- Entire Home
- Listings where you have the whole place to yourself.
- Private Room
- Listings where you have your own room but share some common spaces.
- Shared Room
- Listings where you'll share your room or your room may be a common space.
- Room Type
- Social Connections
- Employee host
- Instant Book
- Property Type
- Host Language
300+ Vacation Rentals · Cutchogue
300+ Vacation Rentals · Cutchogue
Grand house from 1850. There are 3 available bedrooms with a shared bath. The house sits on 3 acres of award winning gardens, short walk to golf course, restaurants, library, museum, and Hampton Jitney stop. Close to beaches and wineries. Learn More
Lovingly prepared continental breakfast on spacious porch overlooking gardens. Free parking. Small pets welcome. Private room and porch area, entire grounds of property. Yes, we are available for any questions or needs that may arise. We are about two walking blocks from downtown Cutchogue, on the Main Road. We are walking distance to the Jitney stop. No smoking in house or porch.
Look for the lightning bolt for faster booking
Private bungalow, with a separate entrance, in a historical tudor home with spacious bedroom, kitchen and bathroom. Walking distance to beach, restaurants, shopping, vineyard, farm & fish markets. Jitney stop within a block, bikes, Apple TV, internet & private parking all provided. Perfect NoFo getaway! Learn More
Private bungalow in a beautiful historic home with private entrance - the space is completely separate from the main home. Bedroom with queen-sized bed includes internet and television with Apple TV. Sweet kitchenette with table & chairs, refrigerator, freezer, microwave, coffee maker and sink. There is a full private bathroom with tub & shower, sink and toilet. All fresh linens, towels and complimentary snacks and water included. Access from the private entrance on the Main Road in Cutch...
Walking distance to Micari Vineyards, among others, and the Village of Cutchogue, this cottage is a perfect getaway with great proximity to all that the North Fork has to offer. It is set back behind the main house with lots of space between. Learn More
My one bedroom cottage has the living room open to the kitchen area (with brand new stove and refridgerator), hardwood floors, full bathroom, all newly renovated. There is an air conditioner in the bedroom and ceiling fan in the living room. The House sits in the back of my property so you have privacy and your own outdoor space. It is truly quiet and peaceful. The only sounds are birds chirping.. And if you are going to a wedding I am minutes away from many Wineries!! This house does have...
Explore Long Island Wine country. Peaceful, private, relaxing, comfortable, super clean and spacious studio apt. with private bath, private balcony, close to all. Walk to vineyard, bike to beach. Learn More
Huge, modern, eco friendly guest studio suite in luxury private home. Self contained with separate entrance, private bathroom and private outdoor terrace with woodland views. We provide quality linens and towels, including European duvet with linen covers, freshly laundered between guests, not blankets. The suite has CAC (central air conditioning) as well as ceiling fans, and is fully heated with its own thermostatic controls. There is a 36" LCD TV, no Cable TV, but media player with Netf...
Relaxing, comfortable B&B in the heart of the North Fork. Enjoy the vineyards, beaches and farms and revive in a cozy little farmhouse. The Florentine room offers a soft Queen bed with own private bathroom. Learn More
Newly renovated room with en suite bathroom. Sip coffee on the front porch. Kick back on the back deck and enjoy the views of the North Fork Country Club golf course. Common areas are available to stretch out and meet the other guests. Wanna find something fun to do? We're here to help you make the most of your stay. Cutchogue is in the heart of the North Fork. It is know as the "sunniest" place in New York. The Hampton Jitney is walking distance away. Drive in or rent a car to get the...
Look for the lightning bolt for faster booking
Above a historic and charming lifestyle store, this 1200 sq ft apartment is just across from two of the most notable North Fork Vineyards. Bay beaches are a short bike ride away. ( 2 provided). BBq on deck. New kitchen/new bath , washer/dryer Learn More
New listing! A 2nd floor two bedroom, 1 queen, 2 twins. New kitchen with dishwasher. Washer Dryer. BBq and dine on private deck. Internet access, basic cable, chromecast, dvd library. private access on second floor Help and advice is available few steps away. Plus, guests receive ten percent off on all their Phoebe and Belle purchases downstairs. Parking for one car... additional on request. Small fee may apply. We are required by NY & Suffolk County to collect sales tax and occupan...
