Wolfeboro holiday rentals

We found 1,390 holiday rentals — enter your dates for availability
Select from 58 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:18 Dec - 25 Dec

Living room
Eat in kitchen
The lower level which walks out to firepit area
Great LARGE private fire pit!
Exceptional
(53 reviews)

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

Gilford

8% off
AU$4,912
for 7 nights, 1 chalet
AU$702 per night
includes taxes & fees
1.5 miles to Gunstock. Great for larger groups or multiple families
Interior
Exterior
Dining
Living area
Exceptional
(25 reviews)

Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room

Laconia

8% off
AU$19,363
for 7 nights, 1 home
AU$2,766 per night
includes taxes & fees
Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room
Room
Outdoor dining
Private kitchen
Exterior
Exceptional
(91 reviews)

Lake Front Home on Shellcamp

Gilmanton

8% off
AU$4,886
for 7 nights, 1 home
AU$698 per night
includes taxes & fees
Lake Front Home on Shellcamp
Indian Mound Golf Club
Sap House Meadery in Ossipee
Living room
Living room
Exceptional
(44 reviews)

Beautiful property with Mountain View & privacy. Near slopes, trails & eateries!

Center Ossipee

8% off
AU$3,699
for 7 nights, 1 home
AU$528 per night
includes taxes & fees
Beautiful property with Mountain View & privacy. Near slopes, trails & eateries!
Living area
Dining
Outdoor dining
Living area
Exceptional
(10 reviews)

Spacious Lakes Region Retreat—Game Room & Gazebo

Meredith

8% off
AU$10,513
for 7 nights, 1 home
AU$1,502 per night
includes taxes & fees
Spacious Lakes Region Retreat—Game Room & Gazebo
Sunrise from the deck
Beautiful lake views and private dock
No wake cove perfect for swimming, floating and wading
Evening from the deck
Exceptional
(7 reviews)

Lakefront home with private dock on Lake Ossipee in Freedom, NH sleeps up to 10

Freedom

8% off
AU$4,850
for 7 nights, 1 home
AU$693 per night
includes taxes & fees
Lakefront home with private dock on Lake Ossipee in Freedom, NH sleeps up to 10
Private kitchen
sitting on deck overlooking diamond, rattlesnake island and Wolfboro neck
view from kitchen
Golf
Exceptional
(170 reviews)

Ski Gunstock 3 minutes away then relax overlooking lakeWinnipesaukee mile

Gilford

8% off
AU$4,668
for 7 nights, 1 home
AU$667 per night
includes taxes & fees
Ski Gunstock 3 minutes away then relax overlooking lakeWinnipesaukee mile
View of the house from the beach.
Comfy seats around one of two fire pits.
Exterior
12c coffee pot, keurig, 4 slice toaster, blender, etc.
Exceptional
(188 reviews)

Great multi-generational! Family/Pet-2 Kings,Lg Loft, Pool Tbl/P pong/Air Hockey

Moultonborough

8% off
AU$4,080
for 7 nights, 1 home
AU$583 per night
includes taxes & fees
Great multi-generational! Family/Pet-2 Kings,Lg Loft, Pool Tbl/P pong/Air Hockey
Family room
Property from the lake
Property from end of dock
Master Bedroom
Exceptional
(155 reviews)

Lake Winnipesaukee Waterfront! Family Friendly, Amazing View, HotTub,Kayaks+more

Alton Bay

8% off
AU$7,811
for 7 nights, 1 home
AU$1,116 per night
includes taxes & fees
Lake Winnipesaukee Waterfront! Family Friendly, Amazing View, HotTub,Kayaks+more
Exterior
Property grounds
Dining
Interior
Exceptional
(28 reviews)

Direct Lakefront. Swim/Fish/Kayak/Hike/Relax White Mountains & NH Lakes Region.

Effingham

8% off
AU$2,372
for 7 nights, 1 cottage
AU$339 per night
includes taxes & fees
Direct Lakefront. Swim/Fish/Kayak/Hike/Relax White Mountains & NH Lakes Region.
Exterior
Living area
Room
Private kitchen
Exceptional
(10 reviews)

Quiet Lake Retreat with Fireplace and short walk to the beach

Moultonborough

8% off
AU$3,517
for 7 nights, 1 cottage
AU$502 per night
includes taxes & fees
Quiet Lake Retreat with Fireplace and short walk to the beach
Exterior
Living area
Private kitchen
Property grounds
Exceptional
(28 reviews)

Waterfront Home for Summer/Winter Fun

Wakefield

8% off
AU$6,041
for 7 nights, 1 cottage
AU$863 per night
includes taxes & fees
Waterfront Home for Summer/Winter Fun
Room
Exterior
Sun room with twin bed, TV and small kitchenette
the driveway
Exceptional
(49 reviews)

Spacious New Hampshire mountain waterfront get away house. Boats & private docks

Alton Bay

8% off
AU$8,731
for 7 nights, 1 home
AU$1,247 per night
includes taxes & fees
Spacious New Hampshire mountain waterfront get away house. Boats & private docks
Property grounds
Private kitchen
Living area
Private kitchen
Exceptional
(16 reviews)

NEWLY REMODELED N Main St. Close to TOWN and LAKE WINNIPESAUKEE

Wolfeboro

8% off
AU$6,612
for 7 nights, 1 home
AU$945 per night
includes taxes & fees
NEWLY REMODELED N Main St. Close to TOWN and LAKE WINNIPESAUKEE
Marina
Outdoor dining
Living area
Room
Exceptional
(27 reviews)

Picturesque Log Cabin in Alton, NH Just 15-mi to Gunstock Mountain Resort!

