Holiday Homes in Long Island

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Featured Holiday Homes in Long Island

LA MAISON DES SIRENES 1, Bohemian and charm,ing 20mn away from city.

9.6 out of 10, Exceptional, (103)
"The perfect stay. Cute places close by and overall safe feeling. Subway is near and easy to access. The place is absolutely adorable and has such a cozy vintage vibe. Beds were comfy and WiFi was good. Host was so catering and super quick with responses. I have zero complaints and would visit again!"
LA MAISON DES SIRENES 1, Bohemian and charm,ing 20mn away from city.

Exquisite Brooklyn Brownstone

10.0 out of 10, Exceptional, (5)
"It was wonderful to be nestled into a neighborhood in Brooklyn, where we easily found food at local cafes and grocery stores and transit into the City. The brownstone has been beautifully restored. We were comfortable in all the rooms and soothed by the ambiance."
Exquisite Brooklyn Brownstone

Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

9.8 out of 10, Exceptional, (97)
"Nothing negative to say. The owner came to greet us on our arrival, and showed us around the property. The house and grounds are family friendly with safety features for toddlers. Plenty of room for a large group. Parking for one car at the beach, and a short walk if all cannot fit in the car. The two outdoor showers are great when returning from the beach."
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

Unobstructed Ocean Views ! A Beautiful Montauk Getaway

10.0 out of 10, Exceptional, (47)
"We thoroughly enjoyed staying here, short walk to town, beautiful scenery, quiet and clean. "
Unobstructed Ocean Views ! A Beautiful Montauk Getaway

Charming 2-bedroom Apartment with WiFi, AC in fabulous Brooklyn NYC

2.0 star property
Charming 2-bedroom Apartment with WiFi, AC in fabulous Brooklyn NYC

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

10.0 out of 10, Exceptional, (17)
"Had the best girls weekend with old college roommates! The house is stunning and incredibly clean. Was well stocked with everything we needed for our stay. Great location as well for checking out downtown, the beach, wineries, etc. "
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Center of Town - Ideal for Beach, Golf & Tennis

10.0 out of 10, Exceptional, (58)
"Had a Wonderful Time !! Ryan is great , was available to help at any time .. House is beautiful Very comfortable. Great location .. just as nice as the photos .. Very Clean , Modern and super convenient to town. Ditch Plains and of course Montauk Downs Loved It !!!"
Center of Town - Ideal for Beach, Golf & Tennis

East Hampton Luxury: Heated Pool, Hot Tub & Expansive Yard with 6 Bedrooms

10.0 out of 10, Exceptional, (39)
"We had the best time at the property. It was perfect for 7 of us! Great pool and very helpful. "
East Hampton Luxury: Heated Pool, Hot Tub & Expansive Yard with 6 Bedrooms

Beautiful Private 4 BR, Heated Pool. Close to Everything.

9.6 out of 10, Exceptional, (42)
"We were in the Hamptons to celebrate my sisters upcoming wedding and had a fantastic time in our rental the only complaint we had was that wish we were there longer!"
Beautiful Private 4 BR, Heated Pool. Close to Everything.

Aqua Vista

10.0 out of 10, Exceptional, (11)
"My sister and I stayed at Aqua Vista the last weekend in October. The weather was amazing. The house is located just a block form the ferry to Shelter Island and a couple of blocks to all the shops in Greenport.The apartment was clean well equipped and well maintained. Located in a lovely area close to all the shops. We would definitely stay there again . The"
Aqua Vista

Spacious Sanctuary 1 block to train!

Spacious Sanctuary 1 block to train!

Cozy queen-size room with private bathroom in BedStuy

10.0 out of 10, Exceptional, (2)
"We had a very good time. Emanuele and Francesco were very welcoming and gave us good tips to discover the city. Yuki and Lenu are lovely cats <3. The location is in a quiet neighborhood and close to the subway, making it very easy to go to Manhattan. I recommend this place and would stay again."
Cozy queen-size room with private bathroom in BedStuy

Mid-Century Fall Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!

