Default HTG hotel image

Holiday Rentals in Long Island

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Long Island holiday rentals

1. Cold Spring Plymouth Resort

Cold Spring Plymouth Resort
3.5 star property
Ashland
9.2 out of 10, Wonderful, (280 reviews)
"Had a great weekend stay."
United States
Armand
The price is €106
includes taxes & fees
1 Nov - 2 Nov
Cold Spring Plymouth Resort

2. Cute Lower Level Cedar Lodge Room with Balcony & Lake Views!

Cute Lower Level Cedar Lodge Room with Balcony & Lake Views!
Weirs Beach
9.2 out of 10, Wonderful, (7 reviews)
"Property was very clean, had very comfortable beds and a wonderful view. "
United States
Crystal
The price is €202
includes taxes & fees
26 Oct - 27 Oct
Cute Lower Level Cedar Lodge Room with Balcony & Lake Views!

3. Lakes Region Escape | Private Balcony Near Weirs Beach

Lakes Region Escape | Private Balcony Near Weirs Beach
Weirs Beach
10.0 out of 10, Exceptional, (1 review)
"Great location. Close to the strip"
United States
Adam C.
The price is €199
includes taxes & fees
8 Nov - 9 Nov
Lakes Region Escape | Private Balcony Near Weirs Beach

4. Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath

Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (6 reviews)
"It was very cute and clean, loved the outside area and would def be back again."
United States
Anais & Zach
The price is €161
includes taxes & fees
26 Oct - 27 Oct
Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath

5. Cedar Lodge Condo w/ Loft and private balcony

Cedar Lodge Condo w/ Loft and private balcony
Weirs Beach
10.0 out of 10, Exceptional, (1 review)
"Had an incredible stay for a Father/Son overnight trip to Laconia. The property was clean, incredibly safe, quiet and relaxing, the amenities were very nice and perfect for a vacation of any length. Perfect for family trips, couples getaways, solo adventures and friend getaways. This property is close to anything you want to do in that area. Has a nice pool, basketball, firepit, BBQ spots, places to relax and enjoy your drink or coffee to watch the sunset over the lake or sit under the starry...
United States
Steven F.
The price is €220
includes taxes & fees
3 Nov - 4 Nov
Cedar Lodge Condo w/ Loft and private balcony

6. Lake Winnipesaukee Home for Fall & Winter Fun

Lake Winnipesaukee Home for Fall & Winter Fun
3.0 star property
Moultonborough
The price is €409
includes taxes & fees
13 Oct - 14 Oct
Lake Winnipesaukee Home for Fall & Winter Fun

7. Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort

Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
Gilford
9.8 out of 10, Exceptional, (35 reviews)
"Great location, specially for concerts or enjoying the beach. Some road noise."
United States
Estuardo
The price is €247
includes taxes & fees
4 Nov - 5 Nov
Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort

8. Cedar Lodge Room 2 Queen Beds & Private Balcony

Cedar Lodge Room 2 Queen Beds & Private Balcony
Weirs Beach
The price is €234
includes taxes & fees
3 Nov - 4 Nov
Cedar Lodge Room 2 Queen Beds & Private Balcony

9. Gilford Perfect Getaway Pool, WIFI & Free Parking

Gilford Perfect Getaway Pool, WIFI & Free Parking
Laconia
8.4 out of 10, Very good, (7 reviews)
"Very nice place, easily located near everything. Would definitely stay here again."
United States
Katherine B.
The price is €207
includes taxes & fees
22 Oct - 23 Oct
Gilford Perfect Getaway Pool, WIFI & Free Parking

10. Caretakers -Split level Pet Friendly $50 Fee

Caretakers -Split level Pet Friendly $50 Fee
Wolfeboro
10.0 out of 10, Exceptional, (5 reviews)
"I would stay there again. The caretakers place was just adorable. My stay was very relaxing and the place offered so many activities for children and adults. "
United States
Judith
The price is €153
includes taxes & fees
22 Oct - 23 Oct
Caretakers -Split level Pet Friendly $50 Fee

11. Cozy Studio w/ Pool. Close to Weirs Beach, Concerts,Lake, & Gunstock Mountain

Cozy Studio w/ Pool. Close to Weirs Beach, Concerts,Lake, & Gunstock Mountain
Laconia
10.0 out of 10, Exceptional, (33 reviews)
"Easy process and great location"
United States
Daniel
The price is €310
includes taxes & fees
13 Oct - 14 Oct
Cozy Studio w/ Pool. Close to Weirs Beach, Concerts,Lake, & Gunstock Mountain

12. Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard

Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
Wolfeboro
9.6 out of 10, Exceptional, (14 reviews)
"Great place "
United States
Anonymous traveller
The price is €159
includes taxes & fees
18 Oct - 19 Oct
Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard

13. Newly Renovated Cottage 3 on Main Street Alton Bay!

Newly Renovated Cottage 3 on Main Street Alton Bay!
Alton
9.6 out of 10, Exceptional, (7 reviews)
"Staff was very freindly"
United States
David
The price is €223
includes taxes & fees
26 Oct - 27 Oct
Newly Renovated Cottage 3 on Main Street Alton Bay!

14. Weirs beach retreat

Weirs beach retreat
Weirs Beach
9.8 out of 10, Exceptional, (8 reviews)
"Just a minutes drive to the waterfront and shops. Great location "
United States
Wayne W.
The price is €256
includes taxes & fees
13 Oct - 14 Oct
Weirs beach retreat

15. Danforth Bay Camping and RV Resort

Danforth Bay Camping and RV Resort
2.0 star property
Freedom
8.4 out of 10, Very good, (16 reviews)
"Definitely will stay again. Basic cabin but great location"
United States
Jacqui
The price is €161
includes taxes & fees
13 Oct - 14 Oct
Danforth Bay Camping and RV Resort

16. Delightful cabin lake views & access now featuring AC Wi-FI and TV sleeps 3

Delightful cabin lake views & access now featuring AC Wi-FI and TV sleeps 3
Alton
8.8 out of 10, Excellent, (14 reviews)
"Nicely kept enjoyable stay"
United States
Shirley G.
Delightful cabin lake views & access now featuring AC Wi-FI and TV sleeps 3

17. Newly Renovated Cottage 4 in Alton Bay, NH

Newly Renovated Cottage 4 in Alton Bay, NH
Alton
9.0 out of 10, Wonderful, (4 reviews)
"Communication was amazing, check in was a delightful, the house itself was perfect "
United States
Jennifer S.
The price is €324
includes taxes & fees
25 Oct - 26 Oct
Newly Renovated Cottage 4 in Alton Bay, NH

18. Lake Winni Waterfront Condo

Lake Winni Waterfront Condo
Gilford
9.8 out of 10, Exceptional, (6 reviews)
"I liked that it was close to the pavilion and had a nice view. The property looked nice for early season. It was loud this weekend due to bike week. I had a small issue with the entry as I didn’t see at first the electronic key pad and was trying to open the master lock key box. As I was only able to communicate by e mail there was no short term communication help available"
United States
robert
The price is €334
includes taxes & fees
14 Oct - 15 Oct
Lake Winni Waterfront Condo

19. Newly Renovated June 2026 2BR/2BA Laconia Condo with AC & WiFi

Newly Renovated June 2026 2BR/2BA Laconia Condo with AC & WiFi
Weirs Beach
9.6 out of 10, Exceptional, (5 reviews)
"Condo was very clean, rooms her good sized, each having a separate bathroom was ideal. Also centrally located for attending Laconia bike week. About 4 miles from Weirs beach, walking distance to Cumberland Farms. The host, Margaret, was exceptional. Would highly recommend."
United States
Darren
The price is €377
includes taxes & fees
4 Nov - 5 Nov
Newly Renovated June 2026 2BR/2BA Laconia Condo with AC & WiFi

20. Cute Cedar Lodge Studio with Balcony & Lake Views!

Cute Cedar Lodge Studio with Balcony & Lake Views!
Weirs Beach
9.2 out of 10, Wonderful, (22 reviews)
"The room was nice. Great view of the lake."
United States
Brandy a.
The price is €212
includes taxes & fees
28 Oct - 29 Oct
Cute Cedar Lodge Studio with Balcony & Lake Views!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Long Island Hotel Reviews

Find out more about Long Island

Everything you need to know about Long Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Long Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Long Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Long Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Long Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Long Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Long Island holiday rentals we have selected for you start as low as €106 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Long Island rentals

At Expedia, we put the best Long Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Long Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Long Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Long Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia