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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Top guest favourite
A serene outdoor seating area features two cushioned chairs positioned around a wooden table. A small fire pit gently flickers at the center, surrounded by lush bamboo plants. The night sky is visible, with a hint of clouds illuminated by the moon.
Flat
5 out of 5 average rating, 59 reviews

Top Floor Apt Near The City +Balcony/Parking/Views

Overlooking the fields, this luxury top floor space invites you to unwind. Ultra-clean, peaceful and beautifully styled. Equipped with everything you need and more. Brew fresh bean-to-cup coffee with the Ninja Luxe Coffee Machine. Stream your favourite shows on the Smart TVs, play board games as a group or work where the view inspires you. Whatever the purpose of your stay, working or relaxing - this is the place to be! London is close by, but feels like a world away. Always a place to park too!

Guest favourite
A modern kitchen and living area is shown, featuring a comfortable grey sofa with decorative pillows. Natural light streams through two windows, illuminating the wooden flooring. A dining table and kitchen appliances, including a refrigerator and stove, are visible in the space.
Flat
4.91 out of 5 average rating, 160 reviews

Cosy 2 Bed - Heart of Hertford

Enjoy a comfortable, cosy stay in this clean and modern 2 bed flat that is located on Saint Andrew St, a historic street in Hertford that dates back to the 14th century. Everything you'll need is just a stones throw away! On the door step you'll find many amazing restaurants and quirky shops, women's clothing boutique's, hair salons, beauty salons, a barbers, dry cleaners, antiques shop, art gallery, 2 pharmacies, Thai massage spa, a delicious cake shop! And the beautiful Saint Andrew's Church.

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, 170 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.

Guest favourite
A light-filled living area showcases a modern design with a comfortable gray sofa and a sleek glass-top coffee table. A wall-mounted television is positioned for viewing, while a dining area with high-backed chairs and a kitchen is visible in the background.
Flat
4.86 out of 5 average rating, 44 reviews

Massive Flat Near Greenwich Park( with office)

Relax with the whole family at this peaceful place to stay. This Flat is 2 floor level new refurbished, size is 95 square meters. It come with 1 massive bed Room and big office( massive space, it cant be bedroom cos no window), kitchen come with all best applicants and bathroom is high standard. There is private garden share with other 2 flat in the same building. It located in a very nice and central area of greenwich next to greenwich dlr station, nearby there is lots of restaurants.

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, 360 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 grand Georgian townhouse is showcased, featuring a symmetrical façade with large bay windows and a central entrance. The manicured lawn extends in front, framed by lush greenery and flower beds. A clear blue sky adds to the serene charm of the setting.
Loft
4.95 out of 5 average rating, 129 reviews

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.

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, 237 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
Barn
4.97 out of 5 average rating, 180 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.

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
4.93 out of 5 average rating, 121 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 spacious lounge area features large windows allowing natural light to fill the room. A cozy sofa and armchair are complemented by decorative cushions. A stylish rug covers the wooden floor, while a fireplace adds warmth to the setting. Elegant decor elements include framed art on the walls.
Flat
4.83 out of 5 average rating, 127 reviews

Green & Leafy – 2 Bedroom in Clapham

Come and enjoy your perfect London stay in an exciting neighbourhood! Among many of stand-out features of this spacious 2 bedroom apartment are its high standard of presentation, homely touches throughout and a very welcome roof terrace. Any of you who've been to London in the summer know the eternal battle to find a cosy spot at a rooftop terrace. Well, you won't have to worry about that on your next visit – you'll have one all to yourselves.

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, 187 reviews

Grouse Lodge 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.

Superhost
Tiny home
4.84 out of 5 average rating, 268 reviews

Modern self contained tiny home with patio

Self contained modern annexe with private patio and own entrance near central line tube station in a very calm green area near epping forest. Easy commute to central London or 30min car drive to Stansted airport, great location to explore London and come back to relax in the evening. Epping forest and Roding Valley Meadows nearby for a nice walk. Loughton high street restaurants and boutique shops just within short walk.

Popular amenities for Upshire holiday rentals

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