Holiday rentals in Upshire

Luxury 5-Bed Home in Theydon Bois Near Epping

🏡 Luxury 5-bed home in Theydon Bois 🌆 Stunning London skyline views in a peaceful setting 🛏️ 5 comfortable bedrooms, ideal for families, groups and contractors 🛋️ Spacious living areas with stylish modern interiors 📶 Fast WiFi and modern amenities 🚗 Free parking for added convenience 🚉 Close to Theydon Bois Station with Central Line access 🚇 Central London reachable in around 30 minutes 💼 Ideal for holidays, business trips, relocations and extended stays for all stay types. now.

Stunning Oak Glass House London Train Hot Tub

This luxurious, architect-designed 3,400 sqft home offers a rare opportunity for elegant living in a recently rebuilt, renovated 4-bed, 4-bathroom house. Set on a large plot, the house features multiple oak-and-glass facades and includes a charming Victorian-era cottage. The gated property presents the ultimate in open-plan living with sustainable green oak construction, light-filled spaces, expansive hallways, and grand direct glazed entrances. Trampoline/ BBQ / Football/ Hot Tub package

Bijou bolt-hole beckons you

Light and airy chalet style house in private cul-de-sac. 5-minute stroll into Epping High St with a plethora of boutique shops, pubs, and restaurants. Fields and forest 2 minutes walk away. Only 350m from Epping tube station. Easy access from M25 and M11, and only 20 minutes from Stansted. Full width bi-fold doors opening onto delightful patio with outside eating space. Lounge with double sofa bed, kitchen, dining area, and wet-room downstairs. Studio-style bedroom with toilet upstairs.

The Garden house- hot tub &sauna

Garden House is a tranquil haven nestled in rural Essex. A 5-bed holistic house where serenity meets rejuvenation. Welcome to your home away from home, where every detail is designed to nurture your mind, body, and spirit. With walks on your doorstep. 15 minutes to stansted airport and near the M11 and M25. Down a quiet country lane with a cricket pitch next door. We have 5 spacious bedrooms, 2 with en-suite, 3 showers, 4 toilets, Outdoor area with bbq, sauna, hot tub and private garden.

Exclusive retreat on a private lake

Enjoy a truly unique stay in this exclusive lodge. Situated on its own private lake, you will have everything you need to enjoy a blissful retreat with award winning country pubs such as The Dog & Pickle only a walk away. Please note: 1. We are strictly a minimum of two night stays. 2. We can only accept infants under 6 months old. 3. There is no swimming or paddle boarding allowed in the lake. NEW FOR 2026 - The Wellness Deck Sauna, Cold Plunge & outdoor shower, ready for use now!

The Fishermen’s Rest - Lake View

The Fishermen’s Rest is located on a members only fishing complex established since 1987. A perfect escape for couples or workers looking for a home from home. Enjoy the incredible views, local wildlife and FREE FISHING included. Set on the outskirts of Epping Forest, just 5 minutes drive from junction 26 on the M25. Chingford Overground Station is 6 minutes by car with direct trains to London Liverpool Street. 12 minutes drive from Loughton Underground Station on the Central Line.

Beautiful Peaceful Studio Flat in Waltham Abbey

A spacious and bright one bedroom studio apartment located in Waltham Abbey. This property benefits from a large living room, kitchen, bedroom, bathroom and free parking. The local supermarket is a couple of minutes walk away and just a short walk to the historic market town centre of Waltham Abbey with a lovely array of shops and Lee Valley Country Park. A 5 minute drive to Junction 26 of the M25 or a 10 minute drive takes you to Waltham Cross Station (traffic dependant).

Modern 3 bed house | Enfield | 25 Mins to London

Stay in a newly renovated, modern 3-bed home in Enfield, 25 minutes to London. Sleeps 5 comfortably, bright lounge with Smart TV, fully equipped kitchen, and relaxing bedrooms for a restful stay. Less than a 10-mins walk to Brimsdown Station and close to the A10 and M25 for easy rail or road travel. With a private garden and ample free on-street parking, it’s ideal for families, contractors, insurance stays, or weekend visitors. Your perfect base for work or exploring.

Chestnut Tree Barn

Kick back and relax in this calm, stylish space. Nestled in the Essex countryside with easy access to London, this charming property offers the best of both worlds. Beautiful walks, where you can spot deer and other wildlife, bird watching, cycling; fabulous local country pubs and a peaceful base from which to explore the sights of London . The market town of Epping with its weekly market, tube station, shops and restaurants is five minute drive away.

Luxury Cosy Private Gated Barn with Hot tub

Pheasant Lodge is a stunning barn conversion located on a gated and private residency in Hertfordshire. Being just a stones throw away from London, you get to enjoy the best of both at ease. With its rural location, and breathtaking surroundings, it is a perfect place to retreat away from all the hustle and bustle. The interior has been designed to match, with its warm, cosy and sophisticated style, giving you the full rural retreat experience.

The Annex

Escape to our modern, self-contained annex bordering Epping Forest. Perfect for hikers & wedding guests or those just looking for a peaceful retreat • Plush King bed, dedicated desk, Sky TV, and high-speed Wi-Fi. • 12m walk to High St; 20m walk to Epping Station (Central Line to London). • Kitchenette: Fridge, microwave, kettle, and toaster. • Private access and on-site parking. Experience woodland peace with easy city access. Book your stay!

Rodings Millhouse and Windmill

As you arrive, you’ll be greeted by the charming and historic Aythorpe Roding Windmill, nestled in the peaceful Essex countryside. Set on over 2 acres of private gardens and surrounded by open fields and working farms, it offers a truly unique and tranquil escape. Whether you’re exploring the grounds or relaxing in the serene setting, it’s a place to unwind and reconnect with nature.