Long Island holiday rentals

We found 1,027 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Long Island

Showing deals for:1 Jan - 8 Jan

The lower level which walks out to firepit area
Eat in kitchen
Great LARGE  private fire pit!
Living room
Exceptional
(53 reviews)

1.5 miles to Gunstock. Great for larger groups or multiple families

Gilford

8% off
AU$5,008
for 7 nights, 1 chalet
AU$715 per night
includes taxes & fees
1.5 miles to Gunstock. Great for larger groups or multiple families
Dining
Exterior
Private kitchen
Living area
Exceptional
(27 reviews)

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

Laconia

8% off
AU$19,222
for 7 nights, 1 home
AU$2,746 per night
includes taxes & fees
Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room
Private kitchen
Dining
Outdoor dining
Living area
Exceptional
(10 reviews)

Spacious Lakes Region Retreat—Game Room & Gazebo

Meredith

8% off
AU$10,834
for 7 nights, 1 home
AU$1,548 per night
includes taxes & fees
Spacious Lakes Region Retreat—Game Room & Gazebo
Living area
Gather by the Firepit
Room
Exterior
Wonderful
(51 reviews)

Lake House Private Waterfront - Lake & Beach life in Winnipesaukee

Laconia

8% off
AU$8,687
for 7 nights, 1 home
AU$1,241 per night
includes taxes & fees
Lake House Private Waterfront - Lake & Beach life in Winnipesaukee
Living area
sitting on deck overlooking diamond, rattlesnake island and Wolfboro neck
view from kitchen
Golf
Exceptional
(171 reviews)

Ski Gunstock 3 minutes away then relax overlooking lakeWinnipesaukee mile

Gilford

8% off
AU$4,759
for 7 nights, 1 home
AU$680 per night
includes taxes & fees
Ski Gunstock 3 minutes away then relax overlooking lakeWinnipesaukee mile
Awesome guest sent photo of vase and flowers they bought for dining room table.
Sunroom 4 Season
Private kitchen
Fall colors overlooking the lake from the deck October 2022
Exceptional
(26 reviews)

Kayak, walk or swim to Meredith town center

Meredith

8% off
AU$10,094
for 7 nights, 1 home
AU$1,442 per night
includes taxes & fees
Kayak, walk or swim to Meredith town center
12c coffee pot, keurig, 4 slice toaster, blender, etc.
Comfy seats around one of two fire pits.
Exterior
View of the house from the beach.
Exceptional
(189 reviews)

Great multi-generational! Family/Pet-2 Kings,Lg Loft, Pool Tbl/P pong/Air Hockey

Moultonborough

8% off
AU$4,187
for 7 nights, 1 home
AU$598 per night
includes taxes & fees
Great multi-generational! Family/Pet-2 Kings,Lg Loft, Pool Tbl/P pong/Air Hockey
Living area
Private kitchen
Living area
Dining
Exceptional
(7 reviews)

Updated 4BR, Game Room/Bar, Private, Near Gunstock

Gilford

12% off
AU$8,270
for 7 nights, 1 home
AU$1,181 per night
includes taxes & fees
Updated 4BR, Game Room/Bar, Private, Near Gunstock
Room
Living area
Private kitchen
1000020392.jpg
lower level shops and restaurants
Excellent
(54 reviews)

Condo at Paugus Bay. Pool area. Near Weirs Bch,Gunstock mtn, NH Bank Pavillion.

Gilford

8% off
AU$1,776
for 7 nights, 1 apartment
AU$254 per night
includes taxes & fees
Condo at Paugus Bay. Pool area. Near Weirs Bch,Gunstock mtn, NH Bank Pavillion.
Private kitchen
Private kitchen
Property grounds
Marina
Exceptional
(16 reviews)

NEWLY REMODELED N Main St. Close to TOWN and LAKE WINNIPESAUKEE

Wolfeboro

8% off
AU$7,053
for 7 nights, 1 home
AU$1,008 per night
includes taxes & fees
NEWLY REMODELED N Main St. Close to TOWN and LAKE WINNIPESAUKEE
Dining
Living area
Room
Exterior
Exceptional
(10 reviews)

Quiet Lake Retreat with Fireplace and short walk to the beach

Moultonborough

8% off
AU$3,443
for 7 nights, 1 cottage
AU$492 per night
includes taxes & fees
Quiet Lake Retreat with Fireplace and short walk to the beach
Castle in the clouds
Property grounds
Snowmobilers on Shannon Brook heading towards Lake Winnipsaukee.
Private kitchen
Wonderful
(36 reviews)

Direct Water Access to Lake! w/ Boat Dock, Heat, AC, TV & Internet, Sleeps 6

Moultonborough

8% off
AU$3,114
for 7 nights, 1 home
AU$445 per night
includes taxes & fees
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, TV & Internet, Sleeps 6
Exterior
Pool
Living area
Property grounds
Exceptional
(11 reviews)

