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Jolly Island Holiday Rentals

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Our top choices for Jolly Island holiday rentals

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort
3.5 star property
Ashland
9.2 out of 10, Wonderful, (228 reviews)
"nice place to stay while xc ski"
United States
Julia
The price is NZ$346
includes taxes & fees
30 July - 31 July
Cold Spring Plymouth Resort

Cozy Tuftonboro Escape: Steps to Private Beaches!

Cozy Tuftonboro Escape: Steps to Private Beaches!
3.0 star property
Tuftonboro
10.0 out of 10, Exceptional, (1 review)
"We’ll kept "
United States
Denise
Cozy Tuftonboro Escape: Steps to Private Beaches!

Cozy, Pet-Friendly Escape Near Lake & Mountains

Cozy, Pet-Friendly Escape Near Lake & Mountains
Gilford
10.0 out of 10, Exceptional, (43 reviews)
"Really cozy and clean home. Hosts were wonderful too. "
United States
jacqueline S.
The price is NZ$1,013
includes taxes & fees
16 July - 17 July
Cozy, Pet-Friendly Escape Near Lake & Mountains

Newly Renovated Cottage 7 in Alton Bay

Newly Renovated Cottage 7 in Alton Bay
Alton
10.0 out of 10, Exceptional, (2 reviews)
"Host was responsive and the property was just close enough to enjoy laconia without a huge price premium. Its a simple cabin, but it did what we needed it to do. Gravel parking lot is not the best for motorcycles if i had to leave constructive feedback. Would rent again."
United States
fred j.
The price is NZ$943
includes taxes & fees
23 July - 24 July
Newly Renovated Cottage 7 in Alton Bay

Lakes Region Cozy Camp in Shellcamp

Lakes Region Cozy Camp in Shellcamp
Gilmanton
9.8 out of 10, Exceptional, (22 reviews)
"Excellent location and condition of the cabin"
United States
George J.
The price is NZ$605
includes taxes & fees
19 July - 20 July
Lakes Region Cozy Camp in Shellcamp

Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Wolfeboro
10.0 out of 10, Exceptional, (19 reviews)
"We had a wonderful stay at Grandma’s with our two little boys and dog. It was clean, cozy and a perfect location for our weekend ice fishing trip! We enjoyed walking the rail trail, watching ducks by the dock, passing snowmobiles, and playing puzzles/games. Highly recommend for a family getaway. We would definitely stay again."
United States
Nicole C.
The price is NZ$1,071
includes taxes & fees
23 July - 24 July
Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard

Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
Wolfeboro
10.0 out of 10, Exceptional, (19 reviews)
"This is a great place to stay with a dog"
United States
David M.
The price is NZ$464
includes taxes & fees
15 July - 16 July
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard

9 Lake Street

9 Lake Street
3.0 star property
Wolfeboro
10.0 out of 10, Exceptional, (1 review)
"Great location and wonderful space! Will definitely stay again"
United States
Roog
The price is NZ$1,004
includes taxes & fees
12 Aug - 13 Aug
9 Lake Street

1 Bedroom Lake Winnipesaukee Condo

1 Bedroom Lake Winnipesaukee Condo
Gilford
9.6 out of 10, Exceptional, (29 reviews)
"Great experience"
United States
Radu
The price is NZ$980
includes taxes & fees
16 July - 17 July
1 Bedroom Lake Winnipesaukee Condo

Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock

Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock
Gilmanton
9.8 out of 10, Exceptional, (60 reviews)
"Great place! "
United States
Taylor B.
The price is NZ$916
includes taxes & fees
18 July - 19 July
Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock

New Charming Chalet with Lake Winni Views

New Charming Chalet with Lake Winni Views
Alton
9.6 out of 10, Exceptional, (4 reviews)
"Great house with a great location. Super responsive and having a slip to use makes the location perfect. "
United States
Ryan D.
The price is NZ$1,397
includes taxes & fees
16 July - 17 July
New Charming Chalet with Lake Winni Views

2 Mi to Winnipesaukee Shores: Gunstock Retreat

2 Mi to Winnipesaukee Shores: Gunstock Retreat
3.0 star property
Gilford
The price is NZ$1,665
includes taxes & fees
16 July - 17 July
2 Mi to Winnipesaukee Shores: Gunstock Retreat

