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House vacation rentals in Cutchogue

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Popular amenities for Cutchogue house rentals

House rentals with a pool

Superhost
Home in Hampton Bays
4.79 out of 5 average rating, 106 reviews

Private completely fenced in property. Near beach.

CandiceRating, 5 stars1 week ago
AJ is an AWESOME host!!!!! We loved staying at this property. It's so safe and way bigger than the photos. The bathrooms are fantastic. (No bathtubs, though, if you need one.) I cannot emphasize what a great stay we had. Thank you so much!!!!!
Guest favorite
A light-filled dining area features a round wooden table surrounded by four white chairs. French doors open to a lush outdoor space, and the wood-beamed ceiling adds a rustic touch. The adjacent kitchen with white cabinetry is partially visible, enhancing the open feel.
Home in East Hampton
4.88 out of 5 average rating, 107 reviews

4 BD w/ Heated Pool in E Hampton, Fully Furnished

IanRating, 5 stars3 weeks ago
We had a wonderful time in this beautiful home that is in an idyllic Hampton's setting. Ashton was a great host and for sure we will be back.
Superhost
A modern home is showcased with a unique angular design, featuring a combination of wood and glass. The surrounding lawn is spacious and well-maintained, with natural landscaping, including grasses and a small tree, contributing to the serene outdoor setting.
Home in East Hampton
4.88 out of 5 average rating, 109 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

BrittanyRating, 5 stars7 months ago
The house is beautiful, looks like photos. Stephen is a great host! Overall great stay, could not recommend more!
Top guest favorite
A welcoming living area showcases a light grey sofa and two upholstered chairs flanking a coffee table. Natural light floods the space through large windows, highlighting a collection of framed artwork on the wall. A modern chandelier adds a stylish touch overhead.
Home in East Hampton
5 out of 5 average rating, 36 reviews

Stunning Central E. Hampton Home w/ gunite pool.

DonnaRating, 5 stars3 months ago
Our family enjoyed a wonderful post- Christmas getaway at Jennifer’s beautiful home. The house is fabulous - well- located, pristine , beautifully decorated and well-stocked. It was relaxing and perfect. We did not have much need to reach out (everything was effortless) but when we did, Jennifer was very responsive and helpful. Highly recommend!
Top guest favorite
A modern ranch house is set against a backdrop of lush greenery. A large luxury mineral spring pool draws attention, surrounded by a spacious patio with lounge chairs. An outdoor seating area features a covered porch, providing a relaxing space for gatherings.
Home in North Fork
5 out of 5 average rating, 12 reviews

Long Island home w/ large pool

TautraRating, 5 stars2 months ago
My stay here was phenomenal! From the host’s response time, down to the amenities that were placed throughout the house. As soon as you walk in, it felt like home. The house is spacious and highly functional. The design of the house offers a perfect blend of modern mixed with nostalgic elements. The best stay by far. Would love to book again!
Guest favorite
An inviting in-ground pool is framed by a patio of grey stone tiles. Lush greenery surrounds the pool area, providing a private and serene environment. A wooden fence creates an additional sense of seclusion, enhancing the feeling of relaxation and tranquility.
Home in Westhampton
5 out of 5 average rating, 13 reviews

1940’s Westhampton renovated bungalow

FarbodRating, 5 stars8 months ago
Sarah was wonderful as a host and the home was very well maintained in a beautiful neighborhood. Thank you!
Superhost
Home in East Hampton
4.94 out of 5 average rating, 16 reviews

Walk to Water. Stunning Home with Gorgeous Pool & Grounds.

LarryRating, 5 stars46 months ago
House is well represented. Spacious, very clean, and great location. Good for families or groups of friends.
Guest favorite
A two-story home is set back from the road, framed by lush greenery and gravel landscaping. A red umbrella provides shade on the upper deck, and large windows offer glimpses of the interior. The house is light-colored, blending well with the coastal surroundings.
Home in Southampton
4.96 out of 5 average rating, 168 reviews

POOL in APRIL! Waterview, Free For Dogs! Kayaks

ChristiRating, 5 stars2 days ago
We had a wonderful two day stay at Roger and Amy’s place. It was fantastic- such a beautiful, inviting home. Our kids had a blast in the heated pool- we could barely get them to come out despite it being under 60 degrees out! The kitchen was stocked with more than just kitchen basics- the spice cabinet had soo many different choices ! It was probably the most perfect AirBnb experience I’ve had and we travel plenty.

