Cutchogue Holiday Rentals: Short-Term Accommodations for Rent

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

The Hampton Sack a cheerful relaxing beach cottage : This holiday home rental outside of Cutchogue is equipped with a BBQ, 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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Our top choices for Cutchogue holiday rentals

A modern house with a deck, outdoor seating, and a fire pit.

1. North Fork Resort

Greenport

Lisa

HK$2,878 total

includes taxes & fees

7 Sept - 8 Sept

2. Cliffside Resort Condominiums

Greenport

Christine

HK$3,404 total

includes taxes & fees

21 Sept - 22 Sept

A spacious living room with a large sofa, a round coffee table, and a television. A kitchen with a refrigerator and cabinets is visible in the background.

3. Seabreeze #3 Cozy Cottage steps to the beach

Hampton Bays

HK$4,344 total

includes taxes & fees

31 Aug - 1 Sept

A dining area with a wooden table, chairs, and a decorative wall with a cityscape picture.

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

Flanders

James W.

HK$2,777 total

includes taxes & fees

8 Sept - 9 Sept

A wooden pathway leading to a beach with scattered rocks and greenery.

5. Beach Block Hideaway

Pipes Cove

Teresa C.

HK$3,234 total

includes taxes & fees

7 Sept - 8 Sept

A beach with people relaxing on chairs and sunbathing.

6. Harbor Heights

Pipes Cove

Nigel

HK$2,817 total

includes taxes & fees

3 Sept - 4 Sept

A bedroom with a wooden bed, bedside lamps, a sofa, and a TV stand.

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

Clinton

JM B.

HK$1,863 total

includes taxes & fees

28 Sept - 29 Sept

A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

8. The SandPiper

Pipes Cove

Timothy

HK$2,719 total

includes taxes & fees

10 Sept - 11 Sept

A beach with people relaxing, a pier extending into the water, and a clear sky.

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

Pipes Cove

Callie E.

HK$3,292 total

includes taxes & fees

7 Sept - 8 Sept

A beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

10. Aqua Vista

Pipes Cove

Anonymous traveller

HK$2,911 total

includes taxes & fees

8 Sept - 9 Sept

A row of tents with a grassy field and trees in the background.

11. Safari Tent Glamping,S4-CedarPt, East Hampton, NY

East Hampton

HK$2,324 total

includes taxes & fees

31 Aug - 1 Sept

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

East Hampton

Christina V.

HK$2,324 total

includes taxes & fees

31 Aug - 1 Sept

A beach with footprints leading to the water, a sunset in the background, and a clear sky.

13. Seabreeze 4 Charming Cottage footsteps to beach

Hampton Bays

Weston B.

HK$4,021 total

includes taxes & fees

7 Sept - 8 Sept

A covered patio with a table and chairs, large windows, and a view of greenery.

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

Southampton

Jordan

HK$4,604 total

includes taxes & fees

31 Aug - 1 Sept

A kitchen with a microwave, stove, and granite countertop. There is a dining area with a sofa and a coffee table.

15. The gardners Cottage 1 mile from long Island Sound - pet friendly

Clinton

Wink V.

HK$2,581 total

includes taxes & fees

1 Sept - 2 Sept

A beach with a house in the background, a clear sky, and a calm sea.

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

Madison

Samantha D.

HK$2,869 total

includes taxes & fees

3 Sept - 4 Sept

A driveway with a parked car, surrounded by trees and illuminated pathway lights.

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

Bridgehampton

Robert R.

HK$4,604 total

includes taxes & fees

20 Sept - 21 Sept

An outdoor dining area with hanging lights, palm trees, and a bar.

18. American Beech in Greenport - Petite King Room 7

Greenport

Paul F.

HK$3,422 total

includes taxes & fees

1 Sept - 2 Sept

A small cabin with a porch, surrounded by trees and a fenced area.

19. Lovely studio with AC in charming Sag Harbor

Sag Harbor

"For a last minute trip, we couldn't beat the location. Less than 10 minutes from Sag Harbor and Bridgehampton main streets as well as from Sagaponack beaches. The space is quaint and offers everything you need, a small kitchenette, a work desk, outdoor space. There was several communications sent regarding privacy and not interacting with other guests on property which I can appreciate but felt excessive.My two biggest complaints and likely why I would not rebook was first the cleanliness of the...

Emily t.

HK$4,810 total

includes taxes & fees

13 Sept - 14 Sept

A covered patio area with a white sofa, wooden chairs, and a ceiling fan.

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

Hampon Bays

Carola C.

HK$15,990 total

includes taxes & fees

7 Sept - 8 Sept

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Top Cutchogue Hotel Reviews

Sound View Greenport

10/10 Excellent

"Loved the location!"

Hilton Garden Inn Riverhead

10/10 Excellent

"Room was large, bed comfortable, shower and bathroom large, coffee machine, microwave and fridge all helpful. Unfortunately no safe in the room. Dinner at lobby bar was good, Sal the bartender was friendly but not uber efficient. location of the hotel was perfect for me, front desk provided long list of restaurants."

Saybrook Point Resort & Marina

10/10 Excellent

"The best of the best! This was our 5th stay at Saybrook point and each year we look forward to going back. I can’t say enough good things. Do take advantage of all the amenities the hotel has to offer. Scenic bike ride, passes to the beach, shuttle services to and from town, amazing restaurants and the pool facilities. It’s a gem of a hotel and the town itself is even better."

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent

"Absolute gem really cool giant picnic table in the middle of the room, which is great for kids are just getting work done. The staff is absolutely wonderful. The view is gorgeous. If you stay on the backside of the hotel cannot recommend this place enough. What a surprise incredible bargain."

Find out more about Cutchogue

Search for holiday rentals in Cutchogue on Expedia! You can easily find your home rentals, villas, holiday apartments in Cutchogue using one of the methods below:

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Frequently asked questions

Are there holiday rentals in Cutchogue?

Yes, there are holiday rentals in Cutchogue close to 8 Hands Farm, or you can select a more secluded option if you're looking for a relaxing stay.

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

The Hampton Sack a cheerful relaxing beach cottage: This holiday home rental outside of Cutchogue is equipped with a BBQ, 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 holiday rentals are there in Cutchogue?

With 37 Expedia holiday rentals, you're guaranteed 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 holiday rental in Cutchogue like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cutchogue. Holiday rentals feature amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for family gatherings.

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Check prices for these dates

Our top choices for Cutchogue holiday rentals

1. North Fork Resort

2. Cliffside Resort Condominiums

3. Seabreeze #3 Cozy Cottage steps to the beach

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

5. Beach Block Hideaway

6. Harbor Heights

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

8. The SandPiper

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

10. Aqua Vista

11. Safari Tent Glamping,S4-CedarPt, East Hampton, NY

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

13. Seabreeze 4 Charming Cottage footsteps to beach

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

15. The gardners Cottage 1 mile from long Island Sound - pet friendly

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

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

18. American Beech in Greenport - Petite King Room 7

19. Lovely studio with AC in charming Sag Harbor

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

Find holiday rentals that suit your style

Top Cutchogue Hotel Reviews

Sound View Greenport

The Harbor Front Inn

Budget Host East End

Hilton Garden Inn Riverhead

Hampton's Vacation Inn

The Hampton Maid

Saybrook Point Resort & Marina

The Chequit

Pier Blue Inn Old Saybrook - Essex

Find out more about Cutchogue

Frequently asked questions

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