Vacation Rentals in Raphael Winery, NY: Compare 10+ Sites & Save

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323 Best Vacation Rentals in Raphael Winery (Starting from $161)

Southold Cottage with Patio and Grill - Walk to Beach!
Southold Cottage with Patio and Grill - Walk to Beach!
House
Raphael Winery, Peconic, New York, USA
1.9k from Raphael Winery center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms3 Guests
New to Booking
$164
Average price / night
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Gorgeous Historical 6 bdrm House close to vineyards and breweries,
Gorgeous Historical 6 bdrm House close to vineyards and breweries,
House
Peconic, NY, 11958, United States
1.0k from Raphael Winery center

AC, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

6 Bedrooms12 Guests
10.0

Exceptional

33 reviews

$936
Average price / night
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Peconic Sound Beach Home: Backyard & Vineyards
Peconic Sound Beach Home: Backyard & Vineyards
House
Peconic, NY, USA
2.3k from Raphael Winery center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms7 Guests
New to Booking
$984
Average price / night
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Newly renovated North Fork beach house! 5 mins from the beach w/ new game room
Newly renovated North Fork beach house! 5 mins from the beach w/ new game room
House
Cutchogue, NY, 11935, United States
1.1k from Raphael Winery center

AC, Arcade, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater

2 Bedrooms5 Guests
9.6

Exceptional

25 reviews

$565
Average price / night
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The Endless Summer Cottage
The Endless Summer Cottage
House
Cutchogue, NY, USA
2.4k from Raphael Winery center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Beach rentals

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$252
Average price / night
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Spacious New 4 Bedroom Home With Pool on 2 Acre Property
Spacious New 4 Bedroom Home With Pool on 2 Acre Property
House
Cutchogue, NY, 11935, United States
1.2k from Raphael Winery center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
10.0

Exceptional

24 reviews

$1134
Average price / night
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Bright Oasis in Beautiful North Fork Wine Country
Bright Oasis in Beautiful North Fork Wine Country
House
Southold, NY, USA
2.5k from Raphael Winery center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$391
Average price / night
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Historic House Getaway
Historic House Getaway
House
Peconic, NY, 11958, United States
1.2k from Raphael Winery center

AC, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

6 Bedrooms9 Guests
9.6

Exceptional

139 reviews

$1076
Average price / night
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NF Wine Country Retreat with Dock
NF Wine Country Retreat with Dock
House
Southold, NY, USA
2.5k from Raphael Winery center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom8 Guests
New to Booking
$499
Average price / night
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Newly Renovated, Stylish Peconic Retreat with Private Pool, Lush Grounds,...
Newly Renovated, Stylish Peconic Retreat with Private Pool, Lush Grounds,...
House
Peconic, NY, 11958, United States
1.4k from Raphael Winery center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Kitchen, Laundry, Microwave

4 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$1506
Average price / night
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Minnehaha Marvel
Minnehaha Marvel
House
Southold, NY, USA
2.7k from Raphael Winery center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Beach, Places to stay

1 Bedroom4 Guests
New to Booking
$296
Average price / night
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Warm Peconic home…short walk to a private beach.
Warm Peconic home…short walk to a private beach.
House
Peconic, NY, 11958, United States
1.4k from Raphael Winery center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

4 Bedrooms8 Guests
New to Booking
$752
Average price / night
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Steve's Place: Heated Pool, 3BR Southold Home, Beach
Steve's Place: Heated Pool, 3BR Southold Home, Beach
House
Southold, NY, USA
3.2k from Raphael Winery center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$304
Average price / night
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North Fork Family Villa- large family home with fenced in pool
North Fork Family Villa- large family home with fenced in pool
House
Peconic, NY, 11958, United States
1.5k from Raphael Winery center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

5 Bedrooms10 Guests
8.0

Good

2 reviews

$1176
Average price / night
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Walk to Beach Long Island Wine Country Home!
Walk to Beach Long Island Wine Country Home!
House
Cutchogue, NY, USA
3.5k from Raphael Winery center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals, Beach

