
Cottage vacation 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.
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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!

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!

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!

Cheerful and beautifully remodeled Beach cottage
We had a great stay here! We worked 5 minutes away from the house so it was super convenient! Thank you for letting us stay!
Private cottage rentals

The River Loft
Perfect for a romantic weekend or just to Zen out. Outdoor and indoor spaces are beautifully curated. You do need to be nimble to climb the ladder to the loft bed, but since the cottage is built on a slope you can also access the upstairs through the french doors at the back of the house.

Waterfront Beach Cottage
Allyson’s home was in a beautiful location. We loved the uniqueness of the home. We came for a music festival and were surprised to find out it was a neighborhood porch festival. The neighbors let us know and invited us to join in the fun - as they had 3 bands playing on Saturday. It was so much fun and gave us a glimpse of the welcoming neighborhood. Now we want to come back next year for PorchFest!

Cheerful 3 Bedroom Cottage with Fire Place
A house on the water in beautiful Milford, CT, this was a great place to stay during Easter break. Clean, well stocked and cozy, I'd recommend this place for a lovely beachfront getaway.

SILVER SANDS BEACH COTTAGE MILFORD NEAR YALE/TRAIN
A very cute and wonderful place to stay! Cozy, clean, private, and incredibly close to the beach! Lisa was extraordinarily understanding about the check-out time and process, would LOVE to stay again! :)

Stunning waterfront modern farmhouse with dock.
This beautiful piece of heaven was better than we could have imagined. As beautiful as the pic are, they don't do justice to the serenity of this property. Our group already decided to come back again. Michelle was lovely and thoughtful. The house was stocked with all the essentials and more. The coziness was unbeatable. We had the best weekend with the best friends.

Spring Sale|CozyCottage|Walk to Beach|Pet-friendly
Loved our stay at Cameron’s in Milford! Location is within walking distance to the ocean and there were bigger beaches+parks near by (driving distance). Not much other than the beach to do in Milford but we managed to have fun plenty of fun and made lots of memories with our dogs!

Private cottage in horse country &1 hour from NYC!
Great stay! Fergus was a great host - we drove from Boston with our dog and were attending a wedding the same day, so when I reached out to ask for earlier check in, Fergus didn’t hesitate and had the spot ready for us! They even were kind enough to drop off some bananas for us before the wedding. Check in was easy, an adorable, cozy cottage, and delicious muffins for us the next morning! Thank you!

3 BD Cottage Walk 2 Beach + Tyde Venue w/ Fire Pit
Fantastic location for attending our son’s wedding at near Tyde! Thank you so much for sharing your beautiful home!
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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