Holiday Rentals in Long Island

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Holiday Rentals in Long Island

Escape to Positive Outlook

The price is €255
includes taxes & fees
29 Jun - 30 Jun
Escape to Positive Outlook

Mid Coast Getaway w/ water views

The price is €301
includes taxes & fees
9 Jul - 10 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 €441
includes taxes & fees
29 Jun - 30 Jun
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. "
The price is €458
includes taxes & fees
29 Jun - 30 Jun
Fantastic Waterfront Views

Camp Forever cottage

9.6 out of 10, Exceptional, (48)
"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 €306
includes taxes & fees
30 Jun - 1 Jul
Camp Forever cottage

Centerview cottage

9.8 out of 10, Exceptional, (51)
"Very good people, excellent stay and we highly recommend this place, good home feeling and beautiful view"
The price is €418
includes taxes & fees
4 Jul - 5 Jul
Centerview cottage

Orchid Harbor, Bailey Island 3BR

10.0 out of 10, Exceptional, (2)
"We enjoyed our weekend tremendously, especially being right on the beach, with miles of private access to the rocky shores to search for treasures and sea glass! Thank you so much!"
The price is €388
includes taxes & fees
9 Jul - 10 Jul
Orchid Harbor, Bailey Island 3BR

Full sized home

9.8 out of 10, Exceptional, (28)
"This property was as described and it felt like we were staying at a family member’s cozy house. The towels were thick, the beds were comfortable, and the kitchen had everything we needed."
The price is €321
includes taxes & fees
10 Jul - 11 Jul
Full sized home

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 €508
includes taxes & fees
7 Jul - 8 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 €461
includes taxes & fees
13 Jul - 14 Jul
Beautiful 3BR Home with Office in Town of Brunswick with King beds

Mere Point Sunrise Views at Eastern Shore!

9.8 out of 10, Exceptional, (6)
"Great property with a great view. No ac was a bummer Washing machine kept erroring out a few mins after starting Grill brush was broke upon arrival Grill was very dirty and starting grease fires, so we cleaned it May want to check leaking of kitchen sink or dishwasher. When washing clothes I noticed the ceiling is wet right under the kitchen sink area "
The price is €492
includes taxes & fees
25 Jul - 26 Jul
Mere Point Sunrise Views at Eastern Shore!

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 €1,574
includes taxes & fees
21 Jul - 22 Jul
Waterfront Spacious Luxury Home, 5 min to LL Bean!

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 €657
includes taxes & fees
2 Jul - 3 Jul
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

Willard Square Family Home

9.6 out of 10, Exceptional, (7)
"A funky place. Liked the decor. "
Willard Square Family Home

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 €226
includes taxes & fees
1 Jul - 2 Jul
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

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

Spacious 4-bedroom house located in the heart of Portland, ME.

Spacious 4-bedroom house located in the heart of Portland, ME.

Mint Ocean Promenade Condo, Steps to Old Port

Mint Ocean Promenade Condo, Steps to Old Port

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

10.0 out of 10, Exceptional, (29)
"My husband and I loved our stay here for a few days in Februrary. The host was easy to reach and accomodating. The house was charmingly decorated and looked to be recently rennovated. Beds were super comfy! The neighborhood was ideal. So much great food and beer within walking distance. Highly recommend!"
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 2-bedroom house with AC, WiFi in lovely Falmouth: This holiday home rental outside of Long Island is on a lake, and equipped with air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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 Aquaboggan Water Park, 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.