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Southend-on-Sea Vacation Rentals

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Check prices for these dates, December 13 – 14, 2026

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Our top choices for Southend-on-Sea vacation rentals

1. Pier View Self Catering Apartments

A row of traditional buildings with balconies adorned with red flowers, a sign for 'Pier View' indicating self-catering luxury apartments, and a plaque for 'St. John the Baptist.'

Location: Southend-on-Sea
Price: $134 nightly, $161 total, Nov 30 - Dec 1, Total with taxes and fees, for Our top choices for Southend-on-Sea vacation rentals

2. Coastal House Opposite Beach Sleeps 6 Pet Friendly

A building with a sign reading 'OCEAN BEACH' and a covered outdoor area.

Location: Southend-on-Sea
Price: $195 nightly, $235 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Southend-on-Sea vacation rentals

3. 493 Little Wakering Road

A bedroom with a bed, bedside table, lamp, curtains, and a painting on the wall.

Location: Southend-on-Sea
Price: $425 nightly, $510 total, Nov 17 - Nov 18, Total with taxes and fees, for Our top choices for Southend-on-Sea vacation rentals

4. Hogwarts Bed and Continental Breakfast

A hotel room with a large bed, a nightstand, and two paintings on the walls.

Location: Sheerness
Guest rating: 9.4/10 (Exceptional, 127 reviews)
Price: $77 nightly, $93 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Southend-on-Sea vacation rentals
Review: Lovely stay and great location. Easy check in and no complaints from us. I would stay here again., by John

5. Estuary View

A wooden cabin with a sign reading 'The Creative Studio,' surrounded by picnic tables and a wooden fence, with a clear view of the water in the background.

Location: Rochester
Price: $405 nightly, $486 total, Nov 17 - Nov 18, Total with taxes and fees, for Our top choices for Southend-on-Sea vacation rentals

6. Salvation View 2 Bed Apartment

A corner room with a bay window, a round glass table, and a chair.

Location: Benfleet
Guest rating: 8/10 (Very good, 1 review)
Price: $160 nightly, $186 total, Nov 29 - Nov 30, Total with taxes and fees, for Our top choices for Southend-on-Sea vacation rentals
Review: Clean spacious flat although it's on a very busy main road. We booked it because of the garden but it was unusable because it was totally overgrown so nowhere to sit or stand. Another point I would like to make is that for safety we think there should be a hand rail on the stairs as they are quite steep and there is nothing to hold on to. Location is central to going places in the area., by Jennifer

7. Luxury Pod-sleeps 2-hot Tub-pets-garden

A wooden cabin with a stone patio, a hot tub, and a wooden deck.

Location: Sheerness
Guest rating: 10/10 (Exceptional, 6 reviews)
Price: $215 nightly, $215 total, Nov 17 - Nov 18, Total with taxes and fees, for Our top choices for Southend-on-Sea vacation rentals
Review: "We absolutely loved our stay at the Honey Pod. Communication and instructions before arrival were wonderful and made everything so easy. The space itself is compact but has everything you need — a cozy kitchen/lounge area, comfortable bedroom, and clean bathroom. The wood burner hot tub in the garden was such a treat, perfect for relaxing under the stars. It’s beautifully secluded and feels like you’re tucked away in the middle of nowhere — peaceful, quiet, and magical. Highly recommend for..., by Michael

8. Chelmsford Serviced Apartments

A modern bedroom with a bed, a large mirror, and a painting of flowers.

Location: Chelmsford
Guest rating: 9.8/10 (Exceptional, 61 reviews)
Price: $160 nightly, $192 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Southend-on-Sea vacation rentals
Review: Very handy location close to where we needed to be in Chelmsford. Certainly more room that a budget hotel wih everything you need, including safe parking., by Paul

9. Birds Farm

A large house with a gravel driveway, a swimming pool, and a garden with various plants and flowers.

Location: Colchester
Guest rating: 9.2/10 (Wonderful, 11 reviews)
Price: $104 nightly, $125 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Southend-on-Sea vacation rentals
Review: Really comfortable bed. Super clean. Great for a couple of nights stay. Close to the University to meet up with our daughter. Would recommend the Beth Chatto Garden near by for a visit. , by Nicola

10. Staycations Maldon Suites

A modern room with a large copper bathtub, a bed, a TV, and a dining area with stools.

