Vacation rentals in Cutchogue

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Top-rated accommodation in Cutchogue

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

Guest favourite

Cottage in Riverhead

4.98 out of 5 average rating, 126 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Enjoy the designer kitchen with all new appliances, as well as a brand new bathroom, updated bedrooms and outdoor shower. This chic 2-bedroom, 1-bathroom home, which can sleep up to 5, has been designed with an eye for detail, style and relaxation. The master bedroom enjoys a queen sized bed that's perfect for 2 adults. The second bedroom can accommodate up to 3 people with a double bed for two people, and a single bed for one person. Only 80-miles from Manhattan, a 90-minute drive and close to the towns of Jamesport, Southold and Greenport, The Beach Cottage is the perfect summer escape. Stay on the property for swimming, paddle boarding, beach walks and BBQs or venture out to enjoy all the North Fork has to offer. Wine tasting at the French run winery Croteaux, lunch at the world class North Fork Table and Inn, shop at the many Organic Farms or explore the charming historic seaport village of Greenport, all short drives from the cottage. Upon request, Pets are allowed, for an extra fee of $200 per stay. Guests have access the entire property, including a private path to the beach. This stylish retreat is nestled on a private Soundfront beach at the end of a 7-acre property. Wine tasting at Croteaux, lunch at world-class North Fork Table and Inn, and the historic seaport village of Greenport are all within a short drive. The closest Jitney stop is Aquebogue or Riverhead. I am an Australian born designer that lives in NYC and has been renovating homes for the past several years. Our Flatiron loft in NYC was featured in Dwell Magazine, I designed the Upper West Side apartment for the founder & CEO of Soul Cycle, and my husband and I recently renovated our family's weekend beach house on the North Fork. I have a passion for turning houses into homes by bringing the clean, breezy and natural aesthetic, inspired by my homeland in Australia.

26 Mar – 2 Apr

$8,233 AUD total
Guest favourite

Home in Cutchogue

4.96 out of 5 average rating, 72 reviews

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.

23 – 30 Dec

$3,473 AUD total
Guest favourite

Guest suite in Cutchogue

4.9 out of 5 average rating, 83 reviews

Enjoy a relaxing getaway to the North Fork

Newly renovated, one bedroom suite, with separate entrance in quiet Nassau Point; a peninsula, surrounded by beaches. Nassau Point is a great place to bike, walk and enjoy nature. Fully functioning WiFI for guests looking to extend their stay, while working from home. Fishermen's beach is a 5 minute walk Causeway beach is a 10 minute walk with parking. Point beach, 1.5 mile walk, a Southold Parking Permit required. You will find 20 wineries within 5 miles, just a short Uber ride away.

18 – 25 Sept

$1,824 AUD total

Popular amenities for Cutchogue accommodation

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 accommodation in Cutchogue

Guest favourite

Home in Southold

5.0 out of 5 average rating, 14 reviews

Le Petit Cottage Southold NY

16 – 23 Feb

$2,967 AUD total
Guest favourite

Cottage in Cutchogue

5.0 out of 5 average rating, 18 reviews

Renovated 2-Bedroom Cottage on the North Fork

24 – 31 Aug

$7,051 AUD total
Guest favourite

Home in Cutchogue

5.0 out of 5 average rating, 17 reviews

North Fork Escape Heated Pool Beach & Wineries

30 Oct – 6 Nov

$7,369 AUD total
Guest favourite

Home in Cutchogue

4.94 out of 5 average rating, 49 reviews

Nassau Point, North Fork Home w/ Pool

26 Sept – 3 Oct

$5,842 AUD total
Guest favourite

Home in Southold

4.92 out of 5 average rating, 12 reviews

Beach/Lake house ~ Fireplace ~ North Fork Wineries

25 Apr – 2 May

$6,565 AUD total
Guest favourite

Cottage in Cutchogue

4.97 out of 5 average rating, 33 reviews

Stunning waterfront modern farmhouse with dock.

13 – 20 Mar

$8,075 AUD total
Guest favourite

Home in Cutchogue

4.98 out of 5 average rating, 52 reviews

Good Vibrations on the North Fork

28 Oct – 4 Nov

$6,884 AUD total
Guest favourite

Home in Southold

4.96 out of 5 average rating, 26 reviews

Bright Oasis in Beautiful North Fork Wine Country

19 – 26 Mar

$7,381 AUD total
Guest favourite

Guesthouse in Southold

4.95 out of 5 average rating, 39 reviews

Southold- Adorable 1 Bedroom Cottage

4 – 11 Aug

$3,407 AUD total
Guest favourite

Home in Greenport

5.0 out of 5 average rating, 32 reviews

Beachfront Greenport Villa

7 – 14 Nov

$8,668 AUD total
Guest favourite

Cottage in Cutchogue

5.0 out of 5 average rating, 48 reviews

The Melody Too

29 May – 5 June

$5,781 AUD total
Guest favourite

Cottage in Southold

4.95 out of 5 average rating, 21 reviews

Adorable Cottage

15 – 22 Sept

$4,540 AUD total

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

$138 AUD before taxes and fees

Destinations to explore

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