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Long Island Vacation Rentals

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Our top choices for Long Island vacation rentals

1. 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, (34 reviews)
"Great location, specially for concerts or enjoying the beach. Some road noise."
United States
Estuardo
The price is CA $163
CA $348 total
includes taxes & fees
Oct 5 - Oct 6
Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort

2. Cold Spring Plymouth Resort

Cold Spring Plymouth Resort
3.5 star property
Ashland
9.2 out of 10, Wonderful, (270 reviews)
"Had a great weekend stay."
United States
Armand
The price is CA $187
CA $203 total
includes taxes & fees
Oct 25 - Oct 26
Cold Spring Plymouth Resort

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

Cute Cedar Lodge Studio with Balcony & Lake Views!
Weirs Beach
9.2 out of 10, Wonderful, (21 reviews)
"The room was nice. Great view of the lake."
United States
Brandy a.
The price is CA $137
CA $319 total
includes taxes & fees
Oct 27 - Oct 28
Cute Cedar Lodge Studio with Balcony & Lake Views!

4. 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 CA $117
CA $299 total
includes taxes & fees
Oct 14 - Oct 15
Gilford Perfect Getaway Pool, WIFI & Free Parking

5. 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, (32 reviews)
"Easy process and great location"
United States
Daniel
The price is CA $216
CA $493 total
includes taxes & fees
Sep 29 - Sep 30
Cozy Studio w/ Pool. Close to Weirs Beach, Concerts,Lake, & Gunstock Mountain

6. Cedar Lodge condo with mountain & lake Winnipesauke views!

Cedar Lodge condo with mountain & lake Winnipesauke views!
Weirs Beach
9.2 out of 10, Wonderful, (58 reviews)
"The room was adequate. Clean but not superclean!"
United States
Walter
The price is CA $170
CA $367 total
includes taxes & fees
Sep 29 - Sep 30
Cedar Lodge condo with mountain & lake Winnipesauke views!

7. Cedar Lodge Room 2 Queen Beds & Private Balcony

Cedar Lodge Room 2 Queen Beds & Private Balcony
Weirs Beach
The price is CA $233
CA $445 total
includes taxes & fees
Sep 29 - Sep 30
Cedar Lodge Room 2 Queen Beds & Private Balcony

8. Private Pond Cabin with Lake Access & Fire Pit

Private Pond Cabin with Lake Access & Fire Pit
Tuftonboro
9.8 out of 10, Exceptional, (9 reviews)
"Beautiful property "
United States
Keith B.
Private Pond Cabin with Lake Access & Fire Pit

9. Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard

Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard
Wolfeboro
10.0 out of 10, Exceptional, (21 reviews)
"This is a great place to stay with a dog"
United States
David M.
The price is CA $233
CA $287 total
includes taxes & fees
Oct 5 - Oct 6
Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard

10. 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 CA $148
CA $404 total
includes taxes & fees
Oct 12 - Oct 13
Weirs beach retreat

11. Lake Winni Waterfront Condo

Lake Winni Waterfront Condo
Gilford
9.6 out of 10, Exceptional, (4 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 CA $269
CA $534 total
includes taxes & fees
Sep 29 - Sep 30
Lake Winni Waterfront Condo

12. 2 Bdrm Condo walking distance to Weirs Beach and much more!!

2 Bdrm Condo walking distance to Weirs Beach and much more!!
Weirs Beach
9.6 out of 10, Exceptional, (60 reviews)
"Great location, easy and smooth stay!"
United States
Aimee M.
The price is CA $252
CA $550 total
includes taxes & fees
Oct 27 - Oct 28
2 Bdrm Condo walking distance to Weirs Beach and much more!!

13. 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 CA $204
CA $252 total
includes taxes & fees
Sep 29 - Sep 30
Caretakers -Split level Pet Friendly $50 Fee

14. Cozy Tuftonboro Escape: Steps to Private Beaches!

Cozy Tuftonboro Escape: Steps to Private Beaches!
3.0 star property
Tuftonboro
10.0 out of 10, Exceptional, (2 reviews)
"We’ll kept "
United States
Denise
The price is CA $300
CA $654 total
includes taxes & fees
Oct 4 - Oct 5
Cozy Tuftonboro Escape: Steps to Private Beaches!

15. 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
9.4 out of 10, Exceptional, (13 reviews)
"Great place "
United States
Anonymous traveller
The price is CA $217
CA $266 total
includes taxes & fees
Oct 6 - Oct 7
Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard

16. Lake Winnipesaukee - Gunstock - Gilford - 5 Minutes to Lake and Music - Sleeps 8

Lake Winnipesaukee - Gunstock - Gilford - 5 Minutes to Lake and Music - Sleeps 8
Gilford
10.0 out of 10, Exceptional, (1 review)
"Home was clean Host was easy to communicate with"
United States
Robert L.
The price is CA $197
CA $639 total
includes taxes & fees
Oct 21 - Oct 22
Lake Winnipesaukee - Gunstock - Gilford - 5 Minutes to Lake and Music - Sleeps 8

17. 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.
The price is CA $153
CA $320 total
includes taxes & fees
Sep 29 - Sep 30
Delightful cabin lake views & access now featuring AC Wi-FI and TV sleeps 3

18. Cozy, Pet-Friendly Escape Near Lake & Mountains

Cozy, Pet-Friendly Escape Near Lake & Mountains
Gilford
10.0 out of 10, Exceptional, (48 reviews)
"Cute and comfortable. The host communicated well and had all the essentials available. We enjoyed our stay."
United States
Julie W.
The price is CA $270
CA $686 total
includes taxes & fees
Oct 4 - Oct 5
Cozy, Pet-Friendly Escape Near Lake & Mountains

19. Spacious 2 Bdrm Condo Walking distance to Weirs Beach!!

Spacious 2 Bdrm Condo Walking distance to Weirs Beach!!
Weirs Beach
9.6 out of 10, Exceptional, (77 reviews)
"Nice clean place. Easy to get in and out. 10 minute drive to Bank of New Hampshire Pavillion."
United States
Kevin G.
The price is CA $264
CA $565 total
includes taxes & fees
Oct 27 - Oct 28
Spacious 2 Bdrm Condo Walking distance to Weirs Beach!!

20. Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home

Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home
Meredith
10.0 out of 10, Exceptional, (176 reviews)
"We loved our stay. Very clean and in a great location in Meredith."
United States
Rebecca R.
The price is CA $259
CA $497 total
includes taxes & fees
Sep 29 - Sep 30
Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home
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.
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Top Long Island Hotel Reviews

Find out more about Long Island

Everything you need to know about Long Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Long Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Long Island vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Long Island vacation rentals we have selected for you start as low as CA $203 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 vacation 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 vacation.

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. 

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