Short-Term Rentals in The Old Field Vineyards, NY: Compare 10+ Sites & Save

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Short-Term Rentals
  3.  USA

  4.  New York

  5.  Southold
  6.  The Old Field Vineyards

Refine your search

Price per night

Amenity Filter

Rating

406 Best Short-Term Rentals in The Old Field Vineyards (Starting from $233)

Private Waterfront Home: Dock, Kayaks
Private Waterfront Home: Dock, Kayaks
House
Southold, NY, USA
2.5k from The Old Field Vineyards center

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

1 Bedroom6 Guests
New to Booking
$801
Average price / night
Check Availability
Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay!
Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay!
House
Southold, NY, 11971, United States
0.3k from The Old Field Vineyards center

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

4 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$710
Average price / night
Check Availability
Classic Southold Country Charmer
Classic Southold Country Charmer
House
Southold, NY, USA
2.5k from The Old Field 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
Check Availability
Sandy Bay Beach
Sandy Bay Beach
House
Southold, NY, 11971, United States
0.3k from The Old Field Vineyards center

AC, Fireplace, Internet, Kitchen, Living Area, Microwave, No Smoking, TV

3 Bedrooms7 Guests
8.0

Good

2 reviews

$1249
Average price / night
Check Availability
Private Waterfront home Dock Kayak walk to Southold, near Greenp
Private Waterfront home Dock Kayak walk to Southold, near Greenp
House
The Old Field Vineyards, Southold, New York, USA
2.5k from The Old Field Vineyards center

Parking, Child Friendly

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$389
Average price / night
Check Availability
5 Bedrooms ~ Steps from a Private Sandy Beach and Beautiful Vineyard Views..
5 Bedrooms ~ Steps from a Private Sandy Beach and Beautiful Vineyard Views..
House
Southold, NY, 11971, United States
0.4k from The Old Field Vineyards center

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

5 Bedrooms10 Guests
9.8

Exceptional

6 reviews

$1652
Average price / night
Check Availability
Beachfront Greenport Villa
Beachfront Greenport Villa
House
Greenport, NY, USA
2.7k from The Old Field Vineyards center

Air Conditioner, Barbecue/Outdoor Cooking, Parking, Internet, Security/Safety, Child Friendly

3 Bedrooms8 Guests
New to Booking
$913
Average price / night
Check Availability
Contemporary Colonial home with pristine Peconic bay views, Heated...
Contemporary Colonial home with pristine Peconic bay views, Heated...
House
Southold, NY, 11971, United States
0.4k from The Old Field Vineyards center

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

5 Bedrooms10 Guests
9.8

Exceptional

10 reviews

$2003
Average price / night
Check Availability
Steve's Place: Heated Pool, 3BR Southold Home, Beach
Steve's Place: Heated Pool, 3BR Southold Home, Beach
House
Southold, NY, USA
3.5k from The Old Field 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
Check Availability
Baylight Haven by Rove Travel | Luxe Home with Bay Views
Baylight Haven by Rove Travel | Luxe Home with Bay Views
House
Southold, NY, 11971, United States
0.5k from The Old Field Vineyards center

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

4 Bedrooms9 Guests
New to Booking
$1036
Average price / night
Check Availability
The Cliffside Resort Condominiums
The Cliffside Resort Condominiums
Apartment
Greenport, NY, USA
3.5k from The Old Field Vineyards center

Apartments, Cheap, Accommodations, Pools, Parking, 3-star, Lodgings, Vacation rentals, Beach

130 Bedrooms391 Guests
8.6

Fabulous

233 reviews

$405
Average price / night
Check Availability
Nautical Peconic Bayfront Home - Walk to Town
Nautical Peconic Bayfront Home - Walk to Town
House
Southold, NY, 11971, United States
0.5k from The Old Field Vineyards center

AC, Balcony, Dryer, Fitness Equipment, Heater, Hot Tub, Internet, Laundry, No Smoking

4 Bedrooms8 Guests
New to Booking
$698
Average price / night
Check Availability
Bright Oasis in Beautiful North Fork Wine Country
Bright Oasis in Beautiful North Fork Wine Country
House
Southold, NY, USA
3.6k from The Old Field 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
Check Availability
Stylish beach getaway: pool in prime location
Stylish beach getaway: pool in prime location
House
Southold, NY, 11971, United States
0.9k from The Old Field Vineyards center

AC, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, No Smoking, Outdoor Space

