Jolly Island Holiday Rentals

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Our top choices for Jolly Island holiday rentals

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, (11 reviews)
"Excellent stay"
United States
Kara
The price is AU$258
includes taxes & fees
31 Mar - 1 Apr
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard

Inviting condo in quiet locale with partial lake views, balcony & grilling area

Inviting condo in quiet locale with partial lake views, balcony & grilling area
Gilford
8.4 out of 10, Very good, (17 reviews)
"Everything was just as listed, full amenities and cleanliness."
United States
John C.
The price is AU$387
includes taxes & fees
31 Mar - 1 Apr
Inviting condo in quiet locale with partial lake views, balcony & grilling area

Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath

Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (5 reviews)
"It was very cute and clean, loved the outside area and would def be back again."
United States
Anais & Zach
The price is AU$250
includes taxes & fees
1 Apr - 2 Apr
Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath

Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit

Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit
Gilmanton
9.6 out of 10, Exceptional, (34 reviews)
"This was perfect for me... my daughter lives 2 streets over and just had her first baby... I was close enough to make dinner and help her daily without be under her toes! I did bring my pup and loved that there was a leash in the back yard for him. Host quickly answered any questions I had... will definitely rent again!"
United States
Jane I.
The price is AU$498
includes taxes & fees
31 Mar - 1 Apr
Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit

Gorgeous Waterfront Condo with Lake Access & Views

Gorgeous Waterfront Condo with Lake Access & Views
Tilton
9.8 out of 10, Exceptional, (38 reviews)
"The condo well stocked with everything you would need for a weekend stay and was very clean. I had a problem with the fireplace and the host reposted super quickly. View of the lake is great. "
United States
Justine P.
The price is AU$434
includes taxes & fees
31 Mar - 1 Apr
Gorgeous Waterfront Condo with Lake Access & Views

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, (18 reviews)
"We had the best time here, would 100% go back. Very quiet and relaxing and the hosts were great."
United States
The F.
The price is AU$786
includes taxes & fees
31 Mar - 1 Apr
Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Modern Waterfront Condo with Views and Lake Access

Modern Waterfront Condo with Views and Lake Access
Tilton
9.6 out of 10, Exceptional, (11 reviews)
"Beautiful place, would be amazing to stay during the summer! "
United States
Liriana
The price is AU$502
includes taxes & fees
31 Mar - 1 Apr
Modern Waterfront Condo with Views and Lake Access

Stunning Lake Views close to Weirs Beach & Gunstock

Stunning Lake Views close to Weirs Beach & Gunstock
Weirs Beach
The price is AU$301
includes taxes & fees
1 Apr - 2 Apr
Stunning Lake Views close to Weirs Beach & Gunstock

Cabin in the Woods

Cabin in the Woods
Franklin
9.8 out of 10, Exceptional, (6 reviews)
"Great cozy cabin! Terrific fire pit and nice wood grain"
United States
Tyler P.
The price is AU$348
includes taxes & fees
15 Apr - 16 Apr
Cabin in the Woods

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

Meredith Bay - Brand New 1st Floor Apartment In Private Home
Meredith
9.8 out of 10, Exceptional, (47 reviews)
"Very clean and very comfortable. Short walk to downtown made our stay perfect. "
United States
Julian G.
The price is AU$418
includes taxes & fees
1 Apr - 2 Apr
Meredith Bay - Brand New 1st Floor Apartment In Private Home

[NEW] Cozy Cabin near Gunstock & Lake Winni

[NEW] Cozy Cabin near Gunstock & Lake Winni
Gilford
10.0 out of 10, Exceptional, (1 review)
"Great spot, especially for skiing at Gunstock. Very clean and comfortable. Host was available and responsive. Will definitely be coming back!"
United States
David H.
The price is AU$815
includes taxes & fees
31 Mar - 1 Apr
[NEW] Cozy Cabin near Gunstock & Lake Winni

Perfect Modern Lake Front Retreat with Dock! Sleeps 4

Perfect Modern Lake Front Retreat with Dock! Sleeps 4
Alton
9.4 out of 10, Exceptional, (25 reviews)
"Great visit and property as described! Clean, all inclusive, and would recommend. View was beautiful and had a wonderful time."
United States
Catherine M.
The price is AU$529
includes taxes & fees
12 Apr - 13 Apr
Perfect Modern Lake Front Retreat with Dock! Sleeps 4

Cute Cedar Lodge Studio with Balcony & Lake Views!

Cute Cedar Lodge Studio with Balcony & Lake Views!
Weirs Beach
9.6 out of 10, Exceptional, (15 reviews)
"Enjoyed our stay. "
United States
Ilene T.
The price is AU$282
includes taxes & fees
6 Apr - 7 Apr
Cute Cedar Lodge Studio with Balcony & Lake Views!

large-group mountain/lake getaway

large-group mountain/lake getaway
Gilford
9.6 out of 10, Exceptional, (18 reviews)
"We were very pleased with accommodations. We are 4 adults and the house had everything we needed for our visit. The beds were comfortable and the house was very clean. All communication with the host was answered quickly."
United States
Ruth R.
The price is AU$914
includes taxes & fees
3 Apr - 4 Apr
large-group mountain/lake getaway

Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Wolfeboro
8.0 out of 10, Very good, (17 reviews)
"Thanks for a great stay!"
United States
Lynne Q.
The price is AU$506
includes taxes & fees
31 Mar - 1 Apr
Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home

Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home
Meredith
10.0 out of 10, Exceptional, (171 reviews)
"We loved our stay. Very clean and in a great location in Meredith."
United States
Rebecca R.
The price is AU$445
includes taxes & fees
31 Mar - 1 Apr
Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort
3.5 star property
Ashland
9.2 out of 10, Wonderful, (202 reviews)
"Clean and comfortable rooms, friendly staff "
United States
laura
The price is AU$209
includes taxes & fees
13 Apr - 14 Apr
Cold Spring Plymouth Resort

Cedar Lodge Room 2 Queen Beds & Private Balcony

Cedar Lodge Room 2 Queen Beds & Private Balcony
Weirs Beach
The price is AU$298
includes taxes & fees
31 Mar - 1 Apr
Cedar Lodge Room 2 Queen Beds & Private Balcony

Cozy Cabin near Tuftonboro & Lake Winnipesaukee

Cozy Cabin near Tuftonboro & Lake Winnipesaukee
Tuftonboro
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful property "
United States
Keith B.
The price is AU$614
includes taxes & fees
31 Mar - 1 Apr
Cozy Cabin near Tuftonboro & Lake Winnipesaukee

Lake Access + Kayaks + Arcade + Bike Path + Deck

Lake Access + Kayaks + Arcade + Bike Path + Deck
Wolfeboro
10.0 out of 10, Exceptional, (3 reviews)
"What you see is what you get and that's a very good thing!"
United States
john a.
The price is AU$485
includes taxes & fees
31 Mar - 1 Apr
Lake Access + Kayaks + Arcade + Bike Path + Deck
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 favourite 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 depend 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 AU$209 per night. Entering your travel dates in the search wizard might find you 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 Weirs Beach.

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.