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Vacation rentals in Cutchogue

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for Cutchogue vacation rentals

Stay near Cutchogue's top sights

King Kullen77 locals recommend
Love Lane Kitchen76 locals recommend
Croteaux Vineyards70 locals recommend
Bedell Cellars62 locals recommend
Greenport Harbor Brewery and Restaurant54 locals recommend
Pindar Vineyards41 locals recommend

Other great vacation rentals in Cutchogue

Superhost
Cabin in Shirley
4.87 out of 5 average rating, 153 reviews

A-Frame cabin with private beach & epic sunsets

JenniferRating, 5 stars1 week ago
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!
Top guest favorite
Cottage in Guilford
4.99 out of 5 average rating, 136 reviews

"Red House on the Knoll" at Indian Cove

MaryRating, 5 stars2 weeks ago
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!
Guest favorite
Home in North Fork
5 out of 5 average rating, 10 reviews

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

KristinaRating, 5 stars1 week ago
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.
Guest favorite
Home in Hampton Bays
4.89 out of 5 average rating, 99 reviews

Hamptons Escape minutes from Beaches and Nightlife

KrisRating, 5 stars4 weeks ago
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.
Guest favorite
Cabin in Rocky Point
4.89 out of 5 average rating, 485 reviews

Great little place just for a couple

PaulRating, 5 stars2 days ago
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
Guest favorite
Guesthouse in Shelter Island
4.96 out of 5 average rating, 27 reviews

Sleek and Chic cottage/Pool House

YuryRating, 5 stars11 months ago
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!
Guest favorite
Home in Woodmont
4.98 out of 5 average rating, 43 reviews

Beachfront paradise- come, stay, relax!

TheoRating, 5 stars4 months ago
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!
Top guest favorite
Home in Old Saybrook
5 out of 5 average rating, 49 reviews

Great Hammcock Getaway, Nearby beaches, Hot tub

DavidRating, 5 stars1 month ago
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.

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Suffolk County
  5. Cutchogue