Jolly Island Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Jolly Island holiday rentals

A rooftop deck with outdoor furniture, a pool, and a view of the surrounding area.

1. Inviting 1BR Lakeview 2nd-Floor - Balcony

Inviting 1BR Lakeview 2nd-Floor - Balcony
Gilford
8.4 out of 10, Very good, (17 reviews)
"Everything was just as listed, full amenities and cleanliness."
United States
John C.
The price is AU$396
includes taxes & fees
18 Nov - 19 Nov
Inviting 1BR Lakeview 2nd-Floor - Balcony
A beach with a green picnic table in the foreground, a calm lake, and a forested shoreline with mountains in the background.

2. 1 Bedroom Lake Winnipesaukee Condo

1 Bedroom Lake Winnipesaukee Condo
Gilford
9.6 out of 10, Exceptional, (32 reviews)
"Great experience"
United States
Radu
The price is AU$381
includes taxes & fees
15 Nov - 16 Nov
1 Bedroom Lake Winnipesaukee Condo
A spacious lounge area with a brick floor, wooden furniture, and a ceiling fan.

3. Cedar Lodge Room 2 Queen Beds & Private Balcony

Cedar Lodge Room 2 Queen Beds & Private Balcony
Weirs Beach
The price is AU$329
includes taxes & fees
15 Nov - 16 Nov
Cedar Lodge Room 2 Queen Beds & Private Balcony
A swimming pool with lounge chairs and a small building with a garage.

4. Cedar Lodge Room-Private Balcony Close to Weirs!

Cedar Lodge Room-Private Balcony Close to Weirs!
Weirs Beach
9.6 out of 10, Exceptional, (5 reviews)
"Very clean, quiet and good location to points of interest. Nice beds!!"
United States
Deborah J.
Cedar Lodge Room-Private Balcony Close to Weirs!
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and greenery.

5. Weirs beach retreat

Weirs beach retreat
Weirs Beach
9.8 out of 10, Exceptional, (8 reviews)
"Just a minutes drive to the waterfront and shops. Great location "
United States
Wayne W.
The price is AU$393
includes taxes & fees
15 Nov - 16 Nov
Weirs beach retreat
A spacious lounge area with a brick floor, wooden furniture, and a ceiling fan.

6. Cedar Lodge Condo w/ Loft and private balcony

Cedar Lodge Condo w/ Loft and private balcony
Weirs Beach
10.0 out of 10, Exceptional, (1 review)
"Had an incredible stay for a Father/Son overnight trip to Laconia. The property was clean, incredibly safe, quiet and relaxing, the amenities were very nice and perfect for a vacation of any length. Perfect for family trips, couples getaways, solo adventures and friend getaways. This property is close to anything you want to do in that area. Has a nice pool, basketball, firepit, BBQ spots, places to relax and enjoy your drink or coffee to watch the sunset over the lake or sit under the starry...
United States
Steven F.
The price is AU$329
includes taxes & fees
18 Nov - 19 Nov
Cedar Lodge Condo w/ Loft and private balcony
A beach with boats, a sandy shore, and a clear sky.

7. Newly Renovated June 2026 2BR/2BA Laconia Condo with AC & WiFi

Newly Renovated June 2026 2BR/2BA Laconia Condo with AC & WiFi
Weirs Beach
9.6 out of 10, Exceptional, (5 reviews)
"Condo was very clean, rooms her good sized, each having a separate bathroom was ideal. Also centrally located for attending Laconia bike week. About 4 miles from Weirs beach, walking distance to Cumberland Farms. The host, Margaret, was exceptional. Would highly recommend."
United States
Darren
The price is AU$554
includes taxes & fees
24 Nov - 25 Nov
Newly Renovated June 2026 2BR/2BA Laconia Condo with AC & WiFi
A waterfall feature with a white fence, surrounded by greenery and a building with large windows.

8. Lakes Region Escape | Private Balcony Near Weirs Beach

Lakes Region Escape | Private Balcony Near Weirs Beach
Weirs Beach
10.0 out of 10, Exceptional, (1 review)
"Great location. Close to the strip"
United States
Adam C.
The price is AU$303
includes taxes & fees
16 Nov - 17 Nov
Lakes Region Escape | Private Balcony Near Weirs Beach
A spacious lounge area with a brick floor, wooden furniture, and a ceiling fan.

9. 2 Bedroom Cedar Lodge Condo w/ Loft & private balcony

2 Bedroom Cedar Lodge Condo w/ Loft & private balcony
Weirs Beach
The price is AU$391
includes taxes & fees
16 Nov - 17 Nov
2 Bedroom Cedar Lodge Condo w/ Loft & private balcony
A row of brown single-story buildings with a parking lot in front.

10. Cold Spring Plymouth Resort

Cold Spring Plymouth Resort
3.5 star property
Ashland
9.2 out of 10, Wonderful, (300 reviews)
"One of the best resort"
United States
Mehsan
The price is AU$183
includes taxes & fees
30 Nov - 1 Dec
Cold Spring Plymouth Resort
An outdoor patio with wicker furniture, a grill, and a wooden deck.

