Wolfeboro holiday lettings

We found 1,303 holiday rentals — enter your dates for availability

Select from 47 homes, 28 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:6 Mar - 13 Mar

Image gallery for Lake Front Private Home - Winnipesaukee - Gilford NH

Fall Sunset
9.8 out of 10, Exceptional, (18 reviews)
Exceptional
(18 reviews)

Lake Front Private Home - Winnipesaukee - Gilford NH

Gilford, NH

8% off
Price is £3,774
for 7 nights, 1 home
£539 per night
includes taxes & fees
Lake Front Private Home - Winnipesaukee - Gilford NH

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

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.

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.

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)
  • Stand Up Paddleboard NH (5.1 mi / 8.2 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)
  • Province Lake Golf Course (13.8 mi / 22.2 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:

  • Lake Wentworth (3.2 mi / 5.1 km)
  • Mirror Lake (3.8 mi / 6.2 km)
  • Lake Winnipesaukee (5.9 mi / 9.4 km)
  • Mount Major (6.4 mi / 10.3 km)
  • Mountain Lake (7 mi / 11.3 km)
  • Ellacoya State Park (7.3 mi / 11.8 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, the charming downtown area is an excellent choice. This vibrant neighbourhood offers a delightful mix of boutique shops, cafes, and restaurants, making it a hub of activity and a great base for exploring the town. One of the top attractions in this area is the Wright Museum of WWII, which showcases fascinating exhibits that illuminate the history of the Second World War. Additionally, the picturesque waterfront along Lake Winnipesaukee is a mere stroll away, providing opportunities for scenic walks and relaxation by the water.

Another appealing option is the area around Brewster Beach, known for its serene atmosphere and beautiful sandy shores. This spot is ideal for families and those looking to enjoy swimming and sunbathing during the warmer months. The proximity to the beach adds a lovely touch to any holiday experience, allowing for easy access to recreational activities and stunning sunsets.
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, New Hampshire, the area surrounding Lake Winnipesaukee is highly recommended. The charming waterfront neighbourhoods, such as Wolfeboro Bay, offer an array of holiday rentals with picturesque views of the lake. Many properties here come with amenities like private docks, outdoor seating areas, and spacious decks, ideal for enjoying the serene surroundings.

In addition, the area around the town centre features lovely homes that provide easy access to local shops, cafés, and restaurants. Some rentals include features such as fully equipped kitchens, barbecue grills, and fire pits, making them superb for family gatherings or a relaxed getaway with friends.

For those looking for a more secluded experience, properties located on the outskirts of town near the scenic shoreline of the lake offer ample privacy and beautiful natural settings. These often come with amenities such as private beaches, kayaks, and large outdoor spaces for games and relaxation.
Where are the best Wolfeboro ski resort rentals?
For ski resort rentals near Wolfeboro, New Hampshire, travellers should consider the nearby area of Gunstock Mountain Resort, located a short drive away in Gilford. This ski area offers a variety of rental options in the surrounding towns, particularly in Gilford and Meredith. Accommodations often include ski-in/ski-out condos and charming cabins, which typically feature amenities such as fully equipped kitchens, warm living areas with fireplaces, and outdoor decks that provide scenic views of the mountainous landscape.

In Wolfeboro itself, visitors can find a selection of quaint inns and lodges that offer comfortable stays with convenient access to local shops and dining options. Many of these properties come with amenities like complimentary breakfast, heated pools, and fitness centres, suiting those looking for relaxation after a day on the slopes.
What is the most popular type of holiday rental accomodation in Wolfeboro?
In Wolfeboro, holiday houses are the most popular rental option, with around 44 available in scenic locations throughout the area. These houses provide ample space and amenities, including fully equipped kitchens, multiple bedrooms, and often outdoor areas such as decks or patios for enjoying the beautiful surroundings.
Are there any family house rentals in Wolfeboro?
In Wolfeboro, New Hampshire, families will find a variety of rental homes—around 60 options available throughout the area. This charming lakeside town, known as the "Oldest Summer Resort in America," offers a delightful mix of activities for all ages. Many properties feature spacious living areas, fully equipped kitchens for preparing family meals, and ample outdoor space for children to play. Visitors can expect amenities such as Wi-Fi, air conditioning, and sometimes even game rooms or private docks for those keen on water activities.
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 numerous pet-friendly house rentals available for travellers looking to enjoy a getaway with their furry companions. Many of these holiday rentals boast amenities such as spacious gardens, outdoor seating areas, and fully equipped kitchens, providing a comfortable home away from home.

The area is particularly appealing for pet owners, as it features several nearby parks and recreational areas. The scenic Wolfeboro Town Beach offers beautiful views of Lake Winnipesaukee, where leashed pets are welcome, making it a fantastic spot for leisurely strolls by the water. Additionally, the adjacent Wright Museum of WWII is set within lovely grounds and often hosts pet-friendly events, giving families the chance to explore history together with their pets.
Are there any remote work holiday rentals in Wolfeboro?
In Wolfeboro, New Hampshire, there are plenty of options for remote work holiday rentals, with around 72 available in the area. This charming lakeside town offers a serene setting, ideal for those looking to balance work and leisure. Many of these rentals come equipped with essential amenities for remote work, including reliable Wi-Fi, dedicated desks, ergonomic office chairs, and even computer monitors in some properties. 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 fully equipped kitchens, which often feature microwaves, cookware, dishware, and utensils, as well as refrigerators. These amenities allow travellers to prepare their own meals, making for a more comfortable and convenient stay. Many holiday rentals also offer spacious living areas where guests can relax after a day of exploring the scenic beauty of the area, including the picturesque Lake Winnipesaukee and its surrounding outdoor activities.
When is the best time to visit Wolfeboro for a holiday rental?
The best time to visit Wolfeboro for a holiday rental is during the peak summer season from June to August, with July being the most popular month. This vibrant period attracts families and outdoor enthusiasts eager to take advantage of the stunning lakeside setting, where activities like swimming, boating, and hiking abound. The warm weather, typically reaching the low 30s Celsius, creates the great backdrop for exploring the natural beauty of the area.

During these summer months, the charming town of Wolfeboro comes alive with a multitude of events, including local festivals and markets, providing visitors with a taste of New Hampshire's rich culture. You'll find the waterfront bustling with activity, making it an ideal time for those who enjoy a lively atmosphere and socializings.

For those seeking a quieter experience, November offers a wonderful opportunity to enjoy the tranquil beauty of Wolfeboro. While this month is less frequented by tourists, it presents a unique chance to witness the stunning fall foliage and partake in peaceful lakeside walks without the hustle and bustle of peak 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 picturesque lakeside setting with a range of attractions. The town is known for its charming waterfront along Lake Winnipesaukee, where holiday rentals often provide stunning views and easy access to boating and swimming activities. The Wolfeboro Town Dock is a popular spot for both locals and tourists, offering various events and a lovely place to relax.
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