Wolfeboro vacation rentals

We found 1,408 vacation rentals — enter your dates for availability

Select from 58 homes, 28 cottages, and other vacation rentals in Wolfeboro to find one that's perfect for your trip. Whether you’re traveling with friends, family, or just with your pet, vacation rentals have the best amenities for spending time at your vacation home, which might include cable TV and a washer and dryer. What you'll find is a rental to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Wolfeboro

Showing deals for:Aug 21 - Aug 28

Image gallery for 1.5 miles to Gunstock. Great for larger groups or multiple families

Super private chalet nestled in the woods
9.6 out of 10, Exceptional, (51 reviews)
Exceptional
(51 reviews)

1.5 miles to Gunstock. Great for larger groups or multiple families

Gilford

10% off
Price is CA $400
CA $3,823 total
includes taxes & fees
1.5 miles to Gunstock. Great for larger groups or multiple families

Find spaces that suit your style

Find out more about Wolfeboro

Why visit Wolfeboro

  • Scenic Lakes and Beaches: Enjoy Wolfeboro's stunning lakes and beautiful beaches, perfect for relaxation and outdoor activities.
  • Charming Town Docks: Experience the vibrant summer atmosphere at the town docks, a hub for socializing and leisure.
  • Outdoor Adventures: Engage in various outdoor pursuits, including hiking, boating, and fishing, suitable for all skill levels.
  • Welcoming Neighbourhoods: Explore friendly neighbourhoods that provide a warm, inviting atmosphere for memorable excursions.
  • Diverse Accommodation Options: Choose from a wide range of vacation rentals, from cozy cabins to spacious villas, catering to every traveller's needs.

Popular types of accommodation in Wolfeboro

Planning a getaway to Wolfeboro? The next exciting step is picking the perfect place to stay. Discover a variety of popular vacation rentals, including houses, charming cottages, and cozy cabin rentals. Whether you’re searching for a spacious villa or a quaint retreat, Wolfeboro offers an array of options to suit every traveler's needs. Dive into your adventure with confidence and find your ideal accommodation today.

  • Houses: The top choice among visitors to Wolfeboro, offering spacious accommodations perfect for families, friends, or couples seeking comfort and privacy.
  • Cottages: A beloved option that provides a cozy and charming atmosphere, ideal for those looking for a quaint retreat.
  • Cabins: Popular for their rustic appeal, these lodgings are perfect for nature enthusiasts wanting to immerse themselves in the great outdoors.
  • Condos: A convenient choice for travellers seeking modern amenities and easy access to local attractions.
  • Chalets: A unique option that combines comfort with a picturesque setting, perfect for a scenic getaway.**

Top attractions in and around Wolfeboro

Wolfeboro, New Hampshire, is an ideal destination for outdoor enthusiasts and those seeking a romantic getaway. With its stunning lakes, beautiful beaches, and charming islands, you'll find plenty of picturesque spots to explore. Whether you're looking to relax by the water or immerse yourself in the scenic beauty, Wolfeboro offers a delightful experience for travellers of all kinds, making it a perfect vacation spot for families, couples, or groups of friends.

  • Lake Winnipesaukee: Experience the beauty of New Hampshire's largest lake, featuring stunning scenery, sandy beaches, and a plethora of outdoor activities. Ideal for romantic getaways, you can enjoy swimming, boating, and picnicking amidst breathtaking views.
  • Allen Albee Beach: Located right in Wolfeboro, this charming beach offers a relaxing atmosphere with soft sands and gentle waves, perfect for sunbathing, swimming, or enjoying a leisurely stroll along the shore.
  • Castle in the Clouds: A historic estate offering a glimpse into the past, this cultural gem features beautifully preserved architecture, scenic hiking trails, and panoramic views of the surrounding landscape.

Things to do recommended for couples

For a romantic getaway in Wolfeboro, explore the thrilling slopes at Gunstock Mountain Resort, enjoy live music at the Bank of New Hampshire Pavilion, or embark on an adventurous stand-up paddleboarding excursion on the beautiful waters nearby. Each experience offers a unique touch to your couples' escape.

Things to do recommended for families

Families visiting Wolfeboro can have a blast at Funspot Family Fun Center, enjoy sweet treats at Kellerhaus, and experience the thrill of the Gunstock Mountain Coaster, all within a short drive. These attractions offer plenty of fun for everyone, ensuring a memorable family vacation.

