Holiday Rentals in Jolly Island

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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, (177 reviews)
"The apartment was great, we enjoyed the pool, jacuzzi and sauna, and the staff were super nice!!"
United States
Jenn
The price is €94
includes taxes & fees
8 Feb - 9 Feb
Cold Spring Plymouth Resort
9.2 out of 10, Wonderful, (7 reviews)
"Property was very clean, had very comfortable beds and a wonderful view. "
United States
Crystal
The price is €144
includes taxes & fees
10 Feb - 11 Feb
Cute Lower Level Cedar Lodge Room with Balcony & Lake Views!
9.8 out of 10, Exceptional, (36 reviews)
"Great area, lake side is beautiful, responsive host. "
United States
jamie
Gorgeous Waterfront Condo with Lake Access & Views
8.0 out of 10, Very good, (12 reviews)
"Clean, comfortable and perfect location for our needs. Host is very responsive and easy to work with."
United States
Dan K.
The price is €162
includes taxes & fees
26 Jan - 27 Jan
Lake Access, Poolside Deck & Ski Nearby

Condo in Weirs Beach

Cozy Winter Escape
9.2 out of 10, Wonderful, (17 reviews)
"Perfect location for Weirs beach, the boardwalk and concert venue. "
United States
Kathleen A.
The price is €259
includes taxes & fees
19 Feb - 20 Feb
Cozy Winter Escape
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 €228
includes taxes & fees
1 Feb - 2 Feb
Inviting condo in quiet locale with partial lake views, balcony & grilling area
10.0 out of 10, Exceptional, (170 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 €256
includes taxes & fees
25 Jan - 26 Jan
Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home
The Lake View Nook - Lake Winnipesaukee
10.0 out of 10, Exceptional, (4 reviews)
"It was very cute and clean, loved the outside area and would def be back again."
United States
Anais & Zach
The price is €170
includes taxes & fees
24 Feb - 25 Feb
Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath
9.6 out of 10, Exceptional, (22 reviews)
"Great location for seeing concerts."
United States
Kevin Y.
The price is €216
includes taxes & fees
2 Feb - 3 Feb
Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
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.
Meredith Bay - Brand New 1st Floor Apartment In Private Home
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 €390
includes taxes & fees
4 Feb - 5 Feb
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
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 €355
includes taxes & fees
5 Feb - 6 Feb
Mountainside chalet with a sauna and beautiful views near Gunstock Resort in NH!
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 €176
includes taxes & fees
22 Feb - 23 Feb
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
10.0 out of 10, Exceptional, (6 reviews)
"The condo was clean and much larger than expected! We had a wonderful stay! "
United States
Beth M.
The price is €285
includes taxes & fees
4 Feb - 5 Feb
Cozy condo with WiFi, fitness room in enjoyable Laconia
9.6 out of 10, Exceptional, (69 reviews)
"We had a great stay and would come back again!! The condo is a perfect size for a small family. The beds are comfortable, it’s great to have 2 bathrooms and the living space was perfect as well. Loved the location, so close to Weirs Beach attractions! Thanks for a memorable trip! "
United States
Christine V.
The price is €259
includes taxes & fees
23 Feb - 24 Feb
Spacious 2 Bdrm Condo Walking distance to Weirs Beach!!
6.0 out of 10, (1 review)
"The ad said the camper was nearly new, which it was not. We had a time to meet Jake, but he came and left early so we didn't get an intro. It was okay cleanliness wise, except the refrigerator was gross, and the shower curtain had dead bugs wrapped up in it. The cabinets were all very full, so we didn't have any place to put our food without moving stuff around. Then we had ants. The bed was very comfortable. We slept great. This is what we wanted it for, so wasn't disappointed in that. We used...
United States
Cathy M.
The price is €400
includes taxes & fees
25 Jan - 26 Jan
Fully stocked camper with delivery/setup to your favorite campground/cabin/event
9.6 out of 10, Exceptional, (15 reviews)
"Enjoyed our stay. "
United States
Ilene T.
The price is €144
includes taxes & fees
10 Feb - 11 Feb
Cute Cedar Lodge Studio with Balcony & Lake Views!
9.0 out of 10, Wonderful, (2 reviews)
"We had a great time. Loved the cabin super cute. Neighborhood & neighbors very nice. The lake & private beaches were great. We enjoyed the hot tub & fire pit. I brought a few games, but you had a nice selection as well. Kitchen was very nice with everything we needed for some nice big breakfasts to start our day. We did run into a bit of a problem with the water running out. During showers, but we worked through it. Over all it was a great place. Thank you. Kim, Steve,Brianna,Cam & Brody "
United States
kim M.
The price is €339
includes taxes & fees
25 Jan - 26 Jan
Cozy Cottage on a Lake, near Gunstock Mountain
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful property "
United States
Keith B.
The price is €371
includes taxes & fees
26 Jan - 27 Jan
Cozy Cabin near Tuftonboro & Lake Winnipesaukee
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, apart-hotels, 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 €94 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.