Southend-on-Sea Vacation Rentals

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Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Southend-on-Sea Vacation Homes

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

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

9.8 out of 10, Exceptional, (94)
"Beautiful cottage in the heart of whitstable "
Cosy Fisherman’s Cottage, minutes from High Street, Harbour & Beach
Shapelesslodge.com
Exterior detail

Shapelesslodge.com

9.6 out of 10, Exceptional, (35)
"I’ve never been in a property that clean. It’s a touch small, so I wouldn’t stay there for long stretches, but as a weekend getaway it’s perfect. "
Shapelesslodge.com
Lilly Cottage - Fisherman's Cottage Whitstable
Exterior detail

Lilly Cottage - Fisherman's Cottage Whitstable

10.0 out of 10, Exceptional, (37)
"Lovely contemporary and spotless cottage, well equipped and in a great location. Dale the host, was great with recommendations for places to visit and restaurants. Loved it! "
Lilly Cottage - Fisherman's Cottage Whitstable
Fortified Luxury Apartment
Apartment | Living area

Fortified Luxury Apartment

4.0 star property
Fortified Luxury Apartment
St Osyth New Holiday Home
Cabin | Pool

St Osyth New Holiday Home

3.0 star property
St Osyth New Holiday Home
Ultimate Getaway: 6BR Oasis - Pool, Garden, & More
Fridge, microwave, oven, stovetop

Ultimate Getaway: 6BR Oasis - Pool, Garden, & More

4.0 out of 10, (1)
"Looks very good but needs a lot of TLC before it is fit for renting! Lights not working, Hot tub has an electric fault that electricuted me and my friend, locks of the doors don't work"
Ultimate Getaway: 6BR Oasis - Pool, Garden, & More
Stylish 3 bedrooms, three min walk from Whitstable station or high street!
Outdoor dining

Stylish 3 bedrooms, three min walk from Whitstable station or high street!

9.0 out of 10, Wonderful, (2)
"Spacious property in great location to explore Whitstable."
The price is CA $335
CA $384 total
includes taxes & fees
Aug 25 - Aug 26
Stylish 3 bedrooms, three min walk from Whitstable station or high street!
A lovely spacious 2 bedroom house suitable for up to 5 people. Own driveway.
Fridge, microwave, oven, stovetop

A lovely spacious 2 bedroom house suitable for up to 5 people. Own driveway.

10.0 out of 10, Exceptional, (59)
"A very comfortable well presented house. Very accessible for the beach and the shops. A lovely garden area and well stocked kitchen facilities. We enjoyed our stay and would highly recommend. "
A lovely spacious 2 bedroom house suitable for up to 5 people. Own driveway.
A Modern One-bedroom Detached Bungalow, With its own Private Entrance and Garden
Interior

A Modern One-bedroom Detached Bungalow, With its own Private Entrance and Garden

A Modern One-bedroom Detached Bungalow, With its own Private Entrance and Garden
Bay Cottage in Whitstable's Conservation Area - 5 mins walk from shops & beach
Outdoor dining

Bay Cottage in Whitstable's Conservation Area - 5 mins walk from shops & beach

10.0 out of 10, Exceptional, (46)
"This was the perfect place for a long weekend break with the family. We would definitely stay again."
Bay Cottage in Whitstable's Conservation Area - 5 mins walk from shops & beach
Westmeads wings. 5 minutes walk to the harbour and close to town and beach
Private kitchen

Westmeads wings. 5 minutes walk to the harbour and close to town and beach

10.0 out of 10, Exceptional, (1)
"Great well thought out property, lots of socialising space. Close to local amenities. Finding a parking space during the day was difficult, but easier during the early morning and evening. "
Westmeads wings. 5 minutes walk to the harbour and close to town and beach
Seaside Escape – 4 Mins to the Beach, Cosy for Families & Big Groups!
Interior

Seaside Escape – 4 Mins to the Beach, Cosy for Families & Big Groups!

8.0 out of 10, Very good, (1)
"It provided Just what it said on the tin!"
The price is CA $431
CA $564 total
includes taxes & fees
Aug 19 - Aug 20
Seaside Escape – 4 Mins to the Beach, Cosy for Families & Big Groups!
4 Bed Bungalow with hot tub , parking for 4 cars, large garden. Dog friendly.
Interior

4 Bed Bungalow with hot tub , parking for 4 cars, large garden. Dog friendly.

4 Bed Bungalow with hot tub , parking for 4 cars, large garden. Dog friendly.
Charming House with Hot Tub / sleeps 5
TV

Charming House with Hot Tub / sleeps 5

7.0 out of 10, Good, (2)
"House was clean, tidy & as described.During our stay the heating decided it didn't want to work and the bathroom light went out in support. Response was quick and hassle free. The bathroom light was fixed promptly and whilst the heating issue didn't get resolved immediately as it was complicated, convection heaters were supplied as a temporary fix. We'd stay again. "
Charming House with Hot Tub / sleeps 5
3 Bedroom House, 2 Free Parking Spaces, Free WiFi, Close to University and Town!
Fridge, microwave, oven, stovetop

3 Bedroom House, 2 Free Parking Spaces, Free WiFi, Close to University and Town!

3 Bedroom House, 2 Free Parking Spaces, Free WiFi, Close to University and Town!
Modern Chatham home with garden retreat
Property grounds

Modern Chatham home with garden retreat

Modern Chatham home with garden retreat
2br-sleeps6-fireplace-parking-patio-seaside
Cabin | Private kitchen

2br-sleeps6-fireplace-parking-patio-seaside

3.0 star property
8.0 out of 10, Very good, (3)
"Very nice property. Communication with the owner was easy. Would definitely recommend!"
2br-sleeps6-fireplace-parking-patio-seaside
Cosy Escape Heated Luxury pod and hot tub
Cabin | Balcony

Cosy Escape Heated Luxury pod and hot tub

3.0 star property
10.0 out of 10, Exceptional, (5)
Cosy Escape Heated Luxury pod and hot tub
3 Bedroom House With Free Parking
Interior

3 Bedroom House With Free Parking

The price is CA $281
CA $453 total
includes taxes & fees
Aug 19 - Aug 20
3 Bedroom House With Free Parking
Cosy 3 Bedroom House in Rochester, close to the must see sights in Rochester
Private kitchen

Cosy 3 Bedroom House in Rochester, close to the must see sights in Rochester

The price is CA $524
CA $798 total
includes taxes & fees
Aug 19 - Aug 20
Cosy 3 Bedroom House in Rochester, close to the must see sights in Rochester
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

Park Inn by Radisson Palace Southend-on-Sea

Park Inn by Radisson Palace Southend-on-Sea

10/10 Excellent
"I love Monbijou, Berlin is my 2nd home… this hotel is superb, close to where I meet people in Hackescher Markt.. for tourists it’s a must, close to Spree & all sites ❤️🇩🇪"
Stuart 1-night trip
Posted 20 hours ago
Park Inn by Radisson Palace Southend-on-Sea