Holiday Homes in Long Island

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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Holiday Homes in Long Island and around

Cold Spring Plymouth Resort
Exterior

Cold Spring Plymouth Resort

3.5 star property
9.0 out of 10, Wonderful, (132)
"Loved having washer and dryer in the unit"
Cold Spring Plymouth Resort
Perfect Modern Lake Front Retreat with Dock! Sleeps 4
Terrace/patio

Perfect Modern Lake Front Retreat with Dock! Sleeps 4

9.6 out of 10, Exceptional, (21)
"Loved the dock access and location. Easy check in and out !"
The price is €372
includes taxes & fees
3 Aug - 4 Aug
Perfect Modern Lake Front Retreat with Dock! Sleeps 4
Leaward Shores Guesthouse | Lake view home in Moultonborough with dock & deck
Exterior

Leaward Shores Guesthouse | Lake view home in Moultonborough with dock & deck

10.0 out of 10, Exceptional, (10)
"Perfect location for us, simple and easy."
Leaward Shores Guesthouse | Lake view home in Moultonborough with dock & deck
Beach House on the Big Lake with 90-foot dock. Bring your boat! New listing!
Exterior

Beach House on the Big Lake with 90-foot dock. Bring your boat! New listing!

10.0 out of 10, Exceptional, (1)
"Great house and location. Owner very responsive! Would stay here again. "
Beach House on the Big Lake with 90-foot dock. Bring your boat! New listing!
Peaceful new cabin, close to downtown, rail trail & beaches for all seasons fun
Outdoor dining

Peaceful new cabin, close to downtown, rail trail & beaches for all seasons fun

2.0 star property
9.0 out of 10, Wonderful, (6)
"Clean, new , comfortable and relaxing! I loved this property!"
Peaceful new cabin, close to downtown, rail trail & beaches for all seasons fun
Spectacular lakefront home w/ private dock, beach, swim platform, gazebo & porch
TV, fireplace, DVD player, table football

Spectacular lakefront home w/ private dock, beach, swim platform, gazebo & porch

Spectacular lakefront home w/ private dock, beach, swim platform, gazebo & porch
Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (65)
"We have been staying at this property for years and love it! Cleaning was a bit spotty, but still worth the stay!"
Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location
Lakefront home with views, water access for boating & swimming
Property grounds

Lakefront home with views, water access for boating & swimming

8.6 out of 10, Excellent, (42)
"We booked a weekend getaway and our stay was very pleasant. It was an older cottage and some updating is needed but it had a very cozy feel. The fire pit and listening to the choppy water was very relaxing. The highlight of the trip was the views. Omg was it so breathtaking. Would definitely book again. "
Lakefront home with views, water access for boating & swimming
Cute romantic studio
Smart TV

Cute romantic studio

9.8 out of 10, Exceptional, (40)
"This little place is perfect !"
Cute romantic studio
Lakefront home with beach, skiing nearby, AC and WiFi in tranquil Barnstead
Property grounds

Lakefront home with beach, skiing nearby, AC and WiFi in tranquil Barnstead

10.0 out of 10, Exceptional, (6)
"The host Lauren was incredibly responsive, friendly, and accommodating. The check-in process was smooth and hassle-free. The house was, cleanliness, exceeded my expectations, along with the cozy decor, breathtaking view made it feel like a home away from home. I would absolutely recommend this property to anyone visiting that area and would love to return in the future! "
Lakefront home with beach, skiing nearby, AC and WiFi in tranquil Barnstead
Lakeside cottage with beautiful water-views and outdoor fire pit
Fridge, microwave, oven, stovetop

Lakeside cottage with beautiful water-views and outdoor fire pit

10.0 out of 10, Exceptional, (5)
"The cottage was immaculate. We had so much fun on our trip, and we would 100% get this place again when we come back out. We hope to come again in the summer when we can get out on the lake."
Lakeside cottage with beautiful water-views and outdoor fire pit
Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock
Outdoor dining

Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock

9.8 out of 10, Exceptional, (27)
"Perfect for weekend getaway"
The price is €641
includes taxes & fees
28 Aug - 29 Aug
Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock
Idyllic Mountain and Lake Getaway
Terrace/patio

Idyllic Mountain and Lake Getaway

10.0 out of 10, Exceptional, (62)
"Absolutely gorgeous home and property nestled in the Gilford woods! Pristine and clean with every amenity needed. "
Idyllic Mountain and Lake Getaway
The Village of Paugus Bay Studio Close To It All!
Marina

The Village of Paugus Bay Studio Close To It All!

8.6 out of 10, Excellent, (4)
"Place looked just like the pictures. Owner was responsive"
The price is €214
includes taxes & fees
26 Aug - 27 Aug
The Village of Paugus Bay Studio Close To It All!
Walk to wedding venues, shops, dining, hiking, movies, ice cream & dog friendly.
Smart TV, fireplace, books

Walk to wedding venues, shops, dining, hiking, movies, ice cream & dog friendly.

10.0 out of 10, Exceptional, (176)
"Amazing property and great location. The host could not have been nicer- we will be back! "
Walk to wedding venues, shops, dining, hiking, movies, ice cream & dog friendly.
Authentic lake house near community beach, hikes, and ski resorts
Beach nearby

Authentic lake house near community beach, hikes, and ski resorts

Authentic lake house near community beach, hikes, and ski resorts
Serene getaway with private sauna, firepit, deck, grill, balcony, & washer/dryer
Outdoor dining

Serene getaway with private sauna, firepit, deck, grill, balcony, & washer/dryer

8.0 out of 10, Very good, (22)
"Amazing house for a family! Good layout and nice little yard with swings to play in."
Serene getaway with private sauna, firepit, deck, grill, balcony, & washer/dryer
Downtown Meredith Village Cape
Fridge, microwave, oven, stovetop

Downtown Meredith Village Cape

9.6 out of 10, Exceptional, (36)
"Property was well maintained and perfect in terms of convenience to Church Landing where we were attending a wedding. "
Downtown Meredith Village Cape
Spacious Lake View Laconia Apt Near Weirs Beach\ Pool \ Restaurants
Marina

Spacious Lake View Laconia Apt Near Weirs Beach\ Pool \ Restaurants

Spacious Lake View Laconia Apt Near Weirs Beach\ Pool \ Restaurants
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
Indoor pool

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

9.8 out of 10, Exceptional, (175)
"Fantastic stay! The house was spotless, beautifully decorated, and had all the amenities we needed for a comfortable stay. The location was perfect—close to everything yet peaceful and relaxing. The host was responsive and made the check-in process seamless. Highly recommend and would definitely stay again!"
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
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

Fireside Inn & Suites Gilford

Fireside Inn & Suites Gilford

10/10 Excellent
"The beds were super comfy and we loved the atmosphere "
Rebecca 1-night trip
Posted 2 days ago
Fireside Inn & Suites Gilford