Southold, NY Vacation Homes from ￥35,845

Southold Vacation Homes
New York
United States of America
Expedia.co.jp

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Day trip to North Fork wineries. Stopped at this beach for a break before driving back to the city. #sunset #nature #wanderlust #waterlust #beach #colorful #citylife #NikonD7100 #Manfratto tripod.

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Our top choices for Southold vacation homes

Vacation Home in Southold

Beautifully farmhouse

10.0 out of 10, Exceptional, (3 reviews)

10/10

Exceptional

(3 reviews)

"good experience"

Anonymous traveler

The price is ￥95,070

￥95,070

￥186,100 total

includes taxes & fees

Jan 19 - Jan 20

Beautifully farmhouse

Vacation Home in Old Lyme

Rogers Lake House (87) · CT College+Beach+USCGA

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

"My family and I came for an 8 day event from a different state and wanted a clean and comfortable place to stay with our at the time 9 month old daughter. And this place did exactly that. Comfortable and CLEAN. The owner did a great job with details. Even when we had unexpected check out delays the owner showed human empathy. Great place!"

Hemie J.

The price is ￥13,682

￥13,682

￥63,801 total

includes taxes & fees

Jan 20 - Jan 21

Rogers Lake House (87) · CT College+Beach+USCGA

3 bedrooms, desk, iron/ironing board, travel crib

Vacation Home in East Lyme

The Bay Cottage · Rocky Neck Park, Beach & Niantic

2.0 star property

9.0 out of 10, Wonderful, (4 reviews)

9.0/10

Wonderful

(4 reviews)

"This house suited our needs for a place to stay while attending a nearby family reunion. Communication and check in were great and the house is very comfortable (very nice mattresses, sheets, pillows)."

Sarah G.

The price is ￥16,555

￥16,555

￥55,240 total

includes taxes & fees

Jan 21 - Jan 22

The Bay Cottage · Rocky Neck Park, Beach & Niantic

Smart TV, fireplace, table tennis, books

Vacation Home in Water Mill

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

10.0 out of 10, Exceptional, (6 reviews)

10/10

Exceptional

(6 reviews)

"Highly recommend everything from start to finish went smoothly and it was a great experience!!"

Stephanie M.

The price is ￥664,254

￥664,254

￥1,153,735 total

includes taxes & fees

Jan 19 - Jan 20

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

Vacation Home in Westbrook

Beachside Bliss w/ Game Room, Gym & Golf Green

2.0 star property

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Perfect house for 6 guests. Loved that it was close to the beach."

Shannon G.

The price is ￥20,218

￥20,218

￥77,639 total

includes taxes & fees

Jan 20 - Jan 21

Beachside Bliss w/ Game Room, Gym & Golf Green

Vacation Home in Clinton

LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!

2.0 star property

10.0 out of 10, Exceptional, (3 reviews)

10/10

Exceptional

(3 reviews)

"Beautiful home in a quiet neighborhood. We greatly enjoyed staying at Glass House. "

Elya D.

The price is ￥23,672

￥23,672

￥86,047 total

includes taxes & fees

Jan 19 - Jan 20

LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!

4 bedrooms, desk, iron/ironing board, travel crib

Vacation Home in Hampon Bays

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

9.6 out of 10, Exceptional, (22 reviews)

9.6/10

Exceptional

(22 reviews)

"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"

Annie B.

The price is ￥15,687

￥15,687

￥210,901 total

includes taxes & fees

Jan 21 - Jan 22

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

4 bedrooms, travel crib, free WiFi, bed sheets

Vacation Home in East Hampton

Blackberry: Private home with jacuzzi year-round

9.0 out of 10, Wonderful, (4 reviews)

9.0/10

Wonderful

(4 reviews)

"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "

Suzanne R.

The price is ￥15,700

￥15,700

￥155,099 total

includes taxes & fees

Feb 8 - Feb 9

Blackberry: Private home with jacuzzi year-round

Vacation Home in Clinton

Stylish Modern Stay Steps from the Ocean

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Very Clean and New. Location very convenient to Shopping , Coffee and Winery. Place very very small but Shower was huge and token gifts such as wine and toiletries a big plus . As well as guest for TV for Netflix. Added bonus outdoor space makes up for lack of living room. I would recommend this place and stay again for sure. Also, conveniently located to major highway and safe. "

Kelly Z.

