Long Island holiday lettings

We found 980 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Long Island

Showing deals for:8 Jan - 15 Jan

Living room
Eat in kitchen
3 season porch on main level, store all your gear here
The lower level which walks out to firepit area
Exceptional
(53 reviews)

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

Gilford

8% off
£2,753
for 7 nights, 1 chalet
£393 per night
includes taxes & fees
1.5 miles to Gunstock. Great for larger groups or multiple families
Private kitchen
Exterior
Interior
Dining
Exceptional
(27 reviews)

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

Laconia

8% off
£10,661
for 7 nights, 1 home
£1,523 per night
includes taxes & fees
Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room
Outdoor dining
Dining
Private kitchen
Living area
Exceptional
(10 reviews)

Spacious Lakes Region Retreat—Game Room & Gazebo

Meredith

8% off
£5,084
for 7 nights, 1 home
£726 per night
includes taxes & fees
Spacious Lakes Region Retreat—Game Room & Gazebo
Living area
Gather by the Firepit
Exterior
Room
Wonderful
(51 reviews)

Lake House Private Waterfront - Lake & Beach life in Winnipesaukee

Laconia

8% off
£4,866
for 7 nights, 1 home
£695 per night
includes taxes & fees
Lake House Private Waterfront - Lake & Beach life in Winnipesaukee
Awesome guest sent photo of vase and flowers they bought for dining room table.
Sunroom 4 Season
Private kitchen
4 season sunroom :-)
Exceptional
(26 reviews)

Kayak, walk or swim to Meredith town center

Meredith

8% off
£5,580
for 7 nights, 1 home
£797 per night
includes taxes & fees
Kayak, walk or swim to Meredith town center
view from kitchen
sitting on deck overlooking diamond, rattlesnake island and Wolfboro neck
Private kitchen
Golf
Exceptional
(172 reviews)

Ski Gunstock 3 minutes away then relax overlooking lakeWinnipesaukee mile

Gilford

7% off
£2,620
for 7 nights, 1 home
£374 per night
includes taxes & fees
Ski Gunstock 3 minutes away then relax overlooking lakeWinnipesaukee mile
Living area
Private kitchen
Living area
Dining
Exceptional
(7 reviews)

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

Gilford

12% off
£4,480
for 7 nights, 1 home
£640 per night
includes taxes & fees
Updated 4BR, Game Room/Bar, Private, Near Gunstock
Private kitchen
Private kitchen
Property grounds
Living area
Exceptional
(16 reviews)

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

Wolfeboro

8% off
£3,395
for 7 nights, 1 home
£485 per night
includes taxes & fees
NEWLY REMODELED N Main St. Close to TOWN and LAKE WINNIPESAUKEE
Room
Living area
1000020392.jpg
lower level shops and restaurants
Private kitchen
Excellent
(54 reviews)

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

Gilford

7% off
£982
for 7 nights, 1 apartment
£140 per night
includes taxes & fees
Condo at Paugus Bay. Pool area. Near Weirs Bch,Gunstock mtn, NH Bank Pavillion.
Kitchen Suite #1
Welcome to The Suite Inn
Bedroom Suite #4
Dining/living area Suite #3
Exceptional
(26 reviews)

In historic downtown Wolfeboro, 'The Oldest Summer Resort in America'

Wolfeboro

8% off
£1,375
for 7 nights, 1 room
£196 per night
includes taxes & fees
In historic downtown Wolfeboro, 'The Oldest Summer Resort in America'
Dining
Living area
Room
Private kitchen
Exceptional
(10 reviews)

Quiet Lake Retreat with Fireplace and short walk to the beach

Moultonborough

7% off
£1,564
for 7 nights, 1 cottage
£223 per night
includes taxes & fees
Quiet Lake Retreat with Fireplace and short walk to the beach
Property grounds
Pool
Property grounds
Exterior
Exceptional
(11 reviews)

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

Laconia

7% off
£1,177
for 7 nights, 1 home
£168 per night
includes taxes & fees
4-Season Lake Winni Townhome + Dock, Pool, Hiking + Slopes + Sleeps 7
Cable TV!!
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
£1,685
for 7 nights, 1 home
£241 per night
includes taxes & fees
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, TV & Internet, Sleeps 6
Fireplace seating area - dining area and kitchen in background
Property from the lake
Property from end of dock
Family room
Exceptional
(157 reviews)

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

Alton Bay

8% off
£4,428
for 7 nights, 1 home
£633 per night
includes taxes & fees
Lake Winnipesaukee Waterfront! Family Friendly, Amazing View, HotTub,Kayaks+more
Living area
Interior
Exterior detail
Pool
Excellent
(9 reviews)

Serene Condo

Laconia

8% off
£1,016
for 7 nights, 1 apartment
£145 per night
includes taxes & fees
Serene Condo
Property grounds
Marina
Exterior
Interior
Wonderful
(12 reviews)

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

Laconia

8% off
£1,735
for 7 nights, 1 apartment
£248 per night
includes taxes & fees
Cozy 3-bdrm/2bth condo with balcony, lake views, pool and short walk to Weir's
Living area
Private kitchen
Living area
Interior
Exceptional
(10 reviews)

Cozy 4-Season Chalet + Lake Winni + Gunstock + Free Breakfast · Sleeps 8

Gilford

8% off
£2,069
for 7 nights, 1 home
£296 per night
includes taxes & fees
Cozy 4-Season Chalet + Lake Winni + Gunstock + Free Breakfast · Sleeps 8
Interior
Exterior
Living area
Private kitchen
Exceptional
(53 reviews)

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

Meredith

8% off
£1,368
for 7 nights, 1 home
£195 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, 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)
  • Kellerhaus (6.7 mi / 10.8 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)

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)
  • Paugus Bay (7.8 mi / 12.5 km)
  • Lake Waukewan (9 mi / 14.5 km)
  • Mount Major (9.8 mi / 15.7 km)

Frequently asked questions

What is the most popular type of holiday rental accommodation in Long Island?
Houses are the most popular type of holiday rental in Long Island, according to our data. Even if you have a different vision in mind, Vrbo 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 rental in Long Island?
Several things influence what you'll pay for your holiday rental in Long Island, including the time of year, length of stay and property type. Still, all Vrbo 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 Vrbo 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 rental amenities in Long Island?
Two of the most in-demand rental 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 Vrbo holiday rental for everyone's needs.
Are there large group holiday rentals 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 rentals in Long Island?
Long Island has five two-bedroom holiday rentals 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 Vrbo.
How old do you have to be to rent a holiday rental in Long Island?
You'll have to check with the Long Island holiday home you'd like on Vrbo as the minimum age varies. However, normally it's 16, 18 or 21.
How long can I rent a holiday rental 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 Vrbo holiday rentals may also offer discounted weekly or monthly prices, so you can stay even longer for less.

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