Location: Maldon
Guest rating: 9.2/10 (Wonderful, 20 reviews)
Price: $138 nightly, $165 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Southend-on-Sea vacation rentals
Review: Fantastic suite. Unique. Comfortable. Spacious. Has everything you'll need for short or longer term stays., by Jonathon

11. Wickford Apartment Sleeps 2 - Street Parking

Location: Wickford
Price: $117 nightly, $141 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Southend-on-Sea vacation rentals

12. Green Cottages

A coastal walkway with beach huts and a view of the sea.

Location: Sittingbourne
Guest rating: 10/10 (Exceptional, 12 reviews)
Price: $331 nightly, $397 total, Nov 22 - Nov 23, Total with taxes and fees, for Our top choices for Southend-on-Sea vacation rentals
Review: A lovely cottage with everything we needed. , by Nicholas

13. House Sleeps 6 With Wifi

A room with a white desk, a chair, a clock, and a radiator.

Location: Basildon
Price: $195 nightly, $234 total, Dec 6 - Dec 7, Total with taxes and fees, for Our top choices for Southend-on-Sea vacation rentals

14. Luxurious 2 Bedroom Apartment With Free Parking

A dining area with a round table, two chairs, and a vase with white flowers.

Location: Chelmsford
Guest rating: 9.8/10 (Exceptional, 9 reviews)
Price: $233 nightly, $263 total, Nov 17 - Nov 18, Total with taxes and fees, for Our top choices for Southend-on-Sea vacation rentals
Review: The host made the check in easy and was responsive to all our questions and issues. The apartment, facilities and utensils were spotless and in great condition. For a stay in Chelmsford, the location is an easy walk or drive to any and all destinations., by Paul

15. Sally

A kitchen with dark blue cabinets, a built-in microwave, a toaster, and a bowl of fruit on the counter.

Location: Whitstable
Guest rating: 9.6/10 (Exceptional, 5 reviews)
Price: $490 nightly, $588 total, Nov 17 - Nov 18, Total with taxes and fees, for Our top choices for Southend-on-Sea vacation rentals
Review: Great location, by Lucy

16. Charming 4-bedroom House Rental in Basildon, UK

A small room with a window, a radiator, a chair, and a table with a fruit bowl.

Location: Basildon
Price: $345 nightly, $377 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Southend-on-Sea vacation rentals

17. Cosy Escape Heated Luxury pod With hot tub

A rustic wooden building with a circular entrance, stone walls, and a wooden bench outside.

Location: Sheerness
Guest rating: 9.8/10 (Exceptional, 7 reviews)
Price: $196 nightly, $235 total, Nov 17 - Nov 18, Total with taxes and fees, for Our top choices for Southend-on-Sea vacation rentals
Review: It was a perfect place for relaxation , by Billie

18. The Lower Bell

A bedroom with a bed, a desk, and a chair.

Location: Aylesford
Guest rating: 7.8/10 (Good, 157 reviews)
Price: $72 nightly, $86 total, Nov 26 - Nov 27, Total with taxes and fees, for Our top choices for Southend-on-Sea vacation rentals
Review: Small clean well appointed room in outbuilding. Large free car park. Good WiFi. Friendly helpful staff. No food available on sight., by John

19. Countryside Private Studio & Gated Parking

A rural property with a gravel driveway leading to a wooden gate, a brick house, and surrounding greenery.

Location: Chelmsford
Price: $169 nightly, $203 total, Dec 3 - Dec 4, Total with taxes and fees, for Our top choices for Southend-on-Sea vacation rentals

20. Luxurious One Bedroom Apartment in Bond Street

A modern living room with a grey sofa, a dining area with a table and chairs, and large windows with blinds.

Location: Chelmsford
Guest rating: 10/10 (Exceptional, 3 reviews)
Price: $186 nightly, $210 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Southend-on-Sea vacation rentals

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

The Beaches Guest House

A balcony with a view of the sea, a table with two chairs, and a railing.

Location: Southend-on-Sea
Review: This is really lovely B&B, it's beautifully furnished, spotlessly clean and the staff are really friendly. It's in a great location, with beautiful seaviews, away from the noise of the main seafront area. Breakfast was delicious, with a great selection to choose from. I cannot recommend it enough, we hope to go back very soon., by Amy, October 6, 2026, rated 10/10 Excellent

Green Farmhouse

A bedroom with exposed wooden beams, a brick wall, a large window with curtains, a bed with a patterned blanket, and bedside lamps.