The price is ￥28,521

￥28,521

￥57,200 total

includes taxes & fees

Jan 17 - Jan 18

Stylish Modern Stay Steps from the Ocean

Vacation Home in Hampton Bays

Black Swan: Beachfront Home w/ Year-Round Jacuzzi

9.6 out of 10, Exceptional, (14 reviews)

9.6/10

Exceptional

(14 reviews)

"Nice house. Photos and descriptions represent it very accurately. "

Will K.

The price is ￥23,768

￥23,768

￥201,669 total

includes taxes & fees

Jan 26 - Jan 27

Black Swan: Beachfront Home w/ Year-Round Jacuzzi

5 bedrooms, iron/ironing board, WiFi, bed sheets

Vacation Home in Bay Point

Sag Harbor Water View w Dock 1.5ml from town

The price is ￥713,025

￥713,025

￥1,011,592 total

includes taxes & fees

Jan 18 - Jan 19

Sag Harbor Water View w Dock 1.5ml from town

Vacation Home in Greenport

American Beech in Greenport - Petite King Room 7

9.0 out of 10, Wonderful, (4 reviews)

9.0/10

Wonderful

(4 reviews)

"We thoroughly enjoyed our stay!"

Parent From The Heart, Inc. E.

The price is ￥22,025

￥22,025

￥35,845 total

includes taxes & fees

Jan 19 - Jan 20

American Beech in Greenport - Petite King Room 7

Vacation Home in Westbrook Center

Adorable Cottage, 5 min walk to water & town

9.4 out of 10, Exceptional, (15 reviews)

9.4/10

Exceptional

(15 reviews)

"Very nice small place to stay by the beach and close to great coffee shop. "

Donovan V.

The price is ￥29,884

￥29,884

￥68,829 total

includes taxes & fees

Jan 18 - Jan 19

Adorable Cottage, 5 min walk to water & town

Vacation Home in Sag Harbor

Spacious 5-bedroom house with water views and 2 houses from the bay.

The price is ￥633,800

￥633,800

￥1,003,084 total

includes taxes & fees

Jan 22 - Jan 23

Spacious 5-bedroom house with water views and 2 houses from the bay.

Vacation Home in Saybrook Manor

Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

9.6 out of 10, Exceptional, (134 reviews)

9.6/10

Exceptional

(134 reviews)

"We loved our stay!"

Deana L.

The price is ￥31,690

￥31,690

￥81,126 total

includes taxes & fees

Jan 19 - Jan 20

Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

On the beach, sun loungers, beach towels

Vacation Home in Laurel

Beach cottage, private road, private beach, private mooring, private parking.

2.5 star property

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

The price is ￥42,782

￥42,782

￥127,085 total

includes taxes & fees

Jan 19 - Jan 20

Beach cottage, private road, private beach, private mooring, private parking.

Vacation Home in Calverton

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property

8.6 out of 10, Excellent, (8 reviews)

8.6/10

Excellent

(8 reviews)

"This was a great place to stay! Nice house, great backyard on a river and the house was well stocked with essentials. Owner was accommodating and easy to communicate with."

Nicole A.

The price is ￥48,921

￥48,921

￥104,228 total

includes taxes & fees

Jan 19 - Jan 20

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Vacation Home in Greenport

Northfork Townhouse walk to all

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"

Beth R.

The price is ￥43,533

￥43,533

￥92,859 total

includes taxes & fees

Jan 21 - Jan 22

Northfork Townhouse walk to all

Vacation Home in Sag Harbor

Newly Renovated Sag Harbor Beach House with Pool

2.0 star property

The price is ￥78,131

￥78,131

￥153,769 total

includes taxes & fees

Jan 23 - Jan 24

Newly Renovated Sag Harbor Beach House with Pool

Vacation Home in Greenport

Renovated Townhouse walk to all

9.6 out of 10, Exceptional, (9 reviews)

9.6/10

Exceptional

(9 reviews)

"What a wonderful spot! We could walk to town, and a beach. We loved our stay in Greenport! "

Laura B.

The price is ￥42,782

￥42,782

￥93,050 total

includes taxes & fees

Jan 18 - Jan 19

Renovated Townhouse walk to all

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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