Southold Holiday Houses | Expedia.co.nz

Southold Holiday Homes
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United States of America
Holiday Homes
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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 holiday homes

Beautifully farmhouse

Southold

10.0 out of 10, Exceptional, (3 reviews)

10/10

Exceptional

(3 reviews)

"good experience"

Anonymous traveller

The price is NZ$1,989

NZ$1,989

includes taxes & fees

19 Jan - 20 Jan

Beautifully farmhouse

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

Water Mill

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 NZ$11,716

NZ$11,716

includes taxes & fees

22 Jan - 23 Jan

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

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

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

Old Lyme

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 NZ$686

NZ$686

includes taxes & fees

15 Jan - 16 Jan

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

The Bay Cottage · Rocky Neck Park, Beach & Niantic

2.0 star property

East Lyme

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 NZ$590

NZ$590

includes taxes & fees

15 Jan - 16 Jan

The Bay Cottage · Rocky Neck Park, Beach & Niantic

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

2.0 star property

Clinton

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 NZ$936

NZ$936

includes taxes & fees

19 Jan - 20 Jan

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

American Beech in Greenport - Petite King Room 7

Greenport

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 NZ$390

NZ$390

includes taxes & fees

15 Jan - 16 Jan

American Beech in Greenport - Petite King Room 7

Beachside Bliss w/ Game Room, Gym & Golf Green

2.0 star property

Westbrook

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 NZ$861

NZ$861

includes taxes & fees

20 Jan - 21 Jan

Beachside Bliss w/ Game Room, Gym & Golf Green

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

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

Hampon Bays

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 NZ$2,224

NZ$2,224

includes taxes & fees

20 Jan - 21 Jan

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

4 bedrooms, travel cot, free WiFi, bed sheets

Blackberry: Private home with jacuzzi year-round

East Hampton

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 NZ$1,660

NZ$1,660

includes taxes & fees

8 Feb - 9 Feb

Blackberry: Private home with jacuzzi year-round

Adorable Cottage, 5 min walk to water & town

Westbrook Center

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 NZ$747

NZ$747

includes taxes & fees

15 Jan - 16 Jan

Adorable Cottage, 5 min walk to water & town

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

Sag Harbor

The price is NZ$10,685

NZ$10,685

includes taxes & fees

18 Jan - 19 Jan

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

Stylish Modern Stay Steps from the Ocean

Clinton

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 NZ$613

NZ$613

includes taxes & fees

15 Jan - 16 Jan

Stylish Modern Stay Steps from the Ocean

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

Sag Harbor Water View w Dock 1.5ml from town

Bay Point

The price is NZ$10,475

NZ$10,475

includes taxes & fees

17 Jan - 18 Jan

Sag Harbor Water View w Dock 1.5ml from town

Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Hampton Bays

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 NZ$2,141

NZ$2,141

includes taxes & fees

15 Jan - 16 Jan

Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property

Calverton

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 NZ$1,120

NZ$1,120

includes taxes & fees

15 Jan - 16 Jan

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Smart TV, fireplace, DVD player, offices

Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

Saybrook Manor

9.6 out of 10, Exceptional, (134 reviews)

9.6/10

Exceptional

(134 reviews)

"We loved our stay!"

Deana L.

The price is NZ$884

NZ$884

includes taxes & fees

15 Jan - 16 Jan

Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

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

Renovated Townhouse walk to all

Greenport

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 NZ$940

NZ$940

includes taxes & fees

15 Jan - 16 Jan

Renovated Townhouse walk to all

On the beach, sun-loungers, beach towels

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

2.5 star property

Laurel

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

The price is NZ$1,356

NZ$1,356

includes taxes & fees

19 Jan - 20 Jan

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

3 bedrooms, desk, iron/ironing board, free WiFi

Smart TV, fireplace, table football, ping pong

Cozy Hamptons Escape 3BR Minutes From Beach!

Hampton Bays

9.2 out of 10, Wonderful, (5 reviews)

9.2/10

Wonderful

(5 reviews)

"Great place. It's exactly like the listing! Would stay again!"

Taylor H.

The price is NZ$2,470

NZ$2,470

includes taxes & fees

24 Jan - 25 Jan

Cozy Hamptons Escape 3BR Minutes From Beach!

2 bedrooms, free WiFi, bed sheets, wheelchair access

Immaculate Waterfront 2 bedroom!

Hampton Bays

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."

Michael L.

The price is NZ$1,092

NZ$1,092

includes taxes & fees

15 Jan - 16 Jan

Immaculate Waterfront 2 bedroom!

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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