Long Island holiday rentals

We found 1,069 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Long Island

Showing deals for:13 Nov - 20 Nov

Children’s area
View from Gunstock (4 miles away)
Living area with wood burning fireplace and puzzle table
Kitchen and Dining area
Exceptional
(155 reviews)

Stunning view from this secluded mountain gettaway

Alton Bay

8% off
AU$7,855
for 7 nights, 1 room
AU$1,122 per night
includes taxes & fees
Stunning view from this secluded mountain gettaway
The lower level which walks out to firepit area
Eat in kitchen
3 season porch on main level, store all your gear here
Great LARGE  private fire pit!
Exceptional
(51 reviews)

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

Gilford

8% off
AU$3,592
for 7 nights, 1 chalet
AU$513 per night
includes taxes & fees
1.5 miles to Gunstock. Great for larger groups or multiple families
Sunroom overlooking lake and mountain views, great for watching guests on the beach and enjoying the sunsets.
Sugar sand beach and zero entry walk in to the where the sand continues for hundreds of feet
Living room with massive couch, 85" tv, sound system, pool table, and bubble hockey game
Twilight shot of home at dusk with luxury landscape lighting
Exceptional
(64 reviews)

Luxury Lakefront w/Hot Tub, Beach, Mountain Views!

Moultonborough

9% off
AU$15,613
for 7 nights, 1 home
AU$2,230 per night
includes taxes & fees
Luxury Lakefront w/Hot Tub, Beach, Mountain Views!
Location of the house boats (blue roofs)
Bar (on property)
Property grounds
Marina amenities over view
Exceptional
(26 reviews)

🌟 Unique Houseboat Experience on Lake Winnipesaukee - Harborside 🚤🌊

Laconia

8% off
AU$4,662
for 7 nights, 1 houseboat
AU$666 per night
includes taxes & fees
🌟 Unique Houseboat Experience on Lake Winnipesaukee - Harborside 🚤🌊
Living area
Exterior
Dining
Private kitchen
Exceptional
(23 reviews)

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

Laconia

8% off
AU$17,203
for 7 nights, 1 home
AU$2,458 per night
includes taxes & fees
Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room
Marina
Onsite beach bar
Exterior
Property grounds
Exceptional
(20 reviews)

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

Laconia

8% off
AU$4,662
for 7 nights, 1 houseboat
AU$666 per night
includes taxes & fees
🌟 Unique Houseboat Experience on Lake Winnipesaukee - Dockside! 🚤🌊
Living area
Exterior
Interior
Marina
Exceptional
(105 reviews)

Winnipesaukee's Finest Waterfront Mansion w/Boathouse and Private Beach

Gilford

9% off
AU$20,845
for 7 nights, 1 home
AU$2,978 per night
includes taxes & fees
Winnipesaukee's Finest Waterfront Mansion w/Boathouse and Private Beach
Living area
Marina
Sunroom
Kitchen and dining
Exceptional
(18 reviews)

The Ultimate Getaway at a Charming Two-Bedroom Lakeside Cottage on Winnipesaukee

Alton Bay

8% off
AU$5,353
for 7 nights, 1 cottage
AU$765 per night
includes taxes & fees
The Ultimate Getaway at a Charming Two-Bedroom Lakeside Cottage on Winnipesaukee
Private kitchen
Dining
Outdoor dining
Living area
Exceptional
(9 reviews)

Spacious Lakes Region Retreat—Game Room & Gazebo

Meredith

8% off
AU$7,955
for 7 nights, 1 home
AU$1,136 per night
includes taxes & fees
Spacious Lakes Region Retreat—Game Room & Gazebo
Living area
sitting on deck overlooking diamond, rattlesnake island and Wolfboro neck
Private kitchen
Golf
Exceptional
(169 reviews)

Ski Gunstock 3 minutes away then relax overlooking lakeWinnipesaukee mile

Gilford

8% off
AU$4,692
for 7 nights, 1 home
AU$670 per night
includes taxes & fees
Ski Gunstock 3 minutes away then relax overlooking lakeWinnipesaukee mile
Room
Living area
Private kitchen
Exterior
Exceptional
(7 reviews)

Quiet Lake Retreat with Fireplace and short walk to the beach

Moultonborough

8% off
AU$3,013
for 7 nights, 1 cottage
AU$430 per night
includes taxes & fees
Quiet Lake Retreat with Fireplace and short walk to the beach
Fireplace seating area - dining area and kitchen in background
Property from the lake
Property from end of dock
Master Bedroom
Exceptional
(154 reviews)

