Jolly Island Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Vacation Rentals in Jolly Island

Cold Spring Plymouth Resort

3.5 star property
9.2 out of 10, Wonderful, (129)
"Excellent place to stay at a fair price. Full apartment with sitting area, kitchen and loft. Will stay again for sure."
The price is CA $226
CA $246 total
includes taxes & fees
Jul 27 - Jul 28
Cold Spring Plymouth Resort

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 CA $198
CA $330 total
includes taxes & fees
Aug 19 - Aug 20
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, (20)
"The place was quaint, modern and lovely. The views were fabulous! "
The price is CA $206
CA $383 total
includes taxes & fees
Aug 4 - Aug 5
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

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

Central modern condo studio - ~5min drive from Weirs Beach & NH Bank Pavilion.

10.0 out of 10, Exceptional, (5)
The price is CA $178
CA $389 total
includes taxes & fees
Aug 4 - Aug 5
Central modern condo studio - ~5min drive from Weirs Beach & NH Bank Pavilion.

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 CA $206
CA $428 total
includes taxes & fees
Jul 27 - Jul 28
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, (51)
"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

Luxurious Cabin in the Woods

10.0 out of 10, Exceptional, (2)
"Very nice clean quiet and private real cozy"
The price is CA $242
CA $329 total
includes taxes & fees
Aug 4 - Aug 5
Luxurious Cabin in the Woods

Gorgeous Waterfront Condo with Lake Access & Views

9.8 out of 10, Exceptional, (28)
"This was a great family vacation (with young kids). The location was perfect! The house had everything you need and the communication was excellent. We would love to come back and explore the area again!"
Gorgeous Waterfront Condo with Lake Access & Views

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 CA $220
CA $444 total
includes taxes & fees
Aug 5 - Aug 6
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, (47)
"enjoyed my stay. Property was in a great location and everything was as advertised. "
The price is CA $209
CA $402 total
includes taxes & fees
Jul 22 - Jul 23
The Gnome Home Cottage located near white mountain NH

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

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

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

New Lakefront Home sleeps 14 with dock.

8.6 out of 10, Excellent, (64)
"Overall we enjoyed our stay. The house suited us just fine, no complaints. "
The price is CA $850
CA $1,400 total
includes taxes & fees
Aug 1 - Aug 2
New Lakefront Home sleeps 14 with dock.

🌟 Unique Houseboat Experience on Lake Winnipesaukee - Harborside 🚤🌊

9.6 out of 10, Exceptional, (18)
"What a unique and fun stay! The use of the property is really the gem here, Beautiful clean property that checks all the boxes! "
The price is CA $822
CA $1,230 total
includes taxes & fees
Jul 29 - Jul 30
🌟 Unique Houseboat Experience on Lake Winnipesaukee - Harborside 🚤🌊
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Jolly Island Hotel Reviews

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.