Holiday rentals in Cutchogue

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Cutchogue

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

Guest favourite
Guest suite in Greenport
The Greenport Suite—private entry + near the beach
Welcome to The Greenport Suite! With its separate entrance, secluded outdoor patio space and ideal location, this newly-redesigned private suite in our contemporary Village home is perfect for enjoying a North Fork getaway. We are located just a few short blocks from bay beaches, the harbor, and public transport, while the area's celebrated wineries are a short drive or bike ride away. Come see why Forbes named Greenport one of the 11 prettiest villages in the United States!
21–28 MarIndividual Host,
£121 per night
4.92 out of 5 average rating, 272 reviews
Guest favourite
Home in Greenport
The Sandpiper- Apt #1
Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney. My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).
15–22 DecIndividual Host,
£122 per night
4.96 out of 5 average rating, 295 reviews
Guest favourite
Guest house in Jamesport
Walk to Beautiful Beach in Heart of Wine Country
Enjoy bright, comfortable and modern home in the heart of North Fork wine and farm country located just a quick walk from a gorgeous Peconic Bay beach with tennis/pickleball courts, volleyball and playground right on the beach. You'll have easy and quick access to the best of the east end: beautiful beaches, boating, fishing, fine and casual dining, vineyards, wineries, breweries, farms and farm stands offering fresh local produce, antique and local shops.
10–17 MarIndividual Host,
£215 per night
4.97 out of 5 average rating, 104 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
Guest suite in Hampton Bays
CHARMING OCEAN BUNGALOW
16–23 AprIndividual Host,
£120 per night
4.98 out of 5 average rating, 308 reviews
Guest favourite
Home in Cutchogue
Secluded Farmhouse - Studio Apartment Style Unit
9–16 SeptIndividual Host,
£224 per night
4.96 out of 5 average rating, 68 reviews
Guest favourite
Cottage in Cutchogue
Renovated 2-Bedroom Cottage on the North Fork
4–11 AprIndividual Host,
£339 per night
5.0 out of 5 average rating, 18 reviews
Guest favourite
Home in Cutchogue
North Fork Escape Heated Pool Beach & Wineries
15–22 NovIndividual Host,
£532 per night
5.0 out of 5 average rating, 17 reviews
Guest favourite
Home in Cutchogue
North Fork paradise between beaches and vineyards
11–18 NovIndividual Host,
£527 per night
5.0 out of 5 average rating, 23 reviews
Guest favourite
Guest suite in Cutchogue
Enjoy a relaxing getaway to the North Fork
17–24 AugIndividual Host,
£178 per night
4.9 out of 5 average rating, 83 reviews
Guest favourite
Guest house in Cutchogue
Waterfront guest cottage
21–28 DecIndividual Host,
£282 per night
4.78 out of 5 average rating, 74 reviews
Guest favourite
Home in Cutchogue
Cozy Cottage with Views
13–20 NovIndividual Host,
£272 per night
4.96 out of 5 average rating, 27 reviews
Guest favourite
Home in Cutchogue
Nassau Point, North Fork Home w/ Pool
24–31 MarIndividual Host,
£343 per night
4.94 out of 5 average rating, 49 reviews
Guest favourite
Cottage in Cutchogue
Stunning waterfront modern farmhouse with dock.
27 Dec – 3 JanIndividual Host,
£595 per night
4.97 out of 5 average rating, 33 reviews
Guest favourite
Home in Southold
Le Petit Cottage Southold NY
19–26 JanIndividual Host,
£216 per night
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Southold
Bright Oasis in Beautiful North Fork Wine Country
17–24 DecIndividual Host,
£465 per night
4.96 out of 5 average rating, 24 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