Family-Friendly Vacation Rentals in Mattebella Vineyards, NY: Compare 10+ Sites & Save

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  3.  USA

  4.  New York

  5.  Southold
  6.  Mattebella Vineyards

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150 Best Family Vacation Rentals in Mattebella Vineyards (Starting from $161)

Bright Oasis in Beautiful North Fork Wine Country
Bright Oasis in Beautiful North Fork Wine Country
House
Southold, NY, USA
0.9k from Mattebella Vineyards 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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A  cozy and family-friendly haven with heated pool, minutes from the beach
A cozy and family-friendly haven with heated pool, minutes from the beach
House
Southold, NY, 11971, United States
0.5k from Mattebella Vineyards center

AC, Barbecue, Crib, Dryer, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms13 Guests
New to Booking
$1395
Average price / night
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NF Wine Country Retreat with Dock
NF Wine Country Retreat with Dock
House
Southold, NY, USA
0.9k from Mattebella Vineyards 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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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
0.9k from Mattebella Vineyards 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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Southold Cottage with Patio and Grill - Walk to Beach!
Southold Cottage with Patio and Grill - Walk to Beach!
House
Mattebella Vineyards, Southold, New York, USA
1.2k from Mattebella Vineyards 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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Heated pool on Goose Creek, private dock, massive yard walk to beach, wineries
Heated pool on Goose Creek, private dock, massive yard walk to beach, wineries
House
Southold, NY, 11971, United States
0.9k from Mattebella Vineyards center

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

3 Bedrooms7 Guests
9.6

Exceptional

24 reviews

$718
Average price / night
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Classic Southold Country Charmer
Classic Southold Country Charmer
House
Southold, NY, USA
1.6k from Mattebella Vineyards 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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Southold Cottage w/ Patio & Grill - Walk to Beach!
Southold Cottage w/ Patio & Grill - Walk to Beach!
Cottage
Southold, NY, 11971, United States
1.2k from Mattebella Vineyards 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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Steve's Place: Heated Pool, 3BR Southold Home, Beach
Steve's Place: Heated Pool, 3BR Southold Home, Beach
House
Southold, NY, USA
1.8k from Mattebella Vineyards 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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Perfect Retreat for Families - Close to Amazing Wineries, Beaches, and Dining!
Perfect Retreat for Families - Close to Amazing Wineries, Beaches, and Dining!
House
Southold, NY, 11971, United States
1.4k from Mattebella Vineyards center

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

4 Bedrooms9 Guests
9.8

Exceptional

6 reviews

$935
Average price / night
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Minnehaha Marvel
Minnehaha Marvel
House
Southold, NY, USA
1.8k from Mattebella Vineyards 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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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
1.4k from Mattebella Vineyards 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, Kayaks
Private Waterfront Home: Dock, Kayaks
House
Southold, NY, USA
2.0k from Mattebella Vineyards 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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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
1.5k from Mattebella Vineyards center

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

5 Bedrooms10 Guests
New to Booking
$520
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
Mattebella Vineyards, Southold, New York, USA
2.0k from Mattebella Vineyards center

Parking, Child Friendly

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$389
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
1.5k from Mattebella Vineyards 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
2.6k from Mattebella Vineyards 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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House of Classic Arts and Crafts North Fork
House of Classic Arts and Crafts North Fork
House
Southold, NY, 11971, United States
1.5k from Mattebella Vineyards center

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

3 Bedrooms6 Guests
9.8

Exceptional

17 reviews

$455
Average price / night
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Watersedge Retreat
Watersedge Retreat
House
Southold, NY, USA
3.1k from Mattebella Vineyards 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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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
1.8k from Mattebella Vineyards 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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Historic House Getaway
Historic House Getaway
House
Peconic, NY, 11958, United States
2.0k from Mattebella Vineyards 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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Lake House Located Near North Fork Wineries
Lake House Located Near North Fork Wineries
House
Southold, NY, 11971, United States
2.0k from Mattebella Vineyards center

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

2 Bedrooms4 Guests
8.4

Very Good

11 reviews

$294
Average price / night
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Bright light, water views, steps from the beach!
Bright light, water views, steps from the beach!
Cottage
Southold, NY, 11971, United States
2.0k from Mattebella Vineyards center

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

3 Bedrooms6 Guests
New to Booking
$645
Average price / night
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North Fork Escape: Near Bay Beaches, Farms & Wine Country
North Fork Escape: Near Bay Beaches, Farms & Wine Country
House
Southold, NY, 11971, United States
2.1k from Mattebella Vineyards center

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

3 Bedrooms7 Guests
New to Booking
$505
Average price / night
Check Availability
Secluded Lakefront Cottage Near Town Beaches and North Fork Wineries
Secluded Lakefront Cottage Near Town Beaches and North Fork Wineries
Cottage
Southold, NY, 11971, United States
2.1k from Mattebella Vineyards center

AC, Free Parking, Internet, Kitchen, Microwave, Patio, TV

2 Bedrooms4 Guests
7.0

Good

9 reviews

$177
Average price / night
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Southold retreat-- Indoor/outdoor living near immaculate beaches & wineries\n\n\n\n
Southold retreat-- Indoor/outdoor living near immaculate beaches & wineries\n\n\n\n
House
Southold, NY, 11971, United States
2.2k from Mattebella Vineyards center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$510
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
2.2k from Mattebella Vineyards center

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

5 Bedrooms10 Guests
10.0

Exceptional

10 reviews

$1536
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 Mattebella Vineyards.

Where to stay in Mattebella Vineyards? Best neighborhoods & areas

Mattebella Vineyards Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 150 verified family-friendly vacation rentals in Mattebella Vineyards. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Mattebella Vineyards 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 Mattebella Vineyards 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 Mattebella Vineyards 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 Mattebella Vineyards 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.