Cutchogue Vacation Rentals from $225: Search Short-Term Rentals

Q: What are some of the best vacation rentals that Cutchogue has to offer?

The Hampton Sack a cheerful relaxing beach cottage : This vacation home rental outside of Cutchogue is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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In two weeks

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Our top choices for Cutchogue vacation rentals

1. Cliffside Resort Condominiums

Greenport

Christine

$385 nightly

Sep 7 - Sep 8

Total with taxes and fees

2. North Fork Resort

Greenport

Lisa

$271 nightly

Sep 13 - Sep 14

Total with taxes and fees

3. Seabreeze #3 Cozy Cottage steps to the beach

Hampton Bays

$532 nightly

Aug 19 - Aug 20

Total with taxes and fees

4. Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

Flanders

James W.

$280 nightly

Sep 14 - Sep 15

Total with taxes and fees

5. Aqua Vista

Pipes Cove

Molly G.

$329 nightly

Sep 8 - Sep 9

Total with taxes and fees

6. Beach Block Hideaway

Pipes Cove

maureen f.

$480 nightly

Sep 8 - Sep 9

Total with taxes and fees

1 bedroom, desk, iron/ironing board, travel crib

7. 1-bedroom cottage with Grove Beach 🏖️ access.

Clinton

JM B.

$199 nightly

Sep 8 - Sep 9

Total with taxes and fees

8. American Beech in Greenport - Petite King Room 7

Greenport

Paul F.

$393 nightly

Sep 7 - Sep 8

Total with taxes and fees

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Top Cutchogue Hotel Reviews

The Shoals Suites and Slips

10/10 Excellent

"The hotel was very clean with a lovely environment. The staff (especially at the front desk) were helpful, friendly, polite and very knowledgeable about recommendations for the area. The property was well maintained and the views were beautiful and very accessible to many activities in the area. Looking forward to return in the near future."

Budget Host East End

8/10 Good

"My daughter and I spent the night last night 7/12/26 in River Head and found the room clean and tidy, beds comfortable and we enjoyed the pool which was also very clean and well maintained. However, we could not get our TV to work and tried to call the front desk several times yet no one answered. We also noted a guest in Rm 205 left his room door open all day with the TV blaring all thru the night! When we used the pool we were in room 202 and there was a front door w/3 locks and a back door w/3 locks so we locked all 3 of the front door and when we went to open the back door on the pool side neither key we were given would work so had to call mgt. Other guests on our side stated they encountered the same issue and had to call mgt. Why doesn't this hotel use Electronic Keys like other hotels? This is a major safety concern! Otherwise we enjoyed our stay."

North Fork Resort

10/10 Excellent

"The property was so clean, charming, and exceeded all expectations. The whole staff was so lovely and helped solve every issue above and beyond! We got locked out of our room and the front desk was closed but there was an after hours number that we were able to call and they virtually unlocked our door. So make sure you ask for that! And when our firewood took too long to be delivered, Vanessa generously offered to extend our stay an hour and refunded us for the logs. Melissa and Christine also were great and helpful at answering our questions! So special and we would stay again!"

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 $225 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.

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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.

What are some of the best vacation rentals that Cutchogue has to offer?

The Hampton Sack a cheerful relaxing beach cottage: This vacation home rental outside of Cutchogue is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Cutchogue?

With 36 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.

Cutchogue Vacation Rentals

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Check prices for these dates

Our top choices for Cutchogue vacation rentals

1. Cliffside Resort Condominiums

2. North Fork Resort

3. Seabreeze #3 Cozy Cottage steps to the beach

4. Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

5. Aqua Vista

6. Beach Block Hideaway

7. 1-bedroom cottage with Grove Beach 🏖️ access.

8. American Beech in Greenport - Petite King Room 7

9. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

10. Black Swan Beachfront Home with Jacuzzi year round

11. Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

12. Safari Tent Glamping,S10-CedarPt, East Hampton, NY

13. Safari Tent Glamping,S7-CedarPt, East Hampton, NY

14. Harbor Heights

15. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

16. Seabreeze 4 Charming Cottage footsteps to beach

17. The SandPiper

18. Hampton Bays Townhouse - Pool, Beach Access

19. Villa Luz Family Home w/ heated pool & jacuzzi

20. Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

Find vacation rentals that suit your style

Top Cutchogue Hotel Reviews

The Shoals Suites and Slips

Find out more about Cutchogue

Explore a world of travel with Expedia

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