Weekly house rentals

Guest favorite
A spacious outdoor area features a private heated pool surrounded by a flat grassy lawn. Lounge chairs are positioned alongside the pool, offering a relaxing space, while trees provide natural shade. A wooden fence enhances privacy and blends seamlessly with the serene environment.
Home in North Fork
4.98 out of 5 average rating, 43 reviews

Private pool/walk to beach; farms/vineyards abound

SuzanneRating, 5 stars7 months ago
Staying at Amy's place was perfect for my friends and I while we're out on the North Fork for a wedding. Amy was very responsive with any questions we had. We were all very comfortable in the main living area as well as our bedrooms. The house was conveniently located to the wedding venue and my friends were also very happy that it was located near some pickleball courts. Thank you Amy for a wonderful stay.
Guest favorite
A black lounge chair is positioned beside large glass doors, offering views of Napeague Harbor. Natural light fills the space, highlighting the warm wooden floors and nearby outdoor seating. A shading sail is visible outside, along with a pop of red from an umbrella.
Home in Amagansett
4.93 out of 5 average rating, 14 reviews

Amagansett, Waterfront retreat

DanielleRating, 5 stars7 months ago
My family had a wonderful time at Robert’s home. The house was clean and cozy and the view of the water was peaceful. He was super communicative and friendly and check in/out was a breeze. The house is in a great area and super close to East Hampton, Amagansett, and Montauk. Highly recommend!
Guest favorite
A charming historic bungalow is presented with a shingle exterior and turquoise accents. The entrance is framed by flower boxes, and brick paving extends to the driveway. Lush greenery surrounds the property, while clear blue skies complement the inviting facade.
Home in North Fork
4.98 out of 5 average rating, 187 reviews

Nofo Bungalow-In The Heart of Greenport Village

JaclynRating, 5 stars1 week ago
We cannot get enough of this amazing North Fork bungalow! We have enjoyed staying here several times over the last 5 years and hope to be back again next year! The space is perfect for our family of 6! We enjoy making a fire pit out back, cooking dinner together in the kitchen, playing games at the dining room table and snuggling up together on the couch! Our 4 kids cannot get enough of the bedroom upstairs! They love reading, playing games and being altogether for a big sleepover! We love taking a break from our busy life to relax and enjoy walks to town for coffee and dinner, hiking on the beach, the wineries and taking a trip over to Shelter island to hike and explore! Thank you again for having us and for all of the memories we have made together in your beautiful house! We hope to see you again next year!
Guest favorite
Home in North Fork
4.97 out of 5 average rating, 254 reviews

The Greenport Bungalow

SaraRating, 5 stars4 weeks ago
This is an AMAZING Airbnb. High quality blankets, towels, ornamental details throughout the space. Comfortable beds. Beautiful ambient lighting. Large backyard with a fire pit. The neighborhood is quiet, beautiful houses, surrounded by water, with lovey little shores and nooks to walk to. My 4 year old had toys to play with and a little potty that all came with the home. I will DEFINITELY stay again. My family and I loved this place.
Guest favorite
A wooden walkway leads down to a calm beach, with gentle waves lapping at the shore. The water reflects a clear sky and distant land. A floating object is seen in the water, enhancing the serene coastal scene.
Home in North Fork
4.92 out of 5 average rating, 12 reviews

Private Beach access along the Wine Trail

RaeganRating, 5 stars1 month ago
I would highly recommend Melissa's place in Jamesport. It was a great location with room to enjoy with some family members including children. It was perfect with some toys and a big outdoor area (and a private beach!) for us all to spend some time together while visiting family in the area. Melissa was accommodating and clear in her directions and gave us a warm welcome with a greeting basket, information about the area and coffee! The location is lovely and everything about the house was fun and comfortable. Thanks!
Superhost
A cozy living room features a light beige sectional sofa adorned with decorative pillows. A wooden coffee table rests on a patterned area rug. Natural light enters through large windows, complemented by bamboo shades, creating a bright and inviting space.
Home in Shirley
4.74 out of 5 average rating, 300 reviews

3 bedroom cottage rental

WilliamRating, 5 stars3 weeks ago
My family and I had a very relaxing stay at this place. Cozy with plenty of amenities. PAPA, the neighborhood cat likes to visit in the morning on the front deck and he’s a very good boy. Bring him treats.
Guest favorite
Home in Madison
4.87 out of 5 average rating, 23 reviews

Historic Beachside Glamour

GretchenRating, 5 stars6 months ago
A lovely cottage on a quiet street (at least in the fall!). The interior is just beautiful with all the wood floors, walls, ceilings. The kitchen was - unusual! Clearly they had to retrofit an old home to accommodate modern appliances, but all worked well.
Superhost
A coastal view is presented with sandy access leading to the water. Flanking the path, vibrant pink flowers in large planters add color. The house features a light exterior and is set against a backdrop of blue skies dotted with white clouds.
Home in Clinton
4.71 out of 5 average rating, 90 reviews

Year-Round Waterview 4 Bds/2Bths, Sleeps 13 Linens

MaryRating, 5 stars1 day ago
This house was very good for me and my friends and we would love to go back!

