
Cottage holiday rentals in Hauppauge
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Top-rated cottage rentals in Hauppauge
Guests agree: These cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Hauppauge cottage rentals
Cottage rentals with a hot tub

Charming and Adorable Beach Cottage
Louise's place was perfect. Louise was so easy to communicate with, super responsive, kind, thoughtful and truly appreciated that she had the option of flexible dates (instead of so many sat to sat or sun to sun requirements in summer). The cottage was cozy, cute, spotless & well stocked. My teenage kids loved the hot tub (as it was a bit chilly in the evenings) and I loved the outdoor shower. We loved having the bikes to take rides around the Island and loved the location. Our only regret is that we didn't get to stay there longer! We will definitely try to stay at Old Snuggler again!

Lovely 2 BR Beach House No. Shore
beautiful house, great location and very nice and peaceful neighborhood close to the beach and the vineyards the house is very well equipped ! Richard was very nice and even find a little bed for our baby boy ! thanks !

Bellport Inn, Charming Cottage in the Village!
Ivana and John are the most wonderful hosts! This was truly like staying at a family cottage and everything was just beautiful. John greeted us upon arrival and even had a bottle of wine for my husbands birthday! We loved staying here from the city because it was only a little over a hour to arrive and less than a hour to South Hampton where we had dinner. Also the little town is so so cute and we were able to walk over so quickly! We can’t wait to stay here again. Thank you again Ivana and John!

The Lil Nauti Cottage, Steps To Fairfield Beach
Lil Nauti was perfect for our family. The bedrooms were adequate, with very comfortable beds and plenty of pillows. The wardrobe space and drawers were great as we had a long stay with a lot of baggage! Jason has absolutely everything you could possibly want or need for a stay. The kitchen is really well equipped. Cute cottage and delightful private garden.

Private Room in the House that Art Built
The place was charming, quaint, and exactly as described. It had a cozy vibe that made it feel like a home away from home. The location was perfect, with easy access to everything I needed. The host was incredibly responsive and helpful throughout my stay. Highly recommend this spot for anyone looking for an enjoyable experience!

Fire Island Pines Designer Home

3 bedroom Hamptons cottage 5 mins from beach
Pet-friendly cottage rentals

Hamptons Cottage.
We had a great stay! The house was pristine and the kitchen was very well stocked. The cottage was very close to beaches, restaurants and grocery stores! I would definitely recommend to anyone looking to get away for a beach vacation!

New Suffolk Beach Cottage 1 | North Fork
The beach house was great. Instead of being on a road, it was on a green commons area that gave it a really relaxed neighborly feel. It was a very easy and pleasant 1 minute stroll to the beach, where was a great pastry and shop, and restaurant, and some simply amazing views. Deb's communications were also great and check in went amazingly smoothly. Also the town of New Suffolk itself is quite charming, and is a perfect base for exploring vineyards, beaches, hiking trails and whatnot.

Seaside Serenity: 2B 1B, Patio,Near Beach
The cottage is as pictured. Very clean with everything I needed. The area is beautiful for walking on the beach or the streets around the cottage. WiFi was strong throughout the cabin for working. Thanks Bert for your attention and listing this cottage.

Beautiful Boho Cottage by the beach
Staying at Fabiola's was a dream. This place is very homey and welcoming. We had a lovely stay for Christmas with family, walking to the beach in the morning and cozying up around the fire in the evening. The kitchen is well stocked for cooking, the beds were comfortable, and our dog loved the fenced in yard. Would love to stay again.

Ocean Bay Park Family Vacation fun
We had a wonderful stay at this property. It is a perfect location on Fire Island and a classic island house with lots of character, fun decor and all the supplies we needed for a great week with the family. As a host, Tim is flexible, friendly and thoughtful. If you are traveling with small children, it is totally unnecessary to bring any toys or books, as there is a great selection at the house and Tim made the extra effort to drop of extra ones he thought we would enjoy. I hope to stay here again!

Cottage in Calverton
What a fabulous cottage and something totally new to us! Beach very close by obviously and the pet friendly gated on porch convenient!Thank you Michelle to share your place with us!

