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Holiday houses in Pleshey

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Top-rated holiday rentals in Pleshey

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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 in Thundridge
4.99 out of 5 average rating, 183 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.
Guesthouse in Little Hallingbury
4.97 out of 5 average rating, 151 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.

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 in Essex
4.98 out of 5 average rating, 365 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 in Toppesfield
4.99 out of 5 average rating, 242 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 in Thorley
4.99 out of 5 average rating, 184 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.

Guest favourite
The room features a spacious bed with a textured blanket, complemented by a freestanding bath. Natural light fills the space through large doors. A small dressing table and sink area enhance functionality, while ceramic tiles and wood flooring add warmth to the overall decor.
Guesthouse in Little Baddow
4.94 out of 5 average rating, 711 reviews

Boutique countryside cabin

Boutique cabin in countryside setting in the beautiful peaceful village of Little Baddow, a picturesque village in Essex. 10 minutes by car from the city of Chelmsford and 15 minutes from coastal town of Maldon. The village itself has 2 pubs and lots of walking routes nearby. Paper Mill Lock is a pleasant 30 min walk and has water sport facilities and tea room. Footpath maps available. Travel cot or single fold out guest bed avail on request, no additional cost.

Top Guest favourite
A cozy sitting area is displayed, featuring a leather sofa adorned with soft throws. A rustic coffee table sits in front, while a decorative screen separates the sleeping area. Exposed wooden beams contrast with the brick wall, enhancing the room's charm and character.
Guesthouse in Little Waltham
4.95 out of 5 average rating, 544 reviews

Unique Tudor Barn conversion.

Circa 1460's self contained barn conversion. Double bed. Shower room. Cosy sitting area with oil burning stove, private entrance, parking, stunning views, use of outdoor sitting area. Chelmsford 10 to 12 minute drive to city centre and railway station. Stansted 20 minute drive away, Broomfield Hospital and Farleigh Hospice 10 minute walk away. Buses to Colchester, Braintree and Chelmsford from outside front door. Chelmsford Park and Ride service is 5 minute drive.

Guest favourite
A modern kitchen space features minimalist cabinetry in light wood tones and a marble countertop. A dining table is set for four, with elegant place settings. The room is illuminated by suspended light fixtures, creating a warm ambiance. Graceful curtains frame a large window.
Barn in Kent
4.96 out of 5 average rating, 122 reviews

Acorn Lodge @ The Oaks Retreat

This memorable place is anything but ordinary. It is The Oaks Retreat, WINNER of the Paris Design awards 2024 'best hospitality interior', an architecturally inspired bespoke woodland Airbnb located in the seaside town of Whitstable. The Acorn Lodge is a bespoke 1 king size bedroom retreat fully customized with high-end finishes. It must be seen in person to be fully appreciated. Our Wellness area is equipped with a log sauna, a cold plunge and outdoor shower.

Top Guest favourite
An open-plan space is showcased with a sloped ceiling, featuring a kitchenette equipped with modern appliances. Two plaid-patterned sofas are arranged comfortably, with a wooden bed visible in the background. Natural light enters through the window, illuminating the cozy atmosphere.
Tiny home in Terling
4.99 out of 5 average rating, 325 reviews

Oakwrights Boutique Studio/ B&B stunning Terling

Intimate self-contained barn conversion focusing on creating warm & inviting accommodation independent from main house. Due to the coronavirus, we’re taking extra steps to clean & sanitise frequently touched surfaces between reservations. Five mins Chelmsford City Racecourse, 4 mins Hatfield Peverel train station to London, 25 mins Stansted Airport, 30 mins Colchester. Oakwrights is in the middle of Chelmsford, Braintree and Witham all only 10 mins drive.

Guest favourite
A couple relaxes in a bubbling outdoor hot tub, holding glasses, with a scenic view of lush green fields and trees in the background. A champagne bottle sits in an ice bucket beside them, enhancing the tranquil atmosphere.
Shepherd’s hut in Chessington
4.98 out of 5 average rating, 348 reviews

The Ultimate Couples Retreat | 30 Mins from London

This countryside retreat is the perfect romantic escape, just a 35 minute taxi/train ride minutes from London. Unwind in your private luxury hot tub, sip on a complimentary bottle Champagne under the stars, and wake up to breathtaking views of rolling fields and wildlife. Our handcrafted shepherd’s hut blends rustic charm with modern comfort, offering a king-sized stargazing bed, a cozy fire-lit deck, and a luxury bathroom, all set in a peaceful meadow.

Guest favourite
A small, white cottage with a gabled roof is highlighted during sunset. Potted plants are placed on either side of the door, and a neatly manicured lawn frames the entrance. The warm glow of the setting sun adds to the serene rural atmosphere.
Tiny home in Pleshey
4.94 out of 5 average rating, 211 reviews

Rural Detached Double Room/Bath, North Essex

Close to Stansted Airport (20 minutes), beautiful rural location, part of our 14th century farmhouse, the old Bakehouse is a cosy bedroom and ensuite with private entrance. We are not a hotel, but this is an extension of our family home. If you wish to leave your car, if you are flying from Stansted, we can offer long-term parking for £10/day (vs £25/day at Stansted Airport). Great for couples, solo adventurers, and business travellers.

Guest favourite
Two uniquely designed silos feature French patio doors that open to individual terraces. A wooden deck is adorned with comfortable chairs and tables, inviting guests to enjoy outdoor moments. Lush greenery surrounds the silos, enhancing the tranquil atmosphere of the Essex countryside.
Apartment in North End
4.92 out of 5 average rating, 114 reviews

1 Bed Silo -Jacuzzi & Gym- Unique getaway!

With access to Gym and outside Jacuzzi, these two original grain silos are located in lush Essex countryside, only nine miles from Stansted Airport. With fresh pine interiors these unusual cylindrical structures have been converted into contemporary overnight accommodation that is as unique as it is comfortable. Situated in the garden of a traditional 17th Century Barn where your hosts, a family of four and their small dog, reside.

Popular amenities for Pleshey holiday rentals

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