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Jolly Island Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Jolly Island vacation rentals

Pool

1. 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.
$247 nightly
The price is $268
Sep 8 - Sep 9
Total with taxes and fees
Inviting condo in quiet locale with partial lake views, balcony & grilling area
Smart TV, video games

2. Cozy condo with WiFi, fitness room in enjoyable Laconia

Cozy condo with WiFi, fitness room in enjoyable Laconia
Weirs Beach
9.4 out of 10, Exceptional, (8 reviews)
"The condo was clean and much larger than expected! We had a wonderful stay! "
United States
Beth M.
$285 nightly
The price is $309
Sep 22 - Sep 23
Total with taxes and fees
Cozy condo with WiFi, fitness room in enjoyable Laconia
Marina

3. Gilford Perfect Getaway Pool, WIFI & Free Parking

Gilford Perfect Getaway Pool, WIFI & Free Parking
Laconia
9.2 out of 10, Wonderful, (5 reviews)
"Very nice place, easily located near everything. Would definitely stay here again."
United States
Katherine B.
$223 nightly
The price is $241
Sep 16 - Sep 17
Total with taxes and fees
Gilford Perfect Getaway Pool, WIFI & Free Parking
TV, table tennis

4. Cute Cedar Lodge Studio with Balcony & Lake Views!

Cute Cedar Lodge Studio with Balcony & Lake Views!
Weirs Beach
9.2 out of 10, Wonderful, (20 reviews)
"This was my second time staying at this property and I'll continue to stay here in the future. It's comfortable and the perfect size for my needs. The location is excellent as well. "
United States
Sarah A.
$209 nightly
The price is $220
Sep 22 - Sep 23
Total with taxes and fees
Cute Cedar Lodge Studio with Balcony & Lake Views!
Sun loungers, beach towels

5. 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, (30 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
$323 nightly
The price is $350
Sep 8 - Sep 9
Total with taxes and fees
Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
Exterior

6. Cedar Lodge Room 2 Queen Beds & Private Balcony

Cedar Lodge Room 2 Queen Beds & Private Balcony
Weirs Beach
$286 nightly
The price is $304
Sep 9 - Sep 10
Total with taxes and fees
Cedar Lodge Room 2 Queen Beds & Private Balcony
Marina

7. Paugus Bay Studio Close To It All!

Paugus Bay Studio Close To It All!
Gilford
7.4 out of 10, Good, (6 reviews)
"Convenient location to shops, restaurants and more!"
United Kingdom
Clerissa C.
$235 nightly
The price is $247
Aug 25 - Aug 26
Total with taxes and fees
Paugus Bay Studio Close To It All!
Exterior

8. Cedar Lodge condo with mountain & lake Winnipesauke views!

Cedar Lodge condo with mountain & lake Winnipesauke views!
Weirs Beach
9.4 out of 10, Exceptional, (56 reviews)
"The room was adequate. Clean but not superclean!"
United States
Walter
$228 nightly
The price is $241
Sep 22 - Sep 23
Total with taxes and fees
Cedar Lodge condo with mountain & lake Winnipesauke views!
Smart TV

9. Lake Winnipesaukee - Gunstock - Gilford - 5 Minutes to Lake and Music - Sleeps 8

Lake Winnipesaukee - Gunstock - Gilford - 5 Minutes to Lake and Music - Sleeps 8
Gilford
$442 nightly
The price is $480
Aug 26 - Aug 27
Total with taxes and fees
Lake Winnipesaukee - Gunstock - Gilford - 5 Minutes to Lake and Music - Sleeps 8
Terrace/patio

10. Room 11 (3rd Floor Shared Bathroom)

Room 11 (3rd Floor Shared Bathroom)
Weirs Beach
10.0 out of 10, Exceptional, (10 reviews)
"Great views of the lake, lots of outdoor seating and table to enjoy a meal and drink. The owner was very nice and hospitable. "
United States
Roger
$201 nightly
The price is $219
Aug 25 - Aug 26
Total with taxes and fees
Room 11 (3rd Floor Shared Bathroom)
Exterior

