Long Island holiday homes

We found 1,007 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Long Island

Showing deals for:27 Nov - 4 Dec

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

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

Gilford

7% off
NZ$4,919
for 7 nights, 1 chalet
NZ$703 per night
includes taxes & fees
1.5 miles to Gunstock. Great for larger groups or multiple families
Children’s area
View from Gunstock (4 miles away)
Living area with wood burning fireplace and puzzle table
Outdoor dining
Exceptional
(156 reviews)

Stunning view from this secluded mountain gettaway

Alton Bay

8% off
NZ$9,502
for 7 nights, 1 room
NZ$1,357 per night
includes taxes & fees
Stunning view from this secluded mountain gettaway
Interior
Exterior
Living area
Private kitchen
Exceptional
(24 reviews)

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

Laconia

8% off
NZ$20,523
for 7 nights, 1 home
NZ$2,932 per night
includes taxes & fees
Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room
Location of the house boats (blue roofs)
Bar (on property)
Property grounds
Marina amenities over view
Exceptional
(27 reviews)

🌟 Unique Houseboat Experience on Lake Winnipesaukee - Harborside 🚤🌊

Laconia

8% off
NZ$5,682
for 7 nights, 1 houseboat
NZ$812 per night
includes taxes & fees
🌟 Unique Houseboat Experience on Lake Winnipesaukee - Harborside 🚤🌊
Living area
Dining
Living area
Private kitchen
Exceptional
(9 reviews)

Spacious Lakes Region Retreat—Game Room & Gazebo

Meredith

8% off
NZ$10,962
for 7 nights, 1 home
NZ$1,566 per night
includes taxes & fees
Spacious Lakes Region Retreat—Game Room & Gazebo
Fall colors overlooking the lake from the deck October 2022
Sunroom 4 Season
4 season sunroom :-)
Awesome guest sent photo of vase and flowers they bought for dining room table.
Exceptional
(26 reviews)

Kayak, walk or swim to Meredith town center

Meredith

8% off
NZ$12,366
for 7 nights, 1 home
NZ$1,767 per night
includes taxes & fees
Kayak, walk or swim to Meredith town center
Golf
sitting on deck overlooking diamond, rattlesnake island and Wolfboro neck
view from kitchen
Living area
Exceptional
(169 reviews)

Ski Gunstock 3 minutes away then relax overlooking lakeWinnipesaukee mile

Gilford

8% off
NZ$5,674
for 7 nights, 1 home
NZ$811 per night
includes taxes & fees
Ski Gunstock 3 minutes away then relax overlooking lakeWinnipesaukee mile
Exterior
Living area
Dining
Room
Exceptional
(9 reviews)

Quiet Lake Retreat with Fireplace and short walk to the beach

Moultonborough

8% off
NZ$3,737
for 7 nights, 1 cottage
NZ$534 per night
includes taxes & fees
Quiet Lake Retreat with Fireplace and short walk to the beach
Master Bedroom
Property from the lake
Fireplace seating area - dining area and kitchen in background
Property from end of dock
Exceptional
(155 reviews)

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

Alton Bay

8% off
NZ$9,547
for 7 nights, 1 home
NZ$1,364 per night
includes taxes & fees
Lake Winnipesaukee Waterfront! Family Friendly, Amazing View, HotTub,Kayaks+more
Living area
Private kitchen
Living area
Lobby
Exceptional
(7 reviews)

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

Gilford

12% off
NZ$7,757
for 7 nights, 1 home
NZ$1,108 per night
includes taxes & fees
Updated 4BR, Game Room/Bar, Private, Near Gunstock
Cable TV!!
Property grounds
Snowmobilers on Shannon Brook heading towards Lake Winnipsaukee.
Private kitchen
Wonderful
(35 reviews)

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

Moultonborough

8% off
NZ$3,552
for 7 nights, 1 home
NZ$507 per night
includes taxes & fees
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, TV & Internet, Sleeps 6
Marina
Onsite beach bar
Pool
Property grounds
Exceptional
(21 reviews)

