Holiday rentals in Upshire

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Top-rated holiday rentals in Upshire

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Top guest favourite
The exterior of a converted barn is shown, featuring a rustic design with dark wooden siding and a charming red roof. A gravel driveway leads to a fenced area with plants, while a tree and shrubs decorate the surrounding landscape under a clear blue sky.
Barn
4.99 out of 5 average rating, 194 reviews

The Byre at Cold Christmas

Escape to the country and stay in a cosy converted barn with a log burning stove and a secluded sunny patio area with outdoor dining and barbeque. Positioned in the beautiful countryside near Ware town, Cold Christmas has an abundance of lovely walks and is conveniently situated close to Hanbury Manor and Fanhams Hall, both of which offer a variety of amenities including a golf course, health spa and fine dining. Maltons, one of the area's finest restaurants is just at the end of the lane.

Top guest favourite
The exterior of The Cabin showcases a dark wooden structure with large glass doors, surrounded by lush greenery. A small gravel area features potted plants, while a clock adorns the peak of the roof, providing a charming focal point.
Guest house
4.97 out of 5 average rating, 155 reviews

The Cabin Near Stansted Airport

Created to offer a luxurious stay, TheCabin is equipped with a Kingsize bed and luxury bathroom. In the kitchen there is a kettle, toaster, coffee machine, microwave, mini air fryer oven, fridge, induction hob, pots and pans. For breakfast you have eggs, fresh milk, bread, and a variety of cereals, jams and spreads. With beautiful armchairs and a bistro table to eat, work or just sit back to enjoy the smart TV with Netflix, BBC iPlayer, etc. Outside there is a small private garden too.

Top guest favourite
Home
5 out of 5 average rating, 103 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.

Top guest favourite
An elegantly designed bedroom features a spacious super king bed adorned with soft linens and stacked towels. A freestanding bath is positioned nearby, complemented by wooden wall accents. A cozy robe hangs in the background, while soft lighting contributes to a serene atmosphere.
Farm stay
4.98 out of 5 average rating, 369 reviews

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!

Top guest favourite
A long, polished dining table is set with silver cloches and elegant glassware, positioned beneath a large window. The expansive view reveals lush vineyard rows and greenery framed by soft, natural light. Potted plants add a touch of color to the scene.
Villa
4.99 out of 5 average rating, 245 reviews

Luxury, contemporary vineyard property - 2 adults

Toppesfield Wine Centre is a contemporary ‘Scandi-style villa’ with a large open plan lounge/dining area which has a giant picture window overlooking Toppesfield Vineyard and full height glass sliding doors looking out onto a beautiful garden/ private patio with a large outside dining table and a luxurious day bed. It has a luxury bedroom with superking bed, view over the vineyard, luxury bathroom, tennis court and 4 person jacuzzi (2nd bedroom available via Airbnb 4 person listing)

Top guest favourite
A spacious barn exterior features a hot tub in the foreground, surrounded by lush greenery and blooming flowers. Large glass doors provide views into the interior, while comfortable lounge chairs are positioned on a stone patio for outdoor relaxation.
Farm stay
4.99 out of 5 average rating, 186 reviews

3 Bedroom Barn Conversion Nr Stansted +hot tub

Escape to the beautiful English countryside with a group of friends or family to this stunning barn conversion on the edge of Bishops Stortford. With it's exposed oak beams, log fireplace and hot tub, this is a special place to relax in comfort and unwind, a perfect escape from the city. We aim to provide a luxurious stay in this 3 bedroom barn conversion which can sleep up to 6 people. All three bedrooms have ensuite bathrooms and we use B-Corp bedding, shampoos & conditioners.

Top guest favourite
Barn
4.97 out of 5 average rating, 183 reviews

Escape to the Country with easy reach of the Tube.

Tawney Lodge is beautifully decorated countryside retreat with a kitchen, wet room, relaxing sitting room and huge bedroom with a king size bed. All rooms overlooking stunning countryside. We back onto Ongar Park Woods which joins to Epping Forest making a wonderful walk into Epping. It is located 2 miles from Epping and ideally located for people attending weddings at Gaynes Park, Blake Hall and Mulberry House. Epping tube station (central line) is under five minutes drive.

Top guest favourite
The exterior of a rustic wooden barn features a vibrant red maple tree in the foreground. A fire pit welcomes warmth, while the barn showcases large windows framed by black ironwork. Surrounding greenery adds a natural touch to the inviting outdoor space.
Barn
4.98 out of 5 average rating, 243 reviews

Little Knoll Barn in Harpenden, self catering

Little Knoll Barn is a rustic, cosy, self catering accommodation, offering a king size bed , travel cot & hi chair if required. For pets, 2 maximum, we provide a water bowl, dog towel & disposal bags. We are located close to the M1, A1, M25 and Luton Airport. We are also conveniently near Harpenden Train station with fast links into Kings Cross St Pancras and Eurostar. Its location makes it the ideal place to stay close to some local places of interest such as St Albans.

Top guest favourite
Dome
4.94 out of 5 average rating, 381 reviews

Unique Dome | Glamping | Hot Tub | Surrey | Adults

Olive Pod is the ultimate cosy, private and picturesque geo dome retreat. Set on a fruit farm in Surrey, in its own secluded field behind tall fir trees, with no other pods or tents nearby. A firm favourite adults-only escape for proposals, anniversaries, birthdays and honeymoons - we can also decorate for your arrival ✨ The perfect place to unwind and recharge in a peaceful natural setting. Ideal for couples or friends. No infants, children or pets.

Top guest favourite
A spacious bedroom features a comfortable king-size bed with decorative pillows. A desk with a small lamp is positioned beside the bed. An armchair is placed near a large window that offers views of a private garden. Natural light brightens the room's neutral decor.
Guest house
4.94 out of 5 average rating, 126 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!

Guest favourite
An outdoor seating area is shaded by a wooden pergola, featuring a comfortable sectional sofa and a coffee table. A hot tub, surrounded by stone tiles, adds a relaxed ambiance. Warm lighting is provided by string lights overhead, enhancing the cozy outdoor setting.
Barn
4.93 out of 5 average rating, 193 reviews

Grouse Lodge Private Gated Cosy Barn with Hot Tub

Grouse 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
A modern garden apartment is surrounded by greenery, featuring a spacious patio area with outdoor seating. Large glass doors enhance natural light and provide accessibility to the garden. Lush grass and trees create a serene environment for relaxation.
Guest house
4.91 out of 5 average rating, 161 reviews

🌳 The Garden Apartment 🌳

Tucked away in corner of Epping Forest is our quiet and luxurious garden apartment, ready to welcome you for your stay. Complemented with live house plants the apartment comprises, a fully equipped kitchen offering the ability for cooking fresh local food. In the summer enjoy your own private garden or enjoy the warm comfort of the open plan living space. Just a 10 min walk from our nearest London station and high street and supermarket.

Popular amenities for Upshire holiday rentals

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  2. United Kingdom
  3. England
  4. Essex
  5. Upshire