Title: Holiday Rentals Town of Southold Town from £253: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk

  

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# Search Holiday Rentals in Town of Southold Town

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## Top Holiday Rentals in Town of Southold Town

## Our top choices for Town of Southold Town holiday rentals

![Beach nearby](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/1638a16b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo | 2 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/fa408cbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Water Edge, First Floor, Corner | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/e745edd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo | 2 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/d9295239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cliffside Resort Condominiums

Greenport

9.0/10

Wonderful

(240)

"Great view of the water and nice amenities with the beach and pool."

£253

includes taxes & fees

2 Oct - 3 Oct

[](https://www.expedia.co.uk/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/103000000/102720000/102716900/102716809/b0e39c6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/103000000/102720000/102716900/102716809/w2160h1436x0y5-12097315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102720000/102716900/102716809/w2160h1432x0y4-657cfcb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/103000000/102720000/102716900/102716809/4bd9bc98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Harbor Heights

Pipes Cove

9.8/10

Exceptional

(10)

"This was a perfect location and such a cute place! The apartment was spotless and well appointed. "

[](https://www.expedia.co.uk/Greenport-Hotels-Harbor-Heights.h102716809.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34210000/34201400/34201329/b9021a3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/35000000/34210000/34201400/34201329/9332e47e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34210000/34201400/34201329/5e4e3063.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34210000/34201400/34201329/8532f9f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 'The Gate House'on Beach front Estate with Dockage. Walk to Village .

Pipes Cove

9.8/10

Exceptional

(97)

"My husband and I brought our puppy. He had a great time running around the yard and beach. We enjoyed our stay and hope to return. The property is beautiful and we were very happy to find a pet friendly place on the water and close to town."

[](https://www.expedia.co.uk/Greenport-Hotels-The-Gate-Houseon-Beach-Front-Estate-With-Dockage-Walk-To-Village.h34201329.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698318/9eada5e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698318/eacb8d25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698318/f66524c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun-loungers, beach towels](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698318/a339ae20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### The SandPiper

Pipes Cove

9.8/10

Exceptional

(25)

"My wife and I stayed at the Sandpiper for a long weekend. The property was very clean with a warm welcoming feeling. It is within walking distance to the beach and downtown shopping. Great location. I would recommend it to everyone."

[](https://www.expedia.co.uk/Greenport-Hotels-The-SandPiper.h89698318.Hotel-Information)

![Sun-loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33510000/33504800/33504750/10ac0400.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/34000000/33510000/33504800/33504750/w799h599x1y1-81068992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33510000/33504800/33504750/w796h599x1y1-98f67757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/34000000/33510000/33504800/33504750/w799h599x1y1-106435ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fabulous Waterfront Property in the Heart of Wine Country

Peconic

10/10

Exceptional

(181)

"Beautiful view, clean house, great location "

[](https://www.expedia.co.uk/Southold-Hotels-Fabulous-Waterfront-Property-In-The-Heart-Of-Wine-Country.h33504750.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/104000000/103500000/103495400/103495325/05711c25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103500000/103495400/103495325/34379718.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/104000000/103500000/103495400/103495325/4b3e9229.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103500000/103495400/103495325/3fb5b56b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Another rental season is coming up.

Southold

10/10

Exceptional

(26)

"House was beautiful - clean -perfect to hang in - pool was great, very private and relaxing - host was hospitable, friendly and accommodating - can’t wait yo go back in the fall!"

[](https://www.expedia.co.uk/Southold-Hotels-Enjoy-The-North-Fork-Of-Long-Island-At-Our-Lovely-Home.h103495325.Hotel-Information)

![Sun-loungers, beach towels](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698360/91dd1778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698360/9a9ba36d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698360/6f8236be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698360/dd4148b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Aqua Vista

Pipes Cove

10/10

Exceptional

(20)

"Apartment was great for 2 couples and a baby. The location was amazing, 5 min walk to everything! Beds were super comfy!"

[](https://www.expedia.co.uk/Greenport-Hotels-Aqua-Vista.h89698360.Hotel-Information)

![TV, fireplace, offices](https://images.trvl-media.com/lodging/114000000/113960000/113952500/113952436/515b6bfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113960000/113952500/113952436/ab474c29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, offices](https://images.trvl-media.com/lodging/114000000/113960000/113952500/113952436/658af1aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113960000/113952500/113952436/0c15ee88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sea Breeze Paradise: Beachfront & Panoramic Views

North Fork

9.8/10

Exceptional

(6)

"Everything was perfect, very comfortable and the location was outstanding."

[](https://www.expedia.co.uk/Southold-Hotels-Sea-Breeze-Paradise-Beachfront-Panoramic-Views.h113952436.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34390000/34381100/34381035/eb9640ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, video library, offices](https://images.trvl-media.com/lodging/35000000/34390000/34381100/34381035/32e541f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/35000000/34390000/34381100/34381035/08437262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34390000/34381100/34381035/172bc518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage on Beach front Estate with Dockage .Walk to Village

Pipes Cove

10/10

Exceptional

(71)

"Myself my BF and my dog had a wonderful time."

