Rent The Cottages - Vacation Rentals in Chalkwell Beach

Cosy Stylish house near Southend - Pass the Keys in Southend-on-Sea From US $174
         

Pass the Keys Stunning house in Leigh in Southend-on-Sea From US $310
         

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10.0 (4 Reviews)
House
  • Parking
  • View
  • Accessibility
The Beaches Guest House in Southend-on-Sea From US $184
         

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9.8 (340 Reviews)
House
  • Parking
  • Pool
  • Balcony/Terrace
Elegant Home in the Heart of Westcliff-on-Sea, in Southend-on-Sea From US $111
         

10.0 (4 Reviews)
House
  • View
  • Ocean View
  • Balcony/Terrace
Salvation View 2 Bed Apartment in Benfleet From US $153
         

8.0 (1 Review)
Apartment
  • Parking
  • Pet Friendly
  • Designated Smoking Area
Elegant, Victorian End of Terrace Town House in Southend-on-Sea From US $282
         

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10.0 (1 Review)
House
  • Parking
  • Balcony/Terrace
  • Security/Safety
Ivy Comfy Stay with Shared Bathroom in Southend-on-Sea From US $84
         

10.0 (1 Review)
House
  • TV
  • Security/Safety
  • Bedding/Linens
Estuary Views Penthouse 🖤 Beachfront with Parking in Southend-on-Sea From US $237
         

Ocean Breeze. Cosy beachside retreat. in SOUTHEND-ON-SEA From US $307
         

9.2 (5 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • Designated Smoking Area
Cosy Flat in Leigh | Sea View - Pass the Keys in Southend-on-Sea From US $234
         

9.0 (2 Reviews)
Apartment
  • Parking
  • TV
  • Balcony/Terrace
Hill Grove 2 Bedroom Apartment in Leigh-on-Sea From US $158
         

8.0 (2 Reviews)
House
  • Parking
  • TV
  • Balcony/Terrace
Modern & Cosy Studio City Centre Near Shops + Beach in Southend-on-Sea From US $150
         

8.0 (1 Review)
Apartment
  • TV
  • Security/Safety
  • Bedding/Linens
The Regency | Modern Seafront 1BR APR in Southend! in Southend on sea From US $268
         

2.0 (1 Review)
Apartment
  • TV
  • Security/Safety
  • Bedding/Linens
Pro Tip: Rentthecottages makes it easy to compare the best listings on Rentthecottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Rentthecottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Chalkwell Beach.

Weather in Chalkwell Beach

View the weather forecast for Chalkwell Beach before booking your Chalkwell Beach Vacation Rentals to confirm your best time to go.

December - February
High 43°F       Low 32°F
March - May
High 61°F       Low 36°F
June - August
High 63°F       Low 48°F
September - November
High 58°F       Low 35°F

Chalkwell Beach Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Chalkwell Beach?
How many vacation rentals are available in Chalkwell Beach?

Currently, the total number of properties listed in 2026 is over 504 in the Chalkwell Beach area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Chalkwell Beach.