Jolly Island Holiday Rentals

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Our top choices for Jolly Island holiday rentals

Holiday Home in Ashland

Cold Spring Plymouth Resort
3.5 star property
9.2 out of 10, Wonderful, (187 reviews)
"We enjoy staying here, very conveniently located and comfortable."
United States
Angela
The price is NZ$187
includes taxes & fees
9 Mar - 10 Mar
Cold Spring Plymouth Resort
10.0 out of 10, Exceptional, (17 reviews)
"This is a great place to stay with a dog"
United States
David M.
The price is NZ$308
includes taxes & fees
25 Feb - 26 Feb
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
10.0 out of 10, Exceptional, (17 reviews)
"Booked a summer getaway for my husband, my dog, and me. We had a great time - the house was comfortable and clean, and the location was excellent! "
United States
Laura B.
The price is NZ$891
includes taxes & fees
25 Feb - 26 Feb
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
9.6 out of 10, Exceptional, (11 reviews)
"Great property. Loved our stay and the owners were great! Definitely will book again "
United States
Marcus
The price is NZ$312
includes taxes & fees
4 Mar - 5 Mar
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
The price is NZ$1,002
includes taxes & fees
25 Feb - 26 Feb
[NEW] Cozy Cabin near Gunstock & Lake Winni
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 NZ$439
includes taxes & fees
28 Feb - 1 Mar
Inviting condo in quiet locale with partial lake views, balcony & grilling area
9.6 out of 10, Exceptional, (11 reviews)
"Beautiful place, would be amazing to stay during the summer! "
United States
Liriana
The price is NZ$568
includes taxes & fees
25 Feb - 26 Feb
Modern Waterfront Condo with Views and Lake Access
9.8 out of 10, Exceptional, (45 reviews)
"Very clean and very comfortable. Short walk to downtown made our stay perfect. "
United States
Julian G.
The price is NZ$499
includes taxes & fees
25 Feb - 26 Feb
Meredith Bay - Brand New 1st Floor Apartment In Private Home
8.0 out of 10, Very good, (17 reviews)
"Thanks for a great stay!"
United States
Lynne Q.
The price is NZ$567
includes taxes & fees
25 Feb - 26 Feb
Cozy three bedroom house located just five minutes from Lake Winnipesaukee
10.0 out of 10, Exceptional, (171 reviews)
"We loved our stay, the apartment was in the heart of town, very clean and comfortable! The hosts were very responsive and accommodating. "
United States
Erin S.
The price is NZ$503
includes taxes & fees
25 Feb - 26 Feb
Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home
9.8 out of 10, Exceptional, (37 reviews)
"Great area, lake side is beautiful, responsive host. "
United States
jamie
The price is NZ$500
includes taxes & fees
3 Mar - 4 Mar
Gorgeous Waterfront Condo with Lake Access & Views
The price is NZ$696
includes taxes & fees
25 Feb - 26 Feb
Cozy 1-Bedroom Cottage Meredith shared beach with AC
9.6 out of 10, Exceptional, (23 reviews)
"Clean,well kept,very nice decorNice location"
United States
Jeannette H.
The price is NZ$425
includes taxes & fees
9 Mar - 10 Mar
Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
9.6 out of 10, Exceptional, (15 reviews)
"Enjoyed our stay. "
United States
Ilene T.
The price is NZ$313
includes taxes & fees
2 Mar - 3 Mar
Cute Cedar Lodge Studio with Balcony & Lake Views!
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful property "
United States
Keith B.
The price is NZ$719
includes taxes & fees
25 Feb - 26 Feb
Cozy Cabin near Tuftonboro & Lake Winnipesaukee
10.0 out of 10, Exceptional, (2 reviews)
"Suxhh a beautiful and well kept home. Relaxing there was our favorite part of the trip!"
United States
Justin G.
The price is NZ$736
includes taxes & fees
25 Feb - 26 Feb
Mountainside chalet with a sauna and beautiful views near Gunstock Resort in NH!
10.0 out of 10, Exceptional, (14 reviews)
"Great location, great kitchen, great bedding"
United States
Wanaka G.
The price is NZ$1,202
includes taxes & fees
25 Feb - 26 Feb
Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!
Cute 2 Bdrm Condo walking distance to Weirs Beach

Holiday Home in Gilford

large-group mountain/lake getaway
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 NZ$1,035
includes taxes & fees
26 Feb - 27 Feb
large-group mountain/lake getaway

Holiday Home in Gilford

Idyllic Mountain and Lake Getaway
10.0 out of 10, Exceptional, (73 reviews)
"Amazing spot!"
United States
David E.
The price is NZ$1,029
includes taxes & fees
1 Mar - 2 Mar
Idyllic Mountain and Lake Getaway
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$187 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, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. You can relax into your holiday with an outdoor tennis court and 1 hot tub.

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.