Long Island holiday lettings

We found 981 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Long Island

Showing deals for:15 Jan - 22 Jan

Living room
Eat in kitchen
Great LARGE  private fire pit!
3 season porch on main level, store all your gear here
Exceptional
(54 reviews)

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

Gilford

8% off
£2,775
for 7 nights, 1 chalet
£396 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
£10,774
for 7 nights, 1 home
£1,539 per night
includes taxes & fees
Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room
Living area
Dining
Living area
Outdoor dining
Exceptional
(11 reviews)

Spacious Lakes Region Retreat—Game Room & Gazebo

Meredith

8% off
£6,402
for 7 nights, 1 home
£915 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
£4,869
for 7 nights, 1 home
£696 per night
includes taxes & fees
Lake House Private Waterfront - Lake & Beach life in Winnipesaukee
4 season sunroom :-)
Sunroom 4 Season
Fall colors overlooking the lake from the deck October 2022
Private kitchen
Exceptional
(26 reviews)

Kayak, walk or swim to Meredith town center

Meredith

8% off
£5,582
for 7 nights, 1 home
£797 per night
includes taxes & fees
Kayak, walk or swim to Meredith town center
Private kitchen
sitting on deck overlooking diamond, rattlesnake island and Wolfboro neck
view from kitchen
Golf
Exceptional
(172 reviews)

Ski Gunstock 3 minutes away then relax overlooking lakeWinnipesaukee mile

Gilford

7% off
£2,677
for 7 nights, 1 home
£382 per night
includes taxes & fees
Ski Gunstock 3 minutes away then relax overlooking lakeWinnipesaukee mile
12c coffee pot, keurig, 4 slice toaster, blender, etc.
Comfy seats around one of two fire pits.
Interior
Exterior
Exceptional
(190 reviews)

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

Moultonborough

8% off
£2,279
for 7 nights, 1 home
£326 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
£4,564
for 7 nights, 1 home
£652 per night
includes taxes & fees
Updated 4BR, Game Room/Bar, Private, Near Gunstock
Property grounds
Private kitchen
Living area
Marina
Exceptional
(16 reviews)

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

Wolfeboro

8% off
£3,876
for 7 nights, 1 home
£554 per night
includes taxes & fees
NEWLY REMODELED N Main St. Close to TOWN and LAKE WINNIPESAUKEE
Room
Living area
Exterior
Private kitchen
Excellent
(54 reviews)

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

Gilford

8% off
£964
for 7 nights, 1 apartment
£138 per night
includes taxes & fees
Condo at Paugus Bay. Pool area. Near Weirs Bch,Gunstock mtn, NH Bank Pavillion.
Dining
Living area
Exterior
Private kitchen
Exceptional
(10 reviews)

Quiet Lake Retreat with Fireplace and short walk to the beach

Moultonborough

8% off
£1,828
for 7 nights, 1 cottage
£261 per night
includes taxes & fees
Quiet Lake Retreat with Fireplace and short walk to the beach
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
£1,370
for 7 nights, 1 room
£196 per night
includes taxes & fees
In historic downtown Wolfeboro, 'The Oldest Summer Resort in America'
Exterior
Terrace/patio
Interior
Private kitchen
Exceptional
(11 reviews)

Enchanting Alton Bay~Lake Winnipesaukee Retreat • Amazing Views & Hot Tub

Alton Bay

7% off
£2,216
for 7 nights, 1 home
£317 per night
includes taxes & fees
Enchanting Alton Bay~Lake Winnipesaukee Retreat • Amazing Views & Hot Tub
Property grounds
Pool
Property grounds
Exterior
Exceptional
(12 reviews)

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

Laconia

7% off
£1,180
for 7 nights, 1 home
£169 per night
includes taxes & fees
4-Season Lake Winni Townhome + Dock, Pool, Hiking + Slopes + Sleeps 7
Castle in the clouds
Property grounds
Private kitchen
Snowmobilers on Shannon Brook heading towards Lake Winnipsaukee.
Wonderful
(36 reviews)

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

Moultonborough

8% off
£1,684
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
Master Bedroom
Property from the lake
Family room
Fireplace seating area - dining area and kitchen in background
Exceptional
(157 reviews)

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

Alton Bay

8% off
£4,392
for 7 nights, 1 home
£627 per night
includes taxes & fees
Lake Winnipesaukee Waterfront! Family Friendly, Amazing View, HotTub,Kayaks+more
Exterior detail
Interior
Living area
Exterior detail
Excellent
(9 reviews)

Serene Condo

Laconia

8% off
£1,016
for 7 nights, 1 apartment
£145 per night
includes taxes & fees
Serene Condo
Interior
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
£1,736
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
Interior
Private kitchen
Interior
Living area
Exceptional
(10 reviews)

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

Gilford

8% off
£2,129
for 7 nights, 1 home
£304 per night
includes taxes & fees
Cozy 4-Season Chalet + Lake Winni + Gunstock + Free Breakfast · Sleeps 8
Living area
Exterior
Interior
Dining
Exceptional
(53 reviews)

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

Meredith

8% off
£1,552
for 7 nights, 1 home
£222 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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