Photo by Paul Devall

Westcliff-on-Sea Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Westcliff-on-Sea vacation rentals

Private kitchen
Ivy Comfy Stay with Shared Bathroom

Apartment in Southend-on-Sea

Ivy Comfy Stay with Shared Bathroom
2.0 star property
The price is ￥13,958
￥13,958 total
includes taxes & fees
Dec 15 - Dec 16
Ivy Comfy Stay with Shared Bathroom
Chalet | Terrace/patio
The Dairy - Seaside Couples Escape in Whitstable

Cottage in Whitstable

The Dairy - Seaside Couples Escape in Whitstable
3.0 star property
9.2 out of 10, Wonderful, (5)
"Easy check in, clean room, comfortable bed "
United Kingdom
Rachel
The price is ￥8,236
￥14,883 total
includes taxes & fees
Dec 15 - Dec 16
The Dairy - Seaside Couples Escape in Whitstable
Apartment, Private Bathroom, City View | Lounge
Luxurious ONE Bedroom Apartment IN Bond Street

Apartment in Chelmsford

Luxurious ONE Bedroom Apartment IN Bond Street
3.5 star property
10.0 out of 10, Exceptional, (2)
The price is ￥22,916
￥33,750 total
includes taxes & fees
Dec 15 - Dec 16
Luxurious ONE Bedroom Apartment IN Bond Street
1 bedroom, iron/ironing board, rollaway beds, free WiFi
Chelmsford Serviced Apartments

Apartment in Chelmsford

Chelmsford Serviced Apartments
5.0 star property
9.6 out of 10, Exceptional, (52)
"Faultless! Can highly recommend. Lovely bonus to have breakfast and bits and pieces supplied such as coffee etc"
United Kingdom
Lee
The price is ￥24,944
￥29,933 total
includes taxes & fees
Dec 18 - Dec 19
Chelmsford Serviced Apartments
Dining
Charming Smart 1-bedroom apartment close to Sheerness beach/ WiFi and parking

Apartment in Sittingbourne

Charming Smart 1-bedroom apartment close to Sheerness beach/ WiFi and parking
10.0 out of 10, Exceptional, (1)
"Comfortable "
United Kingdom
Chris C.
The price is ￥17,708
￥21,041 total
includes taxes & fees
Dec 15 - Dec 16
Charming Smart 1-bedroom apartment close to Sheerness beach/ WiFi and parking
Dining
Palms Hotel & Retreat By Palette|Sta Double

Apartment in Emerson Park

Palms Hotel & Retreat By Palette|Sta Double
7.0 out of 10, Good, (4)
"Very nice hotel. its very new and an excellent experience. Very friendly staff."
United Kingdom
steven
The price is ￥11,434
￥11,434 total
includes taxes & fees
Dec 15 - Dec 16
Palms Hotel & Retreat By Palette|Sta Double
Smart TV
Quantock Lodge 2

Apartment in Rochester

Quantock Lodge 2
9.0 out of 10, Wonderful, (2)
"Comfortable (if hot!) flat in a good location easily accesible for stations and Rochester. Parking was challenging though!"
United Kingdom
Anonymous traveler
The price is ￥12,500
￥20,000 total
includes taxes & fees
Dec 30 - Dec 31
Quantock Lodge 2
1 bedroom, iron/ironing board, travel crib, free WiFi
Stylish & Chic Studio City Centre Nr High Street by Luxiety Stays

Apartment in Southend-on-Sea

Stylish & Chic Studio City Centre Nr High Street by Luxiety Stays
8.0 out of 10, Very Good, (1)
"Apartment was clean and exactly as stated in the advertisement! Only issue we encountered was the front door being locked and on latch at 2am… However the property manager responded within 10 minutes even at 2am in the morning. Excellent service!"
United Kingdom
Corbin N.
The price is ￥14,583
￥17,916 total
includes taxes & fees
Dec 17 - Dec 18
Stylish & Chic Studio City Centre Nr High Street by Luxiety Stays
Fridge, microwave, oven, stovetop
Bright ensuite Private Room in 2BR Apt – Singles, couples, families allowed

Apartment in Chatham

Bright ensuite Private Room in 2BR Apt – Singles, couples, families allowed
The price is ￥15,000
￥21,333 total
includes taxes & fees
Dec 15 - Dec 16
Bright ensuite Private Room in 2BR Apt – Singles, couples, families allowed
Exterior
1 Bedroom apartment with a 5 minute walk into the town. Enclosed garden.

Apartment in Faversham

1 Bedroom apartment with a 5 minute walk into the town. Enclosed garden.
9.4 out of 10, Exceptional, (3)
"Good acsess to town"
United Kingdom
Sonya
The price is ￥16,666
￥29,582 total
includes taxes & fees
Dec 29 - Dec 30
1 Bedroom apartment with a 5 minute walk into the town. Enclosed garden.
3 bedrooms, iron/ironing board, WiFi, bed sheets
Homely 3-bedroom House close to shops and also close to the town center

Vacation Home in Basildon

Homely 3-bedroom House close to shops and also close to the town center
10.0 out of 10, Exceptional, (1)
"Such a lovely stay! The place felt warm and welcoming, very clean and comfortable. I really enjoyed my time here and would happily come back again. Thank you."
United Kingdom
Marian A.
The price is ￥26,250
￥34,583 total
includes taxes & fees
Dec 15 - Dec 16
Homely 3-bedroom House close to shops and also close to the town center
Apartment | Property grounds
Cosy Escape Heated Luxury pod With hot tub

