Holiday Rentals in Long Island

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Holiday Rentals in Long Island

Escape to Positive Outlook

Escape to Positive Outlook

Mid Coast Getaway w/ water views

The price is €268
includes taxes & fees
22 Jul - 23 Jul
Mid Coast Getaway w/ water views

Phenomenal Home on Coast of Maine

9.0 out of 10, Wonderful, (40)
"Property had beautiful views of the surrounding area. Very spacious living areas, bedrooms and bathrooms. Could use a bit of a cleaning in some areas and better organization of outdoor furniture."
The price is €443
includes taxes & fees
15 Jul - 16 Jul
Phenomenal Home on Coast of Maine

Fantastic Waterfront Views

9.8 out of 10, Exceptional, (7)
"Our favorite part about our stay at this location was being able to look out the many sliding door windows to see the ocean view. It was a very relaxing place to stay. "
Fantastic Waterfront Views

Lofty cottage

9.4 out of 10, Exceptional, (42)
"Place was perfect!"
Lofty cottage

Camp Forever cottage

9.6 out of 10, Exceptional, (49)
"Great stay. My husband and I were there for 4 days. Peaceful and quiet. Lovely views. Just perfect for the two of us. Short drive to area sites, businesses and restaurants."
The price is €317
includes taxes & fees
15 Jul - 16 Jul
Camp Forever cottage

The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury

The price is €1,530
includes taxes & fees
21 Jul - 22 Jul
The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury

Classic New England Waterfront

The price is €1,476
includes taxes & fees
19 Jul - 20 Jul
Classic New England Waterfront

Private Home w/ Office Year Round in town Brunswick next to Bowdoin

9.0 out of 10, Wonderful, (19)
"Nice place, I'd stay again!"
The price is €381
includes taxes & fees
22 Jul - 23 Jul
Private Home w/ Office Year Round in town Brunswick next to Bowdoin

Beautiful 3BR Home with Office in Town of Brunswick with King beds

9.0 out of 10, Wonderful, (4)
"Had a great stay here, the property was clean and came as advertised"
The price is €375
includes taxes & fees
15 Jul - 16 Jul
Beautiful 3BR Home with Office in Town of Brunswick with King beds

Waterfront Spacious Luxury Home, 5 min to LL Bean!

9.8 out of 10, Exceptional, (18)
"Great place. Gracious hosts. Warm and cozy space with plenty of room for everyone. "
The price is €898
includes taxes & fees
21 Jul - 22 Jul
Waterfront Spacious Luxury Home, 5 min to LL Bean!

Waterfront, Luxury, Spacious home in Freeport!

10.0 out of 10, Exceptional, (26)
"Great location - close to downtown Freeport. Beautiful property with plenty of comfortable sleeping options"
The price is €2,691
includes taxes & fees
4 Aug - 5 Aug
Waterfront, Luxury, Spacious home in Freeport!

Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

10.0 out of 10, Exceptional, (4)
"We had a wonderful time in Freeport, getting some Christmas season shopping in and bring our 4 year old to the Sparkle weekend festivities. "
The price is €767
includes taxes & fees
27 Jul - 28 Jul
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

Absolutely Breathtaking Direct Oceanfront Cottage ~ Perfect Location!

9.8 out of 10, Exceptional, (31)
"I spent summers on Long Island in Casco Bay always dreaming of staying at Peak’s Island to see what all the hype was about… Well, it exceeded my expectations at this location! The communication with the owner, to the comfort of the cottage and view was priceless. We are already planning for next summer 😃"
The price is €1,105
includes taxes & fees
4 Aug - 5 Aug
Absolutely Breathtaking Direct Oceanfront Cottage ~ Perfect Location!

Modern Cottage with Peeks of Ocean Views

The price is €493
includes taxes & fees
13 Aug - 14 Aug
Modern Cottage with Peeks of Ocean Views

Willard Beach–Private Apt Near Portland & Parks

10.0 out of 10, Exceptional, (1)
"Cozy and clean place with a quick walk to the beach in beautiful neighborhood!"
The price is €344
includes taxes & fees
11 Aug - 12 Aug
Willard Beach–Private Apt Near Portland & Parks

Charming Studio apartment with WiFi, AC in welcoming Portland

10.0 out of 10, Exceptional, (2)
"This was a great stay through and through. Excellent condition, very responsive before and during the stay, and a great location. 10/10 will recommend to anyone staying in Portland! "
The price is €203
includes taxes & fees
28 Jul - 29 Jul
Charming Studio apartment with WiFi, AC in welcoming Portland

Charming 2-bedroom apartment with AC, WiFi in fabulous Portland

6.0 out of 10, (1)
"The location was very convenient. I missed the part that said it was on second floor with a curved stair case. The actual apartment was clean, but in need of a few repairs. "
The price is €466
includes taxes & fees
12 Aug - 13 Aug
Charming 2-bedroom apartment with AC, WiFi in fabulous Portland

Mint Ocean Promenade Condo, Steps to Old Port

The price is €401
includes taxes & fees
23 Jul - 24 Jul
Mint Ocean Promenade Condo, Steps to Old Port

Modern & Sunny House Steps from the Promenade. Private Parking!

10.0 out of 10, Exceptional, (29)
"This properly was perfectly suited for my wife and I, it is exactly as it is described. We were comfortable and enjoyed every minute at this property. We had to reschedule our flight which required us staying an extra night, Jennifer so graciously allowed us to stay another night. We would definitely stay here again if we ever return to Portland."
The price is €610
includes taxes & fees
23 Jul - 24 Jul
Modern & Sunny House Steps from the Promenade. Private Parking!
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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Frequently asked questions

Are there holiday rentals in Long Island?

Yes, there are holiday rentals close to the most popular sights in Long Island, or you can select a more secluded option if you're looking for a relaxing stay. Long Island is known for its restaurants and shopping. Make sure you have time to check out the beaches while you're in the area.

What are some of the best holiday rentals that Long Island has to offer?

Charming 3 bedroom lake house on Damariscotta Lake.: This holiday home rental outside of Long Island has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Long Island?

With 7 Expedia holiday rentals, you're guaranteed to find just the right place for your Long Island stay.

What’s there to see and do in Long Island?

While exploring the area, visit family-friendly sights like Portland Observatory, or get outside and enjoy nature at Sand Beach. In the wider area, you’ll find East End Beach and Willard Beach.

What’s a holiday rental in Long Island like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Long Island. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for small groups.