Jolly Island Vacation Rentals

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Vacation Rentals in Jolly Island

Cold Spring Plymouth Resort

3.5 star property
9.2 out of 10, Wonderful, (141)
"We were very comfortable here!"
The price is CA $173
CA $188 total
includes taxes & fees
Sep 16 - Sep 17
Cold Spring Plymouth Resort

New Lakefront Home sleeps 14 with dock.

8.6 out of 10, Excellent, (66)
"Overall we enjoyed our stay. The house suited us just fine, no complaints. "
New Lakefront Home sleeps 14 with dock.

Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi

10.0 out of 10, Exceptional, (14)
"We enjoyed our time so much. My dogs roamed around and everyone was so kind and the fire pit was fantastic."
The price is CA $157
CA $367 total
includes taxes & fees
Sep 14 - Sep 15
Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi

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

9.8 out of 10, Exceptional, (176)
"Great property with tons of activities to keep everyone entertained. Close proximity to downtown Laconia as well as hiking. "
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location

9.2 out of 10, Wonderful, (70)
"We have been staying at this property for years and love it! Cleaning was a bit spotty, but still worth the stay!"
Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location

Stunning lakefront gem with full water view, beach access & dock

10.0 out of 10, Exceptional, (11)
"A perfect little cottage for a getaway for two, to the lake. Great experience and would happily return someday."
Stunning lakefront gem with full water view, beach access & dock

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

10.0 out of 10, Exceptional, (55)
"Had an excellent stay, would highly recommend!"
Ultimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets

Best value on Newfound Lake NH 2 day min

9.2 out of 10, Wonderful, (21)
"We had a very nice stay, plenty of room for the 5 of us!"
The price is CA $217
CA $517 total
includes taxes & fees
Sep 15 - Sep 16
Best value on Newfound Lake NH 2 day min

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

8.6 out of 10, Excellent, (17)
"Nice location on the lake."
The price is CA $207
CA $429 total
includes taxes & fees
Sep 14 - Sep 15
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

Cabin for two with lake views & access Now featuring AC Wi-FI and TV

9.8 out of 10, Exceptional, (11)
"Great place, quiet and immaculate~!"
The price is CA $141
CA $260 total
includes taxes & fees
Sep 14 - Sep 15
Cabin for two with lake views & access Now featuring AC Wi-FI and TV

Lake Wentworth - Wolfeboro, New Hampshire

9.6 out of 10, Exceptional, (88)
"Awesome place true lake-house vibe. The owner could not be more accommodating. Would 100% recommend this place. A true vacation experience"
Lake Wentworth - Wolfeboro, New Hampshire

great location weirs beach area rental

9.4 out of 10, Exceptional, (24)
"The property was exactly as it was listed, The host was great"
The price is CA $373
CA $458 total
includes taxes & fees
Sep 11 - Sep 12
great location weirs beach area rental

Luxury Tent in New Hampshire-Tail-Tuckaway

1.0 star property
10.0 out of 10, Exceptional, (2)
"Such an amazing experience, my partner and I stayed here while attending the Maine Renaissance faire in Acton (only 20 minutes away) and we couldn't have asked for a better experience! Definitely the most glamorous camping experience we've ever had haha, we can't wait to book again"
The price is CA $207
CA $256 total
includes taxes & fees
Sep 11 - Sep 12
Luxury Tent in New Hampshire-Tail-Tuckaway

Secluded cozy Waterfront - Dams Beach

9.0 out of 10, Wonderful, (44)
"Place was great for a guys bachelor weekend fishing!!!Plenty of room and amenities!! Will book again!!!"
Secluded cozy Waterfront - Dams Beach

The Ultimate Getaway at a Charming Two-Bedroom Lakeside Cottage on Winnipesaukee

10.0 out of 10, Exceptional, (15)
"Great cottage right by the lake. Host was incredibly responsive and helpful. Fun back yard for games and grilling. 5/5 would recommend a stay here!"
The Ultimate Getaway at a Charming Two-Bedroom Lakeside Cottage on Winnipesaukee

Perfect Modern Lake Front Retreat with Dock! Sleeps 4

9.6 out of 10, Exceptional, (23)
"Loved the dock access and location. Easy check in and out !"
The price is CA $316
CA $609 total
includes taxes & fees
Sep 25 - Sep 26
Perfect Modern Lake Front Retreat with Dock! Sleeps 4

Misty Harbor Resort, walk to concerts at NH Bank Pavilion beach on Lake Winni.

9.4 out of 10, Exceptional, (142)
"Everything was clean & convenient. Such a beautiful beach also! "
Misty Harbor Resort, walk to concerts at NH Bank Pavilion beach on Lake Winni.

Walk to wedding venues, shops, dining, hiking, movies, ice cream & dog friendly.

10.0 out of 10, Exceptional, (183)
"Convenient spot for wedding and very clean! Host was very communicative and great accommodations. "
Walk to wedding venues, shops, dining, hiking, movies, ice cream & dog friendly.

Direct Water Access to Lake! w/ Boat Dock, Heat, AC, TV & Internet, Sleeps 6

9.0 out of 10, Wonderful, (27)
"This lovely lake house was right in the middle of our 5 other relatives' lake houses. We have been going to this lake community for many years & staying with relatives, but we wanted to rent our own place this time. The house was very clean & well-appointed, & we really enjoyed our stay there. The brook was directly outside in back! The weather was a bit cool, so we didnt kayak or go to the beautiful beach, but that made for more family time with our 30 relatives!"
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, TV & Internet, Sleeps 6

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

9.0 out of 10, Wonderful, (21)
"Excellent"
The price is CA $178
CA $391 total
includes taxes & fees
Sep 14 - Sep 15
Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette
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

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 $141 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. 

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, 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 hot tub.

What can I see and do in Jolly Island?

Explore the area and family-friendly sights such as Kellerhaus, 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.