Fitness-friendly holiday rentals in Southend-on-Sea

Home from Home

Kick back relax in this cosy, stylish modern Riverside apartment that's well equipped to make your stay as comfortable as home. This one bedroom flat has a newly fitted kitchen and bathroom, tastefully decorated throughout with a king size bed and a private balcony to enjoy a view accross to River Medway. With close amenities walkable distance like Asda supermarket just 2 mins away. The train station linking you to London in 45 mins just 5min drive away. Universities and Hospital also nearby.

Panoramic Beach Retreat in Arts & Crafts House

Built at the turn of last century, The Beacon House is an idyllic seaside retreat with wrap-around decks, historic veranda, extensive grounds and uninterrupted sea views. The location is ideal for relaxed holidays among family & friends. On tranquil Tankerton Beach, The Beacon House is positioned above a unique spit (The Whitstable Street) a landmark view and famous for fossil foraging, fishing & seal-spotting. Original arts and crafts detailing combines with modern facilities for a luxury stay.

Luxury Apartment in West Hanningfield + Tennis.

A self contained cottage with the use of a Tennis Court and a beautiful private walled garden which is accessed through patio doors from the living space. It’s set in unspoilt peaceful countryside yet only a 5 minute drive into Stock Village with its four outstanding pubs, cafe and Greenwood’s Hotel and Spa. There is The Ship pub in West Hanningfield and The Windmill pub in South Hanningfield. The vibrant Chelmsford City Centre is a 10 minute drive and the RHS Hyde Hall is a 5 minute drive away.

Private, cozy annexe with garden access

Escape to this private garden guest house. Enjoy free street parking, a 5 minute stroll to the train station, coffee shop, and grocery store. Set beside a scenic footpath with horses in the neighbouring field, this self-contained annex has everything for a comfortable stay: double bedroom opening to the garden, a bathroom with shower, and a fully equipped kitchen. With a private entrance through the garden gate, and direct train links to London and Kent, it’s the perfect base for your getaway.

Countryside retreat near Whitstable & Canterbury

The Hopper Huts are placed perfectly to enjoy wonderful Kent. Whitstable and Canterbury are a short drive away, and Selling train station (a short walk or drive) provides routes to London. See Lucy's guidebook for more inspiration. The huts have been thoughtfully revived to create four self-catering holiday homes, dedicated to preserving the history of hop picking. With plenty of private, off-street parking (and an EV charge point), The Bruff sleeps 4. See Lucy’s listings for 1-bedroom units.

Cottage on the beach

With its own beachside garden and breathtaking uninterrupted views of the wildest of Essex creeks and marshes, the cottage is only to be reached on foot atop a sea wall. The perfect retreat from the hustle and bustle of everyday life. The last in a row of westerly facing cottages, perfect to watch the evening sun go down . From the front garden or even laying in bed, watch the tide slip in and out, the fishing boats come and go and live, for a while, in a world moving at a slower pace.

Charming Riverside Home in Historic Kent Village

Stylish 3-storey 4-bedroom holiday home in the historic riverside village of Lower Upnor, Kent. Features include a spacious kitchen, cosy lounge with Smart TV, Wi-Fi, 1 main bathroom, en-suite to master, and downstairs WC. Enjoy the terraced garden with outdoor seating. Walk to Upnor Castle, river paths and traditional pubs. Easy access to Rochester, Strood (London trains), A2/M2 and family attractions. Free parking for 2 cars. Ideal for families, groups, professionals or short breaks.

Stunning, Private & Airy Town Centre Loft Studio

This trendy, bright and airy studio with its own private access is within the peaceful curtilages of a gorgeous English Heritage Grade II listed Georgian townhouse, in a very quiet and private space, yet extremely close (a minutes walk or less) to the centre of the very quaint Bishop's Stortford town. It is both spacious and comfortable with everything you need for a great stay, whether for just a fab' long weekend away treat, perhaps a few months between home moves - or even longer.

Spacious Essex Barn: Cinema, Bar & Tennis Court

Welcome to our private barn conversion, tucked away in peaceful South Essex countryside. Just 20 mins from Southend-on-Sea’s 7 miles of beaches, pier, amusements & Adventure Island, and 10 mins from Southend Airport. We are also 5 mins from Apton Hall Wedding venue. Enjoy exclusive use of the barn with a cinema room, bar/lounge with pool table, games room with table tennis & gym, plus a tennis court. 4 great pubs/restaurants within 10 mins & beautiful countryside walks nearby!

The Admiral, Whitstable

Welcome to your tranquil seaside retreat, complete with views of Whitstable’s beach and direct access to the shore. Nestled within the grounds of a family home, this self-contained guest space offers privacy and convenience, providing all the essentials for a comfortable and relaxing coastal break. Whether you’re strolling along the beach, discovering the charm of Whitstable, or dining at celebrated local restaurants like The Sportsman—all are within an easy walk.

Stunning 2 Bed Chatham Docks Apartment

This stunning 2 bed apartment is the perfect place to relax and unwind situated on the marina. Come and explore the sights and local attractions of historical town of Chatham. Surrounded by restaurants, shops, bars and a multiplex cinema. Also has excellent connections to London with 2 stations being within a 10 minute drive and only taking 40 minutes to get into London via high speed making it the perfect stay for tourists and business stays.

Palm Tree House Van Gogh

Escape to a living work of art in Orpington! This unique, Van Gogh-inspired 2-bed, 2-bath flat comfortably sleeps 6. Features a luxurious whirlpool tub, a fully equipped kitchen, superfast WiFi, and free parking. Shared gym & workspace available. A bright, modern, and unforgettable stay awaits you, perfect for exploring both the local area and central London. Ideal for travellers seeking a stylish stay! Potential for noise, read below!