Long Island Holiday Rentals

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Holiday Rentals in Long Island

Stunning lakefront gem with full water view, beach access & dock

Moultonborough
9.8 out of 10, Exceptional, (15)
"The view and deck to see it our a big plus to this place."
United States
Kathleen B.
Stunning lakefront gem with full water view, beach access & dock

Cold Spring Plymouth Resort

3.5 star property
Ashland
9.0 out of 10, Wonderful, (153)
"We enjoy staying here, very conveniently located and comfortable."
United States
Angela
Cold Spring Plymouth Resort

Danforth Bay Camping and RV Resort

2.0 star property
Freedom
8.2 out of 10, Very good, (14)
"The cabin was nice I didn't like it it didn't have hot water that was the only communication that was not clear to me. Any little issues I had they addressed immediately. Pool was beautiful and so was the weather"
United States
Pamela
Danforth Bay Camping and RV Resort

Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi

Alton
10.0 out of 10, Exceptional, (15)
"We enjoyed our time so much. My dogs roamed around and everyone was so kind and the fire pit was fantastic."
United States
Heather G.
Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi

White Mountain Cozy Cottage with Touch of Modern

Campton
9.6 out of 10, Exceptional, (47)
"Perfect little cabin for a weekend getaway with easy access to the riverfront. "
United States
Julie A.
The price is AU$450
includes taxes & fees
26 Nov - 27 Nov
White Mountain Cozy Cottage with Touch of Modern

Baby Chocorua A Frame in the mountains sleeps 9

Chocorua
10.0 out of 10, Exceptional, (13)
"We had a wonderful time here- everyone from my 90 year old mother to my 10 year old daughter greatly enjoyed the place. It's clean, brand new, and includes all manner of thoughtful furnishings for a pleasant stay. The neighborhood is quiet and rural- we had a couple of barn owls courting outside in the front yard one night. It's also convenient to both the lakes region and the White Mountains, and White Lake State Park is literally only steps away.I would happily stay here again. "
United States
Greg E.
The price is AU$746
includes taxes & fees
26 Nov - 27 Nov
Baby Chocorua A Frame in the mountains sleeps 9

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

Alton
8.6 out of 10, Excellent, (18)
"It is a basic cabin as are the rooms. Clean and the rental process is seamless. Very nice seating and grill areas. The dock is great, We visited in late September to fish the last few days of the season. Would recommend and will return."
United States
Robert C.
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

The Gnome Home Cottage located near white mountain NH

Campton
9.4 out of 10, Exceptional, (54)
"Very cute unique little place. Haha an issue with the oven but other than that was a great place. We would stay there again!"
United States
Jacqueline K.
The price is AU$450
includes taxes & fees
21 Nov - 22 Nov
The Gnome Home Cottage located near white mountain NH

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

Gilford
9.8 out of 10, Exceptional, (178)
"Great property with tons of activities to keep everyone entertained. Close proximity to downtown Laconia as well as hiking. "
United States
Hunter C.
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

Ultimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets

Moultonborough
10.0 out of 10, Exceptional, (58)
"The property was amazing. The photos didn’t do it justice. Wonderful location!"
United States
Christina C.
Ultimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets

New Lakefront Home sleeps 14 with dock.

Alton
8.6 out of 10, Excellent, (67)
"We had such a nice time! The lake is gorgeous and everything we hoped for."
United States
Kirby L.
New Lakefront Home sleeps 14 with dock.

Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location

Pine River Pond
9.4 out of 10, Exceptional, (74)
"This is our second time staying as this house is private, very clean water, quiet pond, comfortable bed and has central AC. There was a mouse in the house as noted by mouse droppings on the kitchen counter, stovetop, oven and bathroom towels. Inconvenient to have to clean the counters, stovetop each morning and not leave anything food on the counter and store our food in our tote. Contacted rental company , no exterminator came out during our stay, hope one came out during the next renter’s...
United States
connie b.
Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location

Close to downtown Meredith & lake Winnipesaukee on 13 secluded acres, Mt. views

Meredith
10.0 out of 10, Exceptional, (232)
"We had an incredibly relaxing and romantic weekend!"
United States
Tish L.
Close to downtown Meredith & lake Winnipesaukee on 13 secluded acres, Mt. views

Cozy Cabin Waterville Estates

Campton
8.6 out of 10, Excellent, (8)
"Meaghan is awesome! She is very accommodating."
United States
erik w.
The price is AU$897
includes taxes & fees
26 Nov - 27 Nov
Cozy Cabin Waterville Estates

Perfect Modern Lake Front Retreat with Dock! Sleeps 4

Alton
9.6 out of 10, Exceptional, (24)
"Loved the dock access and location. Easy check in and out !"
United States
Destiny D.
The price is AU$574
includes taxes & fees
18 Nov - 19 Nov
Perfect Modern Lake Front Retreat with Dock! Sleeps 4

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

Campton
9.6 out of 10, Exceptional, (12)
"Our group really enjoyed the large house and balcony. It was comfortable cooking in the kitchen, especially with the island for surface space. The living room library and movie selections and nearby community center was a plus as well. Josh was an excellent host."
United States
Richard L.
My Mountainside Mansion in Waterville Estates!🏔☀️🏊‍♀️⛷

Lakefront family-friendly 4+ bedroom house on Little Squam

Ashland
10.0 out of 10, Exceptional, (7)
"Absolutely stunning! Tyisbis the most well equipment and prepared location we have ever stayed 10/10 recommend "
United States
Adam A.
Lakefront family-friendly 4+ bedroom house on Little Squam

9 Lake Street

3.0 star property
Wolfeboro
10.0 out of 10, Exceptional, (1)
"Great location and wonderful space! Will definitely stay again"
United States
Roog
9 Lake Street

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

Gilford
8.0 out of 10, Very good, (44)
"The home was perfect for our stay! "
United States
Amy S.
Stargazer's retreat with hot tub & decks - near Ellacoya State Beach

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

Weirs Beach
10.0 out of 10, Exceptional, (15)
"Amazing hosts as always. We had a wonderful stay."
United States
Robin C.
Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room
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 Long Island Hotel Reviews

Find out more about Long Island

Everything you need to know about Long 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 Long 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 Long Island holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Long Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Long 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 Long 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 Long Island holiday rentals we have selected for you start as low as AU$450 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Long Island rentals

At Expedia, we put the best Long 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 Long 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 Long 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 Long 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.