Grand house from 1850. There are 3 available bedrooms with a shared bath. The house sits on three acres of award winning landscaped garden, short walk to golf course, restaurants, library and Hampton Jitney Stop. Close to great library, beaches and wineries as well. Lovingly prepared breakfast and parking included. Learn More
Unique historic home in award winning garden Golf, beaches, town center, restaurants, wineries, Hampton Jitney Stop. I love to talk with my guests and pass on local tips for travelers. NOFO - the Long Island North Fork part is a rural paradise where time has stood still. Close to bus stop, great for biking. I make a lovely breakfast
As part of the strip of historic homes along Main Road in Cutchogue village , this tastefully restored antique cape offers all the charm you seek of a North Fork home with many added conveniences of the village location. Learn More
Renovated, clean and tastefully appointed by architect/owner with upscale amenities. Guests have full house and yard access. I will be available for any questions/communication a guest feels is needed. However, I expect you'll find my notes left for guests sufficient as far as information is concerned. The neighborhood is in the heart of the North Fork and all its known for. Beautiful blocks for evening walks & star gazing, along with views of picturesque country club green and horses/ba...
Cozy secluded 2BD apartment; sleeps up to 6. Located in the exclusive Fleets Neck community in Cutchogue, the heart of the North Fork East End. Short walk to Cutchogue Harbor, Wickham Creek and/or Pequash Beach. Access to all area Fun Attractions. Learn More
Year round wooded sanctuary in the exclusive Fleet's Neck community of Cutchogue, on the East End of Long Island. With one bedroom featuring a queen size bed, the spacious main living space features comfortable queen and full size bed pull out sofa beds with a privacy curtain available. Refrigerator, microwave and coffee maker available. The apartment offers quiet wooded tranquility, only a walk away from Cutchogue Harbor, Wickham Creek and the exclusive Fleet's Neck beach as well as downt...
Enjoy a spectacular view from the living room that extends to the gorgeous new saltwater gunite pool with spa. Beautifully decorated, comfortable home. Chef's kitchen and fabulous restaurants within minutes. Wineries, farms, beaches and exquisite small towns all nearby. Simply put, a peaceful paradise for you and your group. Learn More
Beautifully decorated, spectacular view, new saltwater gunite pool, new outdoor shower, cable, HD tvs, wi fi, DVD player, Apple TV, propane fireplace, BBQ grill, gourmet kitchen Pool, 1 acre of property, large driveway As often as they wish Peaceful beautiful wine country, nearby beaches, dining and shopping in several close by towns. Hampton Jitney bus stop is 3 minutes away, great for getting to or from New York City. This is beautiful property that really must be seen in person. Loo...
Grapefields has undergone massive improvements this past winter. All spruced up, it is waiting for you to come and enjoy your private cottage away from home in exclusive Nassau Point. Learn More
Beautiful Cottage located on prestigious Nassau Point. Steps to Bay Front beach. As much or as little as guests would like! Grapefields underwent sprucing up this last winter and is fresh, comfortable and luxurious.
This 3 bedroom home with pool is 1 mile from the bay and surrounded by vineyards. Close to shopping, restaurants and the North Fork's beautiful wineries . Perfect for all seasons. Learn More
Perfect family vacation home and those seeking a quiet relaxing setting. Guests will have access to the complete home, deck, pool, grill and beach privileges Completely private to renters The bay is I mile away and you are able to walk to Main Street. Accessible by LIRR at Mattituck Station. Please inquire about special pricing Guests will have access to the complete home, deck, pool, grill and beach privileges. Completely private to renters The bay is I mile away and you are ab...
