Holiday rentals in Cutchogue

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Top-rated holiday rentals in Cutchogue

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Guest suite in Hampton Bays
CHARMING OCEAN BUNGALOW
My ocean Bungalow is super well located in Hampton Bays. You will be 10 minutes away from the center of town where the Hampton Bays train station is. You also have Starbucks, Ride Aid, king Kullen, and great eateries at your fingertips. You will also have another two great supermarkets; Stop&Shop and Wild by Nature natural food store. You will be staying in a room with a feeling of a Junior Suite with approximately 400sq feet, a much larger area than a standard room. It has an attached small full bathroom, a living space that I call “home theater” with a 75” smart TV, a wet Bar with Coffee, Expresso and Tea, your own refrigerator. No heavy cooking is allowed indoors but I will offer a grill outside, for the most gastronomically inclined guests ... there’s no dining area but you are more welcome to use the dining table at the outdoor stone patio. One of the nicest thing about our location is that we are 5 minutes from Ponquogue Beach with excellent near by restaurants such as Oklands, Sundays on the Bay, on Beach Road and Dockers waterside on Dune Road. Meschutt beach is also a great location with live music throughout the summer, not a beach for surfers or adventure swimmers, since it’s on Peconic Bay, but on a plus side, there’s a full outdoor bar for adults, I love their Rum punch, and a full service snack bar, and a gift shop that sells beach gear... etc.
18–25 AprIndividual Host,
£106 per night
4.98 out of 5 average rating, 310 reviews
Guest favourite
Home in Cutchogue
Nassau Point, North Fork Home w/ Pool
Whether you are looking for lots of outdoor space for the kids to explore, bike, play at the beach or splash around in the pool OR you are looking to explore all of the 38 Vineyards along Long Islands, this house is perfect for you. Open kitchen, dining and living space which then opens up to the deck and pool. 4 bedrooms, sleeping 8 comfortably. Two of the bedrooms are connected with a thru-door. Gated swimming pool. Minutes from the local sandy beach. Rental Permit: HMT24-00101 14-Day minimum
22–29 OctIndividual Host,
£363 per night
4.94 out of 5 average rating, 49 reviews
Guest favourite
Home in Cutchogue
Secluded Farmhouse - Studio Apartment Style Unit
Beautiful, quiet, studio apartment-style unit (private entrance w/full bath) tucked away in a modern farmhouse on a gorgeous, secluded North Fork farm. Guests have exclusive use of screen porch, fire pit, bbq and outdoor seating area. Home was designed by well known home and garden designer, Conni Cross. Jess is a private chef and yoga instructor, so be sure to inquire for services! Private hiking trails, fresh eggs, produce from garden, beach gear, Keurig, mini fridge, homemade granola, tea.
31 Jan – 7 FebIndividual Host,
£256 per night
4.96 out of 5 average rating, 70 reviews

Popular amenities for Cutchogue holiday rentals

Stay near Cutchogue's top sights

Pindar Vineyards41 locals recommend
New Suffolk Beach8 locals recommend
Legends23 locals recommend
Greenport Harbor Brewery and Restaurant54 locals recommend
King Kullen77 locals recommend
Cutchogue Diner21 locals recommend

Other great holiday rentals in Cutchogue

Guest favourite
Cottage in Cutchogue
Stunning waterfront modern farmhouse with dock.
16–23 NovIndividual Host,
£591 per night
4.97 out of 5 average rating, 33 reviews
Guest favourite
Cottage in Southold
Adorable Cottage
30 Oct – 6 NovIndividual Host,
£338 per night
4.95 out of 5 average rating, 21 reviews
Guest favourite
Home in Cutchogue
Good Vibrations on the North Fork
13–20 AugIndividual Host,
£592 per night
4.98 out of 5 average rating, 52 reviews
Guest favourite
Home in Southold
Beach/Lake house ~ Fireplace ~ North Fork Wineries
29 May – 5 JunProfessional Host,
£614 per night
4.92 out of 5 average rating, 12 reviews
Guest favourite
Cottage in New Suffolk
Cozy Seaside Cottage
5–12 OctProfessional Host,
£751 per night
4.96 out of 5 average rating, 79 reviews
Guest favourite
Home in Mattituck
Immaculate NOFO Beach House Steps from Beach
22–29 NovIndividual Host,
£609 per night
5.0 out of 5 average rating, 29 reviews
Guest favourite
Cottage in Southold
Bordeaux meets Côte d’Azur—1763 Historic Farmhouse
12–19 FebIndividual Host,
£425 per night
4.94 out of 5 average rating, 32 reviews
Guest favourite
Home in Southold
Bright Oasis in Beautiful North Fork Wine Country
23–30 JanIndividual Host,
£489 per night
4.96 out of 5 average rating, 25 reviews
Guest favourite
Guest suite in Southold
Comfortable Suite, a walk to the beach
30 Sept – 7 OctIndividual Host,
£194 per night
4.94 out of 5 average rating, 95 reviews
Guest favourite
Guest suite in North Fork
Enjoy a relaxing getaway to the North Fork
25 Jun – 2 JulIndividual Host,
£164 per night
4.9 out of 5 average rating, 83 reviews
Guest favourite
Cottage in New Suffolk
Mermaid cottage
7–14 SeptProfessional Host,
£163 per night
4.85 out of 5 average rating, 52 reviews
Guest favourite
Cottage in Cutchogue
The Melody Too
31 May – 7 JunIndividual Host,
£423 per night
5.0 out of 5 average rating, 48 reviews

Quick stats about holiday rentals in Cutchogue

Total rentals

120 properties

Rentals with a pool

30 properties have a pool

Pet-friendly rentals

30 properties allow pets

Family-friendly rentals

90 properties are a good fit for families

Total number of reviews

3.6K reviews

Nightly prices starting at

£71 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Suffolk County
  5. Cutchogue