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The best holiday homes in Southend-on-Sea

Check out our pick of great holiday homes in Southend-on-Sea

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Hogwarts Bed and Continental Breakfast, hotel in Southend-on-Sea

Hogwarts Bed and Continental Breakfast is situated on the Isle of Sheppey. The property is 4.5 miles from Sheerness. The holiday home offers a barbecue.

Host met us at door to greet us with keys. Very pleasant host. Bed very comfortable. Breakfast was continental, good selection of cereals, breads, fruits, hams cheeses to choose from along with hot drinks and juices. Dining room very nice.
Scored 9.0
9.0
Rated superb
Superb
424 reviews
Price from
£69
1 night, 2 adults
Comfort Home, hotel in Southend-on-Sea

Offering a garden and garden view, Comfort Home is situated in Gillingham, 6 km from Historic Chatham Dockyard and 8.2 km from Rochester Castle.

Easy to find with good parking. Very clean and tidy. Very well furnished. Beds extremely comfortable.
Scored 9.2
9.2
Rated superb
Superb
19 reviews
Price from
£144
1 night, 2 adults
Luxe Smart Home - Basildon Serviced Accommodation - 7 Mins Walk To Basildon Town Centre, Hospital & Train Station, hotel in Southend-on-Sea

Offering a garden and garden view, Luxe Smart Home - Basildon Serviced Accommodation - 7 Mins Walk To Basildon Town Centre, Hospital & Train Station is situated in Basildon, 23 km from Hylands Park...

Nice place to stay, friendly host with good communication. The house is clean , homely and quite modern, one of the best short stay have stayed in a while, will definitely come back .
Scored 8.0
8.0
Rated very good
Very good
10 reviews
Price from
£187
1 night, 2 adults
Saxon Street House, hotel in Southend-on-Sea

Saxon Street House, a property with a garden, is located in Gillingham, 3.6 km from Chatham Train Station, 5.7 km from Rochester Castle, as well as 23 km from Leeds Castle.

Living room
Scored 9.0
9.0
Rated superb
Superb
6 reviews
Price from
£177
1 night, 2 adults
Seaview, hotel in Southend-on-Sea

Located in Leysdown-on-Sea, Seaview provides accommodation with a heated pool, a patio and river views. This beachfront property offers access to a balcony, free private parking and free WiFi.

The caravan was absolutely perfect. Felt like home , spotless , spacious and fantastic views. Highly recommend to anyone.
Scored 10
10
Rated exceptional
Exceptional
6 reviews
Price from
£125
1 night, 2 adults
Lime Tree Cottage, hotel in Southend-on-Sea

Offering quiet street views, Lime Tree Cottage is an accommodation located in Tillingham, 45 km from Hylands Park and 45 km from Freeport Braintree.

Comfy beds, really spacious and clean
Scored 9.5
9.5
Rated exceptional
Exceptional
68 reviews
Price from
£200
1 night, 2 adults
The Kings Head, hotel in Southend-on-Sea

Located in Chelmsford, in a historic building, 4.1 km from Chelmsford Train Station, The Kings Head is a recently renovated holiday home with massage services and garden.

Property has great facilities and is very clean. Emma and James were great hosts and on hand to answer any questions.
Scored 10
10
Rated exceptional
Exceptional
5 reviews
Price from
£1,610
1 night, 2 adults
Sittingbourne Terrace, hotel in Southend-on-Sea

Boasting a spa bath, Sittingbourne Terrace is set in Sittingbourne. With free private parking, the property is 14 km from Leeds Castle and 20 km from Historic Chatham Dockyard.

Scored 7.5
7.5
Rated good
Good
17 reviews
Price from
£294
1 night, 2 adults
Rochester Slopes - Free Street Parking, hotel in Southend-on-Sea

Featuring a spa bath, Rochester Slopes - Free Street Parking is set in Strood.

Spacious house with beds for everyone, close enough to the town to walk (although Rochester is quite steep/hilly FYI) / We had a prior booking cancel on us same day, and this place was able to accommodate us at the last minute, which was useful.
Scored 7.3
7.3
Rated good
Good
10 reviews
Price from
£290
1 night, 2 adults
Airport Reach, hotel in Southend-on-Sea

Airport Reach has a terrace and is located in Southend-on-Sea, within just 1.4 km of Priory Park and 2.3 km of Southend Pier. This holiday home also features free WiFi.