[](https://www.expedia.co.uk/Greenport-Hotels-Cottage-On-Beach-Front-Estate-With-Dockage-Walk-To-Village.h34381035.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/0195b6df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/9e0f05a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/18f698b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, Internet, bed sheets](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/e500d985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### American Beech in Greenport - Petite King Room 7

Greenport

9.0/10

Wonderful

(4)

"Great job "

£279

includes taxes & fees

1 Oct - 2 Oct

[](https://www.expedia.co.uk/Greenport-Hotels-American-Beech-In-Greenport-Petite-King-Room-7.h71943248.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/64000000/63690000/63684800/63684790/751eed06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63690000/63684800/63684790/w677h683x173y0-ae3cce7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/64000000/63690000/63684800/63684790/w908h683x58y0-4a090d2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63690000/63684800/63684790/4b103c08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW VICTORIAN GEM IN GREENPORT

Greenport

10/10

Exceptional

(11)

"We had a great stay! Clean property and well maintained. The hosts were very friendly, helpful and welcoming. Would go back and recommend to others!"

[](https://www.expedia.co.uk/Greenport-Hotels-NEW-VICTORIAN-GEM-IN-GREENPORT.h63684790.Hotel-Information)

![Beach nearby, beach towels](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007808/6b731936.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007808/945ca934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, ping pong, books](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007808/993861ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, ping pong, books](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007808/5497f532.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Beach, Pool, Wine, Shopping!

Mattituck

10/10

Exceptional

(71)

"The check-in process and communication couldn't have been easier. The property was clean, comfortable, and had everything we needed to enjoy ourselves. Conveniently located a walkable distance from Love Lane and a short drive from wineries (which is what brought us to the area)"

[](https://www.expedia.co.uk/Mattituck-Hotels-Beach.h34007808.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/118000000/117640000/117633600/117633587/443b6345.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/118000000/117640000/117633600/117633587/61066f3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117640000/117633600/117633587/f2e81c19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117640000/117633600/117633587/8e545c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly Constructed 3-bedroom Modern Farmhouse - walk to Greenport Village!

Greenport

10/10

Exceptional

(1)

"Beautiful newly renovated home, walking distance to Greenport harbor. Very accommodating to families with small children. Great backyard and playground around the corner. Will stay again! "

[](https://www.expedia.co.uk/Greenport-Hotels-Newly-Constructed-3-Bedroom-Modern-Farmhouse-Walk-To-Greenport-Village.h117633587.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/119000000/118740000/118737900/118737819/854c1d63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/119000000/118740000/118737900/118737819/9b7457df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118740000/118737900/118737819/4affddfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/119000000/118740000/118737900/118737819/199644f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly Renovated, Stylish Peconic Retreat with Private Pool, Lush Grounds,...

Peconic

[](https://www.expedia.co.uk/Peconic-Hotels-Newly-Renovated.h118737819.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113100000/113098300/113098265/10ef3e76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113100000/113098300/113098265/52e5aba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113100000/113098300/113098265/5f36ce70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113100000/113098300/113098265/a12114d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautifully farmhouse

Southold

10/10

Exceptional

(3)

"good experience"

£884

includes taxes & fees

1 Oct - 2 Oct

[](https://www.expedia.co.uk/Southold-Hotels-Magic-Place.h113098265.Hotel-Information)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/117000000/116470000/116469500/116469401/4491e74e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, travel cot, Internet, bed sheets](https://images.trvl-media.com/lodging/117000000/116470000/116469500/116469401/f61760bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/117000000/116470000/116469500/116469401/ed7f8615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116470000/116469500/116469401/1fcd4650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elevated North Fork Escape with Chic Interiors and Private Poolside Oasis -...

Cutchogue

[](https://www.expedia.co.uk/Cutchogue-Hotels-Elevated-North-Fork-Escape-With-Chic-Interiors-And-Private-Poolside-Oasis.h116469401.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307884/259f85da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table football](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307884/a7de28a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307884/95e05772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307884/e4a64e35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious and Modern North Fork Home Close to Multiple Wineries, Perfect for...

Cutchogue

10/10

Exceptional

(4)

"The house was beautiful and in a perfect location!!"

[](https://www.expedia.co.uk/Cutchogue-Hotels-Spacious-And-Modern-North-Fork-Home-Close-To-Multiple-Wineries.h111307884.Hotel-Information)

![Sun-loungers](https://images.trvl-media.com/lodging/33000000/32630000/32625000/32624902/cbe1e5ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/33000000/32630000/32625000/32624902/519c2794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/33000000/32630000/32625000/32624902/129c803e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32630000/32625000/32624902/c671a85c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lovely Cottage in the Heart of Long Island Wine country

Southold

9.8/10

Exceptional

(29)

"Our family stayed at this quaint cottage in the North Fork. The cottage has a nice kitchen, gas fireplace, and well appointed bedrooms. I would love to visit in summer, it must be wonderful!"