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

Alton Bay

8% off
AU$7,891
for 7 nights, 1 home
AU$1,127 per night
includes taxes & fees
Lake Winnipesaukee Waterfront! Family Friendly, Amazing View, HotTub,Kayaks+more
Exterior
Comfy seats around one of two fire pits.
View of the house from the beach.
12c coffee pot, keurig, 4 slice toaster, blender, etc.
Exceptional
(186 reviews)

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

Moultonborough

8% off
AU$4,863
for 7 nights, 1 home
AU$695 per night
includes taxes & fees
Great multi-generational! Family/Pet-2 Kings,Lg Loft, Pool Tbl/P pong/Air Hockey
Living area
Private kitchen
Lobby
Living area
Exceptional
(5 reviews)

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

Gilford

12% off
AU$6,451
for 7 nights, 1 home
AU$922 per night
includes taxes & fees
Updated 4BR, Game Room/Bar, Private, Near Gunstock
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
(25 reviews)

Kayak, walk or swim to Meredith town center

Meredith

8% off
AU$9,953
for 7 nights, 1 home
AU$1,422 per night
includes taxes & fees
Kayak, walk or swim to Meredith town center
Living area
Private kitchen
Property grounds
Private kitchen
Exceptional
(15 reviews)

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

Wolfeboro

8% off
AU$6,076
for 7 nights, 1 home
AU$868 per night
includes taxes & fees
NEWLY REMODELED N Main St. Close to TOWN and LAKE WINNIPESAUKEE
Property grounds
Private kitchen
Games room
Interior
Exceptional
(24 reviews)

Pet & Kid Friendly Lake community w/ boat launch & beach

Moultonborough

7% off
AU$2,423
for 7 nights, 1 home
AU$346 per night
includes taxes & fees
Pet & Kid Friendly Lake community w/ boat launch & beach
Interior
Property grounds
Property grounds
Exterior
Exceptional
(5 reviews)

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

Gilford

8% off
AU$6,135
for 7 nights, 1 home
AU$876 per night
includes taxes & fees
Fabulous 4BR house mountain & Lake Views, in lovely Gilford
Living area
Private kitchen
Interior
Exterior detail
Exceptional
(8 reviews)

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

Moultonborough

8% off
AU$2,913
for 7 nights, 1 home
AU$416 per night
includes taxes & fees
Charming 3-bedroom house in lovely Moultonborough with WiFi, AC
Castle in the clouds
Property grounds
Snowmobilers on Shannon Brook heading towards Lake Winnipsaukee.
Private kitchen
Wonderful
(33 reviews)

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

Moultonborough

8% off
AU$2,914
for 7 nights, 1 home
AU$416 per night
includes taxes & fees
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, TV & Internet, Sleeps 6
Living area
Pool
Property grounds
Property grounds
Exceptional
(9 reviews)

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

Laconia

7% off
AU$2,209
for 7 nights, 1 home
AU$316 per night
includes taxes & fees
4-Season Lake Winni Townhome + Dock, Pool, Hiking + Slopes + Sleeps 7
Room
Gather by the Firepit
Living area
Exterior
Wonderful
(50 reviews)

Lake House Private Waterfront - Lake & Beach life in Winnipesaukee

Laconia

8% off
AU$8,565
for 7 nights, 1 home
AU$1,224 per night
includes taxes & fees
Lake House Private Waterfront - Lake & Beach life in Winnipesaukee
Property grounds
Exterior
Private kitchen
Living area
Exceptional
(22 reviews)

Lakes Region home, close to hiking, golf and more

Gilford

8% off
AU$7,005
for 7 nights, 1 home
AU$1,001 per night
includes taxes & fees
Lakes Region home, close to hiking, golf and more
Exterior
Marina
Property grounds
Interior
Wonderful
(10 reviews)

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

Laconia

8% off
AU$3,132
for 7 nights, 1 apartment
AU$447 per night
includes taxes & fees
Cozy 3-bdrm/2bth condo with balcony, lake views, pool and short walk to Weir's
  • 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)
  • Kellerhaus (6.7 mi / 10.8 km)
  • Cascade Spa (7.6 mi / 12.2 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)
  • Lake Kanasatka (7.3 mi / 11.7 km)
  • Paugus Bay (7.8 mi / 12.5 km)
  • Brewster Beach (8.1 mi / 13 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.

More holiday ideas