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Holiday Homes in Southold

Find the holiday homes that appeal to you the most

The best holiday homes in Southold

Check out our pick of great holiday homes in Southold

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Charming Hampton Bays Home 5 Mi to Coopers Beach

Hampton Bays (Near Southold)

Located in Hampton Bays, 23 km from Splish Splash and 47 km from Montauk Point Lighthouse, Charming Hampton Bays Home 5 Mi to Coopers Beach offers a garden and air conditioning.

Scored out of 10, guest rating 6.6
Pleasant - What previous guests thought, 5 reviews
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Hamptons Bay Home on Shinnecock Bay with Yard!

Hampton Bays (Near Southold)

Located in Hampton Bays in the New York region, Hamptons Bay Home on Shinnecock Bay with Yard! has a patio. This holiday home is 23 km from Splish Splash and 47 km from Montauk Point Lighthouse.

B
Birute
From
Lithuania
Spacious and had a massive backyard. Great location, easy check in.
Scored out of 10, guest rating 7.0
Good - What previous guests thought, 6 reviews
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All holiday homes in Southold

Looking for a holiday home?

Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.

Most booked holiday homes in Southold and surroundings in the past month

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Popular with guests booking holiday homes in Southold

Popular with guests booking holiday homes in Southold

Popular with guests booking holiday homes in Southold

Popular with guests booking holiday homes in Southold

Popular with guests booking holiday homes in Southold

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Popular with guests booking holiday homes in Southold

Popular with guests booking holiday homes in Southold

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Popular with guests booking holiday homes in Southold

Popular with guests booking holiday homes in Sag Harbor

Popular with guests booking holiday homes in Peconic

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Save money on holiday homes in Southold and nearby – budget options available

Beachfront Greenport Villa

Greenport
Budget options available
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Set in Greenport in the New York region, Beachfront Greenport Villa offers accommodation with free WiFi and free private parking. This holiday home is 23 km from Long Island Railroad.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Featuring air-conditioned accommodation with a patio, Peconic Sound Beach Home: Backyard & Vineyards is located in Peconic.

Modern on 9th

Greenport
Budget options available

Featuring air-conditioned accommodation with a patio, Modern on 9th is located in Greenport. The holiday home is 41 km from Splish Splash. The property has a restaurant with an outdoor dining area.

The Endless Summer Cottage

Cutchogue
Budget options available
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Featuring air-conditioned accommodation with a patio, The Endless Summer Cottage is located in Cutchogue. The property is non-smoking and is set 2.9 km from Fleet Neck Beach.

Cozy Greenport Cottage

Greenport
Budget options available
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 1 review

Featuring a sauna, Cozy Greenport Cottage is set in Greenport. Guests can benefit from a patio and an outdoor fireplace. The property is non-smoking and is located 41 km from Splish Splash.

Set in Cutchogue, 700 metres from Fisherman Beach and 33 km from Splish Splash, Walk to Beach Long Island Wine Country Home! offers a garden and air conditioning.

Boasting air-conditioned accommodation with a private pool, Villa Ebrar - Luxury with pool is situated in Sag Harbor. 3 km from Foster Memorial Beach and 32 km from Montauk Point Lighthouse, the...

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