Skip to main content

The best holiday homes in Southold

Check out our pick of great holiday homes in Southold

Filter by:


Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

See the latest prices and deals by choosing your dates.

The spacious holiday home has 4 bedrooms, 2 bathrooms, bed linen, towels, a flat-screen TV, a dining area, a fully equipped kitchen, and a terrace with river views. Guests can enjoy a meal on an outdoor dining area while overlooking the garden views. For added privacy, the accommodation features a private entrance.

Show more Show less
10
Exceptional
1 reviews
Price from
£543
per night

Boasting a private pool and sea views, Modern North Fork Haven: Beachfront, Private Pool is situated in Southold. Among the facilities at this property are an ATM and a tour desk, along with free WiFi throughout the property. The property is non-smoking and is set less than 1 km from McCabe’s Beach.

Splish Splash is 34 km from the holiday home. The nearest airport is Long Island MacArthur Airport, 69 km from Modern North Fork Haven: Beachfront, Private Pool.

Show more Show less
Price from
£1,275
per night

Boasting a DVD player, the holiday home has a fully equipped kitchen with a dishwasher, an oven and a microwave, a living room with a seating area and a dining area, 3 bedrooms, and 2 bathrooms with a bath and a shower. The unit is air conditioned and is comprised of a balcony with outdoor furniture as well as a TV with satellite channels. The accommodation offers a fireplace.

Show more Show less
Price from
£570
per night

Boasting air-conditioned accommodation with a balcony, Steve's Place: Heated Pool, 3BR Southold Home, Beach is set in Southold. This holiday home also features a private pool. The property is non-smoking and is located 35 km from Splish Splash.

Show more Show less

Featuring a DVD player, the spacious holiday home has a fully equipped kitchen with a dishwasher, an oven and a microwave, a living room with a seating area and a dining area, 3 bedrooms, and 2 bathrooms with a bath and a shower. The unit is air conditioned and includes a balcony with outdoor furniture as well as a TV with satellite channels. The accommodation offers a fireplace.

Show more Show less
Price from
£526
per night

The spacious holiday home has 4 bedrooms, 4 bathrooms, bed linen, towels, a TV, a dining area, a fully equipped kitchen, and a terrace with pool views. Guests can take in the ambience of the surroundings from an outdoor dining area or keep themselves warm by the fireplace on colder days. For added privacy, the accommodation features a private entrance.

Show more Show less

Set in Southold, within 37 km of Splish Splash, Paradise Shores Beach Cottage offers accommodation with air conditioning. This holiday home features a garden. Free WiFi is available throughout the property and Cedar Beach County Park is 2.2 km away.

Show more Show less
Price from
£181
per night

The spacious holiday home is equipped with 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, and 2 bathrooms with a walk-in shower, free toiletries and a washing machine. Towels and bed linen are provided in the holiday home. The property has an outdoor dining area.

Show more Show less
Price from
£714
per night

Located in Southold, 2.6 km from Cedar Beach County Park and 37 km from Splish Splash, The North Fork Beach House provides air-conditioned accommodation with a patio and free WiFi. This holiday home has a garden.

Show more Show less
Price from
£423
per night

The spacious holiday home has 1 bedroom, a TV with cable channels, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a walk-in shower. Towels and bed linen are offered in the holiday home. There is also a seating area and a fireplace.

Show more Show less

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.
Search holiday homes in Southold

Most booked holiday homes in Southold this month

Enjoy breakfast in Southold!

Save money on holiday homes in Southold – budget options available!

  • The North Fork Beach House
    Budget options available

    Located in Southold, 2.6 km from Cedar Beach County Park and 37 km from Splish Splash, The North Fork Beach House provides air-conditioned accommodation with a patio and free WiFi.

  • Minnehaha Marvel
    Budget options available

    Set in Southold, 35 km from Splish Splash, Minnehaha Marvel offers air-conditioned accommodation with a patio and free WiFi. This holiday home features a garden.

  • Southold Serenity
    Budget options available

    Set in Southold, 2.4 km from Cedar Beach County Park and 37 km from Splish Splash, Southold Serenity offers air conditioning.

  • Classic Southold Country Charmer

    Set in Southold, 34 km from Splish Splash, Classic Southold Country Charmer offers air-conditioned accommodation with a patio and free WiFi. This holiday home features a garden.

Holiday homes that guests love in Southold

  • Avg. price/night: £180.01
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 51 reviews
    Place was very clean… Beds were very comfortable.. Shower was a bit small but very clean. Would definitely stay there again.. The property also was clean and welcoming. You can tell the owners care!!! Well Done and thank you
    Florence
    Solo traveller

Research, refine and make plans for your whole trip

gogless