Location: Sittingbourne
Review: A lucky find and close to relatives. Will recommend to friends, by Don, October 6, 2017, rated 10/10 Excellent

The Ferry Boat Inn

A rustic interior with exposed wooden beams, a chandelier, and a collection of framed artwork on the walls.

Location: Chelmsford
Review: Nice view in countryside, by Hiroko, August 20, 2024, rated 10/10 Excellent

Downham Hall

A large brick house with a well-maintained lawn and a small pond in the foreground.

Location: Billericay
Review: wonderful hotel, that offers higher-quality, by Anthony, November 22, 2025, rated 10/10 Excellent

Chudleigh Hotel

A neatly made bed with a white duvet and two pillows, a bedside table with a lamp, and a small desk with a computer.

Location: Clacton-on-Sea
Review: I loved everyone and everything except the hand soap. The proprietors were exceptionally helpful. The food was excellent. I would definitely recommend the chudleigh., by Larrie, June 2, 2015, rated 10/10 Excellent

Hamiltons Boutique Hotel

A balcony with a wicker chair, a metal railing, and a view of the sea.

Location: Southend-on-Sea
Review: We really enjoyed our stay at Hamiltons while in Southend-on-sea. The B&B was beautifully renovated. Our room (Lady H) was fairly spacious with a nice ensuite bath and closet space. Breakfast included a nice counter of cereals, yoghurts, fruit, and juices each morning; hot options were also available. Debbi was so sweet to make sure we had all we needed during our stay. Our room had a small TV and DVD player (a library of DVDs to borrow is just downstairs). I was glad to have a hair dryer as..., by Stefaie, April 12, 2017, rated 10/10 Excellent

Duke of Cumberland

Location: Whitstable
Review: excellent stay, by david redfern, September 17, 2026, rated 10/10 Excellent

Hogwarts Bed and Continental Breakfast

Address: Bell Farm Lane, Sheerness, England, ME12 4JB, GB
Location: Sheerness
Star rating: 3/5
Guest rating: 9.4/10 (127 reviews)
Review: Peaceful and quiet area with great accommodation; comfy homelike feeling; access to communal kitchen filled with snacks and fruit and juices available at all times; nice assortment of breakfast foods. Overall a great stay. Our host Mike was very accommodating and a hoot. We would definitely stay again., by Thomas, July 12, 2019, rated 10/10 Excellent

Woodview Bed & Breakfast

A room with exposed brick walls, a wooden door, a light-colored armchair, and a carpeted floor.

Location: Colchester
Review: It was just wondering and wish I could spend more time there. Definitely will recommend to my family and friends., by mellina, September 11, 2018, rated 10/10 Excellent

Frinton Escapes

A wide sandy beach with footprints, a distant pier, and buildings in the background.

Location: Frinton-on-Sea
Review: Small compact, modern and convenient for the town ,beach and Tennis Club., by Robert, July 12, 2023, rated 10/10 Excellent

Channels Hotel

A spacious living area with a sofa, coffee table, and a kitchen in the background.

Location: Chelmsford
Review: We had a fabulous experience at Channels Lodge. The location in a peaceful country setting, the room with up-to-date facilities and clean, well appointed and lots of electrical connections. The staff so welcoming. From this time on this will be our destination when we visit relatives nearby., by Heather, May 18, 2019, rated 10/10 Excellent

Camelia Hotel

Location: Southend-on-Sea
Review: The staff are so friendly, made all the difference A great Hotel overlooking the water, by Alan, June 9, 2025, rated 10/10 Excellent

The Sleep-Inn Hare

A bedroom with a large arched mirror, a bed, and a nightstand with a lamp.

Location: Herne Bay
Review: Cute and cosy! Loved our stay so much., by Esraa, September 10, 2021, rated 10/10 Excellent

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 $92 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 Adventure Island, 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?

Luxury Pod-sleeps 2-hot Tub-pets-garden: 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 21 vacation rentals for your stay in Southend-on-Sea.

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

Cultural attractions include Beecroft Art Gallery and Prittlewell Priory, whereas Southend Beach and Thorpe Bay Beach are a couple of picturesque spots to enjoy the outdoors. While here, Adventure Island and Southend-on-Sea City Hall 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.