Jolly Island Holiday Rentals

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Holiday Rentals in Jolly Island

Cold Spring Resort
3.5 star property
9.0 out of 10, Wonderful, (85)
"I wish I knew about the property when my kids were younger "
Cold Spring Resort
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
10.0 out of 10, Exceptional, (148)
"Pool was certainly a hit with the children. Communication with owner was excellent as well as the response to issues raised. Owners should be very proud of this gem in Gilford!"
The price is NZ$4,097
includes taxes & fees
18 Jun - 19 Jun
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
Waterfront home with wraparound deck, floating fireplace, deck, & firepit
7.0 out of 10, Good, (12)
"Other than the lack if dusting and sweeping the stay was wonderful and peacful."
Waterfront home with wraparound deck, floating fireplace, deck, & firepit
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Direct Water Access to Lake! w/ Boat Dock, Heat, AC, Cable TV & Internet
9.0 out of 10, Wonderful, (16)
"Great time."
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, Cable TV & Internet
Newly Renovated Rustic Cabin
9.8 out of 10, Exceptional, (244)
"Nicely finished home with comfortable amenities. Suggest a deep clean and updated kitchenware. Comfortable beds."
Newly Renovated Rustic Cabin
Lakefront & ski retreat with wrap-around deck, wood fireplace, & private beach
10.0 out of 10, Exceptional, (1)
Lakefront & ski retreat with wrap-around deck, wood fireplace, & private beach
Vrbo Property
7.4 out of 10, Good, (3)
"Great lake access. The house was in a good location. The house needs a little TLC."
Vrbo Property
Fully renovated, dog-friendly home with private beach access & golf nearby
8.8 out of 10, Excellent, (3)
"Outdoor deck was not safe especially the steps leading to deck. The house was clean and exactly as it appeared on site. Not enough towels or toilet paper for 7 people. We had to run out and purchase toilet paper, only 2 already opened rolls were at property. Overall a beautiful place and neighborhood. Would definitely stay again."
Fully renovated, dog-friendly home with private beach access & golf nearby
Dog-friendly home with a pool table, washer/dryer, firepit & beach access
9.0 out of 10, Wonderful, (4)
"We stayed her with our five kids and a dog. The place had a great game room set away from the living room for our three teenage boys to hang out in and be boys. The girls had the living room so plenty of space when they needed a break from each other. It was pretty expensive tho. Figured it would be nice to have toilet paper, some dishwasher tabs, paper towels...basic stuff that most vrbo homes to start out with. All in all it good stay."
Dog-friendly home with a pool table, washer/dryer, firepit & beach access
My Mountainside Mansion in Waterville Estates!🏔☀️🏊‍♀️⛷
10.0 out of 10, Exceptional, (5)
"Our group really enjoyed the large house and balcony. It was comfortable cooking in the kitchen, especially with the island for surface space. The living room library and movie selections and nearby community center was a plus as well. Josh was an excellent host."
My Mountainside Mansion in Waterville Estates!🏔☀️🏊‍♀️⛷
Dog friendly lake side cottage with private dock and community beach
10.0 out of 10, Exceptional, (1)
"We really enjoyed our stay in Belmont. I really liked their wall of sports memorabilia. We enjoyed playing darts on their dart board. Also, the next-door neighbor was super friendly to us. It was really nice."
Dog friendly lake side cottage with private dock and community beach
Studio Cottage by the Lake
9.4 out of 10, Exceptional, (27)
"Perfect for what we were doing for a weekend away boating."
Studio Cottage by the Lake
Million Dollar View of Lake Winnipesaukee!
9.8 out of 10, Exceptional, (32)
"We arrived to a clean, tidy and well appointed unit with an excellent view. The full kitchen is great for staying in, and the location near Meredith and Laconia gives plenty of dining options nearby"
Million Dollar View of Lake Winnipesaukee!
Amazing lakefront retreat with fireplace & stunning views - near skiing & golf
Amazing lakefront retreat with fireplace & stunning views - near skiing & golf
New Hampshire Getaway w/ Game Room & Lake Access
New Hampshire Getaway w/ Game Room & Lake Access
Lake Winnipesaukee, Boat Dock, Hot Tub and Game Room
10.0 out of 10, Exceptional, (2)
"Amazing house, host & location. Great proximity to Gunstock."
Lake Winnipesaukee, Boat Dock, Hot Tub and Game Room
Secluded, dog-friendly home with screened porch, firepit, fireplace & W/D
8.0 out of 10, Very good, (5)
"Older house, but great for a big group."
Secluded, dog-friendly home with screened porch, firepit, fireplace & W/D
Custom Cottage Historic Meredith Village,walk to restaurants, shops Dog welcome
10.0 out of 10, Exceptional, (139)
"My husband and I enjoyed our stay at Meredith cottage. It was a perfect location to stores and restaurants. Also, close enough to lakefront park. Area was also dog friendly. We went on plenty of walks. Will come back to visit again."
The price is NZ$1,200
includes taxes & fees
27 Jun - 28 Jun
Custom Cottage Historic Meredith Village,walk to restaurants, shops Dog welcome
White Mountain Cozy Cottage with Touch of Modern
9.8 out of 10, Exceptional, (28)
"Overall, we enjoyed our stay. We were delighted to find the beautiful Pemi River just minutes away via a short walk through the woods adjacent to the property. It was an unseasonably warm and wet winter weekend, and the driveway / parking areas were muddy, so just a bit of a warning for other guests to expect this."
The price is NZ$509
includes taxes & fees
18 Jun - 19 Jun
White Mountain Cozy Cottage with Touch of Modern
Lakeside home with water views, firepit, deck, fireplace, & W/D - dog-friendly
7.0 out of 10, Good, (2)
"Horrible infestation in the basement. A caterpillar was underneath my blanket & it’s hairs got stuck in my skin. Which caused burning, itching, hives $ prickling. My one year old also got some of the hair on him & broke out in hives. When I called customer service, the property manager never got back to me. There was no apology, no nothing. This property shouldn’t be rented out if there’s an infestation. Especially when young children are staying there. It’s been 2 days since the incident & my...
Lakeside home with water views, firepit, deck, fireplace, & W/D - dog-friendly
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See all available properties in Jolly Island
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.

