Cutchogue Holiday Rentals

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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Cutchogue holiday rentals

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

1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (43 reviews)
"The host was very accommodating and very responsive. The cottage was very clean and tidy. "
United States
Rob C.
The price is HK$628
HK$1,410 total
includes taxes & fees
1 Jun - 2 Jun
1-bedroom cottage with Grove Beach 🏖️ access.
Flat-screen TV

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (19 reviews)
"Great stay & great staff!"
United States
James
The price is HK$2,327
HK$2,659 total
includes taxes & fees
15 Jun - 16 Jun
North Fork Resort
1 bedroom, bed sheets

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

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
The price is HK$1,516
HK$2,332 total
includes taxes & fees
3 Jun - 4 Jun
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (253 reviews)
"Beautiful property- we would definitely stay there again"
United States
Allison
The price is HK$1,754
HK$2,345 total
includes taxes & fees
22 Jun - 23 Jun
Cliffside Resort Condominiums
Interior

Adorable Cottage, 5 min walk to water & town

Adorable Cottage, 5 min walk to water & town
Westbrook Center
9.4 out of 10, Exceptional, (15 reviews)
"Very nice small place to stay by the beach and close to great coffee shop. "
United States
Donovan V.
The price is HK$1,298
HK$3,166 total
includes taxes & fees
1 Jun - 2 Jun
Adorable Cottage, 5 min walk to water & town
Exterior

Lovely studio with AC in charming Sag Harbor

Lovely studio with AC in charming Sag Harbor
Sag Harbor
The price is HK$2,081
HK$4,508 total
includes taxes & fees
1 Jun - 2 Jun
Lovely studio with AC in charming Sag Harbor
Terrace/patio

Tennis & Sea Escape - Hydrangeas in the Hamptons

Tennis & Sea Escape - Hydrangeas in the Hamptons
Westhampton Beach
The price is HK$1,119
HK$3,026 total
includes taxes & fees
15 Jun - 16 Jun
Tennis & Sea Escape - Hydrangeas in the Hamptons
1 bedroom, bed sheets

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

Safari Tent Glamping,S4-CedarPt, East Hampton, NY
East Hampton
The price is HK$1,516
HK$2,332 total
includes taxes & fees
1 Jun - 2 Jun
Safari Tent Glamping,S4-CedarPt, East Hampton, NY
Smart TV, offices

Seabreeze #3 Cozy Cottage steps to the beach

Seabreeze #3 Cozy Cottage steps to the beach
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,034
HK$4,096 total
includes taxes & fees
1 Jun - 2 Jun
Seabreeze #3 Cozy Cottage steps to the beach
Shower, towels, soap, toilet paper

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

Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
Flanders
10.0 out of 10, Exceptional, (1 review)
"The host was very welcoming and the house was very clean"
United States
James W.
The price is HK$1,340
HK$2,758 total
includes taxes & fees
1 Jun - 2 Jun
Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
Beach nearby

Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included

Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included
Westbrook Center
The price is HK$727
HK$2,232 total
includes taxes & fees
1 Jun - 2 Jun
Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included
Pool

Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!

Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!
Calverton
9.4 out of 10, Exceptional, (42 reviews)
"The description and photos are accurate. The beach is close."
United States
L A.
The price is HK$2,531
HK$4,835 total
includes taxes & fees
23 Jun - 24 Jun
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!
1 bedroom, bed sheets

Safari Tent Glamping,D27-CedarPt, East Hampton, NY

Safari Tent Glamping,D27-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"We loved the idea of "roughing it" while still sleeping in a cozy bed. It was nice to expose my children to nature. We took a long walk on the beach. Cooked hotdogs and hamburgers on the grill and made s'mores on the campfire."
United States
Brian
The price is HK$1,516
HK$2,430 total
includes taxes & fees
3 Jun - 4 Jun
Safari Tent Glamping,D27-CedarPt, East Hampton, NY
Dining

Beach Retreat - 5 beds , 2 kitchens @ Salt Island- Westbrook -walk to water

Beach Retreat - 5 beds , 2 kitchens @ Salt Island- Westbrook -walk to water
Westbrook Center
9.4 out of 10, Exceptional, (3 reviews)
"We had a lovely time during our stay. The hosts were excellent with communication and quick responses throughout our stay. The 2 family suites were perfect for our families to all stay together during this trip. We would definitely book again! "
United States
Kate G.
Beach Retreat - 5 beds , 2 kitchens @ Salt Island- Westbrook -walk to water
Interior

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Saybrook Manor
9.8 out of 10, Exceptional, (138 reviews)
"Yvette was so communicative and made the stay great! The house was amazing and everything was cozy and comfortable. It was great for a group!"
United States
Hayley T.
The price is HK$2,155
HK$4,798 total
includes taxes & fees
1 Jun - 2 Jun
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Exterior

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Old Saybrook Center
9.4 out of 10, Exceptional, (46 reviews)
"Lovely cottage! Enjoyed our stay! "
United States
Joyce S.
The price is HK$2,116
HK$4,247 total
includes taxes & fees
1 Jun - 2 Jun
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Terrace/patio

Black Swan Beachfront Home with Jacuzzi year round

Black Swan Beachfront Home with Jacuzzi year round
Hampton Bays
9.8 out of 10, Exceptional, (17 reviews)
"The most amazing 24hrs! House is pristine, gorgeous view and very airy. Bedrooms each have their own bathroom and one more in the main living area. "
United States
Melissa M.
The price is HK$1,928
HK$10,704 total
includes taxes & fees
1 Jun - 2 Jun
Black Swan Beachfront Home with Jacuzzi year round
Terrace/patio

Historic New England home ,Reunions Beach pass

Historic New England home ,Reunions Beach pass
Guilford
9.2 out of 10, Wonderful, (90 reviews)
"This is a great location, walking distance to the green and other sites. It also worked well for our girls trip of 4 women."
United States
Liz H.
The price is HK$1,567
HK$4,005 total
includes taxes & fees
3 Jun - 4 Jun
Historic New England home ,Reunions Beach pass
Dining

Northfork Townhouse walk to all

Northfork Townhouse walk to all
Greenport
10.0 out of 10, Exceptional, (5 reviews)
"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"
United States
Beth R.
The price is HK$2,680
HK$5,345 total
includes taxes & fees
2 Jun - 3 Jun
Northfork Townhouse walk to all
Outdoor pool, a heated pool

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly
Westhampton Beach
10.0 out of 10, Exceptional, (208 reviews)
"Great host, everything that we needed for our trip was available, ample room for the 9 of us."
United States
matthew p.
The price is HK$4,197
HK$7,472 total
includes taxes & fees
4 Jun - 5 Jun
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly
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

Sound View Greenport

Sound View Greenport

10/10 Excellent
"Love being on the water"
Gina 1-night trip
Posted 2 hours ago
Sound View Greenport

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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Look no further and take a look at our great range of rental properties in Cutchogue!

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?

Bayfront 5 bedrooms family home. Panoramic sea view from all rooms: This holiday home rental outside of Cutchogue is located by the ocean, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of books.

How many holiday rentals are there in Cutchogue?

With 40 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 8 Hands Farm 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.