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Cutchogue Vacation Rentals

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Check prices for these dates

In two weeks
Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Vacation Rentals in Cutchogue

Outdoor pool, a heated pool
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

Vacation Home in Water Mill

10.0 out of 10, Exceptional, (6)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
$6,375 nightly
The price is $7,284
Dec 1 - Dec 2
Total with taxes and fees
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
Free WiFi, bed sheets
North Fork Cottages & RV Resort

Cottage in Greenport

3.0 star property
9.4 out of 10, Exceptional, (6)
"great place to stay, clean and quiet....loved it"
United States
Darlin
$176 nightly
The price is $201
Nov 25 - Nov 26
Total with taxes and fees
North Fork Cottages & RV Resort
Smart TV
Seabreeze #3: Cozy Cottage by the beach

Cottage in Hampton Bays

10.0 out of 10, Exceptional, (1)
$398 nightly
The price is $455
Nov 25 - Nov 26
Total with taxes and fees
Seabreeze #3: Cozy Cottage by the beach
Beach
Spacious 5-bedroom house with water views and 2 houses from the bay.

Vacation Home in Sag Harbor

$5,642 nightly
The price is $6,446
Nov 29 - Nov 30
Total with taxes and fees
Spacious 5-bedroom house with water views and 2 houses from the bay.
Smart TV
1-bedroom cottage with Grove Beach 🏖️ access.

Cottage in Clinton

9.2 out of 10, Wonderful, (36)
"Cottage itself clean, but sewage smell in bathroom. Surrounding property derelict motel with ongoing consruction. "
United States
michelle
$159 nightly
The price is $180
Dec 1 - Dec 2
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.
5 bedrooms, iron/ironing board, WiFi, bed sheets
Sag Harbor Water View w Dock 1.5ml from town

Vacation Home in Bay Point

$5,594 nightly
The price is $6,391
Nov 27 - Nov 28
Total with taxes and fees
Sag Harbor Water View w Dock 1.5ml from town
Front of property
Canoe Place Waterfront Residences

Condo in Hampton Bays

4.0 star property
10.0 out of 10, Exceptional, (1)
$1,798 nightly
The price is $2,054
Dec 24 - Dec 25
Total with taxes and fees
Canoe Place Waterfront Residences
Fridge, microwave, oven, stovetop
Blackberry: Private home with jacuzzi year-round

Vacation Home in East Hampton

9.0 out of 10, Wonderful, (4)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
$771 nightly
The price is $881
Dec 1 - Dec 2
Total with taxes and fees
Blackberry: Private home with jacuzzi year-round
Terrace/patio
Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Vacation Home in Hampton Bays

10.0 out of 10, Exceptional, (12)
"This is a simple house with a great view right on the water. The beds and bedding were comfortable. Despite being on the water, it has a nice yard and little beach area. "
United States
Coleman H.
$1,085 nightly
The price is $1,240
Dec 7 - Dec 8
Total with taxes and fees
Black Swan: Beachfront Home w/ Year-Round Jacuzzi
Exterior
Shoreline Oasis

Apartment in Clinton

9.2 out of 10, Wonderful, (7)
"Everything was as advertised or better. Lovely quiet area near beautiful beaches and great restaurants. We had a terrific experience. "
United States
Tom S.
$229 nightly
The price is $260
Nov 25 - Nov 26
Total with taxes and fees
Shoreline Oasis
Fridge, microwave, oven, stovetop
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

Cottage in Old Saybrook Center

9.6 out of 10, Exceptional, (38)
"Great property, would stay here again."
United States
charles b.
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Fridge, microwave, oven, stovetop
Adorable Cottage, 5 min walk to water & town

Vacation Home in Westbrook Center

9.4 out of 10, Exceptional, (14)
"Very nice small place to stay by the beach and close to great coffee shop. "
United States
Donovan V.
$368 nightly
The price is $416
Nov 25 - Nov 26
Total with taxes and fees
Adorable Cottage, 5 min walk to water & town
Beach
Beachside Bliss w/ Game Room, Gym & Golf Green

