
Vacation rentals in Cutchogue
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Top-rated vacation rentals in Cutchogue
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Popular amenities for Cutchogue vacation rentals
Other great vacation rentals in Cutchogue

A-Frame cabin with private beach & epic sunsets
Amber’s place was immaculate and stunning. This was my 2nd time staying and it was just as magical! The place had plenty of space for a family of 3 and the washer/dryer was very convenient. We had a great time and would stay here again!

"Red House on the Knoll" at Indian Cove
My family and I loved staying at Gail’s place! We grew up in Madison and were back for a visit. It was such a great place and allowed us to re-live many fond memories of growing up in the area!

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV
Had a wonderful time over Easter with my family and dog. The view was exquisite and the house very comfortable. Eileen was very responsive and even had hair dryers sent over. The house was very well equipped with lots of kitchen staple goods. Just be aware there is no microwave, but there is a very nice Breville toaster oven. Also, there is a large table outside for a group, but only a small table and counter seating in kitchen inside. We didn't have any issue since the weather was perfect for us to enjoy our Easter dinner outside. Overall, a beautiful home and only minutes from Greenport and wineries.

Hamptons Escape minutes from Beaches and Nightlife
Our stay here with our family was absolutely wonderful. The house was so comfortable and spacious and the hot tub in the backyard was a real treat during the off season. The location is great for Hampton Bays beaches and a very quick drive to the popular restaurants in town. Also a nice to drive surrounding towns. Communication with Aida was excellent and she had the hot tub ready to go during check in which was much needed after a long drive. Bedrooms are spacious and the kitchen has all the key equipment to make food at home. Backyard is large and fenced in if you have any pets. We definitely will book again in the future.

Great little place just for a couple
The property was cozy and clean with great graden sitting are and almost everything you could need. Only qualm was that the property was advertised to have a fence but there isn’t one, there is a hedge but not a gate to make an enclosed space for a dog. This isn’t a huge deal because the beach is so close and great for walks just a minor disappoint other than that the place is incredibly cozy and we would be happy to stay here again

Sleek and Chic cottage/Pool House
Perfect getaway in Shelter Island! The pool house is as amazing as it looks in the listing :) Cute house on a beautiful, peaceful and very private green lot. Primael was very welcoming and responsive. She was also very flexible in terms of our check in and check out. Everything went super smoothly. We enjoyed our stay a lot!

Beachfront paradise- come, stay, relax!
we rented La Spiaggia in December, and while it's mostly going to be more beautiful and better in the summer (since it's a beach house) it was still perfectly fine in the winter; well insulated and with good strong heaters. speaking of the beach I can't stress enough of how close this place is to the water; I'm talking literally ten steps to the sand. I would certainly recommend the place as a great summer getaway!

Great Hammcock Getaway, Nearby beaches, Hot tub
What a beautiful place and conveniently located. The house was wonderful decorated, was very comfortable and definitely was a relaxing place to get away. Irina was a wonderful host and the home had many wonderful amenities to offer.
Quick stats about vacation rentals in Cutchogue
Total rentals
130 properties
Nightly prices starting at
ﺩ.ﺇ331 before taxes and fees
Total number of reviews
3.9K reviews
Family-friendly rentals
110 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
40 properties have a pool
Frequently Asked Questions
How much does it cost to stay in cottage rentals in Cutchogue?
Experience the best of Cutchogue with our cottage rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there house rentals with a dedicated workspace in Cutchogue?
Yes! Work meets play with ease at over 50 house rentals in Cutchogue featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for House Rentals in Cutchogue?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a gym, over 40 homes with a bbq area, over 20 homes with self check-in, over 90 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Cutchogue have a gym?
Absolutely! We offer over 10 house rentals with a gym in Cutchogue. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly house rentals in Cutchogue?
Four-legged friends are welcome in Cutchogue. Choose from more than 20 house rentals for guests traveling with pets.
Do house rentals in Cutchogue have a bbq area?
Absolutely! We offer over 40 house rentals with a bbq area in Cutchogue. Enjoy a tailored experience with all the comforts you desire.
Are there Cutchogue house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 40 house rentals with pools in Cutchogue, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Cutchogue have wifi?
Absolutely! We offer over 90 house rentals with wifi in Cutchogue. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Cutchogue have self check-in?
Absolutely! We offer over 20 house rentals with self check-in in Cutchogue. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly cottage rentals in Cutchogue?
Cutchogue has more than 10 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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- Beach
- Yale University
- Foxwoods Resort Casino
- Ocean Beach Park
- Dunewood
- Cooper's Beach, Southampton
- Quotonset Beach
- Robert Moses State Park
- Shinnecock Hills Golf Club
- Giants Neck Beach
- Woodmont Beach
- Walnut Public Beach
- TPC River Highlands
- Clinton Town Beach
- Seaside Beach
- Jennings Beach
- Amagansett Beach
- Blue Shutters Beach
- Marvin Beach
- Attawan Beach
- Shennecossett Beach
- Sunken Meadow State Park
- Robert Moses State Park Field 2
- Connetquot River State Park Preserve