Southold Holiday Houses | Expedia.co.nz

Southold Holiday Homes
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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

Holiday Home in Southold

Beautifully farmhouse

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

15 Jan - 16 Jan

Beautifully farmhouse

Holiday 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 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

Holiday 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 NZ$686

NZ$686

includes taxes & fees

15 Jan - 16 Jan

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

Holiday 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 NZ$590

NZ$590

includes taxes & fees

15 Jan - 16 Jan

The Bay Cottage · Rocky Neck Park, Beach & Niantic

Holiday 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 NZ$936

NZ$936

includes taxes & fees

19 Jan - 20 Jan

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

1 bedroom, iron/ironing board, Internet, bed sheets

Holiday 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 NZ$390

NZ$390

includes taxes & fees

15 Jan - 16 Jan

American Beech in Greenport - Petite King Room 7

Holiday 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 NZ$861

NZ$861

includes taxes & fees

20 Jan - 21 Jan

Beachside Bliss w/ Game Room, Gym & Golf Green

Holiday 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 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

Holiday 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 NZ$1,660

NZ$1,660

includes taxes & fees

8 Feb - 9 Feb

Blackberry: Private home with jacuzzi year-round

Holiday 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 NZ$747

NZ$747

includes taxes & fees

15 Jan - 16 Jan

Adorable Cottage, 5 min walk to water & town

Holiday Home in Sag Harbor

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

The price is NZ$10,749

NZ$10,749

includes taxes & fees

19 Jan - 20 Jan

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

Holiday 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 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

Holiday Home in Bay Point

Sag Harbor Water View w Dock 1.5ml from town

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

Holiday 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 NZ$2,154

NZ$2,154

includes taxes & fees

25 Jan - 26 Jan

Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Holiday 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 NZ$1,126

NZ$1,126

includes taxes & fees

16 Jan - 17 Jan

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Smart TV, fireplace, DVD player, offices

Holiday 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 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

Holiday 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 NZ$940

NZ$940

includes taxes & fees

15 Jan - 16 Jan

Renovated Townhouse walk to all

On the beach, sun-loungers, beach towels

Holiday 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 NZ$1,356

NZ$1,356

includes taxes & fees

19 Jan - 20 Jan

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

Smart TV, fireplace, table football, ping pong

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

Holiday Home in Hampton Bays

Cozy Hamptons Escape 3BR Minutes From Beach!

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$2,606

NZ$2,606

includes taxes & fees

15 Jan - 16 Jan

Cozy Hamptons Escape 3BR Minutes From Beach!

Holiday Home in Hampton Bays

Immaculate Waterfront 2 bedroom!

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$1,099

NZ$1,099

includes taxes & fees

19 Jan - 20 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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