11. Cozy Studio w/king bed, close to Weirs Beach, Concerts,Lake, & Gunstock Mountain

Cozy Studio w/king bed, close to Weirs Beach, Concerts,Lake, & Gunstock Mountain
Laconia
10.0 out of 10, Exceptional, (35 reviews)
"Easy process and great location"
United States
Daniel
The price is AU$474
includes taxes & fees
19 Nov - 20 Nov
Cozy Studio w/king bed, close to Weirs Beach, Concerts,Lake, & Gunstock Mountain
A beach with picnic tables and lounge chairs, a stone wall, and a view of the lake and distant mountains.

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

Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
Gilford
9.8 out of 10, Exceptional, (35 reviews)
"Great location, specially for concerts or enjoying the beach. Some road noise."
United States
Estuardo
The price is AU$365
includes taxes & fees
5 Dec - 6 Dec
Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
A covered porch with wicker furniture, overlooking a street with houses and a road.

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

Meredith Bay - Brand New 1st Floor Apartment In Private Home
Meredith
10.0 out of 10, Exceptional, (53 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.
The price is AU$417
includes taxes & fees
17 Nov - 18 Nov
Meredith Bay - Brand New 1st Floor Apartment In Private Home
A patio area with Adirondack chairs, a fire pit, and a covered seating area with umbrellas.

14. Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard

Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
Wolfeboro
9.6 out of 10, Exceptional, (14 reviews)
"Great place "
United States
Anonymous traveller
The price is AU$256
includes taxes & fees
22 Nov - 23 Nov
Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
A covered porch with wicker furniture, overlooking a street with houses and a road.

15. Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home

Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home
Meredith
10.0 out of 10, Exceptional, (177 reviews)
"We loved our stay. Very clean and in a great location in Meredith."
United States
Rebecca R.
The price is AU$448
includes taxes & fees
17 Nov - 18 Nov
Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home
A cabin with a deck, a fire pit, and outdoor seating.

16. Cozy, Pet-Friendly Escape Near Lake & Mountains

Cozy, Pet-Friendly Escape Near Lake & Mountains
Gilford
10.0 out of 10, Exceptional, (49 reviews)
"Nice quiet get away spot but close to fun opportunities!"
United States
Janet M.
The price is AU$578
includes taxes & fees
17 Nov - 18 Nov
Cozy, Pet-Friendly Escape Near Lake & Mountains
A patio area with Adirondack chairs, a fire pit, and a covered seating area with umbrellas.

17. Cottage 7 - Year Round - Pet Friendly $50 Fee - Stand Alone 1 Bedroom / 1 Bath

Cottage 7 - Year Round - Pet Friendly $50 Fee - Stand Alone 1 Bedroom / 1 Bath
Wolfeboro
9.0 out of 10, Wonderful, (8 reviews)
"Great location & comfortable! "
United States
Jeanine L.
The price is AU$250
includes taxes & fees
15 Nov - 16 Nov
Cottage 7 - Year Round - Pet Friendly $50 Fee - Stand Alone 1 Bedroom / 1 Bath
A waterfall feature with a white fence, surrounded by greenery and a building with large windows.

18. Ground-Floor Lakes Region Getaway | Patio Near Weirs Beach

Ground-Floor Lakes Region Getaway | Patio Near Weirs Beach
Weirs Beach
10.0 out of 10, Exceptional, (3 reviews)
"Good location with clean and comfortable beds. Thx!"
United States
Phil C.
The price is AU$303
includes taxes & fees
22 Nov - 23 Nov
Ground-Floor Lakes Region Getaway | Patio Near Weirs Beach
A beach with lounge chairs and a green towel on one.

19. Lake Winni Waterfront Condo

Lake Winni Waterfront Condo
Gilford
9.8 out of 10, Exceptional, (8 reviews)
"Beautiful spot! Walked to the Bank of NH venue for concert. Lake is beautiful. Beds are comfortable. Places adorable everything you need."
United States
Julie Larrivee P.
The price is AU$521
includes taxes & fees
15 Nov - 16 Nov
Lake Winni Waterfront Condo
A room with a wooden staircase, a sofa with a 'together' pillow, a small table, and a lamp.

20. 10 Min Walk to Lake w/Private HOT TUB & patio!

10 Min Walk to Lake w/Private HOT TUB & patio!
Laconia
8.0 out of 10, Very good, (1 review)
"Visited family and had a great time Hot tub was great, thank you."
United States
Susan B.
The price is AU$425
includes taxes & fees
15 Nov - 16 Nov
10 Min Walk to Lake w/Private HOT TUB & patio!
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.
View all properties

Find holiday rentals that suit your style

Apartment image
Apartments
Apartments
apart-hotel image
Aparthotels
Aparthotels

Top Jolly Island Hotel Reviews

A covered porch with two rocking chairs facing a sunset view.
The Ballard House Inn

The Ballard House Inn

The Ballard House Inn
Meredith

10/10 Excellent

A wonderful stay made possible by hosts extraordinaire Brian and Lynn who went out of their way to make us feel welcome and comfortable. Thank you. We will be back.
Australia
Alex
Reviewed September 20, 2016
The Ballard House Inn

Find out more about Jolly Island

Everything you need to know about Jolly Island holiday rentals

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

Jolly Island holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jolly Island holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jolly Island holiday rentals we have selected for you start as low as AU$182 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Jolly Island rentals

At Expedia, we put the best Jolly Island holiday 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 holiday.

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 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?

Stunning Waterfront Home with Boat Dock, swim, boating. Bike & skiing nearby.: This holiday home rental outside of Jolly Island is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games 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 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.