Alton Bay

8% off
AU$4,140
for 7 nights, 1 home
AU$591 per night
includes taxes & fees
Picturesque Log Cabin in Alton, NH Just 15-mi to Gunstock Mountain Resort!
Main floor bedroom with double bed and smart tv.
fully functional kitchen with everything you need!
ping pong, fuse ball and board games in the newly renovated basement family room with gas remote start fire place and game table. For sleeping we have a futon, couch and queen size air mattress.
Stairs leading down from the large deck to the beach area and fire pit!
Exceptional
(27 reviews)

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

Wakefield

8% off
AU$7,361
for 7 nights, 1 home
AU$1,052 per night
includes taxes & fees
Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!
Cable TV!!
Property grounds
Private kitchen
Castle in the clouds
Wonderful
(36 reviews)

Direct Water Access to Lake! w/ Boat Dock, Heat, AC, TV & Internet, Sleeps 6

Moultonborough

8% off
AU$2,880
for 7 nights, 1 home
AU$411 per night
includes taxes & fees
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, TV & Internet, Sleeps 6
Private kitchen
Property grounds
Interior
Exterior
Exceptional
(5 reviews)

Fabulous 4BR house mountain & Lake Views, in lovely Gilford

Gilford

8% off
AU$6,978
for 7 nights, 1 home
AU$997 per night
includes taxes & fees
Fabulous 4BR house mountain & Lake Views, in lovely Gilford
Property grounds
Private kitchen
Interior
Exterior detail
Exceptional
(11 reviews)

Charming 3-bedroom house in lovely Moultonborough with WiFi, AC

Moultonborough

8% off
AU$2,878
for 7 nights, 1 home
AU$411 per night
includes taxes & fees
Charming 3-bedroom house in lovely Moultonborough with WiFi, AC
Kitchen
Front Foyer
Living area
Dining area of the kitchen
Exceptional
(18 reviews)

Spacious home located on Chocorua Dam in the White Mountains of New Hampshire

Chocorua

12% off
AU$2,815
for 7 nights, 1 home
AU$402 per night
includes taxes & fees
Spacious home located on Chocorua Dam in the White Mountains of New Hampshire
Property grounds
Pool
Property grounds
Living area
Exceptional
(10 reviews)

4-Season Lake Winni Townhome + Dock, Pool, Hiking + Slopes + Sleeps 7

Laconia

7% off
AU$2,156
for 7 nights, 1 home
AU$308 per night
includes taxes & fees
4-Season Lake Winni Townhome + Dock, Pool, Hiking + Slopes + Sleeps 7
Room
Gather by the Firepit
Living area
Living area
Wonderful
(51 reviews)

Lake House Private Waterfront - Lake & Beach life in Winnipesaukee

Laconia

8% off
AU$8,463
for 7 nights, 1 home
AU$1,209 per night
includes taxes & fees
Lake House Private Waterfront - Lake & Beach life in Winnipesaukee
Bedroom 1- King
Walk out beach area
Dock on property
Downstairs Living room
Exceptional
(72 reviews)

Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock

Gilmanton

7% off
AU$2,626
for 7 nights, 1 home
AU$375 per night
includes taxes & fees
Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock
Exterior
Marina
Interior
Interior
Wonderful
(12 reviews)

Cozy 3-bdrm/2bth condo with balcony, lake views, pool and short walk to Weir's

Laconia

8% off
AU$3,095
for 7 nights, 1 apartment
AU$442 per night
includes taxes & fees
Cozy 3-bdrm/2bth condo with balcony, lake views, pool and short walk to Weir's

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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:

  • 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)
  • Kellerhaus (13 mi / 20.9 km)
  • Province Lake Golf Course (13.8 mi / 22.2 km)
  • Cascade Spa (15.1 mi / 24.3 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)
  • Lake Wentworth (3.2 mi / 5.1 km)
  • Lake Winnipesaukee (5.9 mi / 9.4 km)
  • Mount Major (6.4 mi / 10.3 km)
  • Mountain Lake (7 mi / 11.3 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.
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.
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 Stayz.
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.
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.
Are all fees included in the Wolfeboro holiday homes prices shown on Stayz?
Stayz 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.
Are there any Wolfeboro holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Wolfeboro holiday homes?
You can find great discounts on holiday homes in Wolfeboro on Stayz, 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.
Can I change or cancel my Wolfeboro holiday home booking on Stayz?
To find Wolfeboro holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Wolfeboro?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Wolfeboro holiday home?
Book your Wolfeboro holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Wolfeboro?
Prices for holiday homes 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. Stayz offers something for every taste and budget, from affordable homes in Wolfeboro to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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