11. 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.
$267 nightly
The price is $282
Aug 25 - Aug 26
Total with taxes and fees
Cedar Lodge Condo w/ Loft and private balcony
Interior

12. Cozy Studio w/ Pool. Close to Weirs Beach, Concerts,Lake, & Gunstock Mountain

Cozy Studio w/ Pool. Close to Weirs Beach, Concerts,Lake, & Gunstock Mountain
Laconia
10.0 out of 10, Exceptional, (29 reviews)
"Easy process and great location"
United States
Daniel
$332 nightly
The price is $360
Sep 3 - Sep 4
Total with taxes and fees
Cozy Studio w/ Pool. Close to Weirs Beach, Concerts,Lake, & Gunstock Mountain
Interior

13. Lake Winni Waterfront Condo

Lake Winni Waterfront Condo
Gilford
9.0 out of 10, Wonderful, (2 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.
$420 nightly
The price is $445
Sep 21 - Sep 22
Total with taxes and fees
Lake Winni Waterfront Condo
Marina

14. 2 Bdrm Condo walking distance to Weirs Beach and much more!!

2 Bdrm Condo walking distance to Weirs Beach and much more!!
Weirs Beach
9.6 out of 10, Exceptional, (58 reviews)
"Great location, easy and smooth stay!"
United States
Aimee M.
$364 nightly
The price is $384
Sep 22 - Sep 23
Total with taxes and fees
2 Bdrm Condo walking distance to Weirs Beach and much more!!
Marina

15. 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, (74 reviews)
"Great location, only 5 miles from our concert venue and off the main routes so it was quite quiet."
United States
VERNON
$378 nightly
The price is $399
Sep 22 - Sep 23
Total with taxes and fees
Spacious 2 Bdrm Condo Walking distance to Weirs Beach!!
Interior

16. Beautiful 1 bedroom condo-Lake views. Now offering monthly rental.

Beautiful 1 bedroom condo-Lake views. Now offering monthly rental.
Laconia
9.8 out of 10, Exceptional, (31 reviews)
"Very friendly host and a nice place!"
United States
Brian P.
$400 nightly
The price is $434
Aug 30 - Aug 31
Total with taxes and fees
Beautiful 1 bedroom condo-Lake views. Now offering monthly rental.
Exterior

17. Cute Lower Level Cedar Lodge Room with Balcony & Lake Views!

Cute Lower Level Cedar Lodge Room with Balcony & Lake Views!
Weirs Beach
9.2 out of 10, Wonderful, (7 reviews)
"Property was very clean, had very comfortable beds and a wonderful view. "
United States
Crystal
$198 nightly
The price is $208
Sep 22 - Sep 23
Total with taxes and fees
Cute Lower Level Cedar Lodge Room with Balcony & Lake Views!
Exterior

18. 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, (52 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.
$341 nightly
The price is $370
Sep 1 - Sep 2
Total with taxes and fees
Meredith Bay - Brand New 1st Floor Apartment In Private Home
House (2 Bedrooms) | Interior

19. Cozy Tuftonboro Escape: Steps to Private Beaches!

Cozy Tuftonboro Escape: Steps to Private Beaches!
3.0 star property
Tuftonboro
10.0 out of 10, Exceptional, (2 reviews)
"We’ll kept "
United States
Denise
$426 nightly
The price is $462
Aug 31 - Sep 1
Total with taxes and fees
Cozy Tuftonboro Escape: Steps to Private Beaches!
Dining

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

Cozy, Pet-Friendly Escape Near Lake & Mountains
Gilford
10.0 out of 10, Exceptional, (45 reviews)
"Really cozy and clean home. Hosts were wonderful too. "
United States
jacqueline S.
$458 nightly
The price is $497
Sep 24 - Sep 25
Total with taxes and fees
Cozy, Pet-Friendly Escape Near Lake & Mountains
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

The Wolfeboro Inn

The Wolfeboro Inn

8/10 Good
"Great location"
Haley 1-night trip
Posted less than an hour ago
The Wolfeboro Inn

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?

Luxury Lake House with Sandy Beach, 90' Dock & Panoramic Lake Views: This vacation home rental near Jolly Island is located on the beach and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

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.