Vacation Home in Sheerness

Cosy Escape Heated Luxury pod With hot tub
3.0 star property
9.8 out of 10, Exceptional, (7)
"Lovely place to stay ,very private with own garden and hot tub ,well equipped with everything you need ,plenty of room for 2 people ,easy to find ,host was quick to respond with any queries, highly recommend 😊"
United Kingdom
Tracey
The price is ￥28,024
￥33,629 total
includes taxes & fees
Dec 16 - Dec 17
Cosy Escape Heated Luxury pod With hot tub
Exterior
Hogwarts Bed and Continental Breakfast

Cottage in Sheerness

Hogwarts Bed and Continental Breakfast
3.0 star property
9.4 out of 10, Exceptional, (114)
"This was a lovely place to stay! The breakfast was wonderful also."
Canada
Philip Raymond
The price is ￥10,416
￥12,499 total
includes taxes & fees
Dec 15 - Dec 16
Hogwarts Bed and Continental Breakfast
Outdoor dining
Cosy escape heated luxury pod with hot tub

Apartment in Sheerness

Cosy escape heated luxury pod with hot tub
10.0 out of 10, Exceptional, (17)
"Absolutely lovely stay, Heidi was very responsive and helpful and the accommodation had everything we needed during our stay. We stayed for 2 nights and was very relaxing."
United Kingdom
Hayley C.
The price is ￥33,541
￥33,541 total
includes taxes & fees
Dec 15 - Dec 16
Cosy escape heated luxury pod with hot tub
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Modern 2-bedroom apartment in serene Central Sittingbourne with WiFi

Apartment in Sittingbourne

Modern 2-bedroom apartment in serene Central Sittingbourne with WiFi
2.0 star property
The price is ￥34,374
￥39,166 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Modern 2-bedroom apartment in serene Central Sittingbourne with WiFi
Microwave
Modern Studio w/private Kitchen, Bathroom & Garden

Apartment in Basildon

Modern Studio w/private Kitchen, Bathroom & Garden
2.0 star property
The price is ￥15,000
￥25,625 total
includes taxes & fees
Dec 15 - Dec 16
Modern Studio w/private Kitchen, Bathroom & Garden
Reception
Fantastic Large Room with free parking

Apartment in Chatham

Fantastic Large Room with free parking
2.0 star property
8.0 out of 10, Very Good, (1)
"House is good comfortable stay, however parking is difficult and is located in a less desired area."
United Kingdom
Scott
The price is ￥25,173
￥30,208 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Fantastic Large Room with free parking
TV
Thames view - Wheelchair-Friendly Static Caravan

Apartment in Allhallows

Thames view - Wheelchair-Friendly Static Caravan
The price is ￥17,500
￥54,791 total
includes taxes & fees
Dec 16 - Dec 17
Thames view - Wheelchair-Friendly Static Caravan
Fridge, microwave, oven, electric kettle
1 bed self-contained annex, with off-road parking.

Apartment in Sittingbourne

1 bed self-contained annex, with off-road parking.
10.0 out of 10, Exceptional, (1)
"We stayed for a long weekend. Warm and comfortable annex flat. All amenities. Very clean."
United Kingdom
deanna N.
The price is ￥12,916
￥16,249 total
includes taxes & fees
Dec 15 - Dec 16
1 bed self-contained annex, with off-road parking.
TV
Amazing studio room in a beautiful house

Apartment in Stanford-le-Hope

Amazing studio room in a beautiful house
2.0 star property
The price is ￥12,000
￥15,333 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Amazing studio room in a beautiful house
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Westcliff-on-Sea Hotel Reviews

Seven Hotel

Seven Hotel

10/10 Excellent
"Yes"
Mark 1-night trip
Posted 4 days ago
Seven Hotel

Find out more about Westcliff-on-Sea

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

  • View our selection of featured holiday rentals in Westcliff-on-Sea
  • Use the map to find apartments and other holiday homes in the Westcliff-on-Sea neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Westcliff-on-Sea while they last

Look no further and take a look at our great range of rental properties in Westcliff-on-Sea!

Frequently asked questions

Can I find vacation rentals in Westcliff-on-Sea?

Yes, we have vacation rentals close to top local attractions in Westcliff-on-Sea, or you can select a secluded option if you want a relaxing place to stay. Visitors to Westcliff-on-Sea speak positively about the scenic seaside and top-notch restaurants in this destination. Allow plenty of time to check out the theater scene and bars during your visit.

What's the top vacation rental in Westcliff-on-Sea?

Cosy Escape Heated Luxury pod and hot tub: Visitors like this Westcliff-on-Sea vacation home rental. It 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 will I find in Westcliff-on-Sea?

With 10 Expedia vacation rentals, you're sure to find just the right place for your Westcliff-on-Sea stay.

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

Cultural attractions include Cliffs Pavilion and Palace Theatre, whereas Southend Cliff Gardens and Chalkwell Beach are a couple of picturesque spots to enjoy the outdoors. While here, Genting Casino and Roots Hall Stadium are other places worth a visit.

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

Vacation rentals are private properties you can reserve for several days or more in Westcliff-on-Sea. Vacation rentals offer amenities like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great option for families.