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Compare 514 Vacation Homes in Long Island with updated reviews, rates, and availability.

A beautiful ocean view cottage. Come enjoy the wonderful beach!
Exterior
A beautiful ocean view cottage. Come enjoy the wonderful beach!
10.0 out of 10, Exceptional, (93)
"Perfect for a family and friends weekend! Lots of room for everyone to be comfortable!"
A beautiful ocean view cottage. Come enjoy the wonderful beach!
Charming 110-year former Inn 10' from the Ocean!
A cruise ship goes by at sunset
Charming 110-year former Inn 10' from the Ocean!
9.8 out of 10, Exceptional, (110)
"We loved the location of this property. It was far enough away from the hustle and bustle to truly relax and enjoy the ocean sounds and sunrises, but close enough that we could easily hop on over to shopping and restaurants. The property was well-maintained, we loved the deck, and being able to walk right out on the beach. Highly recommend!"
Charming 110-year former Inn 10' from the Ocean!
Luxurious Penthouse with Modern Design in Downtown
Luxurious Penthouse with Modern Design in Downtown
9.2 out of 10, Wonderful, (5)
"Just as advertised, would definitely stay here again. Great location!"
Luxurious Penthouse with Modern Design in Downtown
Enchanting 3BR Farmhouse Retreat Nature Getaway
Enchanting 3BR Farmhouse Retreat Nature Getaway
8.6 out of 10, Excellent, (10)
"If you need a place to stay in your way to Boston or Acadia, this will work fine. It was clean and newly remodeled. The host is very quickly responsive, but unfortunately was not able to answer our questions. The house has limited cooking supplies and dishes, and wash cloths were not provided. Overall, it was fine for passing through, but not well stocked or ready for an extended stay. "
Enchanting 3BR Farmhouse Retreat Nature Getaway
East Grand Ave Fabulous Cottage
Walkway around the corner to the beach !
East Grand Ave Fabulous Cottage
9.2 out of 10, Wonderful, (131)
"The picture on VRBO leads you to believe you just go down the pathway shown to get to the beach when you are actually in a neighborhood and have to walk down the street to get to the beach. The house was very clean and both beds were very comfortable. The host was very fast to respond to my messages. Needs clean shower liner. We enjoyed our stay. "
East Grand Ave Fabulous Cottage
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Outdoor spa tub
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
9.2 out of 10, Wonderful, (30)
"We had a great time. Nate made check in/check out very easy and the location is great. Would recommend staying here!"
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Full sized home
Private kitchen
Full sized home
9.6 out of 10, Exceptional, (22)
"Short visit but fun little cottage off the beaten path. Most comfortable beds ever and very responsive host and caretaker. Would stay here again. Loved the nearby waterfront restaurants."
The price is SAR 845
SAR 1,397 total
includes taxes & fees
18 Nov - 19 Nov
Full sized home
The Gregory House in Southern Maine close to many beaches & popular destinations
Gregory Mansion Elm St. View
The Gregory House in Southern Maine close to many beaches & popular destinations
9.6 out of 10, Exceptional, (13)
"My friends and I stayed for one night in the gorgeous Gregory House. We've stayed here before and absolutely love it! There are so many beautiful details to the house and it's great for larger groups. We love the game room although it's often hard to get us out of the kitchen. Laura has been an amazing host as always! Very responsive, down to earth, and great to work with. We'd love to stay here again."
The price is SAR 2,442
SAR 4,210 total
includes taxes & fees
15 Nov - 16 Nov
The Gregory House in Southern Maine close to many beaches & popular destinations
Oceanside escape 🌊 perfect family getaway!
Living area
Oceanside escape 🌊 perfect family getaway!
9.8 out of 10, Exceptional, (10)
"Beautiful home! Well kept, clean and very comfortable. A little touch of history in this wonderful house and neighborhood. Great location, quick to Portland and the airport. We loved it!!!! Owner communication is a 10+++. "
Oceanside escape 🌊 perfect family getaway!
Sea-clusion by the sea! Cozy cottage within step of the beach!
Terrace/patio
Sea-clusion by the sea! Cozy cottage within step of the beach!
9.4 out of 10, Exceptional, (30)
"Very nice little house. That being said, the house was good for us as we weren’t there much, but if you plan on spending a lot of time in the house it is small, the bathroom is made for small people. I would recommend this listing as the host is very quick to respond and very pleasant and helpful."
Sea-clusion by the sea! Cozy cottage within step of the beach!
Elegant condo - walk to Portland's best restaurants & Old Port
Elegant condo - walk to Portland's best restaurants & Old Port
9.4 out of 10, Exceptional, (56)
"We really enjoyed this home and the location. The upgrades were beautiful and the restaurants nearby were amazing. When we checked out and took out our trash the outside bin had a lock on it so our only issue was not being able to access that but that wasn’t anyone’s fault. "
The price is SAR 612
SAR 1,578 total
includes taxes & fees
18 Nov - 19 Nov
Elegant condo - walk to Portland's best restaurants & Old Port
Rent a room in the gorgeous Holt House
Exterior
Rent a room in the gorgeous Holt House
8.2 out of 10, Very Good, (22)
"We loved staying at the Holt House. It's a truly beautiful building. It's like staying in a hotel from another era. The room was beautifully decorated with victorian decor and we loved it. It was also handy to have access to a full kitchen on the first floor where we washed some of our dishes. Overall, it was a cozy and quiet place to stay."
