Jolly Island Holiday Rentals : Search Short-Term Rentals

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Holiday Rentals in Jolly Island

"Property management very helpful in all aspect. Cabins very clean. Easy access to Hwy 93. "

includes taxes & fees

4 Feb - 5 Feb

"This home was a perfect setup for our family reunion ski weekend. We thoroughly enjoyed our stay. The pool was the highlight of our nights! Having 2 kitchens was great. We did have some ants come visit us in the pool kitchen everyday of our stay but it didn’t interfere with our fun. Highly recommend a stay at this property!"

"It’s no wonder that the house resides on Paradise Drive. An absolute slice of heaven. This was our second time staying here and we can’t wait to book again. You can’t beat the location when you are a short walk to the lively public beach while also sitting on a cool quiet tributary with a private dock. The home is clean and comfortable with multiple wall mounted AC units to escape the summer heat. Two bedrooms with plenty of space for air mattresses makes this place great for families or...

"Great location. Looking to go back in the fall "

"The house was perfect for our little family! Very warm house, fireplace worked wonderful! Beds were comfy. Towels/linens were very soft. Home was clean and layout was perfect! "

includes taxes & fees

23 Jan - 24 Jan

"Nice home, close to bank of NH pavilion, and Weirs beach. "

"The house was nice but needs updates. The view was absolutely gorgeous and very easy to get too."

"Had a fun weekend with friends and Family. The house had everything that we need. The views are amazing. Thank you Joshua for hosting us. "

"We stay. In Alton Bay each year for a couple of concerts at Bank of NH Pavilion in Gilford. We extend it by staying for a couple of days at Lake Winnipesaukee The motel is perfectly located close to the venue and on the lake for swimming and boating while visiting BNH Pavilion. The motel is in a pine grove and is lake front. It's "!old school " feel reminds of my childhood. It's clean and quite, but no thrills. Don't expect first class accommodations but if you like the feel of a...

"We did a 2 night getaway with our 3 teenagers and had a wonderful time! Sharon stayed in touch throughout the process. When we arrived everything was spotless. There were so many welcoming touches, including treats for our dog, fresh floral arrangements and yummy brownies!A beautiful well appointed kitchen that was a pleasure to cook in. So many rentals have dull knives and worn out pans etc.The location was great for walking to shops and the lake, however if you’re looking for total quiet this...

"Great location, beautiful house , we were a bit upset that the outside hot tub was not available even though it was listed as part of the amenities."

"The property is very nice, super spacious, clean and has everything we need! Nice and quiet. Exactly what we looking for to relax."

"We really enjoyed our stay. The condo was comfortable, clean, had everything you needed and was in a great location. We enjoyed walking across the street to the lake and up the hill to go the concert next door. We were also a short drive from Weirs Beach. We had great communication and hope to stay there again."

"Stay was nice. The shower did not drain, tv was tricky to turn on but once you figure it out, it’s fine. For a family of four, there is only one couch so there is not that much room to lounge. Overall, house was nice. "

"Great layout- loved the porch/deck at night Game room is an amazing addition Everyone loved it!"

"The house was clean and comfortable. It was roomy. The views were great. The owners were helpful and friendly. We would stay here again. "

"Well appointed, clearly newly updated. Bedrooms were on first and second floors which made it easier for couples, because the bathrooms were not in the bedrooms. It’s a beautiful property that I’m sure is wonderful year round. The only complaint was the garage was so cold we couldn’t utilize it."

"We had a great week with our kids and grandkids! Plenty of sleeping areas, and large living space for all 12 of us. We would have liked to have a bigger (flatter) lawn area for outdoor games, but the lake certainly made up for it. Host was attentive and responsive. We would stay here again. "

"Even better than expected! Lisa thought of all of the details needed to make our stay enjoyable and relaxing ☺️ "

"I didn’t look close at the on-line pics so at first arrival I had concerns. It’s a charming older style lake house that could use a bit of pampering but it was very clean and comfortable for our group of 8. The host and management company were great and easy to communicate with. We came up for our daughter’s wedding and we all had a very nice weekend. Thank you"