Other types of properties in Jolly Island you may be interested in

Mill Falls at the Lake
3.0 star property
8.2 out of 10, Very good, (516)
"Having stayed here multiple times on the past. They have reduced the number of amenities in the rooms and past the cost of others to the guest as a resort fee. Other than these unexpected issues it's a great location with stunning views. "
The price is NZ$329
includes taxes & fees
25 Jun - 26 Jun
Mill Falls at the Lake
Fireside Inn & Suites Gilford
2.5 star property
8.8 out of 10, Excellent, (556)
"Clean easy access to the concert venue"
The price is NZ$250
includes taxes & fees
2 Jul - 3 Jul
Fireside Inn & Suites Gilford
Best Western Plus Landmark Inn
2.5 star property
7.6 out of 10, Good, (783)
"The place was fine for our one night stay to see a concert as it was convenient to the Colonial Theatre. Our TV channel changer did not work but didn't bother calling as it was late. Most of The restaurants within walking distance were closed on a Sunday evening. The bteakfast offering was average. "
The price is NZ$226
includes taxes & fees
17 Jun - 18 Jun
Best Western Plus Landmark Inn
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Jolly Island holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Jolly Island. 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 Jolly Island. 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 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 holiday 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 Jolly Island short-term rentals, that won’t be hard to do.

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 can I see and do in Jolly Island?

Explore the area and family-friendly sights such as Winnipesaukee Scenic Railroad, 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.

Recent reviews of Jolly Island properties
Expedia verified reviews