3 Bedrooms7 Guests
New to Booking
$271
Average price / night
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Charming North Fork Beach Cottage
Charming North Fork Beach Cottage
House
Peconic, NY, 11958, United States
1.6k from Raphael Winery center

AC, Barbecue, Free Parking, Internet, Kitchen, No Smoking, Patio, Toys, TV

3 Bedrooms6 Guests
New to Booking
$569
Average price / night
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Classic Southold Country Charmer
Classic Southold Country Charmer
House
Southold, NY, USA
3.6k from Raphael Winery center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Accessible hotels

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$233
Average price / night
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Spacious  and Renovated Summer Home with w/ Pool & Hot tub
Spacious and Renovated Summer Home with w/ Pool & Hot tub
House
Cutchogue, NY, 11935, United States
1.7k from Raphael Winery center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$856
Average price / night
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Watersedge Retreat
Watersedge Retreat
House
Southold, NY, USA
3.9k from Raphael Winery center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach, Places to stay, Beach rentals

3 Bedrooms6 Guests
New to Booking
$811
Average price / night
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3-bedroom house in charming Cutchogue with AC, WiFi. Enjoy your stay
3-bedroom house in charming Cutchogue with AC, WiFi. Enjoy your stay
House
Cutchogue, NY, 11935, United States
1.8k from Raphael Winery center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms6 Guests
New to Booking
$2300
Average price / night
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Waterfront Historic Artist’s Home, with private beach, sleeps 10
Waterfront Historic Artist’s Home, with private beach, sleeps 10
House
Peconic, NY, 11958, United States
1.8k from Raphael Winery center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

5 Bedrooms10 Guests
10.0

Exceptional

10 reviews

$1536
Average price / night
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Southold Cottage w/ Patio & Grill - Walk to Beach!
Southold Cottage w/ Patio & Grill - Walk to Beach!
Cottage
Southold, NY, 11971, United States
1.9k from Raphael Winery center

Barbecue, Extra Bed, Fireplace, Free Parking, Internet, Kitchen, Microwave, No Smoking, Outdoor Grill

2 Bedrooms3 Guests
New to Booking
$161
Average price / night
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The Melody Too
The Melody Too
Cottage
Cutchogue, NY, 11935, United States
1.9k from Raphael Winery center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$576
Average price / night
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Private Coastal Two Bedroom Cottage on the Water
Private Coastal Two Bedroom Cottage on the Water
Cottage
Peconic, NY, 11958, United States
1.9k from Raphael Winery center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

82 reviews

$490
Average price / night
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Fabulous Waterfront Property in the Heart of Wine Country
Fabulous Waterfront Property in the Heart of Wine Country
Cottage
Peconic, NY, 11958, United States
2.0k from Raphael Winery center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms5 Guests
10.0

Exceptional

184 reviews

$525
Average price / night
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Stunning, Waterfront, newly renovated cottage with deck on water.
Stunning, Waterfront, newly renovated cottage with deck on water.
Cottage
Cutchogue, NY, 11935, United States
2.0k from Raphael Winery center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

9 reviews

$854
Average price / night
Check Availability
4BR+ Newly renovated home mins to top beaches and vineyards, new heated pool!
4BR+ Newly renovated home mins to top beaches and vineyards, new heated pool!
House
Southold, NY, 11971, United States
2.0k from Raphael Winery center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
10.0

Exceptional

4 reviews

$587
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Raphael Winery.

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Frequently Asked Questions

You can explore 323 verified vacation rentals in Raphael Winery. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Raphael Winery vary depending on the season, property size, and location. Rates typically start from around $161 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Raphael Winery include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Raphael Winery welcome pets. Currently, 28 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Raphael Winery often include amenities such as Fireplace/Heating, View, and Internet. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.