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Long Island Holiday Rentals

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Our top choices for Long Island holiday rentals

1. Inviting condo in quiet locale with partial lake views, balcony & grilling area

Inviting condo in quiet locale with partial lake views, balcony & grilling area
Gilford
8.4 out of 10, Very good, (17 reviews)
"Everything was just as listed, full amenities and cleanliness."
United States
John C.
The price is NZ$441
includes taxes & fees
14 Sept - 15 Sept
Inviting condo in quiet locale with partial lake views, balcony & grilling area

2. Cold Spring Plymouth Resort

Cold Spring Plymouth Resort
3.5 star property
Ashland
9.2 out of 10, Wonderful, (250 reviews)
"The room and resort was great! The staff was excellent and sweet! We will definitely be back!"
United States
Stacey
The price is NZ$243
includes taxes & fees
7 Sept - 8 Sept
Cold Spring Plymouth Resort

3. Gilford/Banff style Stay, Pool, Gym & Parking

Gilford/Banff style Stay, Pool, Gym & Parking
Laconia
9.2 out of 10, Wonderful, (5 reviews)
"Very nice place, easily located near everything. Would definitely stay here again."
United States
Katherine B.
The price is NZ$374
includes taxes & fees
16 Sept - 17 Sept
Gilford/Banff style Stay, Pool, Gym & Parking

4. 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, (29 reviews)
"Easy process and great location"
United States
Daniel
The price is NZ$603
includes taxes & fees
14 Sept - 15 Sept
Cozy Studio w/ Pool. Close to Weirs Beach, Concerts,Lake, & Gunstock Mountain

5. 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 NZ$375
includes taxes & fees
8 Sept - 9 Sept
Delightful cabin lake views & access now featuring AC Wi-FI and TV sleeps 3

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

Cedar Lodge condo with mountain & lake Winnipesauke views!
Weirs Beach
9.4 out of 10, Exceptional, (56 reviews)
"The room was adequate. Clean but not superclean!"
United States
Walter
The price is NZ$412
includes taxes & fees
15 Sept - 16 Sept
Cedar Lodge condo with mountain & lake Winnipesauke views!

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

Cute Cedar Lodge Studio with Balcony & Lake Views!
Weirs Beach
9.2 out of 10, Wonderful, (20 reviews)
"This was my second time staying at this property and I'll continue to stay here in the future. It's comfortable and the perfect size for my needs. The location is excellent as well. "
United States
Sarah A.
The price is NZ$368
includes taxes & fees
16 Sept - 17 Sept
Cute Cedar Lodge Studio with Balcony & Lake Views!

8. Cozy condo with WiFi, fitness room in enjoyable Laconia

Cozy condo with WiFi, fitness room in enjoyable Laconia
Weirs Beach
9.4 out of 10, Exceptional, (8 reviews)
"The condo was clean and much larger than expected! We had a wonderful stay! "
United States
Beth M.
The price is NZ$522
includes taxes & fees
15 Sept - 16 Sept
Cozy condo with WiFi, fitness room in enjoyable Laconia

9. Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette

Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette
Alton
9.0 out of 10, Wonderful, (22 reviews)
"Great little gem given its price, location, and overall accommodations! "
United States
Kevin R.
The price is NZ$565
includes taxes & fees
11 Sept - 12 Sept
Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette

10. 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, (30 reviews)
"Perfect property for us right across from the lake Very well decorated and clean The owner was very attentive and answered every question I had! Will definitely be staying there again"
United States
Richard
The price is NZ$586
includes taxes & fees
16 Sept - 17 Sept
Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort

11. Cottage in Alton Bay – Sleeps 4, Pool, Trails & More!

Cottage in Alton Bay – Sleeps 4, Pool, Trails & More!
Alton
10.0 out of 10, Exceptional, (1 review)
"This is a classic old-style cabin that reminded us of our childhood family trips in the 60’s. It’s not new, but a heck of a lot of fun if you’re in the right head space. Easily walked to town for dinner and to the shore. Clean and had everything we needed."
United States
Christine F.
The price is NZ$394
includes taxes & fees
15 Sept - 16 Sept
Cottage in Alton Bay – Sleeps 4, Pool, Trails & More!

12. 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, (1 review)
"We’ll kept "
United States
Denise
The price is NZ$783
includes taxes & fees
31 Aug - 1 Sept
Cozy Tuftonboro Escape: Steps to Private Beaches!

13. Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath

Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (5 reviews)
"It was very cute and clean, loved the outside area and would def be back again."
United States
Anais & Zach
The price is NZ$362
includes taxes & fees
8 Sept - 9 Sept
Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath

14. Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
Alton
8.6 out of 10, Excellent, (20 reviews)
"Nice location on the lake."
United States
Mary L.
The price is NZ$605
includes taxes & fees
13 Sept - 14 Sept
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

15. Cozy Tuftonboro Escape: Steps to Private Beaches!

Cozy Tuftonboro Escape: Steps to Private Beaches!
Center Tuftonboro
10.0 out of 10, Exceptional, (15 reviews)
"Property was just as pictured. Great location near the pond. Home had everything I could have needed, including a few snacks. Bit of a snafu on check-in but host communication was quick and pleasant!"
United States
Diane S.
The price is NZ$785
includes taxes & fees
31 Aug - 1 Sept
Cozy Tuftonboro Escape: Steps to Private Beaches!

16. Cozy hotel-style suite right on the water, shared patio, free WiFi

Cozy hotel-style suite right on the water, shared patio, free WiFi
Alton
9.0 out of 10, Wonderful, (19 reviews)
"One of our favorite places to stay in this area."
United States
Anthony G.
The price is NZ$558
includes taxes & fees
13 Sept - 14 Sept
Cozy hotel-style suite right on the water, shared patio, free WiFi

17. Caretakers Apartment-Split level w/ Wet Room Bath

Caretakers Apartment-Split level w/ Wet Room Bath
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 NZ$305
includes taxes & fees
8 Sept - 9 Sept
Caretakers Apartment-Split level w/ Wet Room Bath

18. 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 NZ$509
includes taxes & fees
16 Sept - 17 Sept
Cedar Lodge Condo w/ Loft and private balcony

19. Cedar Lodge Room 2 Queen Beds & Private Balcony

Cedar Lodge Room 2 Queen Beds & Private Balcony
Weirs Beach
The price is NZ$509
includes taxes & fees
16 Sept - 17 Sept
Cedar Lodge Room 2 Queen Beds & Private Balcony

20. Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard

Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Wolfeboro
9.6 out of 10, Exceptional, (12 reviews)
"Great place "
United States
Anonymous traveller
The price is NZ$384
includes taxes & fees
9 Sept - 10 Sept
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Long Island holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Long Island. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Long Island. Seeing all the best attractions is bound to make you fall in love with Long Island. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Long Island short-term rentals, that won’t be hard to do.

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