Jolly Island holiday rentals

We found 1,012 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
Great LARGE  private fire pit!
The lower level which walks out to firepit area
Exceptional
(53 reviews)

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

Gilford

8% off
AU$4,945
for 7 nights, 1 chalet
AU$706 per night
includes taxes & fees
1.5 miles to Gunstock. Great for larger groups or multiple families
Dining
Exterior
Interior
Living area
Exceptional
(25 reviews)

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

Laconia

8% off
AU$19,493
for 7 nights, 1 home
AU$2,785 per night
includes taxes & fees
Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room
First floor  en suite
Back of house from dock
Living area
Porch
Exceptional
(39 reviews)

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

Sanbornton

8% off
AU$10,065
for 7 nights, 1 home
AU$1,438 per night
includes taxes & fees
Gorgeous Waterfront with Dock & Mountain Views on Winnisquam - Sleeps 10
Exterior
Gather by the Firepit
Room
Living area
Wonderful
(51 reviews)

Lake House Private Waterfront - Lake & Beach life in Winnipesaukee

Laconia

8% off
AU$8,520
for 7 nights, 1 home
AU$1,217 per night
includes taxes & fees
Lake House Private Waterfront - Lake & Beach life in Winnipesaukee
Living area
Dining
Outdoor dining
Living area
Exceptional
(10 reviews)

Spacious Lakes Region Retreat—Game Room & Gazebo

Meredith

8% off
AU$10,550
for 7 nights, 1 home
AU$1,507 per night
includes taxes & fees
Spacious Lakes Region Retreat—Game Room & Gazebo
view from kitchen
sitting on deck overlooking diamond, rattlesnake island and Wolfboro neck
Living area
Golf
Exceptional
(170 reviews)

Ski Gunstock 3 minutes away then relax overlooking lakeWinnipesaukee mile

Gilford

8% off
AU$4,699
for 7 nights, 1 home
AU$671 per night
includes taxes & fees
Ski Gunstock 3 minutes away then relax overlooking lakeWinnipesaukee mile
Property from end of dock
Property from the lake
Master Bedroom
Family room
Exceptional
(157 reviews)

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

Alton Bay

8% off
AU$7,863
for 7 nights, 1 home
AU$1,123 per night
includes taxes & fees
Lake Winnipesaukee Waterfront! Family Friendly, Amazing View, HotTub,Kayaks+more
Dining
Living area
Private kitchen
Room
Exceptional
(10 reviews)

Quiet Lake Retreat with Fireplace and short walk to the beach

Moultonborough

8% off
AU$3,519
for 7 nights, 1 cottage
AU$503 per night
includes taxes & fees
Quiet Lake Retreat with Fireplace and short walk to the beach
Awesome guest sent photo of vase and flowers they bought for dining room table.
Sunroom 4 Season
Private kitchen
4 season sunroom :-)
Exceptional
(26 reviews)

Kayak, walk or swim to Meredith town center

Meredith

8% off
AU$9,901
for 7 nights, 1 home
AU$1,414 per night
includes taxes & fees
Kayak, walk or swim to Meredith town center
Dining area
Interior
Private kitchen
Interior
Exceptional
(28 reviews)

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

Meredith

8% off
AU$9,224
for 7 nights, 1 home
AU$1,318 per night
includes taxes & fees
Easiest Location! Rent a Boat, Attend a Wedding! 2600sqft on Main St Meredith
Marina
Private kitchen
Living area
Private kitchen
Exceptional
(16 reviews)

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

Wolfeboro

8% off
AU$6,403
for 7 nights, 1 home
AU$915 per night
includes taxes & fees
NEWLY REMODELED N Main St. Close to TOWN and LAKE WINNIPESAUKEE
Exterior
Comfy seats around one of two fire pits.
12c coffee pot, keurig, 4 slice toaster, blender, etc.
Interior
Exceptional
(188 reviews)

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

Moultonborough

8% off
AU$4,107
for 7 nights, 1 home
AU$587 per night
includes taxes & fees
Great multi-generational! Family/Pet-2 Kings,Lg Loft, Pool Tbl/P pong/Air Hockey
Private kitchen
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
AU$2,899
for 7 nights, 1 home
AU$414 per night
includes taxes & fees
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, TV & Internet, Sleeps 6
Property grounds
Property grounds
Exterior
Private kitchen
Exceptional
(5 reviews)

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

Gilford

8% off
AU$6,580
for 7 nights, 1 home
AU$940 per night
includes taxes & fees
Fabulous 4BR house mountain & Lake Views, in lovely Gilford
Exterior
Pool
Living area
Property grounds
Exceptional
(10 reviews)

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

Laconia

7% off
AU$2,171
for 7 nights, 1 home
AU$310 per night
includes taxes & fees
4-Season Lake Winni Townhome + Dock, Pool, Hiking + Slopes + Sleeps 7
Private kitchen
Exterior
Property grounds
Living area
Exceptional
(24 reviews)

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

Gilford

8% off
AU$6,471
for 7 nights, 1 home
AU$924 per night
includes taxes & fees
Lake Winnipesaukee & Gunstock · Sleeps 14 · Fire Pit · Hot Tub from Oct
Exterior
Marina
Property grounds
Interior
Wonderful
(12 reviews)

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

Laconia

8% off
AU$3,078
for 7 nights, 1 apartment
AU$440 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
AU$3,790
for 7 nights, 1 home
AU$541 per night
includes taxes & fees
Cozy 4-Season Chalet + Lake Winni + Gunstock + Free Breakfast · Sleeps 8
Dining
Exterior
Living area
Interior
Exceptional
(53 reviews)

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

Meredith

8% off
AU$2,774
for 7 nights, 1 home
AU$396 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

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 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 Jolly Island holiday homes with parking?
Stayz 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 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 Jolly Island holiday home booking on Stayz?
To find Jolly Island 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 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 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 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 Stayz 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. Stayz offers something for every taste and budget, from affordable homes in Jolly Island 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.

More holiday ideas