
Family-friendly holiday rentals in Westcliff-on-Sea
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Westcliff-on-Sea

Total holiday rentals
Explore 70 holiday rentals in Westcliff-on-Sea

Nightly prices starting at
Westcliff-on-Sea holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 1,920 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
60 of Westcliff-on-Sea holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Westcliff-on-Sea rentals

4.7 Average rating
Westcliff-on-Sea stays receive an average rating of 4.7 out of 5 from guests
Top-rated family-friendly rentals in Westcliff-on-Sea
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Mediterranean inspired home/garden opposite beach
Indulge in seaside bliss at our Mediterranean-styled retreat, moments away from the beach. Ideal for couples and families, this pet-friendly haven is local to Southchurch Park and trendy eateries like Cameilla Hotel and Ocean Beach. Also, a short 10-minute walk brings you to the mile long Southend Pier, offering many local amusements. Complete with FREE roadside parking and freshly redecorated interiors; this charming sanctuary offers a unique getaway, our beautiful garden is perfect to chill.
FamilyIndoor spacesTV
4.92 out of 5 average rating, 143 reviews
Stunning sea views. Local for beach & eateries
Situated in Leigh on Sea, a stunning 2 bedroom maisonette a stones throw from the beach. You have clear sea views from both bedrooms, kitchen and sitting room There is a private balcony leading from both bedrooms and also from the sitting/dinning room. All balconies have seating to allow you to relax and read a book or have your morning cuppa. Whichever way you walk you will find tasty restaurants and cute coffee bars within minutes. Available on the beach-sup lessons, photography & yoga.
Indoor spacesFamilyLayout
4.87 out of 5 average rating, 103 reviews
Canewdon home with a view.
Our detached lodge is set in the grounds of our gated property overlooking the hot tub and stable yard. It has 2 bedrooms and a large lounge with 2 sets of French doors to take in the views. TV,dining table and 4 chairs and comfy sofa. Fully equipped kitchen with cooker, microwave and toaster. Gas central heating and heated towel rail in bathroom. Private parking outside lodge and free airport parking for those flying from Southend airport. Cot and high chair available. DVD players and dvds
KitchenFamilyPool
4.95 out of 5 average rating, 444 reviews
Amazing house with sea views in Leigh-on-Sea
Amazing character 3 storey house dating from 1860’s with sea views, modernised and expanded in 2009 to provide 3 king size luxury bedrooms, (2 with en-suite) 1 large dressing room, 1 large family bathroom with bath, sink, large walk on shower and double sinks and large open plan ground floor set over two levels with large luxury sitting room, stepping down to open plan dining area, kitchen with central island unit and rear seating area with bi-fold doors opening onto a luxury garden area.
KitchenIndoor spacesLaundry
4.99 out of 5 average rating, 141 reviews
Estuary Views Penthouse with Private Parking
A Beachfront Coastal Retreat with private driveway parking & situated in the sort after area Thorpe Bay. Boasting unspoilt Panoramic Sea Views. Central to Blue Flag Beaches, 2 mins from award winning restaurants, superb location for coastal walks, watching the seabirds & a short walk to the longest Pier in the world. Re-Designed with Bi-Folding Glass doors, bringing the Outside Inside. Intricately Designed embracing tiny details that define our property for a Luxury & cosy stay.
KitchenIndoor spacesTV
4.99 out of 5 average rating, 441 reviews
Spacious homely seaside maisonette with balcony
