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Jolly Island Vacation Rentals

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Our top choices for Jolly Island vacation rentals

A great cabin with lake views & access! Now Featuring AC/ Wi-Fi- & TV

A great cabin with lake views & access! Now Featuring AC/ Wi-Fi- & TV
Alton
9.4 out of 10, Exceptional, (13 reviews)
"great location loved the cabin it was just enough"
United States
michelle w.
The price is CA $245
CA $393 total
includes taxes & fees
Jul 21 - Jul 22
A great cabin with lake views & access! Now Featuring AC/ Wi-Fi- & TV

Newly Renovated Cottage 8 Main Street Alton Bay!

Newly Renovated Cottage 8 Main Street Alton Bay!
Alton
8.0 out of 10, Very good, (3 reviews)
" Both bedroom doors don’t close properly, which affects privacy. There’s also no mirror in the bathroom and nowhere to hang clothes, either in the bathroom or closet. The space is really best suited for two adults — our third guest had trouble sleeping comfortably. Overall, we felt the value didn’t quite match the price and description."
United States
Pedram S.
The price is CA $248
CA $483 total
includes taxes & fees
Jun 24 - Jun 25
Newly Renovated Cottage 8 Main Street Alton Bay!

Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
Alton
8.6 out of 10, Excellent, (18 reviews)
"Nice location on the lake."
United States
Mary L.
The price is CA $222
CA $483 total
includes taxes & fees
Jun 28 - Jun 29
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

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 CA $259
CA $320 total
includes taxes & fees
Jun 24 - Jun 25
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard

Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette

Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette
Alton
9.0 out of 10, Wonderful, (22 reviews)
"Great little gem given its price, location, and overall accommodations! "
United States
Kevin R.
The price is CA $192
CA $444 total
includes taxes & fees
Jun 26 - Jun 27
Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette

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

Meredith Bay - Brand New 1st Floor Apartment In Private Home
Meredith
10.0 out of 10, Exceptional, (51 reviews)
"The apartment was very comfortable and just as pictured. We had a wonderful stay! It’s a great location for walking in Meredith and an easy drive to ski at Gunstock. "
United States
Karen O.
The price is CA $331
CA $583 total
includes taxes & fees
Jun 25 - Jun 26
Meredith Bay - Brand New 1st Floor Apartment In Private Home

Gilford Laconia Condo, Parking, Pool, WiFi & BBQ

Gilford Laconia Condo, Parking, Pool, WiFi & BBQ
Laconia
9.4 out of 10, Exceptional, (3 reviews)
"Great host, clear instructions, great location and great space, view of the lake was awesome"
United States
Dave D.
The price is CA $183
CA $386 total
includes taxes & fees
Jul 5 - Jul 6
Gilford Laconia Condo, Parking, Pool, WiFi & BBQ

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 CA $109
CA $392 total
includes taxes & fees
Jun 29 - Jun 30
Inviting condo in quiet locale with partial lake views, balcony & grilling area

Cabin in the Woods

Cabin in the Woods
Franklin
9.6 out of 10, Exceptional, (8 reviews)
"Great cozy cabin! Terrific fire pit and nice wood grain"
United States
Tyler P.
The price is CA $238
CA $336 total
includes taxes & fees
Jun 24 - Jun 25
Cabin in the Woods

Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Wolfeboro
7.8 out of 10, Good, (18 reviews)
"Thanks for a great stay!"
United States
Lynne Q.
The price is CA $318
CA $533 total
includes taxes & fees
Jun 24 - Jun 25
Cozy three bedroom house located just five minutes from Lake Winnipesaukee

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 CA $296
CA $366 total
includes taxes & fees
Jun 24 - Jun 25
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard

Gunstock Chalet - Close to Gunstock, BNH Pavilion Concerts, and Lake Winni

Gunstock Chalet - Close to Gunstock, BNH Pavilion Concerts, and Lake Winni
Gilford
10.0 out of 10, Exceptional, (1 review)
"Very clean and well appointed property. Kitchen well stocked and bathrooms very nice to use. Very pleasant to just stay in and enjoy the property. We could have stayed longer. Communication was easy and quick feedback. Owners provided useful information on the area on things to do and places to go. Would definitely stay there again if in that area."
United States
Todd B.
The price is CA $382
CA $821 total
includes taxes & fees
Jun 24 - Jun 25
Gunstock Chalet - Close to Gunstock, BNH Pavilion Concerts, and Lake Winni

Best value on Newfound Lake NH 2 day min

Best value on Newfound Lake NH 2 day min
Bristol
8.8 out of 10, Excellent, (26 reviews)
"Perfect stay! Exactly as described, great little cabin and was perfect for a family weekend "
United States
Kasey C.
The price is CA $363
CA $706 total
includes taxes & fees
Jul 5 - Jul 6
Best value on Newfound Lake NH 2 day min

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort
3.5 star property
Ashland
9.2 out of 10, Wonderful, (223 reviews)
"nice place to stay while xc ski"
United States
Julia
The price is CA $245
CA $266 total
includes taxes & fees
Jul 7 - Jul 8
Cold Spring Plymouth Resort

Cozy Cabin near Tuftonboro & Lake Winnipesaukee

Cozy Cabin near Tuftonboro & Lake Winnipesaukee
Tuftonboro
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful property "
United States
Keith B.
The price is CA $316
CA $739 total
includes taxes & fees
Jun 24 - Jun 25
Cozy Cabin near Tuftonboro & Lake Winnipesaukee

Beautiful 1 bedroom condo-Lake views. Now offering monthly rental.

Beautiful 1 bedroom condo-Lake views. Now offering monthly rental.
Laconia
9.6 out of 10, Exceptional, (28 reviews)
"Very friendly host and a nice place!"
United States
Brian P.
The price is CA $253
CA $535 total
includes taxes & fees
Jul 5 - Jul 6
Beautiful 1 bedroom condo-Lake views. Now offering monthly rental.

Cozy Cottage on a Lake, near Gunstock Mountain

Cozy Cottage on a Lake, near Gunstock Mountain
Gilmanton
9.6 out of 10, Exceptional, (4 reviews)
"We had a wonderful time during our stay. The cottage was in a great location, exactly as advertised, and spotlessly clean. The hot tub was great. Can’t think of a single thing we’d change. Would love to come back again during the summer months."
United States
Dawn P.
The price is CA $242
CA $560 total
includes taxes & fees
Jun 25 - Jun 26
Cozy Cottage on a Lake, near Gunstock Mountain

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 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 CA $437
CA $846 total
includes taxes & fees
Jun 24 - Jun 25
Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Cozy condo with WiFi, fitness room in enjoyable Laconia

Cozy condo with WiFi, fitness room in enjoyable Laconia
Weirs Beach
9.4 out of 10, Exceptional, (8 reviews)
"The condo was clean and much larger than expected! We had a wonderful stay! "
United States
Beth M.
Cozy condo with WiFi, fitness room in enjoyable Laconia

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 CA $270
CA $644 total
includes taxes & fees
Jun 30 - Jul 1
Newly Renovated Cottage 4 in Alton Bay, NH
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Jolly Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 Weirs Beach.

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.