Jolly Island Vacation Rentals

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Our top choices for Jolly Island vacation rentals

Cottage with Lake Views & Access Now featuring AC Wi-FI and TV

Cottage with Lake Views & Access Now featuring AC Wi-FI and TV
Alton
9.6 out of 10, Exceptional, (13 reviews)
"Perfect for one night stay to attend concert at BNP."
United States
Christina A.
$172 nightly
The price is $187
May 25 - May 26
Total with taxes and fees
Cottage with Lake Views & Access Now featuring AC Wi-FI and TV

Newly Renovated Cottage 7 in Alton Bay

Newly Renovated Cottage 7 in Alton Bay
Alton
10.0 out of 10, Exceptional, (1 review)
"endroit magnifique,emplacement agréable avec commodité sur place et près du lac et restaurant."
Canada
Alexandra R.
$383 nightly
The price is $417
May 25 - May 26
Total with taxes and fees
Newly Renovated Cottage 7 in Alton Bay

Newly Renovated Cottage 4 in Alton Bay, NH

Newly Renovated Cottage 4 in Alton Bay, NH
Alton
9.0 out of 10, Wonderful, (4 reviews)
"Communication was amazing, check in was a delightful, the house itself was perfect "
United States
Jennifer S.
$352 nightly
The price is $383
Jun 1 - Jun 2
Total with taxes and fees
Newly Renovated Cottage 4 in Alton Bay, NH

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

Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
Alton
8.6 out of 10, Excellent, (18 reviews)
"Nice location on the lake."
United States
Mary L.
$299 nightly
The price is $324
May 26 - May 27
Total with taxes and fees
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

Wonderful studio steps from the bay w/free WiFi, kitchenette, great water views

Wonderful studio steps from the bay w/free WiFi, kitchenette, great water views
Alton
7.6 out of 10, Good, (14 reviews)
"Awesome location, nice swimming area with dock. 3 grills so there is no wait time. On property caretaker answered any questions. "
United States
Jeffrey D.
$271 nightly
The price is $294
May 26 - May 27
Total with taxes and fees
Wonderful studio steps from the bay w/free WiFi, kitchenette, great water views

Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard

Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Wolfeboro
9.6 out of 10, Exceptional, (11 reviews)
"Excellent stay"
United States
Kara
$163 nightly
The price is $177
May 27 - May 28
Total with taxes and fees
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard

Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Wolfeboro
10.0 out of 10, Exceptional, (18 reviews)
"We had the best time here, would 100% go back. Very quiet and relaxing and the hosts were great."
United States
The F.
$457 nightly
The price is $496
May 24 - May 25
Total with taxes and fees
Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Stunning Lake Views close to Weirs Beach & Gunstock

Stunning Lake Views close to Weirs Beach & Gunstock
Weirs Beach
$222 nightly
The price is $234
May 27 - May 28
Total with taxes and fees
Stunning Lake Views close to Weirs Beach & Gunstock

Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath

Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (5 reviews)
$179 nightly
The price is $194
May 27 - May 28
Total with taxes and fees
Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath

Spacious 2 Bdrm Condo Walking distance to Weirs Beach!!

Spacious 2 Bdrm Condo Walking distance to Weirs Beach!!
Weirs Beach
9.6 out of 10, Exceptional, (69 reviews)
"Great location, only 5 miles from our concert venue and off the main routes so it was quite quiet."
United States
VERNON
$341 nightly
The price is $359
May 25 - May 26
Total with taxes and fees
Spacious 2 Bdrm Condo Walking distance to Weirs Beach!!

Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock

Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock
Gilmanton
9.8 out of 10, Exceptional, (52 reviews)
$401 nightly
The price is $435
Jun 15 - Jun 16
Total with taxes and fees
Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock

Inviting condo in quiet locale with partial lake views, balcony & grilling area

Inviting condo in quiet locale with partial lake views, balcony & grilling area
Gilford
8.4 out of 10, Very Good, (17 reviews)
"Everything was just as listed, full amenities and cleanliness."
United States
John C.
$251 nightly
The price is $273
May 26 - May 27
Total with taxes and fees
Inviting condo in quiet locale with partial lake views, balcony & grilling area

Cabin in the Woods

Cabin in the Woods
Franklin
9.8 out of 10, Exceptional, (6 reviews)
"Great cozy cabin! Terrific fire pit and nice wood grain"
United States
Tyler P.
$187 nightly
The price is $203
May 26 - May 27
Total with taxes and fees
Cabin in the Woods

Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort

Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
Gilford
9.6 out of 10, Exceptional, (25 reviews)
"Perfect property for us right across from the lake Very well decorated and clean The owner was very attentive and answered every question I had! Will definitely be staying there again"
United States
Richard
$372 nightly
The price is $404
May 31 - Jun 1
Total with taxes and fees
Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort

Cozy Cabin near Tuftonboro & Lake Winnipesaukee

Cozy Cabin near Tuftonboro & Lake Winnipesaukee
Tuftonboro
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful property "
United States
Keith B.
$422 nightly
The price is $458
May 26 - May 27
Total with taxes and fees
Cozy Cabin near Tuftonboro & Lake Winnipesaukee

9 Lake Street

9 Lake Street
3.0 star property
Wolfeboro
10.0 out of 10, Exceptional, (1 review)
"Great location and wonderful space! Will definitely stay again"
United States
Roog
$246 nightly
The price is $267
May 27 - May 28
Total with taxes and fees
9 Lake Street

Gorgeous Waterfront Condo with Lake Access & Views

Gorgeous Waterfront Condo with Lake Access & Views
Tilton
9.8 out of 10, Exceptional, (38 reviews)
"Great area, lake side is beautiful, responsive host. "
United States
jamie
$276 nightly
The price is $300
May 25 - May 26
Total with taxes and fees
Gorgeous Waterfront Condo with Lake Access & Views

Cozy hotel-style suite right on the water, shared patio, free WiFi

Cozy hotel-style suite right on the water, shared patio, free WiFi
Alton
8.8 out of 10, Excellent, (17 reviews)
"One of our favorite places to stay in this area."
United States
Anthony G.
$271 nightly
The price is $294
May 26 - May 27
Total with taxes and fees
Cozy hotel-style suite right on the water, shared patio, free WiFi

Gunstock Chalet - Close to Gunstock, BNH Pavilion Concerts, and Lake Winni

Gunstock Chalet - Close to Gunstock, BNH Pavilion Concerts, and Lake Winni
Gilford
$501 nightly
The price is $544
May 26 - May 27
Total with taxes and fees
Gunstock Chalet - Close to Gunstock, BNH Pavilion Concerts, and Lake Winni

Meredith Bay - Brand New 1st Floor Apartment In Private Home

Meredith Bay - Brand New 1st Floor Apartment In Private Home
Meredith
9.8 out of 10, Exceptional, (49 reviews)
"The apartment was very comfortable and just as pictured. We had a wonderful stay! It’s a great location for walking in Meredith and an easy drive to ski at Gunstock. "
United States
Karen O.
$282 nightly
The price is $305
May 25 - May 26
Total with taxes and fees
Meredith Bay - Brand New 1st Floor Apartment In Private Home
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

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Jolly Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $160 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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, an outdoor tennis court, 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. Make the most of the hot tub in this rental home to help you unwind.

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.