Long Island Vacation Rentals

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Browse Select Long Island Vacation Homes

Our top choices for Long Island vacation homes

Mid Coast Getaway w/ water views

9.0 out of 10, Wonderful, (2)
"You couldn’t ask for a better view, it was everything we had hoped and more."
The price is CA $181
CA $339 total
includes taxes & fees
Sep 3 - Sep 4
Mid Coast Getaway w/ water views

Escape to Positive Outlook

The price is CA $144
CA $292 total
includes taxes & fees
Sep 28 - Sep 29
Escape to Positive Outlook

Private Entrance Residential Portland

9.0 out of 10, Wonderful, (4)
"Check in was simple. Quaint place. "
The price is CA $144
CA $243 total
includes taxes & fees
Sep 3 - Sep 4
Private Entrance Residential Portland

Willard Beach–Private Apt Near Portland & Parks

10.0 out of 10, Exceptional, (2)
"Excellent in every way."
The price is CA $135
CA $338 total
includes taxes & fees
Sep 8 - Sep 9
Willard Beach–Private Apt Near Portland & Parks

Camp Forever cottage

9.6 out of 10, Exceptional, (52)
"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 CA $184
CA $373 total
includes taxes & fees
Sep 15 - Sep 16
Camp Forever cottage

Sauna & fire table near Portland's Back Cove

10.0 out of 10, Exceptional, (3)
"Great location, clean property"
The price is CA $209
CA $473 total
includes taxes & fees
Sep 7 - Sep 8
Sauna & fire table near Portland's Back Cove

Charming Studio apartment with WiFi, AC in welcoming Portland

9.6 out of 10, Exceptional, (5)
"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 CA $172
CA $313 total
includes taxes & fees
Sep 3 - Sep 4
Charming Studio apartment with WiFi, AC in welcoming Portland

Bright 3 bedroom located in the heart of OOB

9.0 out of 10, Wonderful, (4)
"Perfect for our needs. Pictures don't do it justice, it is roomier than it looks. Would definitely book it again. "
The price is CA $206
CA $550 total
includes taxes & fees
Sep 3 - Sep 4
Bright 3 bedroom located in the heart of OOB

Orchid Harbor, Bailey Island 3BR

10.0 out of 10, Exceptional, (3)
"Orchid Harbor was perfect for my 3 week escape from life. Bailey Island is quiet and the house is comfortable and accommodating for family and friends.The outdoor seating along the ocean was our favorite place to be."
The price is CA $247
CA $600 total
includes taxes & fees
Sep 15 - Sep 16
Orchid Harbor, Bailey Island 3BR

Luxury on Back Cove - Three Gables

10.0 out of 10, Exceptional, (4)
"GoodLocation, very clean. Would stay again "
The price is CA $242
CA $594 total
includes taxes & fees
Sep 3 - Sep 4
Luxury on Back Cove - Three Gables

30 Acres with Woodland Trails and Playground

2.0 star property
10.0 out of 10, Exceptional, (1)
"Spent a week with my family at this lovely property in Freeport, ME. The location is ideal to visit various attractions nearby. Including the pinturesque dowtown. The house was clean and had everything needed to have a pleasant stay away from home. "
The price is CA $272
CA $808 total
includes taxes & fees
Sep 24 - Sep 25
30 Acres with Woodland Trails and Playground

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 CA $361
CA $601 total
includes taxes & fees
Sep 12 - Sep 13
Fantastic Waterfront Views

Studio Unit Walkable Everywhere

8.0 out of 10, Very good, (2)
"Great, comfortable place to stay. The location is super walkable. There are several bars/restaurants very close, and other areas are close enlighten to walk to as well (I.e. Congress Street). Commercial is a bit of a walk, but if you’re like us and love to walk a new area. It’s not that far. The bed is comfortable and the place was very clean. Communication was great. We would stay here again!"
The price is CA $144
CA $243 total
includes taxes & fees
Sep 3 - Sep 4
Studio Unit Walkable Everywhere

Bird Watching Paradise @ Waterfront Harpswell with Private Deck

10.0 out of 10, Exceptional, (2)
"Super location, very private, responsive host, lovely, clean. Very lucky to have been able to stay here!"
The price is CA $413
CA $711 total
includes taxes & fees
Sep 3 - Sep 4
Bird Watching Paradise @ Waterfront Harpswell with Private Deck

Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

10.0 out of 10, Exceptional, (6)
"Great trip to celebrate my birthday with friends and family. The rental was perfect for our stay. The hot tub, pool and sauna were great. Everything was a 10 minute ride away. Definitely recommend this rental for Maine visitors!"
The price is CA $458
CA $973 total
includes taxes & fees
Sep 7 - Sep 8
Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

Full sized home

9.8 out of 10, Exceptional, (37)
"The house was lovely. Very comfortable place. Within 15- 20 mins to a store or restaurants."
The price is CA $278
CA $501 total
includes taxes & fees
Sep 3 - Sep 4
Full sized home

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

10.0 out of 10, Exceptional, (2)
"Beautiful property, well equipped, lots of amenities, plenty of space for our large group."
The price is CA $619
CA $1,712 total
includes taxes & fees
Sep 29 - Sep 30
The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury

Cozy Motel Stay – 2 Full Beds, Pool & Free Parking

8.0 out of 10, Very good, (2)
"First, the good, the inside of our room was nice. We had two beds, a fridge, microwave, table and chairs and a tv. There was room to walk around. Now, the bad, upon arrival (after the 4pm check in time) there were trash bags lined up in front of our room. The housekeeper (Anne) was rude. The beds only had sheets and when asking housekeeper about blankets she rudely replied “well at least your room is clean”. She did bring the blankets a little later. There was a fenced in outside area (dirt...
The price is CA $136
CA $218 total
includes taxes & fees
Sep 3 - Sep 4
Cozy Motel Stay – 2 Full Beds, Pool & Free Parking

Coastal Escape | Hot Tub Fire Pit Chef Kitchen

9.4 out of 10, Exceptional, (3)
"Really nice place. Beds are comfortable. Had nice hot tub with propane fire. Lovely back patio. "
The price is CA $480
CA $922 total
includes taxes & fees
Sep 7 - Sep 8
Coastal Escape | Hot Tub Fire Pit Chef Kitchen

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 CA $397
CA $1,019 total
includes taxes & fees
Sep 28 - Sep 29
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport
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

Find out more about Long Island

Long Island Vacation Homes information

Number of reviews
Accommodation
703 Vacation Homes
Lowest Price
CA $223
Highest Price
CA $670

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