Vacation Home in Westbrook

2.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
$453 nightly
The price is $512
Dec 9 - Dec 10
Total with taxes and fees
Beachside Bliss w/ Game Room, Gym & Golf Green
Private kitchen
Stylish Modern Stay Steps from the Ocean

Vacation Home in Clinton

10.0 out of 10, Exceptional, (1)
"Very Clean and New. Location very convenient to Shopping , Coffee and Winery. Place very very small but Shower was huge and token gifts such as wine and toiletries a big plus . As well as guest for TV for Netflix. Added bonus outdoor space makes up for lack of living room. I would recommend this place and stay again for sure. Also, conveniently located to major highway and safe. "
United States
Kelly Z.
$265 nightly
The price is $302
Nov 28 - Nov 29
Total with taxes and fees
Stylish Modern Stay Steps from the Ocean
Terrace/patio
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Vacation Home in Hampon Bays

9.6 out of 10, Exceptional, (22)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
$1,113 nightly
The price is $1,272
Nov 30 - Dec 1
Total with taxes and fees
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
Oven, stovetop, dishwasher
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Vacation Home in Calverton

2.0 star property
8.6 out of 10, Excellent, (8)
"This was a great place to stay! Nice house, great backyard on a river and the house was well stocked with essentials. Owner was accommodating and easy to communicate with."
United States
Nicole A.
$582 nightly
The price is $665
Dec 1 - Dec 2
Total with taxes and fees
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Interior
House in Clinton, CT - Tide Unit - Charming Furnished Boutique 1BR

Vacation Home in Clinton

2.0 star property
$181 nightly
The price is $205
Nov 25 - Nov 26
Total with taxes and fees
House in Clinton, CT - Tide Unit - Charming Furnished Boutique 1BR
Terrace/patio
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

Vacation Home in Saybrook Manor

9.6 out of 10, Exceptional, (133)
"Like a trip to 1800 but with AC. Amazing place. Didn’t want to leave, but will come back. "
United States
Rob C.
$457 nightly
The price is $517
Dec 1 - Dec 2
Total with taxes and fees
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
Beach
Seabreeze #4: Charming Cottage Footsteps to the Beach

Cottage in Hampton Bays

8.8 out of 10, Excellent, (3)
"Great stay. Would stay again. "
United States
Weston B.
$398 nightly
The price is $455
Nov 25 - Nov 26
Total with taxes and fees
Seabreeze #4: Charming Cottage Footsteps to the Beach
Fridge, microwave, stovetop, dishwasher
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

Cottage in Greenport

10.0 out of 10, Exceptional, (1)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
$486 nightly
The price is $555
Dec 9 - Dec 10
Total with taxes and fees
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cutchogue Hotel Reviews

Hyatt Place Long Island East End

Hyatt Place Long Island East End

10/10 Excellent
"Excellent "
Andrew 1-night trip
Posted 4 days ago
Hyatt Place Long Island East End

Find out more about Cutchogue

Everything you need to know about Cutchogue vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cutchogue vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cutchogue vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cutchogue vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cutchogue. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cutchogue in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $260 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cutchogue rentals

At Expedia, we put the best Cutchogue vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cutchogue rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cutchogue vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cutchogue. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Cutchogue?

Yes, you can find vacation rentals in Cutchogue close to 8 Hands Farm, or you can choose a more secluded option if you want a relaxing stay.

How many vacation rentals are there in Cutchogue?

With 45 Expedia vacation rentals, you're sure to find just the right place for your Cutchogue stay.

What’s there to see and do in Cutchogue?

Cutchogue Village Green and Fisherman Beach are a couple of lovely local spots to get outside and enjoy nature. While here, Peconic Bay Winery and Bedell Cellars are other places worth a visit.

What’s a vacation rental in Cutchogue like?

Vacation rentals are private properties you can stay in for short or long periods in Cutchogue. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family getaway.