Holiday Homes in Long Island

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Long Island holiday homes

Holiday Home in Ashland

Cold Spring Plymouth Resort
3.5 star property
9.2 out of 10, Wonderful, (161)
"We enjoy staying here, very conveniently located and comfortable."
United States
Angela
The price is €122
includes taxes & fees
8 Jan - 9 Jan 2026
Cold Spring Plymouth Resort
8.8 out of 10, Excellent, (31)
"It was great and the weather was perfect. Love that it’s dog friendly! And Helen was very helpful. "
United States
ELIZABETH B T.
The price is €231
includes taxes & fees
23 Dec - 24 Dec
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
9.8 out of 10, Exceptional, (13)
"Great place! Owners were very responsive with any questions we had. Per friendly was a plus. We would definitely stay here again."
United States
Shawn M.
The price is €304
includes taxes & fees
17 Dec - 18 Dec
Taigh Loch - Lakes Region Retreat!
2.0 star property
The price is €217
includes taxes & fees
17 Dec - 18 Dec
Quaint house in tranquil Wolfeboro perfect for getaway
9.4 out of 10, Exceptional, (6)
The price is €364
includes taxes & fees
15 Jan - 16 Jan 2026
3-bedroom + double futon, 2 bath house in Laconia, 1 mile from Lake Winnisquam!
10.0 out of 10, Exceptional, (1)
"Suxhh a beautiful and well kept home. Relaxing there was our favorite part of the trip!"
United States
Justin G.
The price is €376
includes taxes & fees
25 Dec - 26 Dec
Mountainside chalet with a sauna and beautiful views near Lake Winnipesaukee NH!
10.0 out of 10, Exceptional, (3)
"What you see is what you get and that's a very good thing!"
United States
john a.
The price is €321
includes taxes & fees
21 Dec - 22 Dec
Lake Access + Kayaks + Arcade + Bike Path + Deck
10.0 out of 10, Exceptional, (18)
"My stay there with my family was amazing with near by beaches and great views of the lakes. The house was very clean when we arrived and the back yard with cornhole boards was a plus over all this house and location was awesome!!"
United States
Oudom S.
19 Mile Bay - Tuftonboro - Lake Winnipesaukee
10.0 out of 10, Exceptional, (1)
"Everything was wonderful!! "
United States
Scott O.
The price is €323
includes taxes & fees
17 Dec - 18 Dec
Large Well Equipped Pet Friendly Home with Hot Tub | Bank of NH Pavilion 19 mins | Iconic Fall Foliage central location | Air Conditioning | Walk to Squam Lake Beach | Main Level Bedroom and Bathroom
10.0 out of 10, Exceptional, (7)
"Very clean and in a great location."
United States
Mark B.
The price is €329
includes taxes & fees
25 Dec - 26 Dec
Stay in Venice our Modern Steps from the Lake with Dock!
2.0 star property
Bluebird Lodge - Peaceful 3BR/2BA w/ hot tub
10.0 out of 10, Exceptional, (2)
"We had a great time at the Wagner Ranch. The bedrooms were comfy and the kitchen had all necessary items. Definitely will stay there again. The hosts were Great!"
United States
dave b.
The price is €466
includes taxes & fees
5 Jan - 6 Jan 2026
Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Prime Hiking Location
8.0 out of 10, Very good, (16)
"We arrived super late and while it was very dark out the house was very easy to find. Entry process exactly as described.It was warm evening and they had on numerous fans and the a/c making it feel uber pleasant.Hade writhing we needed. "
United States
Monte J.
The price is €301
includes taxes & fees
17 Dec - 18 Dec
Cozy three bedroom house located just five minutes from Lake Winnipesaukee
9.6 out of 10, Exceptional, (30)
"Quiet, peaceful location. Great for relaxing and being close to the water, plus a private hot tub. Everything was very comfortable. I’m so glad I could come for a few days with my dog. "
United States
Devin B.
The price is €387
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit
10.0 out of 10, Exceptional, (13)
"Great location, great kitchen, great bedding"
United States
Wanaka G.
The price is €659
includes taxes & fees
17 Dec - 18 Dec
Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!

Holiday Home in Gilford

Idyllic Mountain and Lake Getaway
10.0 out of 10, Exceptional, (72)
"Absolutely loved this house and would highly recommend! Communication was amazing with regards to questions or requests. Would stay here again!"
United States
Courtney F.
The price is €547
includes taxes & fees
18 Dec - 19 Dec
Idyllic Mountain and Lake Getaway
10.0 out of 10, Exceptional, (18)
"Beautiful house with great amenities. "
United States
Bill P.
The price is €433
includes taxes & fees
17 Dec - 18 Dec
Baby Chocorua A Frame in the mountains sleeps 8
2.0 star property
10.0 out of 10, Exceptional, (1)
"This property is so beautiful! The hosts weee amazing. Cant wait to book this property again! "
United States
Deanna B.
The price is €584
includes taxes & fees
21 Dec - 22 Dec
A four-season lakefront getaway on your own private peninsula
10.0 out of 10, Exceptional, (3)
"Place was clean and nice. "
United States
Bryan K.
The price is €840
includes taxes & fees
15 Jan - 16 Jan 2026
Large Well Equipped Pet Friendly Home with Hot Tub | Bank of NH Pavilion 19 mins | Iconic Fall Foliage Central location | Air Conditioning | Walk to Squam Lake Beach | Main Level Bedroom and Bathroom
8.6 out of 10, Excellent, (67)
"Convenient location, Host was great and responsive. Good place to be at with a few friends "
United States
Collin G.
The price is €750
includes taxes & fees
26 Dec - 27 Dec
New Lakefront Home sleeps 14 with dock.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Long Island Hotel Reviews

Find out more about Long Island

Long Island Holiday Homes information

Number of reviews
453
Accommodation
844 Holiday Homes
Lowest Price
€122
Highest Price
€840