
Family-friendly holiday rentals in Southend-on-Sea
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Top-rated family-friendly rentals in Southend-on-Sea
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Quiet & Cosy Annex, Garden Outlook
Clean & bright 'Ground Floor Annex'; double room & separate en-suite area, 'The Annex' has a lovely garden outlook & its own entrance. Guests have the privacy of 'The Annex' (Adjoined - Guest Suite) with its own entrance to come-&-go as and when they please. A short distance to Southend Airport & Railway links to London. Explore the area - Southend Seafront, Pier & Town; Garons Festivals & Sports; Southends Events & Theatres . Early 'Check in' on request for Events, Weddings etc Relax & Enjoy !

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

Cosy 1 bed countryside cottage, tranquil location
Very spacious 1 bed en-suite cottage with off road parking and a small courtyard area. Formerly an Annex to the main house it is ideally situated for walking/hiking with easy access to the RSPB marshes of Cliffe. Beautiful views of the Kent countryside leading to Cooling Castle Barn, St Helens Church, Cliffe and St James church which inspired Charles Dickens to write Great Expectations where the hero Pip met Magwitch the convict. Easy car access to Historic Rochester Castle and Cathedral.

Light and Airy. En-suite with own private access.
Quiet open plan living space, one double bed. Separate shower room. Internet and SkyTV. Walking distance or 5 mins by car from train station into London via Southend Central station, bus route into town. 20 mins to Airport by car. Interesting country walks along Essex creeks and shore. Good food outlets and supermarket 3 mins away. Mini kitchen. Sitting area in garden. Well controlled pet welcome. Ideal for business trips and quiet getaways. Unrestricted free parking in the street.

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.

The secret hideaway (SS6)
Check-in is from 4pm. Check-out is by 10.00am. Early check in available for supplement as is check out. The Secret Hideaway is a self contained living space. Make use of the cooker to prepare a meal or relax watching your latest TV series. The bathroom is fully equipped with a power shower and is stylishly decorated with light grey tiles and white brickettes. Enjoy the comfort of a double bedroom equipped with bedside stylish cabinets and a clothes rail. Close to the A127.

Spacious g/f one bedroom annexe - Leigh on Sea
This spacious ground floor one bedroom annexe is situated in the charming town of Leigh-on-Sea. The annexe is joined to the main building by a locked acoustic door. A two minute walk to Bonchurch Park and a short walk to Belfairs Nature Reserve. Plenty of local shops within a 5-15 minute walk and a 20-30 minute walk to Leigh broadway, Old Leigh/beach and Leigh station. EV charger available. A small south-facing patio available for guest use. Off-road parking space.

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.

Thorpe bay beach deluxe apartment
Seashells is a beautiful seafront apartment with amazing views over the Estuary. Sit back and watch the ships sail past or cross the road and you are on the beach. We are a short stroll from the main strip on Southend seafront but far enough away to avoid the crowds. There are plenty of bars and restaurants within walking distance. The 1 bedroom apartment has a king size bed, south facing balcony, full kitchen, modern shower room, 50" tv and free wifi.

Quiet and cosy self-contained garden lodge.
The Hutch is in Leigh-on-Sea, close to parks, Southend Airport (3.9miles), shops (0.5miles for Leigh-on-Sea & 3.9miles for Southend High Street), the Estuary (1.5miles), Cliffs Pavilion (2.3miles) and the hospital (1.5miles). You’ll love my place because of the location, it's privacy as it's a self-contained lodge with its own access, and courtyard as well as off street parking My place is good for couples, solo adventurers, and business travelers.

Outback shack/hot tub/cinema romantic retreat
A cosy wooden cabin with real character, offering a snug built-in bed and an extra sleeping level, an inviting lounge and a warm rustic vibe throughout. Step onto the spacious deck with outdoor seating and a seasonal pool table — perfect day or night. Tucked away for privacy yet close to the A13, A127 and A12, with easy access to Leigh-on-Sea, Old Leigh and Southend. A peaceful, quirky retreat ideal for couples, solo travellers or small families.

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.
Popular amenities for Southend-on-Sea family-friendly rentals
Family-friendly home rentals with a hot tub

Adorable secluded lodge with wood fired hot tub

Romantic Hideaway & Hot tub in Kent Countryside.

St George’s Cosy Cabin with Jacuzzi Hot Tub

Little Yurt Retreat; Tiny Home, Snug, City Centre!

Hideaway 2 - Rural cabin with Hot tub

Lola’s Luxury Holiday Lodge - beautiful sea views

Adorable 4 bedroom annex with hot tub

Beach side studio House with Panoramic Sea View
Family- and pet-friendly home rentals

Boutique countryside cabin

The Slopes, Whitstable

Beach Retreat. A relaxing stay with a sea views.

Unique barn conversion with beautiful marsh views

Petite Gite in an idyllic cottage garden.

Self-contained 1 bed annexe in semi-rural location

Riverside Bungalow.

Blossom Barn
Family-friendly home rentals with a pool

Seaview Park Luxury Holiday Home, Whitstable.

Homely 3 bedroomed caravan on Mersea Island, Essex

Hilltop views - The Bailey Suite

Stunning static caravan in the heart of Essex

Alpaca Lodge

Cosy shepherd’s hut in beautiful Kent countryside

Holiday Home. Mersea Island

Casa caravan
When is the best time to visit Southend-on-Sea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $266 NZD | $273 NZD | $294 NZD | $303 NZD | $321 NZD | $324 NZD | $335 NZD | $358 NZD | $337 NZD | $301 NZD | $285 NZD | $321 NZD |
| 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 |
Quick stats about holiday rentals that are family-friendly in Southend-on-Sea

Total holiday rentals
Explore 170 holiday rentals in Southend-on-Sea

Nightly prices starting at
Southend-on-Sea holiday rentals start at $53 NZD per night before taxes and fees

Verified guest reviews
Over 5,400 verified reviews to help you choose

Pet-friendly accommodation
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wi-Fi availability
170 of Southend-on-Sea holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Southend-on-Sea rentals

4.7 Average rating
Southend-on-Sea stays receive an average rating of 4.7 out of 5 from guests
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- Family-friendly rentals England
- Family-friendly rentals United Kingdom
- Tower Bridge
- British Museum
- Westminster Abbey
- Covent Garden
- Big Ben
- Buckingham Palace
- London Bridge
- Trafalgar Square
- The O2
- Hampstead Heath
- Wembley Stadium
- St. Paul's Cathedral
- St Pancras International
- Emirates Stadium
- ExCeL London
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- London Stadium
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- Clapham Common
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- Queen Elizabeth Olympic Park, London
- Kew Gardens
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