Jolly Island Vacation Rentals

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Our top choices for Jolly Island vacation rentals

Cottage with Lake Views & Access Now featuring AC Wi-FI and TV

Cottage with Lake Views & Access Now featuring AC Wi-FI and TV
Alton
9.8 out of 10, Exceptional, (12 reviews)
"Perfect for one night stay to attend concert at BNP."
United States
Christina A.
The price is CA $139
CA $255 total
includes taxes & fees
May 4 - May 5
Cottage with Lake Views & Access Now featuring AC Wi-FI and TV

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 CA $201
CA $248 total
includes taxes & fees
May 4 - May 5
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard

Newly Renovated Cottage on Main Street Alton Bay #5

Newly Renovated Cottage on Main Street Alton Bay #5
Alton
10.0 out of 10, Exceptional, (1 review)
"Great places. Quiet and quaint and close to the lake and restaurants. Will rent again "
United States
Brian B.
The price is CA $148
CA $317 total
includes taxes & fees
May 10 - May 11
Newly Renovated Cottage on Main Street Alton Bay #5

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 $175
CA $396 total
includes taxes & fees
May 4 - May 5
Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette

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 $204
CA $434 total
includes taxes & fees
May 4 - May 5
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

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, (18 reviews)
"This is a great place to stay with a dog"
United States
David M.
The price is CA $185
CA $231 total
includes taxes & fees
May 4 - May 5
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 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 CA $95
CA $361 total
includes taxes & fees
May 4 - May 5
Inviting condo in quiet locale with partial lake views, balcony & grilling area

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 CA $275
CA $471 total
includes taxes & fees
May 4 - May 5
Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Cute 2 Bdrm Condo walking distance to Weirs Beach

Cute 2 Bdrm Condo walking distance to Weirs Beach
Weirs Beach
The price is CA $142
CA $387 total
includes taxes & fees
May 4 - May 5
Cute 2 Bdrm Condo walking distance to Weirs Beach

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 CA $408
CA $833 total
includes taxes & fees
May 4 - May 5
Grandmas Cottage on the River and the Rail Trail in Wolfeboro

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 CA $228
CA $323 total
includes taxes & fees
May 4 - May 5
Cabin in the Woods

Cozy hotel-style suite right on the water, shared patio, free WiFi

Cozy hotel-style suite right on the water, shared patio, free WiFi
Alton
8.8 out of 10, Excellent, (17 reviews)
"One of our favorite places to stay in this area."
United States
Anthony G.
The price is CA $175
CA $396 total
includes taxes & fees
May 4 - May 5
Cozy hotel-style suite right on the water, shared patio, free WiFi

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 $166
CA $500 total
includes taxes & fees
May 19 - May 20
Newly Renovated Cottage 4 in Alton Bay, NH

2 Bdrm Condo walking distance to Weirs Beach and much more!!

2 Bdrm Condo walking distance to Weirs Beach and much more!!
Weirs Beach
9.6 out of 10, Exceptional, (55 reviews)
"Great location, easy and smooth stay!"
United States
Aimee M.
The price is CA $142
CA $387 total
includes taxes & fees
May 4 - May 5
2 Bdrm Condo walking distance to Weirs Beach and much more!!

Stunning Lake Views close to Weirs Beach & Gunstock

Stunning Lake Views close to Weirs Beach & Gunstock
Weirs Beach
The price is CA $117
CA $277 total
includes taxes & fees
May 5 - May 6
Stunning Lake Views close to Weirs Beach & Gunstock

9 Lake Street

9 Lake Street
3.0 star property
Wolfeboro
10.0 out of 10, Exceptional, (1 review)
"Great location and wonderful space! Will definitely stay again"
United States
Roog
The price is CA $207
CA $350 total
includes taxes & fees
May 27 - May 28
9 Lake Street

Gorgeous Waterfront Condo with Lake Access & Views

Gorgeous Waterfront Condo with Lake Access & Views
Tilton
9.8 out of 10, Exceptional, (38 reviews)
"Great area, lake side is beautiful, responsive host. "
United States
jamie
The price is CA $139
CA $408 total
includes taxes & fees
May 4 - May 5
Gorgeous Waterfront Condo with Lake Access & Views

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, (49 reviews)
"Very clean and very comfortable. Short walk to downtown made our stay perfect. "
United States
Julian G.
The price is CA $182
CA $394 total
includes taxes & fees
May 4 - May 5
Meredith Bay - Brand New 1st Floor Apartment In Private Home

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 CA $258
CA $573 total
includes taxes & fees
May 4 - May 5
Perfect Modern Lake Front Retreat with Dock! Sleeps 4

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 CA $212
CA $597 total
includes taxes & fees
May 12 - May 13
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

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 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.