Our adorable 2 BR cottage in the heart of wine country in LI's North Shore is impeccably decorated with a separate breezy, sunny dinning room and screened in porch. We are less than 1/2 mile walking distance to two beaches or less via our kayak! Wifi Learn More
Charming beach house, impeccably decorated yet still homey, warm and comforting, Kitchen, bath redone; sun room with windows open; rarely need A/C. Close to the beach (1/2 mile), closer to water access for kayak (200 yards), wineries and great restaurants! Just added a Tempurpedic mattress in the master bedroom! Enjoy our beer garden porch! House has a storage attic that is not included. I our garage, find Kayak, bicycles, gas grill, fire pit all included! You have free reign to everything...
Spectacular Sprawling Ranch W/Plenty Of Room For Everyone! Enjoy Secluded Backyard W/2 Hammocks, Huge Heated Salt Water Pool, Expansive Deck, Stocked chefs kitchen, Gas Grill, Outdoor Lounging Set, Outdoor Shower, restaurants, vineyards, & shopping! Learn More
This beautiful, contemporary, well maintained home is nestled in the heart of the North Fork wine county, and is ideally situated to visit spectacular vineyards at every turn. Enjoy fabulous restaurants, wine tasting, shopping, horseback riding, farm stands, pumpkin picking with friends and family, or jump on a fun hayride close by. After a busy day seeing all the Northfork has to offer, take a relaxing dip in the heated salt water pool or watch the sunset at one of the many beaches on the ...
Gateway to Oregon Road's, Sophisticated Designer's Retro Art drenched 2 Bedroom, 1.5 bath ranch w/ porch on 1.5 acres borders farmland from the front yard, a tree farm from the back yard & vineyard. Ideal for couples or families. Child friendly! Learn More
Chic, ecclectic and comfortably designed for easy living on one floor with designer and retro details makes this home a perfect central location to explore the North Fork's beaches, vineyards, villages and nature or have a getaway. The house sleeps 6 with the Queen sleeper couch in the living room. Ideally two couples with a guest can sleep comfortably or a family of four for shorter stays. For longer stays, a family of three with an occasional guest. Whether a couple, couples or for a...
Private guest house set amongst our picturesque 30-acre vineyard in the middle of North Fork of Long Island wine country. Walking distance to our tasting room and driving/biking distance to wineries, farm stands, beaches, shopping and dining. Learn More
Our private guest estate features a master bedroom with bath, 3 additional bedrooms, 6 bathrooms, chef kitchen, living room with wood fireplace, stone deck with built-in grill and a lovely sunroom that leads to the gunite pool. Available to rent for full weekends only at $3,000 per weekend. Check in: Friday 3 pm - 5 pm Check out: Sunday by Noon Cleaning fee included. $300 security deposit required. The North Fork of Long Island offers sprawling vineyards, bountiful farm stands, sce...
Charming 3br/2ba farmhouse with porch heart of North Fork wine country. Bike to Peconic Bay life guarded sand beach beautiful Cutchogue Harbor. Greenport & Shelter Island, favorite summer destinations, nearby. Hamptons ocean beach half hour drive. Learn More
Cutchogue is said to be the sunniest town in NYS. House sleeps 8 (king bed, 3 twins, trundle under twin & pull out full size sofa bed). Central AC, fully equipped kitchen, laundry, piano, board games, Wii, Xbox, cable TV, movies, internet, patio furniture, fire pit, gas grill, charcoal grill and outdoor ping pong table. Bedrooms are upstairs. Bathroom on first floor has a bathtub. Basement bathroom has a sit down shower. There's also an outdoor shower. Laundry is in the basement. ...
Refined, contemporary style awaits you in the heart of wine country, just steps away from six local wineries. Newly renovated 1921 home features boutique style gust rooms with private baths, modern amenities and complimentary Wi-Fi. Learn More
Our newly designed guest rooms are equipped with organic toiletries, hair dryers and turkish cotton towels. To truly experience the North Fork, we intentionally keep our rooms clean and simple, without Televisions. Complimentary Wi-Fi is always available and Central Air is included from May through September. Common space includes: Dining & living area, front and side porch as well as backyard patio. For your safety Kitchen is private, we’re happy to keep items in the refrigerator for our...
Book without waiting for your reservation to be accepted