3 Bedrooms6 Guests
New to Booking
$979
Average price / night
Check Availability
NF Wine Country Retreat with Dock
NF Wine Country Retreat with Dock
House
Southold, NY, USA
3.7k from The Old Field Vineyards center

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

1 Bedroom8 Guests
New to Booking
$499
Average price / night
Check Availability
Waterfront Hot Tub Retreat w Kayaks | Kayak Point
Waterfront Hot Tub Retreat w Kayaks | Kayak Point
House
North Fork, NY, 11971, United States
0.9k from The Old Field Vineyards center

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

4 Bedrooms8 Guests
New to Booking
$858
Average price / night
Check Availability
Sandpoint by Rove Travel Modern 5BR Family Home with Pool
Sandpoint by Rove Travel Modern 5BR Family Home with Pool
House
Shelter Island, NY, USA
4.1k from The Old Field Vineyards center

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

1 Bedroom12 Guests
New to Booking
$1760
Average price / night
Check Availability
Unique Southold waterfront luxury home with heated pool on Long Creek
Unique Southold waterfront luxury home with heated pool on Long Creek
House
Southold, NY, 11971, United States
0.9k from The Old Field Vineyards center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet

4 Bedrooms10 Guests
9.6

Exceptional

18 reviews

$851
Average price / night
Check Availability
Minnehaha Marvel
Minnehaha Marvel
House
Southold, NY, USA
4.2k from The Old Field 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
Check Availability
Charming Southold Retreat with In Ground Pool – Walk to Founder’s Beach
Charming Southold Retreat with In Ground Pool – Walk to Founder’s Beach
House
Southold, NY, 11971, United States
1.0k from The Old Field Vineyards center

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

3 Bedrooms6 Guests
New to Booking
$354
Average price / night
Check Availability
Modern on 9th
Modern on 9th
House
Greenport, NY, USA
4.3k from The Old Field Vineyards center

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

3 Bedrooms6 Guests
New to Booking
$403
Average price / night
Check Availability
Privacy!! Heated salt-water pool, central a/c, all kinds of families welcome
Privacy!! Heated salt-water pool, central a/c, all kinds of families welcome
House
Southold, NY, 11971, United States
1.0k from The Old Field Vineyards center

AC, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

3 Bedrooms8 Guests
9.0

Fabulous

2 reviews

$923
Average price / night
Check Availability
Waterfront, private beach, ready for adventure, light & bright!
Waterfront, private beach, ready for adventure, light & bright!
House
Southold, NY, 11971, United States
1.0k from The Old Field Vineyards center

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

4 Bedrooms10 Guests
10.0

Exceptional

19 reviews

$698
Average price / night
Check Availability
Southold Escape with Large Saltwater Pool on Wine Trail
Southold Escape with Large Saltwater Pool on Wine Trail
House
Southold, NY, 11971, United States
1.0k from The Old Field Vineyards center

AC, Barbecue, Dryer, Fitness Equipment, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms6 Guests
9.6

Exceptional

10 reviews

$973
Average price / night
Check Availability
Lovely 4 Bedroom Southold Home Walking Distance to Peconic Bay
Lovely 4 Bedroom Southold Home Walking Distance to Peconic Bay
House
Southold, NY, 11971, United States
1.1k from The Old Field Vineyards center

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

4 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$398
Average price / night
Check Availability
North Beach Fork Beach House
North Beach Fork Beach House
House
Southold, NY, 11971, United States
1.2k from The Old Field Vineyards center

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

3 Bedrooms6 Guests
9.6

Exceptional

39 reviews

$399
Average price / night
Check Availability
Sweet Southold Beach Cottage FALL WINTER SPRING SUMMER 1 min walk to beach
Sweet Southold Beach Cottage FALL WINTER SPRING SUMMER 1 min walk to beach
House
Southold, NY, 11971, United States
1.2k from The Old Field Vineyards center

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

2 Bedrooms2 Guests
7.0

Good

2 reviews

$280
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 Short-Term Rentals in The Old Field Vineyards.

Where to stay in The Old Field Vineyards? Best neighborhoods & areas

The Old Field Vineyards Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 406 verified short-term rentals in The Old Field Vineyards, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in The Old Field Vineyards vary depending on location, property size, and travel dates. Rates typically start from around $233 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in The Old Field Vineyards include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in The Old Field Vineyards, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in The Old Field Vineyards often include amenities such as Fireplace/Heating, View, and Balcony/Terrace, providing a comfortable and convenient stay.

Short-term rentals in The Old Field Vineyards are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.