Southend-on-Sea Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

This weekend
Next weekend

Vacation Rentals in Southend-on-Sea

Plum Pudding Barn
2.0 star property
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
7.8 out of 10, Good, (148)
"Clean comfortable proprty"
United Kingdom
Pete
$76 nightly
The price is $92
Nov 12 - Nov 13
Total with taxes and fees
The Lower Bell
Hogwarts Bed and Continental Breakfast
3.0 star property
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
$66 nightly
The price is $79
Nov 4 - Nov 5
Total with taxes and fees
Hogwarts Bed and Continental Breakfast
Palms Hotel & Retreat By Palette|Sta Double
7.0 out of 10, Good, (4)
"Stayed a few times… Great staff, clean and "
United Kingdom
Katie
$71 nightly
The price is $71
Nov 10 - Nov 11
Total with taxes and fees
Palms Hotel & Retreat By Palette|Sta Double
Cosy Fisherman’s Cottage, minutes from High Street, Harbour & Beach
9.8 out of 10, Exceptional, (101)
"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
9.6 out of 10, Exceptional, (52)
"great location and very clean property. Would stay again"
United Kingdom
stephen
$192 nightly
The price is $231
Nov 5 - Nov 6
Total with taxes and fees
Chelmsford Serviced Apartments
Staycations Maldon Suites
4.0 star property
9.6 out of 10, Exceptional, (13)
"Such a beautiful property, Host was brilliant Will definitely book again "
United Kingdom
Louise
$126 nightly
The price is $151
Nov 18 - Nov 19
Total with taxes and fees
Staycations Maldon Suites
Green Cottages
3.0 star property
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
$329 nightly
The price is $395
Nov 4 - Nov 5
Total with taxes and fees
Green Cottages
Kensington Bliss - 3 Bedroom House in Colchester
2.0 star property
$162 nightly
The price is $194
Nov 4 - Nov 5
Total with taxes and fees
Kensington Bliss - 3 Bedroom House in Colchester
3 Bed Caravan - Sleeps 6 - Pets - Parking - Wifi
2.0 star property
$113 nightly
The price is $113
Dec 1 - Dec 2
Total with taxes and fees
3 Bed Caravan - Sleeps 6 - Pets - Parking - Wifi
House - Sleeps 7, Private Garden & Parking
2.0 star property
House - Sleeps 7, Private Garden & Parking
Cosy Escape Heated Luxury pod and hot tub
3.0 star property
10.0 out of 10, Exceptional, (5)
$187 nightly
The price is $187
Nov 5 - Nov 6
Total with taxes and fees
Cosy Escape Heated Luxury pod and hot tub
Kentish Oast, Cottage and Barn in stunning private grounds with swimming pool
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
$435 nightly
The price is $522
Nov 8 - Nov 9
Total with taxes and fees
Mabel
Truly Kentish Holiday Lets
3.5 star property
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
7.8 out of 10, Good, (7)
"Great caravan close to all activities and would definitely visit again "
United Kingdom
Julie
$270 nightly
The price is $270
Nov 4 - Nov 5
Total with taxes and fees
Pet friendly 2 bed caravan in coopers beach
Coast Guard House
3.5 star property
$1,721 nightly
The price is $2,065
Nov 6 - Nov 7
Total with taxes and fees
Coast Guard House
Birds Farm
3.0 star property
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
$145 nightly
The price is $175
Nov 4 - Nov 5
Total with taxes and fees
Birds Farm
Elegant 3Br w/ Free Parking, Garden, Pet Friendly
2.0 star property
$362 nightly
The price is $435
Nov 30 - Dec 1
Total with taxes and fees
Elegant 3Br w/ Free Parking, Garden, Pet Friendly
Home Like Yours In Grays, Essex
2.0 star property
$285 nightly
The price is $333
Nov 5 - Nov 6
Total with taxes and fees
Home Like Yours In Grays, Essex
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Southend-on-Sea Hotel Reviews

Find out more about Southend-on-Sea

Everything you need to know about Southend-on-Sea vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southend-on-Sea vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Southend-on-Sea vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southend-on-Sea vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southend-on-Sea. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Southend-on-Sea in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $71 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Southend-on-Sea rentals

At Expedia, we put the best Southend-on-Sea vacation 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 Southend-on-Sea 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 Southend-on-Sea vacation.

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

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 popular beaches 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 18 vacation rentals for your stay in Southend-on-Sea.

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

Cultural attractions include New Empire Theatre and Southend-On-Sea Pier Museum, 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.