Things to do recommended for groups

Groups visiting Wolfeboro can enjoy a round at Kingswood Golf Club for outdoor fun, experience the thrill of motor racing at New Hampshire International Speedway, or catch a family-friendly film at Barnz's Meredith Cinema, all within a short drive from the charming town.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

When planning your trip, whether you're traveling with a group, a family, including your pets, or seeking extended stays, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Wolfeboro with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Wolfeboro with young kids: Traveling with young kids can be quite the adventure. It's important to prioritize their comfort and safety, along with amenities that suit their age, like a private swimming pool. Additionally, thinking about how close you are to family-friendly attractions can make a significant difference in your experience.
  • Taking your pets with you to Wolfeboro: For many, a family getaway isn’t truly complete without their furry companion. If that resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Wolfeboro: If you’re seeking vacation rentals with special offers for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don’t forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Wolfeboro

Wolfeboro, New Hampshire, is a delightful destination for those seeking a mix of outdoor adventures and relaxation. Known for its charming town docks and vibrant summer scene, this city offers beach vibes perfect for a family getaway. Nearby, you'll find inviting neighborhoods that exude a friendly atmosphere, ideal for excursions and creating unforgettable memories. Whether you're looking for recreation or a romantic escape, Wolfeboro promises an enriching travel experience.

  • Gilford: Situated approximately 16.1km from Wolfeboro, Gilford is a charming city known for its stunning natural beauty and outdoor activities. Visitors are drawn to its romantic ambiance, picturesque scenery, and a plethora of recreational opportunities. Enjoy a live music concert or catch a theatrical performance, and in winter, hit the slopes at the nearby ski fields. Gilford boasts access to breathtaking landmarks such as Lake Winnipesaukee, sandy beaches, and majestic mountains, perfect for a day of exploration or relaxation by the water.
  • Lakes Region: Located around 11.3km from Wolfeboro, the Lakes Region is a scenic paradise for outdoor enthusiasts and couples seeking a romantic getaway. This area is celebrated for its stunning landscapes and recreational amenities, including ski fields and recreational areas for all ages. Families can enjoy the pristine beaches along the lakes, while nature lovers can hike or bike in the surrounding parks. The Lakes Region is an ideal spot to soak in the natural beauty and experience the charm of New Hampshire's lakeside living.
  • Wakefield: Just 14.5km away from Wolfeboro, Wakefield is a delightful city that provides visitors with an opportunity to immerse themselves in the great outdoors. Known for its scenic trails and recreational areas, it's a perfect destination for hiking enthusiasts and those looking to connect with nature. The area is dotted with beautiful lakes and family-friendly beaches, making it an ideal spot for a day out with loved ones. The romantic scenery invites couples to explore and create lasting memories amidst Wakefield's natural beauty.

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 a breeze

Are you hoping to save on your upcoming travels? Being flexible with your travel dates can make a noticeable difference, as prices often fluctuate. Additionally, booking an extended stay can lead to substantial savings. To discover a Vrbo property that aligns with your budget, feel free to utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board is designed to help you plan your next adventure, manage your travel arrangements, and keep all your bookings organized in one convenient location. Your saved and booked properties are neatly categorized into Potential, Upcoming, or Current Trips. To start exploring your Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Why people love visiting friendly Wolfeboro

Enjoy the museums and other features of Wolfeboro. Well-liked 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 vacation rentals feature full kitchens and laundry facilities.

Sightseeing in and around Wolfeboro

Are you looking for top things to see and do while you're in the area? Venture out of your cozy vacation rental and check out everything that Wolfeboro has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • 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)
  • Wolfeboro Abenaki Ski Area (2 mi / 3.2 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 spend some time outside. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Lake Winnipesaukee (5.9 mi / 9.4 km)
  • 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)

Traveling to and around Wolfeboro

The nearest airport is in Laconia, NH (LCI-Laconia Municipal), located 10.8 mi (17.5 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to 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 vacation rental?
When considering a vacation 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 vacation home in Wolfeboro?
Prices for vacation 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 travelling 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.
Are there any discounts for Wolfeboro vacation 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 vacation rental accomodation in Wolfeboro?
In Wolfeboro, vacation houses are the most popular type of vacation 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 vacation rentals in Wolfeboro?
A long-stay vacation 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 vacation rentals in Wolfeboro?
In Wolfeboro, New Hampshire, there are ample options for remote work vacation 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 vacation rentals with parking?
Vrbo offers a wide selection of vacation 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 vacation rental?
The best time to book a vacation 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 vacation rental?
Book your Wolfeboro vacation 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 vacation 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 vacation 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 vacation 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.

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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