Southend-on-Sea Vacation Rentals

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Vacation Rentals in Southend-on-Sea

Plum Pudding Barn

2.0 star property
Faversham
10.0 out of 10, Exceptional, (1)
"This place is amazing … the pictures do not do it justice The hosts are the most wonderful friendly couple and we can’t wait to go back The hot tub and pool were amazing "
United States
Alex Q.
Plum Pudding Barn

The Lower Bell

3.0 star property
Aylesford
7.8 out of 10, Good, (148)
"Clean comfortable proprty"
United Kingdom
Pete
The price is ¥11,778
¥14,134 total
includes taxes & fees
Nov 12 - Nov 13
The Lower Bell

Hogwarts Bed and Continental Breakfast

3.0 star property
Sheerness
9.4 out of 10, Exceptional, (114)
"Very welcoming and informative Excellent accommodation couldn’t fault it at all clean and comfortable will definitely stay again when in the area "
United Kingdom
Trevor
The price is ¥10,096
¥12,115 total
includes taxes & fees
Nov 11 - Nov 12
Hogwarts Bed and Continental Breakfast

Palms Hotel & Retreat By Palette|Sta Double

Emerson Park
7.0 out of 10, Good, (4)
"Stayed a few times… Great staff, clean and "
United Kingdom
Katie
The price is ¥10,996
¥10,996 total
includes taxes & fees
Nov 17 - Nov 18
Palms Hotel & Retreat By Palette|Sta Double

Cosy Fisherman’s Cottage, minutes from High Street, Harbour & Beach

Whitstable
9.8 out of 10, Exceptional, (103)
"Very nice cottage. Location is perfect. "
Sweden
Rikard J.
Cosy Fisherman’s Cottage, minutes from High Street, Harbour & Beach

Chelmsford Serviced Apartments

5.0 star property
Chelmsford
9.6 out of 10, Exceptional, (52)
"great location and very clean property. Would stay again"
United Kingdom
stephen
The price is ¥21,871
¥26,245 total
includes taxes & fees
Nov 16 - Nov 17
Chelmsford Serviced Apartments

Green Cottages

3.0 star property
Sittingbourne
10.0 out of 10, Exceptional, (11)
"Lovely property in a small village location. great pub over the road and great food. Perfect for my work trip. the cottage has everything you could possibly want. Thank You"
United Kingdom
martin
The price is ¥50,480
¥60,576 total
includes taxes & fees
Nov 11 - Nov 12
Green Cottages

Staycations Maldon Suites

4.0 star property
Maldon
9.6 out of 10, Exceptional, (13)
"Such a beautiful property, Host was brilliant Will definitely book again "
United Kingdom
Louise
The price is ¥19,351
¥23,221 total
includes taxes & fees
Nov 18 - Nov 19
Staycations Maldon Suites

Kensington Bliss - 3 Bedroom House in Colchester

2.0 star property
Colchester
The price is ¥24,853
¥29,824 total
includes taxes & fees
Nov 12 - Nov 13
Kensington Bliss - 3 Bedroom House in Colchester

House - Sleeps 7, Private Garden & Parking

2.0 star property
Basildon
House - Sleeps 7, Private Garden & Parking

Seaside Bliss Retreat in Heart of Isle of Sheppy

2.5 star property
Sheerness
The price is ¥14,319
¥17,182 total
includes taxes & fees
Dec 1 - Dec 2
Seaside Bliss Retreat in Heart of Isle of Sheppy

Cosy Escape Heated Luxury pod and hot tub

3.0 star property
Sheerness
10.0 out of 10, Exceptional, (5)
The price is ¥28,758
¥28,758 total
includes taxes & fees
Nov 17 - Nov 18
Cosy Escape Heated Luxury pod and hot tub

Kentish Oast, Cottage and Barn in stunning private grounds with swimming pool

Hollingbourne
9.4 out of 10, Exceptional, (3)
"Excellent property fabulous grounds great host couldn't fault it "
United Kingdom
Chris C.
Kentish Oast, Cottage and Barn in stunning private grounds with swimming pool

Mabel

3.0 star property
Whitstable
The price is ¥66,802
¥80,163 total
includes taxes & fees
Nov 14 - Nov 15
Mabel

3 Bed Caravan - Sleeps 6 - Pets - Parking - Wifi

2.0 star property
Sheerness
The price is ¥19,998
¥19,998 total
includes taxes & fees
Dec 1 - Dec 2
3 Bed Caravan - Sleeps 6 - Pets - Parking - Wifi

Truly Kentish Holiday Lets

3.5 star property
Sittingbourne
10.0 out of 10, Exceptional, (7)
"Amazing property in a beautiful setting. Thete was nothing l could fault and the owners wete vwry friendly and helpful. Would definitely spend time there again "
United Kingdom
Carole
Truly Kentish Holiday Lets

Pet friendly 2 bed caravan in coopers beach

Mersea Island
7.8 out of 10, Good, (7)
"Great caravan close to all activities and would definitely visit again "
United Kingdom
Julie
The price is ¥16,154
¥41,394 total
includes taxes & fees
Nov 11 - Nov 12
Pet friendly 2 bed caravan in coopers beach

Coast Guard House

3.5 star property
Herne Bay
The price is ¥264,180
¥317,017 total
includes taxes & fees
Nov 14 - Nov 15
Coast Guard House

Birds Farm

3.0 star property
Colchester
9.2 out of 10, Wonderful, (10)
"Birds farm is a lovely place to stay for the local Essex or Sussex area. Very quiet in the evenings, despite being just off a busy road. Great facilities, good comfy beds, very warm heating and well supplied cooking facilities. A pool for summer, grounds and a Summer house and a well stocked games room for kids if the weather is bad. We found it superb for our short trip and would happily return. As we were a little out of season it seemed that some of the cottages opposite ours were being...
United Kingdom
Roger
The price is ¥21,126
¥25,352 total
includes taxes & fees
Nov 20 - Nov 21
Birds Farm

Elegant 3Br w/ Free Parking, Garden, Pet Friendly

2.0 star property
Sittingbourne
The price is ¥32,324
¥56,962 total
includes taxes & fees
Nov 22 - Nov 23
Elegant 3Br w/ Free Parking, Garden, Pet Friendly
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 Southend-on-Sea Hotel Reviews

Find out more about Southend-on-Sea

Search for holiday rentals in Southend-on-Sea on Expedia! You can easily find your home rentals, villas, holiday apartments in Southend-on-Sea using one of the methods below:

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Frequently asked questions

Are there vacation rentals in Southend-on-Sea?

Yes, there are vacation rentals in Southend-on-Sea close to Southend Pier, or you can go with a more remote option if you're looking for a relaxing stay. Visitors to Southend-on-Sea speak positively about the scenic seaside and lively bars in this destination. Make sure you have time to check out the gardens and golf courses during your trip.

What are some of the best vacation home rentals that Southend-on-Sea has to offer?

Cosy Escape Heated Luxury pod and hot tub: This vacation home rental outside of Southend-on-Sea is located on the waterfront and has an outdoor pool, a private yard, and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an electric kettle.

How many vacation rentals are there in Southend-on-Sea?

Expedia has 17 vacation rentals for your stay in Southend-on-Sea.

What can I see and do in Southend-on-Sea?

Cultural attractions include Southend-On-Sea Pier Museum and Leigh Heritage Centre, whereas Southend Beach and Thorpe Bay Beach are a couple of picturesque spots to enjoy the outdoors. While here, Southend Pier and Adventure Island are other places worth a visit.

What are vacation rentals like in Southend-on-Sea?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Southend-on-Sea. Vacation rentals offer amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for families.