Cozy Sound-side Cottage steps from beach
We had a great experience staying at Melissa’s cottage and would happily recommend it to anyone else! We were in town from Florida visiting family in Rocky Point for Christmas and chose Melissa’s property as our place to stay. Melissa was very communicative, check in was super easy and we felt right at home on her property. Would definitely consider staying here again. Thanks Melissa!

Spacious Cottage Loft
Jim’s place was an absolute gem for my inaugural trip to Black Rock! The Loft is incredibly spacious and equipped with everything you could possibly need for a perfect stay. From the moment I arrived, I was impressed by the meticulous cleanliness, attention to detail, and beautiful furnishings. Jim's communication was top-notch, making the entire experience seamless. One of the highlights was the extensive music collection, perfect for setting the mood during my downtime. The bed and furniture provided a level of comfort that made it hard to leave. Nestled on a serene, tree-lined street, the location couldn’t be better; it’s just a leisurely stroll away from delightful restaurants, charming shops, food markets, and more. I can’t wait to return for another stay whenever I’m in the area!
Private cottage rentals

North Fork Cottage
Rich’s place was perfect for our long weekend visit. It has lots of space, all the amenities we needed, plus was cozy and quiet. We were comfortable and Rich was flexible and easy to communicate with. We’re happy we found his place.

Beach cottage bungalow
We recently stayed at David's property, enchanted by the ocean view through the lush trees. The clean private balcony presented a captivating panorama. Inside, the accommodation was comfortable with a spotless bathroom and room. Although there was an older wardrobe, the home was well-appointed with super-fast WiFi over 100mbps, Netflix, YouTube, AC, ceiling fans, and a kitchen equipped with essential appliances and utensils. David's place also offered a private entrance, parking, self-check-in with a unique code, and an outdoor dining table, contributing to a secure and convenient stay. The quiet neighborhood, just 30 seconds from beach stairs, created a serene ambiance. The 5 mph property speed limit ensures safety for children. In summary, David's ocean-view property offered a tranquil retreat with modern comforts and an attentive host. Ideal for those seeking peaceful surroundings and convenience, we highly recommend David's place for an unforgettable experience.

Cottage on the Beach Toes in the sand
SAND IN THE TOES IS THE BEST VACATION SPOT YOU WILL FIND! We had the best stay and are already looking to book our next 💓

The Red Cottage Circa 1936
Needed a place to stay for a few days that was pet friendly. This was perfect. Jennifer is a gracious host and was always quick to respond to my questions and the cottage is very comfortable. Both my dog and I felt right at home

Bell Island Rowayton Beach House, Steps to Beach
A home from home! We had a beautiful weekend stay at Donna’s. Communication was great, location first rate and space fantastic. Easily one of the better places to stay along the Conn. coast and Michael’s photographs are a highlight!

Connecticut Beach Cottage on The Long Island Sound
The house was both attractive and comfortable. You can tell a designer/decorator was in charge of the reno and furnishings. Everything had purpose and was charming to look at. I loved the daybed for naps. The kitchen and bathroom was as comfortable as home. Perfect for the open views of the sound, nice family meal.

Wow Waterfront Sunset Beach Cottage Village Winery
This tiny, cozy space was exactly what we needed for an overnight place to relax and sleep, with a kitchen for us to make our coffee in the morning. We also felt we would have been quite comfortable there if we had needed to stay for a few days. The host was kind, responsive, friendly, respectful, and genuine. We will definitely stay here again. And the view! Gorgeous.

Nancy's Cottage
In the area for a medical appointment, I had a very restful stay in Nancy's cottage. Besides the comfortable sofa and bed, there were many extras in the kitchen, like an egg cooker, Keurig coffeemaker, and even a few staples like eggs and butter in the refrigerator. Outside the kitchen was an intimate backyard with a little table, perfect for a contemplative cup of coffee in the morning. Although I couldn't take advantage of it, there was even a guest pass for a private beach. Instructions for check-in and check-out were very clear, and Carol was very responsive in answering the couple of questions I had. I highly recommend the cottage!
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- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Barclays Center
- Jones Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Rye Beach
- Citi Field
- MetLife Stadium
- Yankee Stadium
- Gilgo Beach
- United Nations Headquarters
- Rye Playland Beach
- Statue of Liberty
- USTA Billie Jean King National Tennis Center
- Rockefeller Center
- Bronx Zoo
- Central Park Zoo
- Radio City Music Hall