This charming two-floor flat offers comfort and convenience. You’re ideally located minutes from the Cliffs Pavilion, cliff gardens, and seafront. The station is a 4-minute walk for quick links to London. Leigh on sea with its vibrant cafes and boutique shops is 2 stops away and the airport is a 10-minute drive. Enjoy the games room including table football, darts, and a PS4. With nearby restaurants, shops, and Adventure Island, there is something for everyone.
FamilyIndoor spacesBreakfast
4.87 out of 5 average rating, 163 reviews
Bright modernised cottage with Estuary views
A fisherman's cottage set in a tucked away corner of Old Leigh with its many pubs and restaurants, just a short walk up the hill to the Broadway with its bustle of shops and coffee bars. Double bedroom, shower room, fully equipped kitchen with oven, hob, Smeg fridge, dishwasher and washing machine. Comfortable lounge, couch and 42" smart TV. A large patio with table and benches, steps leading to lawn. Estuary view from shower room, kitchen and sitting room.
KitchenIndoor spacesSleep quality
4.92 out of 5 average rating, 101 reviews
Quaint 2 Bed Bungalow 1 Mile from the Seafront
Book my entire home to stay in when I’m away in London or Spain. The bungalow is located 1.1 miles from the seafront, Southend High Street and The Cliffs theatre, in a quiet road with a corner shop a few steps away. 2 Bedrooms (1 double bed, 1 small double bed) sleeps 4. Nicely decorated so very comfortable, a home away from home. All mod cons, Wi-Fi, Sky TV, Netflix, computer desk set up etc. Parking for two medium sized cars on the front drive x
Indoor spacesFamilyCheckout
4.96 out of 5 average rating, 112 reviews
Cozy brand new serviced apartment
A beautifully designed one bedroom apartment, recently refurbished to a high standard. Dream Yard is situated in the heart of the vibrant Hamlet Court Road with immediate access to cafes, restaurants and shops. Less than five minutes to the Westcliff train station and less than 10 min to the beach. The flat is self catered comprising bedroom, shower, kitchen and living room with access to the Chéri’s Cafe. Guests enjoy 10% discount on food.
KitchenIndoor spacesWifi
4.88 out of 5 average rating, 101 reviews
Peep o’ the Sea - Seaside Apartment
Relax in this beautiful newly furnished seaside apartment. Brand new bathroom with large shower cubicle. Brand new kitchen for those who wish to cook. Less than a 30 second walk to the beach (popular with paddle boarders as well as sunbathers). In the opposite direction, less than a minute’s walk to beautiful Southchurch Park (gardens, lake, cafe, playground). Great selection of cafes and restaurants nearby as well as a local newsagents.
KitchenIndoor spacesLayout
4.86 out of 5 average rating, 174 reviews
Lovely studio for two in central Leigh on Sea
This is a very calm space decorated in F&B elephants breath paint with contrasting furnishings. A double bed + a sofa bed + travel cot. Cooking facilities, dining table table & 2 chairs. A microwave is situated in the utility room on the landing outside the studio door. Very nice shower room It’s ideal as a compact living space to use when visiting relatives or just on a break in lovely Leigh on Sea. No outside space is available.
KitchenFamilyAccess
4.97 out of 5 average rating, 209 reviews
Spacious House by the sea
A beautiful spacious home 2 large bedrooms New bathroom Spacious lounge T/v Room Separate dinning area Small Garden & Patio area Step outside and you are a few steps away from the beach and lovely Southchurch Park ( Lake , pretty garden , cafe , live music in the summer months ) Close to many great Restaurants & Cafes A Free Car Park is available directly opposite the house .
Indoor spacesKitchenAmenities
4.92 out of 5 average rating, 182 reviewsPopular amenities for Westcliff-on-Sea family-friendly rentals
Family-friendly home rentals with a hot tub

