Jolly Island holiday homes

We found 1,015 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Jolly Island that are perfect for your trip. Holiday rentals provide the amenities that you need and want for your stay with friends, family or just your pet, such as parking and a fireplace. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Jolly Island

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
NZ$6,239
for 7 nights, 1 chalet
NZ$891 per night
includes taxes & fees
1.5 miles to Gunstock. Great for larger groups or multiple families
Private kitchen
Exterior
Living area
Interior
Exceptional
(25 reviews)

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

Laconia

8% off
NZ$24,588
for 7 nights, 1 home
NZ$3,513 per night
includes taxes & fees
Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room
Living area
Back of house from dock
First floor  en suite
Winter Sunrise - view from the enclosed porch
Exceptional
(39 reviews)

Gorgeous Waterfront with Dock & Mountain Views on Winnisquam - Sleeps 10

Sanbornton

8% off
NZ$13,058
for 7 nights, 1 home
NZ$1,865 per night
includes taxes & fees
Gorgeous Waterfront with Dock & Mountain Views on Winnisquam - Sleeps 10
Living area
Dining
Outdoor dining
Private kitchen
Exceptional
(10 reviews)

Spacious Lakes Region Retreat—Game Room & Gazebo

Meredith

8% off
NZ$13,556
for 7 nights, 1 home
NZ$1,937 per night
includes taxes & fees
Spacious Lakes Region Retreat—Game Room & Gazebo
Golf
sitting on deck overlooking diamond, rattlesnake island and Wolfboro neck
Living area
view from kitchen
Exceptional
(170 reviews)

Ski Gunstock 3 minutes away then relax overlooking lakeWinnipesaukee mile

Gilford

8% off
NZ$5,925
for 7 nights, 1 home
NZ$846 per night
includes taxes & fees
Ski Gunstock 3 minutes away then relax overlooking lakeWinnipesaukee mile
Property from end of dock
Property from the lake
Family room
Master Bedroom
Exceptional
(157 reviews)

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

Alton Bay

8% off
NZ$9,919
for 7 nights, 1 home
NZ$1,417 per night
includes taxes & fees
Lake Winnipesaukee Waterfront! Family Friendly, Amazing View, HotTub,Kayaks+more
Room
Living area
Exterior
Private kitchen
Exceptional
(10 reviews)

Quiet Lake Retreat with Fireplace and short walk to the beach

Moultonborough

8% off
NZ$4,484
for 7 nights, 1 cottage
NZ$641 per night
includes taxes & fees
Quiet Lake Retreat with Fireplace and short walk to the beach
4 season sunroom :-)
Sunroom 4 Season
Fall colors overlooking the lake from the deck October 2022
Awesome guest sent photo of vase and flowers they bought for dining room table.
Exceptional
(26 reviews)

Kayak, walk or swim to Meredith town center

Meredith

8% off
NZ$12,848
for 7 nights, 1 home
NZ$1,835 per night
includes taxes & fees
Kayak, walk or swim to Meredith town center
Interior
Interior
Exterior detail
Private kitchen
Exceptional
(28 reviews)

Easiest Location! Rent a Boat, Attend a Wedding! 2600sqft on Main St Meredith

Meredith

8% off
NZ$11,658
for 7 nights, 1 home
NZ$1,665 per night
includes taxes & fees
Easiest Location! Rent a Boat, Attend a Wedding! 2600sqft on Main St Meredith
Private kitchen
Private kitchen
Property grounds
Living area
Exceptional
(16 reviews)

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

Wolfeboro

8% off
NZ$8,088
for 7 nights, 1 home
NZ$1,155 per night
includes taxes & fees
NEWLY REMODELED N Main St. Close to TOWN and LAKE WINNIPESAUKEE
12c coffee pot, keurig, 4 slice toaster, blender, etc.
Comfy seats around one of two fire pits.
View of the house from the beach.
Interior
Exceptional
(188 reviews)

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

Moultonborough

8% off
NZ$5,222
for 7 nights, 1 home
NZ$746 per night
includes taxes & fees
Great multi-generational! Family/Pet-2 Kings,Lg Loft, Pool Tbl/P pong/Air Hockey
Cable TV!!
Property grounds
Castle in the clouds
Snowmobilers on Shannon Brook heading towards Lake Winnipsaukee.
Wonderful
(36 reviews)

