Southend-on-Sea Vacation Rentals

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Our top choices for Southend-on-Sea vacation rentals

Cottage in Southend-on-Sea

493 Little Wakering Road
3.5 star property
The price is CA $528
CA $634 total
includes taxes & fees
Mar 1 - Mar 2
493 Little Wakering Road

Cottage in Sittingbourne

Green Cottages
3.0 star property
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful cottage in a fantastic, friendly village. It had everything we needed and was located close enough to the places we wanted to visit. Good local walks and a really nice pub over the road. We wouldn't hesitate to stay here again if we are in the area."
United Kingdom
Matthew
The price is CA $462
CA $554 total
includes taxes & fees
Mar 1 - Mar 2
Green Cottages

Cottage in Herne Bay

Coast Guard House
3.5 star property
The price is CA $2,418
CA $2,901 total
includes taxes & fees
Feb 28 - Mar 1
Coast Guard House

Aparthotel in Colchester

Birds Farm
3.0 star property
9.2 out of 10, Wonderful, (10 reviews)
"Fabulous find, great communication from owner, arrived late and excellent direction to rental was given. On entering the property was very impressed, what a bargain for such a lovely property. Would definitely recommend Birds Farm if your visiting Colchester or surrounding areas."
United Kingdom
Lorraine
The price is CA $246
CA $296 total
includes taxes & fees
Mar 3 - Mar 4
Birds Farm

Apartment in Brentwood Town Centre

Charming 2-bed Apartment in Brentwood Free Parking
3.0 star property
The price is CA $197
CA $347 total
includes taxes & fees
Feb 27 - Feb 28
Charming 2-bed Apartment in Brentwood Free Parking

Apartment in Chelmsford

Chelmsford Serviced Apartments
5.0 star property
9.6 out of 10, Exceptional, (54 reviews)
"Nothing negative to say - location & cleanliness all superb. Code system for doors worked well & parking useful "
United Kingdom
stephen
The price is CA $219
CA $263 total
includes taxes & fees
Mar 8 - Mar 9
Chelmsford Serviced Apartments
2.0 star property
The price is CA $241
CA $450 total
includes taxes & fees
Mar 9 - Mar 10
Charming 4-bedroom House Rental in Basildon, UK
2.0 star property
8.0 out of 10, Very good, (1 review)
"House is good comfortable stay, however parking is difficult and is located in a less desired area."
United Kingdom
Scott
The price is CA $223
CA $268 total
includes taxes & fees
Feb 26 - Feb 27
Fantastic Large Room with free parking

Hogwarts Bed and Continental Breakfast

Hogwarts Bed and Continental Breakfast
3.0 star property
9.4 out of 10, Exceptional, (118 reviews)
"The room was lovely. The people so friendly couldnt do enough for you absolutely amazing cant wait to go back there "
United Kingdom
Angela
The price is CA $102
CA $122 total
includes taxes & fees
Feb 26 - Feb 27
Hogwarts Bed and Continental Breakfast

Cottage in Herne Bay

Swallow Cottage
3.5 star property
The price is CA $579
CA $695 total
includes taxes & fees
Feb 28 - Mar 1
Swallow Cottage

Vacation Home in Aveley

Home Like Yours In Grays, Essex
2.0 star property
The price is CA $308
CA $430 total
includes taxes & fees
Mar 11 - Mar 12
Home Like Yours In Grays, Essex

Cottage in Frinton-on-Sea

Frinton Escapes - The Cottage
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"The cottage was beautiful, well equipped, comfy, cosy, well situated and an absolute gem! Go no further than Frinton Escapes! My first time and the cottage was ideal. Close to ALL amenities in a close, so quiet but everything on its doorstep. Great history behind it too. If you do t go, you will be the loser! "
United Kingdom
IsobelJane
The price is CA $323
CA $388 total
includes taxes & fees
Feb 26 - Feb 27
Frinton Escapes - The Cottage

Cottage in Sittingbourne

Westgate Cottage
3.0 star property
The price is CA $606
CA $606 total
includes taxes & fees
Feb 28 - Mar 1
Westgate Cottage

Apartment in Frinton-on-Sea

Frinton Escapes
3.5 star property
10.0 out of 10, Exceptional, (16 reviews)
"Great place to stay definitely recommend "
United Kingdom
Michele
The price is CA $200
CA $240 total
includes taxes & fees
Feb 26 - Feb 27
Frinton Escapes
3.0 star property
The price is CA $268
CA $322 total
includes taxes & fees
Feb 26 - Feb 27
A and C Coastal Hideaway Private Decking

Cottage in Whitstable

Mabel
3.0 star property
The price is CA $591
CA $710 total
includes taxes & fees
Feb 28 - Mar 1
Mabel

Apartment in Aylesford

The Lower Bell
3.0 star property
7.8 out of 10, Good, (150 reviews)
"Easy check in, comfy bed, great shower"
United Kingdom
Michael
The price is CA $108
CA $129 total
includes taxes & fees
Feb 26 - Feb 27
The Lower Bell

Cottage in Clacton-on-Sea

The Farmhouse
3.0 star property
The price is CA $1,012
CA $1,214 total
includes taxes & fees
Feb 28 - Mar 1
The Farmhouse

Cottage in Herne Bay

Barons Mews
3.0 star property
The price is CA $1,254
CA $1,504 total
includes taxes & fees
Mar 2 - Mar 3
Barons Mews

Cottage in Colchester

256 London Road
3.0 star property
The price is CA $862
CA $1,035 total
includes taxes & fees
Mar 14 - Mar 15
256 London Road
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Southend-on-Sea. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 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 20 vacation rentals for your stay in Southend-on-Sea.

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

Cultural attractions include Prittlewell Priory 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, Adventure Island and Shoebury East Beach 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.