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"Cold air was coming from under the outside wall by the heating and air conditioning unit. The building needs to be insulated."

includes taxes & fees

22 Jan - 23 Jan

"The west room suite was perfect for indoor pool access. The hotel is a bit outdated and we did not get hot water. The room was very clean and had everything we needed. The staff were very nice and helpful. The property has lots to offer including sledding, hiking, and playgrounds for kids. "

includes taxes & fees

22 Jan - 23 Jan

"check in with smooth room was clean. Enjoy the location."

includes taxes & fees

2 Feb - 3 Feb

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 favorite 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 depends 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 per night. Entering your travel dates in the search wizard you might find 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.

Recent reviews of Jolly Island properties

5/5 Excellent

"Love the outdoor hot tub. Love how well it’s maintained. We love this place"

A verified traveller stayed at Mill Falls at the Lake

Posted 15 hours ago

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?

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski: This holiday home rental outside of Jolly Island is located on a lake, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

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.

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Jolly Island Holiday Rentals

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Check prices for these dates

Holiday Rentals in Jolly Island

Cold Spring Resort

Cold Spring Resort

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

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

Direct Water Access to Lake! w/ Boat Dock, Heat, AC, Cable TV & Internet

Direct Water Access to Lake! w/ Boat Dock, Heat, AC, Cable TV & Internet

Cozy A-frame Cabin- Walk to Hills pond/Sunset lake- 20 mins to gunstock

Cozy A-frame Cabin- Walk to Hills pond/Sunset lake- 20 mins to gunstock

Cozy, Pet-Friendly Escape Near Lake & Mountains

Cozy, Pet-Friendly Escape Near Lake & Mountains

Stargazer's retreat with hot tub & decks - near Ellacoya State Beach

Stargazer's retreat with hot tub & decks - near Ellacoya State Beach

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

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

My Mountainside Mansion in Waterville Estates!🏔☀️🏊‍♀️⛷

My Mountainside Mansion in Waterville Estates!🏔☀️🏊‍♀️⛷

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

Custom Cottage Historic Meredith Village,walk to restaurants, shops Dog welcome

Custom Cottage Historic Meredith Village,walk to restaurants, shops Dog welcome

Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room

Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room

Family Friendly Rustic Newly Renovated Cabin Abutting The White Lake State Park.

Family Friendly Rustic Newly Renovated Cabin Abutting The White Lake State Park.

Stay at Gilford Resort/Ski Gunstock/ 10 min. Drive to Gunstock

Stay at Gilford Resort/Ski Gunstock/ 10 min. Drive to Gunstock

Newly Renovated Rustic Cabin

Newly Renovated Rustic Cabin

Quiet New Hampshire Getaway w/ Game Room!

Quiet New Hampshire Getaway w/ Game Room!

4Bedrm Sleeps 12 Winnipesaukee Waterfront gradual sandy sloped shoreline Pets OK

4Bedrm Sleeps 12 Winnipesaukee Waterfront gradual sandy sloped shoreline Pets OK

Lakefront, gameroom,Air Conditioner,firepit, kayaks, canoes, frog mat,pedal boat

Lakefront, gameroom,Air Conditioner,firepit, kayaks, canoes, frog mat,pedal boat

Spacious New Hampshire mountain waterfront get away house. Boats & private docks

Spacious New Hampshire mountain waterfront get away house. Boats & private docks

Cozy Lake Retreat Couples get way in Lake Region.

Cozy Lake Retreat Couples get way in Lake Region.

Secluded, dog-friendly home with screened porch, firepit, fireplace & W/D

Secluded, dog-friendly home with screened porch, firepit, fireplace & W/D

Other types of properties in Jolly Island you may be interested in

The Common Man Inn & Spa

The Common Man Inn & Spa

Steele Hill Resorts

Steele Hill Resorts

Fireside Inn & Suites Gilford

Fireside Inn & Suites Gilford

Find out more about Jolly Island

Find out more about Jolly Island

Recent reviews of Jolly Island properties

Recent reviews of Jolly Island properties

Mill Falls at the Lake

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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Frequently asked questions