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

Moultonborough

8% off
NZ$3,615
for 7 nights, 1 home
NZ$516 per night
includes taxes & fees
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, TV & Internet, Sleeps 6
Exterior
Property grounds
Property grounds
Private kitchen
Exceptional
(5 reviews)

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

Gilford

8% off
NZ$8,312
for 7 nights, 1 home
NZ$1,187 per night
includes taxes & fees
Fabulous 4BR house mountain & Lake Views, in lovely Gilford
Exterior detail
Private kitchen
Interior
Living area
Exceptional
(11 reviews)

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

Moultonborough

8% off
NZ$3,613
for 7 nights, 1 home
NZ$516 per night
includes taxes & fees
Charming 3-bedroom house in lovely Moultonborough with WiFi, AC
Property grounds
Pool
Property grounds
Living area
Exceptional
(10 reviews)

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

Laconia

7% off
NZ$2,647
for 7 nights, 1 home
NZ$378 per night
includes taxes & fees
4-Season Lake Winni Townhome + Dock, Pool, Hiking + Slopes + Sleeps 7
Living area
Gather by the Firepit
Living area
Room
Wonderful
(51 reviews)

Lake House Private Waterfront - Lake & Beach life in Winnipesaukee

Laconia

8% off
NZ$10,764
for 7 nights, 1 home
NZ$1,538 per night
includes taxes & fees
Lake House Private Waterfront - Lake & Beach life in Winnipesaukee
Property grounds
Exterior
Living area
Private kitchen
Exceptional
(24 reviews)

Lake Winnipesaukee & Gunstock · Sleeps 14 · Fire Pit · Hot Tub from Oct

Gilford

8% off
NZ$8,127
for 7 nights, 1 home
NZ$1,161 per night
includes taxes & fees
Lake Winnipesaukee & Gunstock · Sleeps 14 · Fire Pit · Hot Tub from Oct
Interior
Marina
Interior
Exterior
Wonderful
(12 reviews)

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

Laconia

8% off
NZ$3,885
for 7 nights, 1 apartment
NZ$555 per night
includes taxes & fees
Cozy 3-bdrm/2bth condo with balcony, lake views, pool and short walk to Weir's
Interior
Private kitchen
Interior
Living area
Exceptional
(10 reviews)

Cozy 4-Season Chalet + Lake Winni + Gunstock + Free Breakfast · Sleeps 8

Gilford

8% off
NZ$4,781
for 7 nights, 1 home
NZ$683 per night
includes taxes & fees
Cozy 4-Season Chalet + Lake Winni + Gunstock + Free Breakfast · Sleeps 8
Living area
Exterior
Dining
Private kitchen
Exceptional
(53 reviews)

Meredith Bay - Brand New 1st Floor Apartment In Private Home

Meredith

8% off
NZ$3,501
for 7 nights, 1 home
NZ$500 per night
includes taxes & fees
Meredith Bay - Brand New 1st Floor Apartment In Private Home
  • 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, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Jolly Island

  • Stunning beaches: Relax on Jolly Beach, where golden sands and clear waters create a perfect beach getaway.
  • Outdoor adventures: Explore the picturesque landscapes, perfect for hiking, kayaking, and enjoying nature.
  • Charming neighbourhoods: Wander through quaint villages filled with friendly locals and rich history.
  • Romantic getaways: Ideal for couples, Jolly Island offers intimate spots for a romantic escape.
  • Unique holiday islands: Discover mysterious private islands nearby, adding a touch of adventure to your visit.

Top attractions near Jolly Island

Jolly Island, New Hampshire, is perfect for outdoor and romantic getaways, offering stunning scenery and a variety of attractions. Explore beautiful spots like Jolly Beach, Jolly Buoy Island, and the mysterious private islands nearby. Whether you're keen on relaxing by the lake or soaking up the beach culture, Jolly Island has something for every traveller. Be sure to check out the holiday islands for a unique experience.