Rent a room in the gorgeous Holt House
Bayside House Near Portland with Water Views, Fast WiFi, & Patio - Dogs OK
Bayside House Near Portland with Water Views, Fast WiFi, & Patio - Dogs OK
8.6 out of 10, Excellent, (12)
"This is owners first year renting. It needs a complete review by electrician because there are several outlets not working. We also had trouble with the thermostats and heat. So that needs help too. The 1800 salt box portion of the home was charming to us. The addition added a great number of beds and baths. The kitchen was marginally stocked with bowls, etc so bring your own.. kitchen could have been cleaner too. So not smooth sailing but a comfy no fuss second home"
Bayside House Near Portland with Water Views, Fast WiFi, & Patio - Dogs OK
Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.
Lowell's Cove Home facing the ocean
Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.
9.6 out of 10, Exceptional, (33)
"The house we stayed in was wonderful. It met all of our expectations. I highly recommend it!"
Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.
5 Star Back Cove Hide-Away 1 bedroom Back Cove apartment with water views!
Private kitchen
5 Star Back Cove Hide-Away 1 bedroom Back Cove apartment with water views!
10.0 out of 10, Exceptional, (134)
"This property is fantastic and I would prioritize staying there each and every time I visit Portland."
5 Star Back Cove Hide-Away 1 bedroom Back Cove apartment with water views!
Entire House! Beach Views . Less then a 1 minute walk to the Beach.
Front of House View
Entire House! Beach Views . Less then a 1 minute walk to the Beach.
10.0 out of 10, Exceptional, (36)
"The house was beautiful and the view of the ocean on the second floor was amazing. I would love to return again. Thank you."
Entire House! Beach Views . Less then a 1 minute walk to the Beach.
Beautiful house on the Harpswell Peninsula over looking Casco Bay
Exterior
Beautiful house on the Harpswell Peninsula over looking Casco Bay
9.8 out of 10, Exceptional, (59)
"Comfortable, peaceful. Everything we needed for mussels, steamers and lobster Nice to have working dock in front of us for lobsters"
Beautiful house on the Harpswell Peninsula over looking Casco Bay
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
View of the house from the ocean side
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
9.8 out of 10, Exceptional, (174)
"Great house, big enough for our family group ranging from 1 year old to 70 year old. :) Home was clean & spacious & cozy - with a beautiful view. "
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
Back yard paradise
Terrace/patio
Back yard paradise
9.8 out of 10, Exceptional, (19)
"I live in California, but my son was married in Portland (our home state). We spent a long weekend close to family and wedding activities. This is a comfortable home, in a great location. I feel fortunate to have chosen the perfect VRBO."
Back yard paradise
Across the street from the beach with EV Charger. Unit A in Duplex
Unit A - front deck Gina said recently "I wish the weather would have cooperated, aside from the rain, we had a great stay. Right across the street from the beach, beautiful clean home, with great outdoor space too. Would love to stay again!"
Across the street from the beach with EV Charger. Unit A in Duplex
10.0 out of 10, Exceptional, (11)
"Clean and comfortable "
Across the street from the beach with EV Charger. Unit A in Duplex
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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Other property types in Long Island

Adorable Portland getaway on the Eastern Promenade
Adorable Portland getaway on the Eastern Promenade
9.8 out of 10, Exceptional, (90)
"We really enjoyed our stay. This little third floor walk up was a perfect place for my husband and I to explore Portland. It is homey and comfortable and spotless. If you have any issues with mobility you should look elsewhere, but that is disclosed in the listing. The last set of stairs are very steep, but we found it charming. I highly recommend this rental. Well done! "
The price is SAR 417
SAR 778 total
includes taxes & fees
17 Nov - 18 Nov
Adorable Portland getaway on the Eastern Promenade
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
Living area
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
9.8 out of 10, Exceptional, (98)
"The apartment is just as pictured. Very clean, cute neighborhood, easy access to shops and restaurants. Definitely consider the paid parking because there are so many street parkers even in off season. The kitchen is well set up with pots and pans, silverware, glasses etc. Beds are comfortable and there are plenty of towels. Very easy to get in touch with landlord with questions. Great idea lace!"
The price is SAR 845
SAR 1,986 total
includes taxes & fees
17 Nov - 18 Nov
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
Gorgeous ocean-front home with stunning beach views
Gorgeous ocean-front home with stunning beach views
9.6 out of 10, Exceptional, (98)
"Great oceanfront location for a relaxing girls getaway. We enjoyed walking the beach and collecting shells. Great location to start from to see other cities in the area. Best part was watching the sunrise in the morning from the balcony. "
Gorgeous ocean-front home with stunning beach views
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.