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Holiday Homes in Long Island

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Long Island holiday homes

A large building with multiple sections, surrounded by snow-covered ground and trees, with a lake and mountains in the background.

1. Cedar Lodge Room 2 Queen Beds & Private Balcony

Cedar Lodge Room 2 Queen Beds & Private Balcony
Weirs Beach
The price is €221
includes taxes & fees
24 Sept - 25 Sept
Cedar Lodge Room 2 Queen Beds & Private Balcony
A lakeside property with a dock, boats, and a large building surrounded by trees.

2. Gilford Perfect Getaway Pool, WIFI & Free Parking

Gilford Perfect Getaway Pool, WIFI & Free Parking
Laconia
8.4 out of 10, Very good, (7 reviews)
The price is €188
includes taxes & fees
14 Oct - 15 Oct
Gilford Perfect Getaway Pool, WIFI & Free Parking
A living room with a stone fireplace, a ceiling fan, and a large window.

3. 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
10.0 out of 10, Exceptional, (1 review)
"Home was clean Host was easy to communicate with"
United States
Robert L.
Lake Winnipesaukee - Gunstock - Gilford - 5 Minutes to Lake and Music - Sleeps 8
A lake with a sandy beach and a concrete dock extending into the water.

4. Private Pond Cabin with Lake Access & Fire Pit

Private Pond Cabin with Lake Access & Fire Pit
Tuftonboro
9.8 out of 10, Exceptional, (9 reviews)
"Beautiful property "
United States
Keith B.
The price is €382
includes taxes & fees
27 Sept - 28 Sept
Private Pond Cabin with Lake Access & Fire Pit
A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a dining table with a placemat and a bowl.

5. Cozy Tuftonboro Escape: Steps to Private Beaches!

Cozy Tuftonboro Escape: Steps to Private Beaches!
Center Tuftonboro
10.0 out of 10, Exceptional, (16 reviews)
"Property was just as pictured. Great location near the pond. Home had everything I could have needed, including a few snacks. Bit of a snafu on check-in but host communication was quick and pleasant!"
United States
Diane S.
The price is €421
includes taxes & fees
5 Oct - 6 Oct
Cozy Tuftonboro Escape: Steps to Private Beaches!
A two-story house with a covered porch and a small deck.

6. 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 €305
includes taxes & fees
28 Sept - 29 Sept
Meredith Bay - Brand New 1st Floor Apartment In Private Home
A kitchen with wooden cabinets, a white countertop, a stove, a microwave, and a window with blinds.

7. Picturesque Studio Lakefront - Dock

Picturesque Studio Lakefront - Dock
Alton
The price is €326
includes taxes & fees
2 Oct - 3 Oct
Picturesque Studio Lakefront - Dock
A cozy cabin interior with a sectional sofa, a leather ottoman, and a television mounted on the wall.

8. Cozy Retreat w/Sunroom + Fireplace next to Mount Major + close to Gunstock Mo...

Cozy Retreat w/Sunroom + Fireplace next to Mount Major + close to Gunstock Mo...
Alton
10.0 out of 10, Exceptional, (5 reviews)
"Best communication ever at a VRBO. When I come back, I’m there!"
United States
shaun d.
The price is €356
includes taxes & fees
8 Oct - 9 Oct
Cozy Retreat w/Sunroom + Fireplace next to Mount Major + close to Gunstock Mo...
A two-story house with a balcony, a covered porch, and a staircase leading to the entrance.

9. Lake Winnipesaukee & Gunstock · Sleeps 14 · Fire Pit · Hot Tub from Oct

Lake Winnipesaukee & Gunstock · Sleeps 14 · Fire Pit · Hot Tub from Oct
Gilford
9.6 out of 10, Exceptional, (24 reviews)
The price is €772
includes taxes & fees
18 Oct - 19 Oct
Lake Winnipesaukee & Gunstock · Sleeps 14 · Fire Pit · Hot Tub from Oct

10. Comfortable Lakes Region with Pool & Outdoor Amenities in New Hampshire

Comfortable Lakes Region with Pool & Outdoor Amenities in New Hampshire
Weirs Beach
The price is €255
includes taxes & fees
20 Oct - 21 Oct
Comfortable Lakes Region with Pool & Outdoor Amenities in New Hampshire
A wooden cabin with a hot tub and a deck area.

11. Escape to Central Escape’s 2-bedroom option, perfectly located in New Hampshire’s Lakes Region. Enjoy a private year-round hot tub, spacious backyard with yard games, and easy access to downtown Meredith, Squam Lake, and summer concerts.

Escape to Central Escape’s 2-bedroom option, perfectly located in New Hampshire’s Lakes Region. Enjoy a private year-round hot tub, spacious backyard with yard games, and easy access to downtown Meredith, Squam Lake, and summer concerts.
Holderness
10.0 out of 10, Exceptional, (2 reviews)
"Everything was wonderful!! "
United States
Scott O.
The price is €475
includes taxes & fees
21 Oct - 22 Oct
Escape to Central Escape’s 2-bedroom option, perfectly located in New Hampshire’s Lakes Region. Enjoy a private year-round hot tub, spacious backyard with yard games, and easy access to downtown Meredith, Squam Lake, and summer concerts.
A beach with a picnic table, a grill, and a fire pit.