4-Season Lake Winni Townhome + Dock, Pool, Hiking + Slopes + Sleeps 7

Laconia

7% off
AU$2,272
for 7 nights, 1 home
AU$325 per night
includes taxes & fees
4-Season Lake Winni Townhome + Dock, Pool, Hiking + Slopes + Sleeps 7
Property from end of dock
Property from the lake
Master Bedroom
Family room
Exceptional
(157 reviews)

Lake Winnipesaukee Waterfront! Family Friendly, Amazing View, HotTub,Kayaks+more

Alton Bay

8% off
AU$8,003
for 7 nights, 1 home
AU$1,143 per night
includes taxes & fees
Lake Winnipesaukee Waterfront! Family Friendly, Amazing View, HotTub,Kayaks+more
Interior
Marina
Interior
Exterior
Wonderful
(12 reviews)

Cozy 3-bdrm/2bth condo with balcony, lake views, pool and short walk to Weir's

Laconia

8% off
AU$3,177
for 7 nights, 1 apartment
AU$454 per night
includes taxes & fees
Cozy 3-bdrm/2bth condo with balcony, lake views, pool and short walk to Weir's
Living area
Exterior
Dining
Private kitchen
Exceptional
(53 reviews)

Meredith Bay - Brand New 1st Floor Apartment In Private Home

Meredith

8% off
AU$2,858
for 7 nights, 1 home
AU$408 per night
includes taxes & fees
Meredith Bay - Brand New 1st Floor Apartment In Private Home
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Long Island getaway

Learn about the unique charm of Long Island with a stay in a holiday home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Long Island

Do you want to find top things to see and do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Long Island a fun place to get away to. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Ellacoya State Park (5.2 mi / 8.4 km)
  • Wolfeboro Abenaki Ski Area (6.2 mi / 10 km)
  • Gunstock Mountain Resort (7.4 mi / 11.9 km)
  • Cascade Spa (7.6 mi / 12.2 km)
  • Stand Up Paddleboard NH (13 mi / 20.9 km)
  • Squam Lakes Natural Science Center (13.6 mi / 21.9 km)

Exploring the natural features in Long Island

Whether you're an adventurous traveller or just want to take in the scenery, Long Island is a great spot to appreciate mother nature. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Lake Winnipesaukee (2.8 mi / 4.6 km)
  • Ellacoya State Park (5.2 mi / 8.4 km)
  • Weirs Beach (6.3 mi / 10.1 km)
  • Endicott Rock Park (6.3 mi / 10.2 km)
  • Paugus Bay (7.8 mi / 12.5 km)
  • Lake Waukewan (9 mi / 14.5 km)

Frequently asked questions

What is the most popular type of holiday home accommodation in Long Island?
Houses are the most popular type of holiday home in Long Island, according to our data. Even if you have a different vision in mind, Stayz has holiday homes in a variety of shapes and sizes. Take a look at our options to find your perfect match.
How much does it cost to rent a holiday home in Long Island?
Several things influence what you'll pay for your holiday home in Long Island, including the time of year, length of stay and property type. Still, all Stayz homes have something in common — unbeatable value. Just add your travel dates to find your ideal match.
How much does it cost to rent a beach house in Long Island?
The average price for a holiday home near the beach in Long Island depends on when you're going and the style and size of property you're searching for. Find prices quickly and easily on Stayz by entering your travel dates and destination. Then use the filter tool to pick the number of bedrooms and amenities important to you, such as WiFi, a pool and air conditioning.
What are popular home amenities in Long Island?
Two of the most in-demand home amenities in Long Island are a microwave oven and a barbecue grill. Whether you're on a solo adventure, with family or a bunch of pals, there's a Stayz holiday home for everyone's needs.
Are there large group holiday homes in Long Island?
Pick from four holiday properties in Long Island that can accommodate 10 or more guests. Whether you're organising a trip with the family or a special event like a birthday party, there's plenty of room to get your group together under the same roof.
Can I find two-bedroom holiday homes in Long Island?
Long Island has five two-bedroom holiday homes for you to select from. Book a holiday home with all the comfort and privacy you need at a price that's hard to resist on Stayz.
How old do you have to be to rent a holiday home in Long Island?
You'll have to check with the Long Island holiday home you'd like on Stayz as the minimum age varies. However, normally it's 16, 18 or 21.
How long can I rent a holiday home in Long Island for?
The amount of time you can book a Long Island holiday home for depends on each property. Just enter your dates of travel to find options offering longer term stays. They have all you need to make your extended holiday more enjoyable such as kitchens and backyards. Some Stayz holiday homes may also offer discounted weekly or monthly prices, so you can stay even longer for less.

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