🌟 Unique Houseboat Experience on Lake Winnipesaukee - Dockside! 🚤🌊

Laconia

8% off
NZ$5,682
for 7 nights, 1 houseboat
NZ$812 per night
includes taxes & fees
🌟 Unique Houseboat Experience on Lake Winnipesaukee - Dockside! 🚤🌊
Exterior
Property grounds
Interior
Private kitchen
Exceptional
(5 reviews)

Fabulous 4BR house mountain & Lake Views, in lovely Gilford

Gilford

8% off
NZ$7,809
for 7 nights, 1 home
NZ$1,116 per night
includes taxes & fees
Fabulous 4BR house mountain & Lake Views, in lovely Gilford
Living area
Private kitchen
Interior
Property grounds
Exceptional
(10 reviews)

Charming 3-bedroom house in lovely Moultonborough with WiFi, AC

Moultonborough

8% off
NZ$3,550
for 7 nights, 1 home
NZ$507 per night
includes taxes & fees
Charming 3-bedroom house in lovely Moultonborough with WiFi, AC
Living area
Pool
Property grounds
Property grounds
Exceptional
(10 reviews)

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

Laconia

7% off
NZ$2,606
for 7 nights, 1 home
NZ$372 per night
includes taxes & fees
4-Season Lake Winni Townhome + Dock, Pool, Hiking + Slopes + Sleeps 7
Room
Gather by the Firepit
Exterior
Living area
Wonderful
(51 reviews)

Lake House Private Waterfront - Lake & Beach life in Winnipesaukee

Laconia

8% off
NZ$10,850
for 7 nights, 1 home
NZ$1,550 per night
includes taxes & fees
Lake House Private Waterfront - Lake & Beach life in Winnipesaukee
Property grounds
Marina
Exterior
Interior
Wonderful
(11 reviews)

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

Laconia

8% off
NZ$3,816
for 7 nights, 1 apartment
NZ$545 per night
includes taxes & fees
Cozy 3-bdrm/2bth condo with balcony, lake views, pool and short walk to Weir's
Living area
Exterior
Property grounds
Interior
Exceptional
(22 reviews)

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

Gilford

8% off
NZ$6,105
for 7 nights, 1 home
NZ$872 per night
includes taxes & fees
Lake Winnipesaukee & Gunstock · Sleeps 14 · Fire Pit · Hot Tub from Oct
Interior
Terrace/patio
Dining
Exterior
Exceptional
(8 reviews)

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

Alton Bay

8% off
NZ$4,834
for 7 nights, 1 home
NZ$691 per night
includes taxes & fees
Enchanting Alton Bay~Lake Winnipesaukee Retreat • Amazing Views & Hot Tub
Interior
Private kitchen
Interior
Living area
Exceptional
(10 reviews)

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

Gilford

8% off
NZ$3,837
for 7 nights, 1 home
NZ$548 per night
includes taxes & fees
Cozy 4-Season Chalet + Lake Winni + Gunstock + Free Breakfast · Sleeps 8
Exterior detail
Interior
Living area
Pool
Excellent
(7 reviews)

Serene Condo

Laconia

8% off
NZ$2,256
for 7 nights, 1 apartment
NZ$322 per night
includes taxes & fees
Serene Condo
Interior
Exterior
Living area
Dining
Exceptional
(52 reviews)

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

Meredith

8% off
NZ$3,384
for 7 nights, 1 home
NZ$483 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)
  • Gunstock Mountain Resort (7.4 mi / 11.9 km)
  • Stand Up Paddleboard NH (13 mi / 20.9 km)
  • Squam Lakes Natural Science Center (13.6 mi / 21.9 km)
  • Wolfeboro Abenaki Ski Area (6.2 mi / 10 km)
  • Kellerhaus (6.7 mi / 10.8 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)
  • Brewster Beach (8.1 mi / 13 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, Bookabach 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 Bookabach 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 Bookabach 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 Bookabach 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 Bookabach.
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 Bookabach 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 Bookabach holiday homes may also offer discounted weekly or monthly prices, so you can stay even longer for less.

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