12. Experience Winter at Gunstock Ski Resorts and Relax in the Scenic Lake Region.

Experience Winter at Gunstock Ski Resorts and Relax in the Scenic Lake Region.
Gilford
9.8 out of 10, Exceptional, (50 reviews)
"Fun house to stay at with a great game room"
United States
Anthony W.
The price is €570
includes taxes & fees
28 Sept - 29 Sept
Experience Winter at Gunstock Ski Resorts and Relax in the Scenic Lake Region.
A modern kitchen with a large island, dark cabinetry, and a view of the outdoors.

13. Stay in Venice our Modern Steps from the Lake with Dock!

Stay in Venice our Modern Steps from the Lake with Dock!
Alton
10.0 out of 10, Exceptional, (9 reviews)
"Great location on the lake!"
United States
Stephanie H.
The price is €317
includes taxes & fees
30 Sept - 1 Oct
Stay in Venice our Modern Steps from the Lake with Dock!
A beach with sand, trees, and a boat in the background.

14. 5-Acres, Mtn + Fall Foliage Views, Hot Tub, Game Room, Near Lake, + More!

5-Acres, Mtn + Fall Foliage Views, Hot Tub, Game Room, Near Lake, + More!
Gilford
10.0 out of 10, Exceptional, (24 reviews)
"Was a great place to stay. Had a great time "
United States
Ryan C.
The price is €722
includes taxes & fees
24 Sept - 25 Sept
5-Acres, Mtn + Fall Foliage Views, Hot Tub, Game Room, Near Lake, + More!
A living room with a sofa, a coffee table, a dining table with a vase of flowers, and large windows with curtains.

15. Cozy 3BR House Right Across from the Beach

Cozy 3BR House Right Across from the Beach
Laconia
10.0 out of 10, Exceptional, (3 reviews)
"Great location really nice little property if you’re going to a concert this is a place to stay"
United States
Patrick C.
The price is €487
includes taxes & fees
24 Sept - 25 Sept
Cozy 3BR House Right Across from the Beach
A rustic kitchen with wooden cabinets, a large window, and a variety of kitchen items on the counter.

16. Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Private Ranch

Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Private Ranch
Gilford
10.0 out of 10, Exceptional, (3 reviews)
"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 €510
includes taxes & fees
1 Oct - 2 Oct
Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Private Ranch
A spacious living area with a dining table, chairs, and a sofa.

17. Spacious Lakes Region Retreat—Game Room & Gazebo

Spacious Lakes Region Retreat—Game Room & Gazebo
Meredith
9.6 out of 10, Exceptional, (10 reviews)
"House was immaculate with all the amenities we needed. Beautiful home."
United States
Bernadette M.
The price is €1,149
includes taxes & fees
24 Sept - 25 Sept
Spacious Lakes Region Retreat—Game Room & Gazebo
A wooden cabin with a hot tub and a deck area.

18. Central Escape is a spacious Lakes Region retreat just 5 minutes from downtown Meredith, less than a mile to Squam Lake and 20 minutes to concerts at the Bank of New Hampshire Pavilion. Enjoy the private year-round hot tub, fire pit, yard games!

Central Escape is a spacious Lakes Region retreat just 5 minutes from downtown Meredith, less than a mile to Squam Lake and 20 minutes to concerts at the Bank of New Hampshire Pavilion. Enjoy the private year-round hot tub, fire pit, yard games!
Holderness
10.0 out of 10, Exceptional, (5 reviews)
"Place was clean and nice. "
United States
Bryan K.
The price is €811
includes taxes & fees
8 Oct - 9 Oct
Central Escape is a spacious Lakes Region retreat just 5 minutes from downtown Meredith, less than a mile to Squam Lake and 20 minutes to concerts at the Bank of New Hampshire Pavilion. Enjoy the private year-round hot tub, fire pit, yard games!
A lakeside cabin with a dock, surrounded by dense trees and a sandy beach area with lounge chairs.

19. Squam waterfront 2 bed 2 bath (Suite 8)

Squam waterfront 2 bed 2 bath (Suite 8)
Holderness
10.0 out of 10, Exceptional, (3 reviews)
"Right on the water! Great views, wonderful beach/dock, great little place to stay!"
United States
colette c.
The price is €400
includes taxes & fees
27 Sept - 28 Sept
Squam waterfront 2 bed 2 bath (Suite 8)
A living room with a gray sectional sofa, a coffee table with decorative items, a painting on the wall, and a dining area with a wooden table and chairs.

20. Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!

Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!
Sanbornton
10.0 out of 10, Exceptional, (19 reviews)
"Great place for the extended family getaway. Clean, great location and has all the essentials you need.We had a great time with our teenage and young adults kids for NYE."
United States
Valerie A.
The price is €697
includes taxes & fees
28 Sept - 29 Sept
Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!
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

The Naswa Resort

The Naswa Resort

8/10 Good
"Room was a little dated. The motel was almost empty but they placed a family above us - with kids running around early in the am. They could have easily placed them at the other end of the motel......... Common sense. They cleaned the room every day - which is nice : )). Prices on the menu would be nice too. $11.00 for a mocktail????? hmmm."
Shelley Patricia 5-night trip
Posted 1 hour ago
The Naswa Resort

Find out more about Long Island

Long Island Holiday Homes information

Number of reviews
178
Accommodation
874 Holiday Homes
Lowest Price
€188
Highest Price
€1,149

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