Holiday rentals in Upshire

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Top-rated holiday rentals in Upshire

Guests agree: these stays are highly rated for location, cleanliness and more.

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Home in Theydon Bois
4.82 out of 5 average rating, 28 reviews

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.

Top guest favourite
A cozy lounge area features a light-colored leather chair and a dark green sofa, complemented by a round coffee table. The space is well-lit, with a mounted television on the wall and access to a kitchen visible in the background.
Home in Essex
4.97 out of 5 average rating, 101 reviews

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.

Top guest favourite
Home in Aythorpe Roding
5.0 out of 5 average rating, 124 reviews

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.

Guest favourite
Apartment in Waltham Abbey
5.0 out of 5 average rating, 43 reviews

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).

Top guest favourite
Home in Greater London
5.0 out of 5 average rating, 10 reviews

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.

Top guest favourite
A cozy living area is presented with a comfortable dark sofa adorned with decorative pillows. Natural light enters through two windows, partially covered by patterned blinds. A stylish lamp stands beside the sofa, complemented by a soft rug and light wooden accents on the walls.
Cottage in Moreton
4.95 out of 5 average rating, 553 reviews

The Barn, beautiful rural retreat

The Barn is located within the grounds of our Grade 2 listed Cottage and yet is far enough away from the main house to allow our guests privacy. The property offers two luxurious double bedrooms and a modern bathroom with shower and bath. The light and spacious living / kitchen area is fully equipped with all appliances including a dishwasher and provides comfortable seating for all our guests. Guests will receive a welcome pack of goodies on arrival.

Guest favourite
A spacious cottage is set within a lush green garden, surrounded by trees and foliage. The exterior features a traditional design with a sloped roof, many windows, and white siding. The well-maintained lawn offers a serene backdrop, enhancing the peaceful ambiance.
Home in Fyfield
4.92 out of 5 average rating, 26 reviews

Perfect country cottage retreat!

Nestled in 1/3 acre of undulating gardens, backing onto farmland lies Spring Cottage. Dating back to the 1500’s, grade II listed, this house plays host to an abundance of period features while providing all the elements of modern comfort. Ideally situated on the edge of a delightful village giving easy access to London by underground tube, overhead train or by road. Just 15 miles from Stanstead airport. Within easy reach of Epping and Chelmsford City.

Top guest favourite
Cabin in Theydon Mount
5.0 out of 5 average rating, 53 reviews

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.

Guest favourite
Home in Goffs Oak
4.99 out of 5 average rating, 135 reviews

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.

Guest favourite
The exterior of the annex features large glass doors that open to a wooden deck. A small seating area with a table is visible on the patio, surrounded by greenery. Inside, a welcoming living space can be seen, illuminated by natural light.
Guest house in Essex
4.94 out of 5 average rating, 144 reviews

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!

Top guest favourite
A field filled with white daisies extends toward a historic windmill, with its sails visible against a bright blue sky dotted with fluffy clouds. A charming two-story house is situated nearby, surrounded by greenery.
Windmill in Aythorpe Roding
4.99 out of 5 average rating, 323 reviews

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.

Guest favourite
A green garden retreat is framed by flowering beds and a stone pathway leading to the entrance. The building features large windows adorned with decorative plants, while a shaded outdoor area with a pergola is visible to the left.
Guest house in Greater London
4.97 out of 5 average rating, 180 reviews

Charming Private Guest House

Escape to our garden retreat! Perfect for couples, singles, and small families, our spacious guesthouse offers a serene escape with a picturesque garden and fully equipped bathroom. Enjoy the convenience of free parking in the driveway. Just a 25-minute walk to Enfield Town station, with a quick 33-min train ride to vibrant Liverpool Street. Your well-equipped hideaway awaits!

Popular amenities for Upshire holiday rentals