patios for enjoying the picturesque views of Lake Winnipesaukee. Many are located in tranquil neighbourhoods, providing a peaceful retreat for families or groups.

Additionally, there are around 100 cottages, which offer a charming and rustic atmosphere, ideal for those seeking a more traditional New England experience. These typically include cosy living spaces and outdoor areas for relaxation. There are also approximately 60 apartments available, suiting couples or smaller groups looking for easy access to local attractions and dining options. A few condos and cabins can also be found, adding variety to the rental options.
Are there any family house rentals in Wolfeboro?
In Wolfeboro, New Hampshire, there is a wealth of family-friendly house rentals available—54 in total. This picturesque town, situated on the shores of Lake Winnipesaukee, offers a variety of accommodations that cater to families. Many properties come equipped with spacious living areas, multiple bedrooms, and full kitchens, making it easy to prepare meals together after a day of exploring.

Visitors will appreciate amenities such as private docks for boating, outdoor spaces for barbecues, and even fire pits for evening gatherings under the stars. The charming downtown area, with its shops and eateries, is just a short distance away, providing convenient access to local attractions.
Can I find long-stay holiday rentals in Wolfeboro?
A long-stay holiday rental in Wolfeboro 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 Wolfeboro?
In Wolfeboro, New Hampshire, there are a number of pet-friendly house rentals available, providing ample choices for travellers with pets. Many of these rentals are situated near the serene shores of Lake Winnipesaukee, allowing for easy access to beautiful waterfront activities. Expect amenities such as spacious backyards for your pets to roam, fully equipped kitchens for self-catering, and comfortable living areas great for relaxation after a day of exploration.

The town itself is known for its picturesque charm, with nearby parks and walking trails that are great for enjoying time outdoors with your furry friends. The Wolfeborough Town Beach offers a lovely spot for a stroll along the water's edge, while the surrounding natural areas provide opportunities for hiking and enjoying the scenic beauty of New Hampshire.
Are there any remote work holiday rentals in Wolfeboro?
In Wolfeboro, New Hampshire, there are ample options for remote work holiday rentals, with around 264 properties available. This charming town, located on the shores of Lake Winnipesaukee, offers a serene environment ideal for working remotely while enjoying nature. Many of these rentals come equipped with essential amenities such as free Wi-Fi, ensuring a reliable connection for those needing to stay productive.

Travellers can expect a variety of accommodations, ranging from cosy cabins to spacious homes. Many properties feature comfortable workspaces, fully equipped kitchens for preparing meals, and outdoor areas to relax after a day of work. The picturesque surroundings also provide opportunities for outdoor activities, such as hiking and boating, making it easy to unwind during breaks. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Wolfeboro holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Wolfeboro 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 Wolfeboro?
In Wolfeboro, popular rental amenities include kitchens, which allow guests to prepare their own meals, and onsite parking for convenience. Many properties also feature decks or patios, providing outdoor spaces to relax and enjoy the scenic views of the area. Additionally, rentals typically come equipped with coffee and tea makers, making it easy for guests to enjoy a warm beverage at any time during their stay.
When is the best time to visit Wolfeboro for a holiday rental?
The best time to book a holiday rental in Wolfeboro is during the peak summer season from June to August, with July being the most popular month. This vibrant period draws families and outdoor enthusiasts alike, eager to take advantage of the warm weather and numerous recreational activities available on Lake Winnipesaukee. Visitors can enjoy swimming, boating, and leisurely strolls along the picturesque boardwalk, all while soaking in the stunning natural beauty of New Hampshire.

During July, temperatures typically range from 15 to 30 degrees Celsius, providing the superb climate for outdoor exploration and adventure. The town buzzes with life, offering a lively option filled with events and activities that cater to all ages. Whether you're picnicking in one of the local parks or enjoying a sunset cruise on the lake, there's something for everyone to enjoy.

For those seeking a more budget-friendly option, November presents a quieter time to visit. While the summer crowds have faded, you can still appreciate the serene beauty of Wolfeboro as the fall foliage begins to settle into winter. This month offers a peaceful retreat with opportunities for hiking and enjoying the tranquillity of the area.

Ultimately, the best time to visit Wolfeboro depends on your preference for lively summer activities or a more laid-back experience in the off-season.
How early should I book a Wolfeboro holiday rental?
Book your Wolfeboro 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 Wolfeboro?
In Wolfeboro, visitors can enjoy a range of attractions that showcase the charm of this lakeside town. The scenic Lake Winnipesaukee is a major highlight, offering opportunities for boating, swimming, and fishing. The town's waterfront area features the picturesque Wolfeboro Town Dock, where guests can take leisurely strolls and enjoy views of the lake.

For those interested in history, the Wright Museum of WWII is an essential stop, showcasing artefacts and exhibits that honour veterans and the wartime experience. The charming downtown area is dotted with quaint shops, cafes, and restaurants, providing a delightful atmosphere for exploring local cuisine and crafts.

Additionally, the nearby Wolfeboro Falls offers stunning natural scenery and hiking trails, making it great for outdoor enthusiasts.
Can I change or cancel my Wolfeboro home rental booking on Vrbo?
To find Wolfeboro 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 Wolfeboro 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.

More holiday ideas