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Top Holiday Rentals in Jolly Island

Cold Spring Plymouth Resort

3.5 star property
9.0 out of 10, Wonderful, (132)
"Loved having washer and dryer in the unit"
The price is £151
includes taxes & fees
14 Aug - 15 Aug
Cold Spring Plymouth Resort

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

9.8 out of 10, Exceptional, (175)
"Fantastic stay! The house was spotless, beautifully decorated, and had all the amenities we needed for a comfortable stay. The location was perfect—close to everything yet peaceful and relaxing. The host was responsive and made the check-in process seamless. Highly recommend and would definitely stay again!"
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

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

9.4 out of 10, Exceptional, (65)
"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

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

9.8 out of 10, Exceptional, (9)
"Great place, quiet and immaculate~!"
The price is £156
includes taxes & fees
1 Sept - 2 Sept
Cabin for two with lake views & access Now featuring AC Wi-FI and TV

Perfect Modern Lake Front Retreat with Dock! Sleeps 4

9.6 out of 10, Exceptional, (21)
"Loved the dock access and location. Easy check in and out !"
The price is £319
includes taxes & fees
3 Aug - 4 Aug
Perfect Modern Lake Front Retreat with Dock! Sleeps 4

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

9.8 out of 10, Exceptional, (10)
"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

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

8.8 out of 10, Excellent, (16)
"Nice location on the lake."
The price is £240
includes taxes & fees
12 Aug - 13 Aug
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

🏖 Lake Winnipesaukee Vacation at Akwa Marina 🏖 Beach, Pool, Hot Tub, Beach Bar

10.0 out of 10, Exceptional, (52)
"House was perfect lots to do, owners were great. Highly recommend to family’s"
🏖 Lake Winnipesaukee Vacation at Akwa Marina 🏖 Beach, Pool, Hot Tub, Beach Bar

Waterfront home with wraparound deck, floating fireplace, deck, & firepit

6.8 out of 10, (27)
"Just did a little getaway with some friends place was super cute and clean cute little area. Will definitely be booking for the summer."
Waterfront home with wraparound deck, floating fireplace, deck, & firepit

Luxurious Cabin in the Woods

10.0 out of 10, Exceptional, (2)
"Very nice clean quiet and private real cozy"
The price is £178
includes taxes & fees
26 Aug - 27 Aug
Luxurious Cabin in the Woods

Gorgeous Waterfront Condo with Lake Access & Views

9.8 out of 10, Exceptional, (29)
"Clean, quiet and an amazing location. "
The price is £342
includes taxes & fees
24 Aug - 25 Aug
Gorgeous Waterfront Condo with Lake Access & Views

Cozy Cottage 2 Bedroom With Amazing View <br>

10.0 out of 10, Exceptional, (24)
"This place was just as described and just what our little group was looking for. It was clean and convenient to all the main attractions of Lake Winnepesaki. "
Cozy Cottage 2 Bedroom With Amazing View <br>

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

9.4 out of 10, Exceptional, (139)
"Everything was clean & convenient. Such a beautiful beach also! "
Misty Harbor Resort, walk to concerts at NH Bank Pavilion beach on Lake Winni.

Stunning lakefront home with private dock, deck, firepit, and lake view

9.0 out of 10, Wonderful, (18)
"We loved the lake, the firepit and the home! Had a fun family time!"
Stunning lakefront home with private dock, deck, firepit, and lake view

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

10.0 out of 10, Exceptional, (8)
"We enjoyed our time so much. My dogs roamed around and everyone was so kind and the fire pit was fantastic."
The price is £235
includes taxes & fees
26 Aug - 27 Aug
Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi

The Gnome Home Cottage located near white mountain NH

9.6 out of 10, Exceptional, (48)
"enjoyed my stay. Property was in a great location and everything was as advertised. "
The price is £232
includes taxes & fees
3 Aug - 4 Aug
The Gnome Home Cottage located near white mountain NH

Beach House on the Big Lake with 90-foot dock. Bring your boat! New listing!

10.0 out of 10, Exceptional, (1)
"Great house and location. Owner very responsive! Would stay here again. "
Beach House on the Big Lake with 90-foot dock. Bring your boat! New listing!

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

10.0 out of 10, Exceptional, (54)
"Amazing house , great location . Great for the kids "
Ultimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets

Lake Winnipesaukee Island Retreat Sandy Beach

Lake Winnipesaukee Island Retreat Sandy Beach

Cozy rustic cottage w/private shared beach on Newfound Lake & easy ski access

9.6 out of 10, Exceptional, (24)
"My family & I had a great time, the home was located perfectly within driving distance of many attractions! Thank you for sharing your home with us! "
Cozy rustic cottage w/private shared beach on Newfound Lake & easy ski access
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

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 are some of the best holiday rentals that Jolly Island has to offer?

Cold Spring Plymouth Resort: This holiday home rental outside of Jolly Island is located in the mountains, and has an outdoor pool, a fireplace and a BBQ 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 holiday with an outdoor tennis court and 1 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 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.