Jolly Island Vacation Rentals

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Check prices for these dates

In two weeks
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

Our top choices for Jolly Island vacation rentals

Terrace/patio

Cottage in Wolfeboro

Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
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 ￥23,353
￥28,961 total
includes taxes & fees
Mar 17 - Mar 18
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Marina

Cottage in Wolfeboro

Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
10.0 out of 10, Exceptional, (4 reviews)
"We had a perfect stay. Super cute cabin, clean and very comfortable.We thoroughly enjoyed or time there. Very easy process and would absolutely recommend and book again."
United States
Jessica G.
The price is ￥25,833
￥31,996 total
includes taxes & fees
Mar 15 - Mar 16
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
Pool

Condo in Gilford

Inviting condo in quiet locale with partial lake views, balcony & grilling area
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 ￥11,128
￥42,399 total
includes taxes & fees
Mar 16 - Mar 17
Inviting condo in quiet locale with partial lake views, balcony & grilling area
Interior

Cottage in Gilmanton

Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit
9.6 out of 10, Exceptional, (34 reviews)
"Nice quiet visit. Lovely to be so close to the lake!"
United States
Phyllis S.
The price is ￥24,179
￥54,348 total
includes taxes & fees
Mar 16 - Mar 17
Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit
Outdoor dining

Cottage in Wolfeboro

Grandmas Cottage on the River and the Rail Trail in Wolfeboro
10.0 out of 10, Exceptional, (18 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 ￥38,153
￥85,896 total
includes taxes & fees
Mar 17 - Mar 18
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Exterior

Condo in Tilton

Modern Waterfront Condo with Views and Lake Access
9.6 out of 10, Exceptional, (11 reviews)
"Beautiful place, would be amazing to stay during the summer! "
United States
Liriana
The price is ￥20,603
￥54,955 total
includes taxes & fees
Mar 14 - Mar 15
Modern Waterfront Condo with Views and Lake Access
Marina

Apartment in Weirs Beach

2 Bdrm Condo walking distance to Weirs Beach and much more!!
9.6 out of 10, Exceptional, (55 reviews)
"Great location, easy and smooth stay!"
United States
Aimee M.
The price is ￥15,771
￥43,881 total
includes taxes & fees
Mar 14 - Mar 15
2 Bdrm Condo walking distance to Weirs Beach and much more!!
Terrace/patio

Condo in Tilton

Gorgeous Waterfront Condo with Lake Access & Views
9.8 out of 10, Exceptional, (38 reviews)
"Great area, lake side is beautiful, responsive host. "
United States
jamie
The price is ￥16,288
￥47,168 total
includes taxes & fees
Mar 17 - Mar 18
Gorgeous Waterfront Condo with Lake Access & Views
House (1 Bedroom) | Interior

Cottage in Alton

Hiking & Snowmobile Trails On-site: Alton Retreat!
3.0 star property
The price is ￥18,599
￥40,381 total
includes taxes & fees
Mar 15 - Mar 16
Hiking & Snowmobile Trails On-site: Alton Retreat!
Sun loungers, beach towels

Condo in Gilford

Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
9.6 out of 10, Exceptional, (23 reviews)
"Clean,well kept,very nice decorNice location"
United States
Jeannette H.
The price is ￥21,346
￥41,827 total
includes taxes & fees
Apr 11 - Apr 12
Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
Terrace/patio

Vacation Home in Alton

Perfect Modern Lake Front Retreat with Dock! Sleeps 4
9.4 out of 10, Exceptional, (25 reviews)
"Great location, easy access and very clean. The only negative was the paper-thin walls or should I say neighbors that did not think of anyone else or their neighbors."
United States
Lisa D.
The price is ￥23,846
￥57,331 total
includes taxes & fees
Mar 26 - Mar 27
Perfect Modern Lake Front Retreat with Dock! Sleeps 4
Exterior

Apartment in Weirs Beach

Cute Lower Level Cedar Lodge Room with Balcony & Lake Views!
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 ￥11,891
￥30,096 total
includes taxes & fees
Mar 31 - Apr 1
Cute Lower Level Cedar Lodge Room with Balcony & Lake Views!
Table tennis

Vacation Home in Weirs Beach

Stunning Lake Views close to Weirs Beach & Gunstock
The price is ￥15,595
￥35,033 total
includes taxes & fees
Apr 13 - Apr 14
Stunning Lake Views close to Weirs Beach & Gunstock
Smart TV, fireplace

Vacation Home in Wolfeboro

Cozy three bedroom house located just five minutes from Lake Winnipesaukee
8.0 out of 10, Very Good, (17 reviews)
"Thanks for a great stay!"
United States
Lynne Q.
The price is ￥32,191
￥55,108 total
includes taxes & fees
Mar 14 - Mar 15
Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Fridge, microwave, oven, stovetop

Vacation 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 ￥24,322
￥82,964 total
includes taxes & fees
Mar 24 - Mar 25
large-group mountain/lake getaway
Outdoor dining

Vacation Home in Wolfeboro

Lake Access + Kayaks + Arcade + Bike Path + Deck
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 ￥17,487
￥51,055 total
includes taxes & fees
Mar 16 - Mar 17
Lake Access + Kayaks + Arcade + Bike Path + Deck
Deluxe Apartment, 2 Bedrooms, Kitchen | Mountain view

Vacation Home in Ashland

Cold Spring Plymouth Resort
3.5 star property
9.2 out of 10, Wonderful, (196 reviews)
"We enjoy staying here, very conveniently located and comfortable."
United States
Angela
The price is ￥21,040
￥22,829 total
includes taxes & fees
Mar 26 - Mar 27
Cold Spring Plymouth Resort
Outdoor dining

Vacation Home in Gilford

[NEW] Cozy Cabin near Gunstock & Lake Winni
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 ￥38,630
￥97,282 total
includes taxes & fees
Mar 18 - Mar 19
[NEW] Cozy Cabin near Gunstock & Lake Winni
Private kitchen

Cottage in Gilmanton

Cozy Cottage on a Lake, near Gunstock Mountain
9.4 out of 10, Exceptional, (3 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 ￥27,184
￥63,130 total
includes taxes & fees
Mar 15 - Mar 16
Cozy Cottage on a Lake, near Gunstock Mountain
Property grounds

Cottage in Meredith

Cozy 1-Bedroom Cottage Meredith shared beach with AC
The price is ￥18,949
￥67,648 total
includes taxes & fees
Mar 15 - Mar 16
Cozy 1-Bedroom Cottage Meredith shared beach with AC
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

The Common Man Inn Plymouth

The Common Man Inn Plymouth

10/10 Excellent
"Awesome service wonderful clean rooms! "
Robert 1-night trip
Posted 12 hours ago
The Common Man Inn Plymouth

Find out more about Jolly Island

Search for holiday rentals in Jolly Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Jolly Island using one of the methods below:

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Look no further and take a look at our great range of rental properties in Jolly Island!

Frequently asked questions

Can I find vacation rentals in Jolly Island?

Yes, you can find vacation rentals close to the most popular sights in Jolly Island, or you can go with a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Jolly Island?

Cold Spring Plymouth Resort: This vacation home rental near Jolly Island is located in the mountains and has an outdoor pool, an outdoor tennis court, and a barbecue grill 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 the 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 larger area, you’ll find Bank of New Hampshire Pavilion at Meadowbrook and Ellacoya State Park.

What are vacation rentals like in Jolly Island?

Vacation rentals are privately owned properties you can reserve for several days or more in Jolly Island. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for family trips or small group gatherings.