Adorable 4 bedroom annex with hot tub
FamilyIndoor spacesValue
4.97 out of 5 average rating, 468 reviews
Hideaway 1 -Romantic Cabin - wood-fired hot tub
FamilyKitchenCheck-in
4.92 out of 5 average rating, 213 reviews
OutbackShack HottubSaunaCinema Pooltable adventure
Indoor spacesKitchenAmenities
4.91 out of 5 average rating, 237 reviews
St George’s Cosy Cabin with Jacuzzi Hot Tub
FamilyIndoor spacesGetting around
4.92 out of 5 average rating, 379 reviews
Modern equipped apartment - Private garden/hot tub
KitchenIndoor spacesLong stay
4.91 out of 5 average rating, 351 reviews
Garden flat/Hottub/newly remdld/pets ok/2-3 bdrm
FamilyIndoor spacesNearby
5.0 out of 5 average rating, 12 reviews
Stylish 4 bed retreat with Hot Tub near London.
Indoor spacesFamilyValue
4.95 out of 5 average rating, 64 reviews
Four Bed Luxury Converted Barn with Gym & Spa (G)
FamilyIndoor spacesComfort
4.94 out of 5 average rating, 54 reviewsFamily- and pet-friendly home rentals

Old Leigh Cottage
Indoor spacesFamilyNearby
4.85 out of 5 average rating, 175 reviews
Light and Airy. En-suite with own private access.
FamilyKitchenDecor
4.89 out of 5 average rating, 267 reviews
Unique barn conversion with beautiful marsh views
FamilyIndoor spacesCheckout
4.94 out of 5 average rating, 220 reviews
Ascot – West Street
Indoor spacesFamilyBiking
4.92 out of 5 average rating, 275 reviews
Wood cutter cottage
KitchenFamilyParking
4.95 out of 5 average rating, 131 reviews
Spacious & Stylish 2 Storey, 3 Bed Apartment
KitchenIndoor spacesAccuracy
4.85 out of 5 average rating, 250 reviews
Entire Studio with private parking and balcony
KitchenFamilyCheckout
4.75 out of 5 average rating, 102 reviews
The Stables
Indoor spacesKitchenNearby
4.96 out of 5 average rating, 78 reviewsFamily-friendly home rentals with a pool

8 bedroom Countryside Farmhouse
FamilyKitchenComfort
4.95 out of 5 average rating, 40 reviews
Haven Holiday Park, Kent Coast
Indoor spacesFamilyCheck-in
4.71 out of 5 average rating, 24 reviews
Hillside Holiday Home
Indoor spacesFamilyComfort
4.92 out of 5 average rating, 26 reviews
Kent Coast 2 Bedroom Holiday Home Haven
KitchenFamilyPool
4.93 out of 5 average rating, 15 reviews
Seaview Clifftop Caravan
Indoor spacesFamilyAmenities
5.0 out of 5 average rating, 18 reviews
6 Berth - 2 Bedroom 2023edition Caravan at Haven
FamilyIndoor spacesComfort
4.97 out of 5 average rating, 74 reviews
Sunset View at Haven Kent Coast
FamilyKitchenBeach
4.89 out of 5 average rating, 18 reviews
Thameside 6 Sleeper
FamilyIndoor spacesComfort
4.89 out of 5 average rating, 9 reviewsWhen is the best time to visit Westcliff-on-Sea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $242 SGD | $227 SGD | $218 SGD | $237 SGD | $254 SGD | $246 SGD | $236 SGD | $249 SGD | $242 SGD | $232 SGD | $221 SGD | $255 SGD |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 16°C | 18°C | 18°C | 15°C | 12°C | 8°C | 6°C |
Destinations to explore
- Rentals with beach access Westcliff-on-Sea
- Pet-friendly rentals Westcliff-on-Sea
- Flat rentals Westcliff-on-Sea
- Apartment rentals Westcliff-on-Sea
- Boutique hotels Westcliff-on-Sea
- Serviced apartment rentals Westcliff-on-Sea
- Waterfront rentals Westcliff-on-Sea
- Rentals with breakfast Westcliff-on-Sea
- Beachfront rentals Westcliff-on-Sea
- House rentals Westcliff-on-Sea
- Family-friendly rentals Southend-on-Sea
- Family-friendly rentals England
- Family-friendly rentals United Kingdom
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- ExCeL London
- The O2
- Tower Bridge
- Clapham Common
- Emirates Stadium
- Victoria Park
- Tottenham Hotspur Stadium
- Big Ben
- Buckingham Palace
- Alexandra Palace
- London Eye
- British Museum
- Barbican Centre
- London Stadium
- Regent's Park
- Primrose Hill
- Canary Wharf