  • Lake Winnipesaukee: Just 4.8km from Jolly Island, Lake Winnipesaukee boasts stunning beaches and picturesque scenery, perfect for outdoor adventures and romantic sunsets.
  • Squam Lake: Located 17.7km away, Squam Lake is renowned for its serene beauty, offering tranquil beaches and lush landscapes that create a perfect escape for nature lovers.
  • Lake Winnisquam: Situated 14.5km from Jolly Island, Lake Winnisquam features lovely beaches and captivating views, ideal for outdoor activities and a romantic getaway.

Things to do recommended for couples

For a romantic getaway in Jolly Island, indulge in a soothing treatment at Tranquility Springs Wellness Spa, catch a live show at Bank of New Hampshire Pavilion, or hit the slopes at Gunstock Mountain Resort. Each experience promises to create unforgettable memories together.

Things to do recommended for families

Families can enjoy the arcade thrills at Funspot Family Fun Center, indulge in sweet treats at Kellerhaus, and experience the excitement of the Gunstock Mountain Coaster, all within a short drive from Jolly Island. Each attraction offers a fantastic atmosphere for family bonding.

Things to do recommended for groups

Explore the Mill Falls Marketplace for unique shopping vibes, catch a family-friendly flick at Scene One Gilford Cinema 8, or visit the Annalee Outlet for some great deals—all within a short drive from Jolly Island, making for a fantastic group adventure.

*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 Jolly Island

If you're heading off with a group, family, or even your furry friends, or if you're planning an extended stay, it's important to sort your options based on what matters most to you. Here are some handy tips for booking on Vrbo.

  • Traveling to Jolly Island with a group: Think about how many bedrooms you’ll require, along with features like a full kitchen or outdoor area for group get-togethers. The good news is that you can easily filter for these options and more on Vrbo.
  • Traveling to Jolly Island with young kids: Travelling with young kids can be quite a task. It's important to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly activities.
  • Taking your pets with you to Jolly Island: For many, a family holiday isn’t truly complete without their furry companion by their side. If that resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and bedding, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Jolly Island: If you're in search of holiday rentals with discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you'll effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Jolly Island

Jolly Island, a delightful village in New Hampshire, offers a charming escape for those seeking outdoor adventures and romantic getaways. With its lively beaches and stunning scenery, this holiday island is perfect for families and couples alike. Explore the quaint neighbourhoods filled with friendly locals, and soak in the historical atmosphere. Whether you're after a relaxing day on the beach or an amazing vacation filled with exploration, Jolly Island is truly a lovely place to visit.

  • Meredith: Located 9.7km from Jolly Island, Meredith is renowned for its breathtaking outdoor scenery and romantic atmosphere. Nestled by the picturesque Lake Winnipesaukee, this charming city offers a plethora of activities for nature enthusiasts. With easy access to ski fields and resorts, winter sports reign supreme here. During warmer months, families flock to the local beaches, making it a perfect spot for relaxation and family fun. The scenic beauty, combined with quaint shops and delightful eateries, creates an idyllic getaway.
  • Lakes Region: Merely 3.2km from Jolly Island, the Lakes Region is a haven for outdoor lovers and those seeking stunning landscapes. This area boasts numerous ski fields along with expansive recreational areas, providing ample opportunities for both winter sports and summer activities. The pristine lakes and family-friendly beaches are ideal for swimming, fishing, and picnicking, making it a versatile destination. Visitors can immerse themselves in the natural beauty while enjoying a romantic escape or an adventurous retreat.
  • Weirs Beach: Situated 6.4km away from Jolly Island, Weirs Beach is a vibrant neighbourhood that perfectly encapsulates the spirit of summer fun. Known for its lively music concerts and theatre performances, it's the ideal place for entertainment seekers. The beach itself is a family favourite, offering sandy shores and refreshing waters. With ski fields nearby, this area caters to year-round adventure enthusiasts. The combination of scenic views and recreational options makes Weirs Beach an engaging stop on your journey.