Private Pond Cabin with Lake Access & Fire Pit

Private Pond Cabin with Lake Access & Fire Pit
Tuftonboro
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful property "
United States
Keith B.
The price is NZ$1,054
includes taxes & fees
16 July - 17 July
Private Pond Cabin with Lake Access & Fire Pit

Newly Renovated Cottage 4 in Alton Bay, NH

Newly Renovated Cottage 4 in Alton Bay, NH
Alton
9.0 out of 10, Wonderful, (4 reviews)
"Communication was amazing, check in was a delightful, the house itself was perfect "
United States
Jennifer S.
The price is NZ$854
includes taxes & fees
21 July - 22 July
Newly Renovated Cottage 4 in Alton Bay, NH

The Hideaway, lake views & access sleeps 8 Now featuring AC Wi-FI and TV

The Hideaway, lake views & access sleeps 8 Now featuring AC Wi-FI and TV
Alton
9.6 out of 10, Exceptional, (16 reviews)
"Great place loved the bikes and campfire area"
United States
Desiree S.
The price is NZ$1,081
includes taxes & fees
5 Aug - 6 Aug
The Hideaway, lake views & access sleeps 8 Now featuring AC Wi-FI and TV

Waterfront with Kayaks, Pool Table, Fire Pit, and Pergola. Downtown area

Waterfront with Kayaks, Pool Table, Fire Pit, and Pergola. Downtown area
Downtown Laconia
9.8 out of 10, Exceptional, (37 reviews)
"Great place to stay. "
United States
Zack W.
The price is NZ$979
includes taxes & fees
16 July - 17 July
Waterfront with Kayaks, Pool Table, Fire Pit, and Pergola. Downtown area

Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard

Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Wolfeboro
9.6 out of 10, Exceptional, (12 reviews)
"Great place "
United States
Anonymous traveller
The price is NZ$584
includes taxes & fees
22 July - 23 July
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard

2 Mi to Winnipesaukee Shores: Gunstock Retreat

2 Mi to Winnipesaukee Shores: Gunstock Retreat
Gilford
9.8 out of 10, Exceptional, (16 reviews)
"Great location. Cozy and fun. "
United States
Laura J.
The price is NZ$1,652
includes taxes & fees
16 July - 17 July
2 Mi to Winnipesaukee Shores: Gunstock Retreat

Gorgeous Waterfront Condo with Lake Access & Views

Gorgeous Waterfront Condo with Lake Access & Views
Tilton
9.8 out of 10, Exceptional, (41 reviews)
"Great area, lake side is beautiful, responsive host. "
United States
jamie
The price is NZ$731
includes taxes & fees
19 July - 20 July
Gorgeous Waterfront Condo with Lake Access & Views

New Lakefront Home sleeps 14 with dock.

New Lakefront Home sleeps 14 with dock.
Alton
8.6 out of 10, Excellent, (68 reviews)
"Plenty of parking, easy check in, plenty of sleeping areas and sitting areas. "
United States
Caroline M.
The price is NZ$1,659
includes taxes & fees
15 July - 16 July
New Lakefront Home sleeps 14 with dock.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Jolly Island Hotel Reviews

Find out more about Jolly Island

Everything you need to know about Jolly Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Jolly Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Jolly Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Jolly Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jolly Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jolly Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jolly Island holiday rentals we have selected for you start as low as NZ$346 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Jolly Island rentals

At Expedia, we put the best Jolly Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Jolly Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Jolly Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jolly Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Jolly Island?

Yes, there are holiday rentals close to the most popular sights in Jolly Island, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Jolly Island has to offer?

Cold Spring Plymouth Resort: This holiday home rental outside of Jolly Island is located in the mountains, and has an outdoor pool, an outdoor tennis court and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. Make the most of Access to hot tub in this rental home to help you unwind.

What can I see and do in Jolly Island?

Explore the area and family-friendly sights such as Funspot Family Fun Center, or get out into nature at a spot like Lake Winnipesaukee. In the wider area, you’ll find Bank of New Hampshire Pavilion at Meadowbrook and Ellacoya State Park.

What are holiday rentals like in Jolly Island?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Jolly Island. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for family gatherings.