[](https://www.expedia.co.uk/Southold-Hotels-Lovely-Waterview-Cottage-In-The-Heart-Of-Long-Island-Wine-Country.h32624902.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/75000000/74730000/74728100/74728092/d91c32ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74730000/74728100/74728092/e63cfc49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74730000/74728100/74728092/09f30464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/75000000/74730000/74728100/74728092/342aa2d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beachfront Heated Pool Hot Tub Orient Village Modern Dream Home

Orient

9.4/10

Exceptional

(10)

"What a lovely and peaceful location for a relaxing get away. This place checked all the boxes for us - right on the water (with kayaks and paddle boards to enjoy), fire pit in the sand right on the beach, heated pool (a bit finicky but we got the hang of the heating system), hot tub, nicely equipped kitchen, high quality linens and thoughtful touches throughout the home. Really nice stay!"

[](https://www.expedia.co.uk/Orient-Hotels-Beachfront-Heated-Pool-Hot-Tub-Orient-Village-Modern-Dream-Home.h74728092.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/36000000/35040000/35037700/35037604/2db832c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/36000000/35040000/35037700/35037604/123bbe23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/36000000/35040000/35037700/35037604/bc04c799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/36000000/35040000/35037700/35037604/fdf24660.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day

Peconic

9.6/10

Exceptional

(137)

"Loved our stay and will be back"

[](https://www.expedia.co.uk/Peconic-Hotels-NORTHFORK-COTTAGE-With-POOL-HOT-TUB.h35037604.Hotel-Information)

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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## Top Town of Southold Town Hotel Reviews

![Harbor Heights ](//images.trvl-media.com/lodging/103000000/102720000/102716900/102716809/b0e39c6f_y.jpg)

### Harbor Heights

10/10 Excellent

"This was a perfect location and such a cute place! The apartment was spotless and well appointed. "

[](https://expedia.co.uk/Greenport-Hotels-Harbor-Heights.h102716809.Hotel-Information)

![The Harbor Front Inn](//images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca_y.jpg)

### The Harbor Front Inn

10/10 Excellent

"Great water front hotel. Perfect location for a stay in greenport. Ask for water view rooms!"

[](https://expedia.co.uk/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information)

![The Shoals Suites and Slips](//images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/968755d8_y.jpg)

### The Shoals Suites and Slips

10/10 Excellent

"Lovely hotel in a beautiful, quiet area. Great view and service. Staff was so friendly and helpful. "

[](https://expedia.co.uk/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information)

![Greenporter Hotel](//images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/3c3df51f_y.jpg)

### Greenporter Hotel

10/10 Excellent

"We had a wonderful stay at the Greenporter. The room was beautiful and the staff was friendly and helpful. It is in a perfect location for visiting wineries. We hope to visit again soon!"

[](https://expedia.co.uk/Greenport-Hotels-Greenporter-Hotel.h90308554.Hotel-Information)

![Silver Sands Motel & Beach Bungalows](//images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/52eefc00_y.jpg)

### Silver Sands Motel & Beach Bungalows

10/10 Excellent

"We had a great time, it’s a beautiful property and there’s plenty to do downtown. It was our first time here and we’ll definitely be back. "

[](https://expedia.co.uk/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information)

![Sound View Greenport](//images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg)

### Sound View Greenport

10/10 Excellent

"Clean and beautiful view"

[](https://expedia.co.uk/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information)

![Vine & Sand](//images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/a9ca389a_y.jpg)

### Vine & Sand

10/10 Excellent

"Amazing hospitality, high end linens, conveniently stocked fridge / pantry. Peaceful and relaxing for an anniversary weekend. Rooms are beautiful, location is central to wineries and a gorgeous bay beach. Highly recommend!"

[](https://expedia.co.uk/Southold-Hotels-Vine-Sand.h96718085.Hotel-Information)

![American Beech Hotel](//images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/0caf92d6_y.jpg)

### American Beech Hotel

10/10 Excellent

"The property was clean beautiful and pleasant. Loved the trendy decor."

[](https://expedia.co.uk/Greenport-Hotels-American-Beech-Hotel.h11951124.Hotel-Information)

![Zey Hotel](//images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/f2951978_y.jpg)

### Zey Hotel

10/10 Excellent

"Excellent!!"

[](https://expedia.co.uk/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information)

## Find out more about Town of Southold Town

**Everything you need to know about** **Town of Southold Town** **holiday rentals**

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Town of Southold Town holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Town of Southold Town holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

**Town of Southold Town holiday rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Town of Southold Town. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Town of Southold Town holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Town of Southold Town holiday rentals we have selected for you start as low as £253 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Town of Southold Town rentals**

At Expedia, we put the best Town of Southold Town holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Town of Southold Town rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Town of Southold Town holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Town of Southold Town. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

## Explore a world of travel with Expedia

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