Best time to go to Jolly Island

If you're planning a trip to Jolly Island, it's a good idea to check both the weather and property rates. The warmest month is July.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January21.0°F (-6.1°C)Light RainMostly Sunny
February22.5°F (-5.3°C)Light RainMostly Cloudy
March30.4°F (-0.9°C)Light RainMostly Cloudy
April42.4°F (5.8°C)Light RainMostly Cloudy
May54.9°F (12.7°C)Light RainMostly Sunny
June63.0°F (17.2°C)Light RainMostly Sunny
July69.6°F (20.9°C)Light RainMostly Sunny
August68.0°F (20.0°C)Light RainMostly Sunny
September60.8°F (16.0°C)Light RainMostly Sunny
October49.3°F (9.6°C)Light RainMostly Sunny
November37.0°F (2.8°C)Light RainMostly Sunny
December28.0°F (-2.2°C)Light RainMostly Cloudy

Booking with Vrbo is a breeze

Want to keep your travel costs down on your next adventure? Being flexible with your travel dates can really help, as prices can vary quite a bit. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's clever Trip Board offers you a dedicated space to plan new adventures, pick up right where you left off, or review and arrange your travel plans. You can easily find the properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Book a holiday rental for your Jolly Island getaway

Learn about the unique charm of Jolly Island with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Jolly Island

Are you hoping to discover attractions to visit while you're in the area? Venture out of your cosy holiday rental and experience everything that makes Jolly Island a fun spot to go on holiday. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Ellacoya State Park (4.1 mi / 6.6 km)
  • Gunstock Mountain Resort (6.1 mi / 9.8 km)
  • Squam Lakes Natural Science Center (12.8 mi / 20.6 km)
  • Stand Up Paddleboard NH (13.7 mi / 22.1 km)
  • Kellerhaus (4.7 mi / 7.6 km)
  • Cascade Spa (6.2 mi / 9.9 km)

Exploring the natural features in Jolly Island

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Jolly Island is a great place to get out in nature. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Lake Winnipesaukee (3.1 mi / 5 km)
  • Ellacoya State Park (4.1 mi / 6.6 km)
  • Weirs Beach (4.3 mi / 6.9 km)
  • Paugus Bay (5.8 mi / 9.3 km)
  • Lake Waukewan (7.6 mi / 12.3 km)
  • Brewster Beach (9 mi / 14.4 km)

Travelling to and around Jolly Island

Fly into Laconia, NH (LCI-Laconia Municipal), the closest airport, located 4.5 mi (7.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Concord, NH (CON-Concord Municipal), which is 30 mi (48.2 km) away.

Frequently asked questions

What is the best area to stay in Jolly Island when booking a holiday rental?
When considering a holiday rental in Jolly Island, New Hampshire, the best area to stay is the waterfront neighbourhood. This picturesque locale offers stunning views and easy access to the island's pristine beaches, making it an ideal spot for both relaxation and recreation. Here, you can find a variety of charming properties ranging from cosy cottages to spacious family homes, accommodating different group sizes and preferences.One of the top attractions nearby is the scenic coastal trail, superb for leisurely strolls or more vigorous hikes, allowing you to soak in the breathtaking scenery. Additionally, the local marina is a hub of activity, providing opportunities for boating, fishing, and enjoying the vibrant marine life.
What are the top attractions in Jolly Island?
Jolly Island, New Hampshire, offers a range of attractions that highlight its natural beauty and outdoor activities. The island is particularly known for its serene lakes, making it a superb spot for water sports such as kayaking and fishing. The stunning views from the hiking trails around the island are a major draw, with paths leading to scenic outlooks that overlook the surrounding landscapes.The nearby White Mountain National Forest provides excellent opportunities for hiking and exploring nature, and visitors can enjoy activities like birdwatching and picnicking in designated areas. Additionally, the charming local shops and eateries in the area reflect the island's quaint character, offering a taste of local cuisine and artisan goods.For those looking to relax, the peaceful beaches along the shores of the island provide a ideal setting for sunbathing and leisurely strolls.
Are all fees included in the Jolly Island holiday homes prices shown on Bookabach?
Bookabach 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 Jolly Island holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Jolly Island 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 Jolly Island holiday homes?
You can find great discounts on holiday homes in Jolly Island on Bookabach, 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 Jolly Island holiday home booking on Bookabach?
To find Jolly Island holiday rentals with free cancellation, just use Bookabach'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, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Jolly Island?
A long-stay holiday home in Jolly Island 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 Bookabach?
Bookabach'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 Jolly Island holiday home?
Book your Jolly Island 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Jolly Island?
Prices for holiday homes in Jolly Island 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. Bookabach offers something for every taste and budget, from affordable homes in Jolly Island to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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 Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach 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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