Jolly Island Vacation Rentals from CA $173: Short-Term Rentals for 2025

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

Cold Spring Resort : This vacation home rental near Jolly Island is located in the mountains and has an outdoor pool, a fireplace, 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. You can relax into your vacation with an outdoor tennis court and a spa tub.

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Vacation Rentals in Jolly Island

"The property is 20 minutes from Waterville Valley resort. It is quiet and makes a good base for winter activities. The kitchen is well stocked for cooking. The indoor pool, hot tub and games are great for families."

CA $259 total

includes taxes & fees

Feb 26 - Feb 27

"This home was a perfect setup for our family reunion ski weekend. We thoroughly enjoyed our stay. The pool was the highlight of our nights! Having 2 kitchens was great. We did have some ants come visit us in the pool kitchen everyday of our stay but it didn’t interfere with our fun. Highly recommend a stay at this property!"

"We were a group of 10 adults from several states (some friends, some family) celebrating a milestone birthday. Brian’s house fit the bill perfectly for our group. While we stayed during winter, we enjoyed the great views across the frozen lake and many of the great activities at the house (pool, ping pong, Nintendo) We spent much of our time cooking together and just visiting with each other. The kitchen was nicely stocked and there was the perfect amount of room for our group to dine...

"The house was perfect for our little family! Very warm house, fireplace worked wonderful! Beds were comfy. Towels/linens were very soft. Home was clean and layout was perfect! "

"Great location. Looking to go back in the fall "

"The house was clean and comfortable. It was roomy. The views were great. The owners were helpful and friendly. We would stay here again. "

"Easy check in. Very clean. Comfortable beds. Quiet (off season). Close to lake, shopping, and entertainment opportunities. "

"Overall, I thought the property was excellent, and the property was chosen for an SNHU commencement weekend. It was clear the property was recently renovated, and the downstairs sitting area provided the most space since the weather was rainy and windy. Despite clear instructions on the heating units, it was a little tricky to get the heat running but once we did the bedrooms seemed to be 5 plus degrees hotter than the common sitting areas. We did encounter some ants in the kitchen and I and...

"We really enjoyed our stay. The condo was comfortable, clean, had everything you needed and was in a great location. We enjoyed walking across the street to the lake and up the hill to go the concert next door. We were also a short drive from Weirs Beach. We had great communication and hope to stay there again."

"Great location, beautiful house , we were a bit upset that the outside hot tub was not available even though it was listed as part of the amenities."

"The property is very nice, super spacious, clean and has everything we need! Nice and quiet. Exactly what we looking for to relax."

"This cottage was in a very convenient location for hiking the NH peaks. I stayed for two weeks, and felt very homey in the cabin."

CA $478 total

includes taxes & fees

Feb 3 - Feb 4

"One of the best rentals I’ve stayed in. A great host who shows they care with an accurately labeled space, plenty of info on the surrounding area, and accommodating communication. I can’t say enough good things about this property, and will definitely consider a return to this cute cabin.Thanks for the stay!"

"Cottage was quaint, clean, charming —exactly as describe. Easily walkable to shops and the lake. Sharon was quick to respond and easy to communicate with— very attentive."

"The property is amazing Great place for a large family or groups of friends Amenities great Soooo much space and yet feels cozy Clean!! Will definitely stay again Communication and responsiveness with owner great as well AWESOME AWESOME AWESOME thanks for letting us stay in your home!"

"We recently stayed at this cottage, along with 2 other rentals, for our annual Sisters Weekend. This cottage was clean, cozy, and exactly as described in the description. One of my sisters said, "It was instantly like feeling at home and comfy". We all felt the same way. Josh was very quick to respond to all of my questions. We absolutely plan to come back! Thanks for having us, Josh!! It was a great weekend!"

CA $434 total

includes taxes & fees

Feb 3 - Feb 4

"We had a great week with our kids and grandkids! Plenty of sleeping areas, and large living space for all 12 of us. We would have liked to have a bigger (flatter) lawn area for outdoor games, but the lake certainly made up for it. Host was attentive and responsive. We would stay here again. "

"Had a fun weekend with friends and Family. The house had everything that we need. The views are amazing. Thank you Joshua for hosting us. "

"The property was just perfect for my parent’s 30th anniversary getaway!! It had everything they needed, and being right on the lake made everything well worth it. Thank you to the team at Vacanza for the great stay!!"

CA $344 total

includes taxes & fees

Feb 3 - Feb 4

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"A lot of junk around the outskirts of the building. Also the entrance was hard to find and the water in the shower at the lodge not hot. Otherwise a very nice funky place to stay and dine. "

CA $195 total

includes taxes & fees

Feb 5 - Feb 6

"The property was well maintained. Our toilet sidnt fluah correctly and with 1 call to the front desk they had someone there to replace thw toilet within minutes."

CA $289 total

includes taxes & fees

Feb 3 - Feb 4

"3rd time in this place. A gem"

CA $292 total

includes taxes & fees

Feb 23 - Feb 24

Find out more about Jolly Island

Everything you need to know about Jolly Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Jolly Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Jolly Island vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jolly Island vacation rentals we have selected for you start as low as CA $173 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 vacation 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 vacation.

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.

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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 Resort: This vacation home rental near Jolly Island is located in the mountains and has an outdoor pool, a fireplace, 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. You can relax into your vacation with an outdoor tennis court and a spa 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 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.

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Jolly Island Vacation Rentals

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Vacation Rentals in Jolly Island

Cold Spring Resort

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

Ultimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets

Cozy, Pet-Friendly Escape Near Lake & Mountains

Cozy A-frame Cabin- Walk to Hills pond/Sunset lake- 20 mins to gunstock

4Bedrm Sleeps 12 Winnipesaukee Waterfront gradual sandy sloped shoreline Pets OK

The view-Enjoy Lake Winni both on & off the water-outdoor enthusiasts dream

Newly Renovated Condo, minutes from Weirs Beach, Concert Venue and Ski Mountain!

Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock

Stay at Gilford Resort/Ski Gunstock/ 10 min. Drive to Gunstock

Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room

Family Friendly Rustic Newly Renovated Cabin Abutting The White Lake State Park.

White Mountain Cozy Cottage with Touch of Modern

Close to downtown Meredith & lake Winnipesaukee on 13 secluded acres, Mt. views

Custom Cottage Historic Meredith Village,walk to restaurants, shops Dog welcome

Lake Winnipesaukee, Weirs Beach, Funspot, Gunstock

Josh’s Campton Cottage by the Pemi River in the White Mountains!

Spacious New Hampshire mountain waterfront get away house. Boats & private docks

My Mountainside Mansion in Waterville Estates!🏔☀️🏊‍♀️⛷

Perfect Modern Lake Front Retreat with Dock! Sleeps 4

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

The Common Man Inn & Spa

Steele Hill Resorts

Mill Falls at the Lake

Find out more about Jolly Island

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Frequently asked questions