Private house rentals

Guest favorite
The exterior of a single-story home is set among lush greenery, featuring a varied facade with shingle and clapboard elements. Symmetrical landscaping includes neatly trimmed shrubs and a spacious lawn. A pathway leads to the front door, framed by tall trees providing natural shade.
Home in Shelter Island
4.88 out of 5 average rating, 26 reviews

Peaceful and Private 3 bedroom home in the woods

Robert,Donald JrRating, 5 stars8 months ago
Maura was an excellent host and the home was perfect! We enjoyed the weekend very much and cannot thank Maura enough for her kindness, responsiveness, warm hearted spirit, and for opening up her home to us. Will always keep this spot in mind for future SI adventures!
Top guest favorite
The exterior of a charming farmhouse is shown, surrounded by a lush, green landscape. A gravel driveway leads to the entrance, while a wooden fence and two bicycles are visible in the foreground. The home features a blend of natural wood and modern elements against a clear blue sky.
Home in East Hampton
5 out of 5 average rating, 14 reviews

Restored farmhouse, walk to Carissa's, beach, town

IsabelRating, 5 stars7 months ago
We just spent an unforgettable weekend at J.P’s beautiful house, and we can't wait to be back! The house is absolutely beautiful, with impeccable taste and attention to detail. But what truly makes this property shine is its phenomenal location. Right in the middle of East Hampton and Amagansett and a 15 minute drive to Sag Harbor— couldn’t have asked for more. Also Carissa’s bakery is just a 6 minute walk. And, of course, no Hampton's experience is complete without a visit to Goldberg's for their classic lox and bagels - which is also a short walk away. The house itself is spacious, bright, and beautifully appointed, with everything you need to unwind and relax. Every room is nice and cozy and the kitchen is stunning with everything you need to cook with the amazing produce available at the so many farm stands around the area. (We loved Balsam and Amber Waves) J.P. was incredibly responsive and thoughtful, providing excellent recommendations and ensuring our stay was perfect.
Top guest favorite
A light-filled living area features a neutral-colored sofa alongside a blue couch, with decorative pillows adding subtle color. A wooden coffee table rests in front, and large windows with bamboo shades allow natural light to brighten the space.
Home in North Fork
4.88 out of 5 average rating, 123 reviews

The Perfect North Fork Escape

EricRating, 5 stars7 months ago
We had a wonderful stay. Cute and comfortable house in an amazing location. Very comfortable for a family of 4.
Guest favorite
The exterior of a two-story single-family home is depicted, featuring beige siding and a centered front door. Lush green grass surrounds the walkway leading to the entrance, with a mailbox positioned at the pathway. A nearby tree and hedges provide additional greenery.
Home in East Haven
4.89 out of 5 average rating, 101 reviews

Welcome To Piper's Rest

JamesRating, 5 stars3 weeks ago
It was wonderful stay and I’d go back anytime
Superhost
A two-story home features a welcoming front porch with steps leading up to it. A gravel driveway is visible, bordered by lush greenery and flowering bushes. Bicycles can be seen propped against the house, surrounded by a peaceful, natural setting.
Home in East Hampton
4.74 out of 5 average rating, 89 reviews

Clean Home Pool Cent-Loc. Quiet Reserve Pet Friend

AntoineRating, 5 stars7 months ago
Mike is a great host with helpful recommendations and plenty of advice. The house is amazing. Well located, calm, clean and so convenient. The pool is huge and very deep. Everything is perfect. Felt like at home. We will be back
Top guest favorite
The exterior of a charming two-story house is presented, featuring light siding and dark shutters. Window boxes adorned with blue flowers are visible. A small porch with a door leads into the home, accompanied by a stone pathway and neatly landscaped shrubs.
Home in Old Saybrook
4.97 out of 5 average rating, 121 reviews

Year Round Beach House in Old Saybrook, CT.- Pets

SueRating, 5 stars1 week ago
Laurie s place is very nice, spacious and clean. Plenty of space to eat, hang out and 2 bath. The fenced in yard is great for dogs or kids. We weren't in full summer season so we're not taking advantage of the beach and water options but they offer alot. Allowed for an early check in which was great as we were in town for a memorial service.
Guest favorite
A private country compound is showcased, featuring a main house with a classic white exterior and black shutters. A blossoming tree stands prominently in the foreground, surrounded by a well-maintained lawn and neatly trimmed hedges.
Home in Sag Harbor
4.85 out of 5 average rating, 262 reviews

Exclusive Sag Harbor Compound

WyattRating, 5 stars5 months ago
We loved our stay here. The house was sparkling clean and the yard was big and beautiful. Can only imagine the vibes here during the summertime when the pool is open!
Guest favorite
A charming beachside home is showcased, featuring a wrap-around porch with seating. The sandy beachfront extends along the water's edge, and a clear blue sky overhead enhances the coastal atmosphere. Nearby houses are visible, offering a sense of community along the shore.
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!

Quick stats about house rentals in Cutchogue

  • Total rentals

    90 properties

  • Nightly prices starting at

    ﺩ.ﺇ551 before taxes and fees

  • Total number of reviews

    1.6K reviews

  • Family-friendly rentals

    90 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    40 properties have a pool

Destinations to explore

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