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

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  6.  Raphael Winery

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132 Best Family 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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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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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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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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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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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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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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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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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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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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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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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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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
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Private Waterfront Home: Dock, Kayaks
Private Waterfront Home: Dock, Kayaks
House
Southold, NY, USA
3.9k from Raphael Winery center

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

1 Bedroom6 Guests
New to Booking
$801
Average price / night
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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
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Private Waterfront home Dock Kayak walk to Southold, near Greenp
Private Waterfront home Dock Kayak walk to Southold, near Greenp
House
Raphael Winery, Peconic, New York, USA
3.9k from Raphael Winery center

Parking, Child Friendly

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$389
Average price / night
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Charming waterfront, 3-bedroom house on Goose Creek in welcoming Southold
Charming waterfront, 3-bedroom house on Goose Creek in welcoming Southold
House
Southold, NY, 11971, United States
2.1k from Raphael Winery center

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

3 Bedrooms6 Guests
New to Booking
$635
Average price / night
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Family Beach House on the North Fork of Long Island
Family Beach House on the North Fork of Long Island
House
Southold, NY, 11971, United States
2.2k from Raphael Winery center

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

5 Bedrooms10 Guests
New to Booking
$520
Average price / night
Check Availability
Historic Renovated Farmhouse, 2min to Beach, Vineyards, Fireplace, Kid Friendly
Historic Renovated Farmhouse, 2min to Beach, Vineyards, Fireplace, Kid Friendly
House
Cutchogue, NY, 11935, United States
2.2k from Raphael Winery center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$686
Average price / night
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The Bay Breeze
The Bay Breeze
Cottage
Cutchogue, NY, 11935, United States
2.2k from Raphael Winery center

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

2 Bedrooms4 Guests
9.0

Fabulous

2 reviews

$598
Average price / night
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Sun-Filled 4-BR Home, North Fork - amid Dunes, Beach & Spectacular Sunsets. 3-BA
Sun-Filled 4-BR Home, North Fork - amid Dunes, Beach & Spectacular Sunsets. 3-BA
House
Peconic, NY, 11958, United States
2.3k from Raphael Winery center

AC, Arcade, Barbecue, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater

4 Bedrooms10 Guests
10.0

Exceptional

37 reviews

$1131
Average price / night
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Charming Recently Updated Waterfront Home
Charming Recently Updated Waterfront Home
House
Cutchogue, NY, 11935, United States
2.4k from Raphael Winery center

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

3 Bedrooms6 Guests
10.0

Exceptional

17 reviews

$430
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 Family Vacation Rentals in Raphael Winery.

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Raphael Winery Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 132 verified family-friendly vacation rentals in Raphael Winery. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Raphael Winery vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $161 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Raphael Winery offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Raphael Winery are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Raphael Winery often include amenities such as Child Friendly, View, and Fireplace/Heating. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.