10.0 out of 10, Exceptional, (81)
"Very relaxing place to stay 2 minutes from the beach and fabulous sunsets. Property was spotless with tons of room. "
Mid-Century Fall Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!

Lake House - Brand New, Renovation Just Completed

9.6 out of 10, Exceptional, (11)
"This was our second year staying at Steve’s for an annual fishing trip. Once again, accommodations were great. The home was clean, well appointed and the grounds were impeccably maintained. The location is ideal, as it’s centrally located and convenient, yet offers privacy at the same time. We’re already looking forward to next year."
Lake House - Brand New, Renovation Just Completed

Perfectly Located, Newly Renovated Montauk Beach House with Plunge Pool/Hot Tub

9.8 out of 10, Exceptional, (6)
"We really enjoyed our stay, it was what we were expecting and the host was very quick to respond on all communications!"
Perfectly Located, Newly Renovated Montauk Beach House with Plunge Pool/Hot Tub

Private access Ocean beach, steps away...Perfect home for family vacations!

10.0 out of 10, Exceptional, (60)
"This property was a dream and so was working with Paul! The location is absolutely perfect (so close to downtown and the shops) and a stunning property. The house is gorgeous and Paul was incredibly accommodating with my last minute trip. I could not recommend a place more! "
Private access Ocean beach, steps away...Perfect home for family vacations!

Walk to town, Bike to beach. Private pool oasis

10.0 out of 10, Exceptional, (18)
"Cozy upper floor of duplex with private pool and nice landscaping. Car noise is significant when outside because it’s at a busy intersection. Tight for 4; perfect for 2-3. Very convenient to East Hampton "
Walk to town, Bike to beach. Private pool oasis

Brand New in the Heart of East Hampton Village with Pool

10.0 out of 10, Exceptional, (26)
"Spacious, like new in the heart of downtown East Hampton. Great house for families. Owner was accommodating and we will return. "
Brand New in the Heart of East Hampton Village with Pool

Welcome to the J Luxury Southampton Estate w/Pool

9.8 out of 10, Exceptional, (30)
"Joe was an amazing host - always responsive from the moment of booking throughout the entire stay. The kitchen was a chef's dream - spacious and stocked with every appliance, seasoning, etc you can think of. We were a group of 8 and cooked family dinners each night. The highlight of the property was most definitely the deck, which was beautifully decorated and with a perfect amount of seating. Neighborhood was very walkable and it was a very short drive to the beach! I would note that there are...
Welcome to the J Luxury Southampton Estate w/Pool

Driftwood Cottage by RoveTravel| 3BR Quiet Cottage

9.4 out of 10, Exceptional, (10)
"I stayed here with family recently and loved the house. The location was private and convenient. The management company was available to answer our questions. It was perfect for an off season get away. "
Driftwood Cottage by RoveTravel| 3BR Quiet Cottage
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

Starlight Hotel

2.5 star property
8.2 out of 10, Very good, (386)
"Love the property it was well kept "
The price is AU$286
includes taxes & fees
23 Dec - 24 Dec
Starlight Hotel

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1084)
"Clean, spacious and very comfy with beautiful views! Can’t wait to stay again in the future "
The price is AU$346
includes taxes & fees
25 Dec - 26 Dec
Montauk Manor

Condor Brooklyn

3.5 star property
8.2 out of 10, Very good, (1034)
"The room was super comfortable and well designed for the limited space available - also quiet, so we slept great. The only elevator broke down while we were there, and we had to climb 4 flights of stairs a few times to reach our 5th floor room. (We saw others who had to carry very heavy luggage down the stairs). The surrounding area feels quite safe but is a bit dark and dingy. The hotel no longer offers parking, and the nearby options are sketchy, so we don’t recommend it if you’re driving...
The price is AU$179
includes taxes & fees
20 Jan - 21 Jan 2025
Condor Brooklyn
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.