Smoking friendly holiday rentals in Southend-on-Sea

Your next family & friends country getaway

Feel refreshed & re- energised when you stay in this rustic gem, with a shop, cafe, summer bar and weekly events on site you won’t be short of things to do. And don’t forget the peacocks that’ll be roaming around… don’t worry they’re not scary! With the 4 bedrooms on the ground floor, two of which have French doors out to a patio, and the open plan entertaining space upstairs you’ll have plenty of bright light flooding in and access to the large deck with stunning sea views. Great for groups!

Stylish & Spacious 2-Bed Home in chafford hundred

A stylish retreat where modern comfort meets everyday convenience. Thoughtfully designed to help you feel at home from the moment you arrive, this two-bedroom property offers inviting spaces to relax, work, and spend time together. Located just moments from popular shopping destinations, local dining, and excellent transport connections, it’s perfectly suited to both short breaks and longer stays. Settle in, make yourself comfortable, and enjoy a stay designed around ease,comfort,convenience.

Free Parking | Modern & Spacious | Sleeps 9!

This beautifully presented 4-bedroom, 3-bathroom home in Hornchurch comfortably sleeps up to 8 guests, offering generous space and comfort for families, groups, or contractors 🏡✨ Set in a peaceful residential neighbourhood, you’ll enjoy the perfect balance of calm and convenience — with local shops, cafés, parks, and restaurants close by ☕🌳🍽️. The spacious layout, multiple bathrooms, and well-equipped living areas make this home especially comfortable for longer stays or relaxed getaways.

Contractor & Long-Stay| King Bed | Parking | Sauna

This bright, private 1-bedroom cabin is ideal for contractors and longer stays in the Grays area. Located at the rear of the main property with its own private entrance, the cabin is completely self-contained and separate from the house. You’ll have your own peaceful space. `Wi-Fi Sofa bed in the living area Free parking Washer-dryer inside the cabin Easy access to A13/M25 Quiet residential location For guests who want to unwind, a private sauna is available at an additional charge.

Leigh Penthouse (entire unit)

Enjoy stylish accommodation is in the heart of leigh on sea. Near the cafes and restaurants, coffee shops. This is a short walk to leigh old town, where you find the fishing boats and quaint pubs. The Apartment is in Walking distance to leigh on sea train station, and only one hour to London Fenchurch street and ten minutes from London southend airport. The top floor apartment is accessed via stairs from the ground floor, and there is no lift. #experience this centrally-located place.

3 Bedroom House with Parking (dog friendly)

Good size 2 storey modern 3 bedroom home in Chelmsford. Only 15 minute walk to mainline train into london and 5 minutes from Broomfield Hospital. Bus stop and local shops 300 yards away. Feel at home with the large kitchen diner that leads onto the large decking area with BBQ. Chill out in the evening with a glass of wine in the snug room and watch all sky channels, including sky movies, sky sports, and netflix. 2 large double rooms and a single room available to sleep 6 people.

Cosy home in Witham

Your family /group will be close to everything when you stay at this centrally-located place. Morrisons 5 min walk Witham train station 8 min walk with direct trains to London Liverpool Street and Stratford 40 min. Late checkout £75 applies if not requested prior to booking . Please leave any towels in the bath tub Recycling of food must be in the small green caddy by the front door. Green recycling bags are in the kitchen. Please ensure all windows are closed on departure.

Modern 4 Bed | Contractor Stays I Secure Parking

Perfect for contractors, families, and professionals, this spacious 4-bed house in Chelmsford offers fast Wi-Fi, free secure parking, and self check-in. Enjoy a fully equipped kitchen and flexible bedroom setup in a central location within touching distance of Chelmsford Town, Hyland's Park, and the A12. Our comfortable, convenient, modern home is designed for longer stays, with optional weekly cleaning available - your home away from home.

Pebble Cottage - near Whitstable beach

Pebble Cottage is centrally located just off the bustling High Street of Whitstable, with its independent shops, pubs and cafes. The beach is a short stroll away. The cottage is situated on a quiet turn-off and sleeps up to four guests. there are two bathrooms, one en suite. A fully equipped kitchen provides everything you should need for a relaxing break. The patio garden is a sun trap and well-behaved dogs are very welcome.

Modern cosy home + free parking driveway + garden

✈️ Minutes from London Southend Airport, perfect for stress-free travel and early flights. This spacious home sleeps up to 6 with a super king bed, queen bed, and large sofa bed (ideal for 1–3 guests). Enjoy a bright open-plan living space, conservatory, private garden, and free parking. Ideal for families, groups, or airport stopovers. Feel free to enquire about parking whilst you are away :) big driveway available.

MAYLANDS FARMHOUSE – "Where Memories are Made..."

Maylands Farmhouse is a beautiful, converted Farmhouse - which has been lovingly restored. It is a perfect getaway for you and your guests. The Farmhouse sits within a 103-arce estate and has its own stunning, spacious garden. Maylands is the perfect location for a you and yours guests to relax and enjoy time together. We would love to welcome you to Maylands Farmhouse – “Where memories are made!”

10% Off |7 Nights |Family lSleep 9 |Parking |WiFi

A spacious 5-bedroom home just minutes from Westcliff Beach, perfect for families or groups. Enjoy a fully equipped kitchen, large garden, games room, and cosy lounge. With shops, transport links, and the seafront on your doorstep, it’s the ideal base for exploring Southend-on-Sea. Sleeps up to 9 guests with free parking, fresh linens, and everything you need for a comfortable stay.