Had a really good feel about the place .
Scored 9.5
9.5
Rated exceptional
Exceptional
32 reviews
All holiday homes in Southend-on-Sea
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.
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Great access to the city centre! Check these holiday homes in Southend-on-Sea

  • Pass the Keys Stunning house in Leigh
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 4 reviews

    Offering a garden and garden view, Pass the Keys Stunning house in Leigh is set in Southend-on-Sea, 800 metres from Bell Wharf Beach and 5 km from Adventure Island.

  • Pass the Keys Beautiful House in SouthChurch
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 2 reviews

    Pass the Keys Beautiful House in SouthChurch, a property with a garden, is located in Southend-on-Sea, 2.2 km from Southend Jubilee Beach, 2.2 km from Southchurch Beach, as well as 2.5 km from...

  • Serene Family Escape - Spacious, Near Thorpe Bay and Southend, Beaches & Amenities
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 2 reviews

    Offering a garden and garden view, Serene Family Escape - Spacious, Near Thorpe Bay and Southend, Beaches & Amenities is situated in Southend-on-Sea, 37 km from Chelmsford Train Station and 41 km from...

  • The Wedge
    Central location
    Scored 9.3
    9.3
    Rated superb
    Superb
     · 47 reviews

    The Wedge, a property with a terrace, is situated in Southend-on-Sea, 1.1 km from Southchurch Beach, 500 metres from Adventure Island, as well as 35 km from Chelmsford Train Station.

    Great little apartment very close to the sea front

  • Pass the Keys Cosy Stylish house near Southend
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 3 reviews

    Offering a garden and garden view, Pass the Keys Cosy Stylish house near Southend is set in Southend-on-Sea, 1.9 km from Thorpe Bay Beach and 1.9 km from Southchurch Beach.

  • 493 Little Wakering Road
    Scored 7.9
    7.9
    Rated good
    Good
     · 9 reviews

    Situated 45 km from Hylands Park and 48 km from intu Lakeside Shopping Centre, 493 Little Wakering Road provides accommodation in Southend-on-Sea.

  • Charming Seaside Cottage in Leigh-on-Sea
    Scored 7.5
    7.5
    Rated good
    Good
     · 11 reviews

    Set in Southend-on-Sea and only less than 1 km from Bell Wharf Beach, Charming Seaside Cottage in Leigh-on-Sea offers accommodation with garden views, free WiFi and free private parking. 30 km from...

  • Hamlet Mews by Sorted Stay
    Scored 7.2
    7.2
    Rated good
    Good
     · 34 reviews

    Hamlet Mews by Sorted Stay is located in Southend-on-Sea, 1.3 km from Southend Jubilee Beach, 2.3 km from Southchurch Beach, as well as less than 1 km from Adventure Island.

    Quiet mews house, very well located , clean and nice modern furnishings.

  • Spacious 3bed house
    Scored 6.8
    6.8
    Rated pleasant
    Pleasant
     · 13 reviews

    Spacious 3bed house, a property with a garden and a terrace, is situated in Southend-on-Sea, 2.5 km from Southchurch Beach, 2.2 km from Adventure Island, as well as 34 km from Chelmsford Train Station...

  • westcliff on sea
    Scored 6.5
    6.5
    Rated pleasant
    Pleasant
     · 44 reviews

    Westcliff on sea is located in Southend-on-Sea, 3.7 km from Adventure Island, 32 km from Chelmsford Train Station, and 36 km from Upminster.

    Very clean. Very nice. Would definitely book again.

  • Westcliff - On -Sea
    Scored 2.8
    2.8
    Rated very poor
    Very poor
     · 5 reviews

    Located 2.7 km from Three Shells, Westcliff - On -Sea provides accommodation with free WiFi and free private parking.

  • the apartment not here

    Set in Southend-on-Sea, 2.2 km from Southend Jubilee Beach and 2.3 km from Southchurch Beach, the apartment not here offers garden views and free WiFi.

  • New - Stylish 4 bedroom House, Business & Leisure. Discount on long stays. By Jesswood Properties.

    Located in Southend-on-Sea, 4.3 km from Adventure Island and 32 km from Chelmsford Train Station, New - Stylish 4 bedroom House, Business & Leisure. Discount on long stays. By Jesswood Properties.

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