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
The exterior of the architect-designed home is showcased during twilight, with large glass panels reflecting warm light. A spacious patio area is visible, furnished with a dining table and chairs. Green grass surrounds the home, enhancing the inviting atmosphere of the outdoor space.
Barn
4.96 out of 5 average rating, 106 reviews

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

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
5 out of 5 average rating, 206 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
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, 376 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 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, 187 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
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
4.95 out of 5 average rating, 528 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
An aerial view showcases the unique geo dome structure surrounded by lush greenery. A wooden deck leads to an outdoor seating area, fire pit, and hot tub. The tranquil setting emphasizes a peaceful retreat in nature.
Dome
4.94 out of 5 average rating, 387 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
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
4.94 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 under a wooden pergola is featured, illuminated by soft string lights. The space includes comfortable wicker furniture and a coffee table, providing a cozy atmosphere. A hot tub is positioned nearby, creating a relaxing retreat in the garden.
Barn
4.94 out of 5 average rating, 200 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.

Top guest favourite
Bungalow
4.97 out of 5 average rating, 102 reviews

Luxury Spa Retreat: Sauna & Hot Tub

Escape to our exclusive gated spa retreat, nestled on 5.5 acres of serene countryside in picturesque Fawkham, Kent. This private and tranquil haven offers breathtaking views of rolling hills, perfect for relaxation. Unwind in the luxurious sauna, steam room, or hot tub, soaking in the peace after exploring local attractions. Just minutes from Brands Hatch, our retreat blends seclusion with convenience, your ultimate quiet getaway awaits.

Guest favourite
Tiny home
4.84 out of 5 average rating, 276 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.

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
4.99 out of 5 average rating, 299 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 charming black-clad cottage is softly illuminated by string lights, set against a dusk sky. A picnic table with floral centerpieces occupies the outdoor space, surrounded by a wooden fence. Warm light glows from the cottage windows, creating an inviting atmosphere.
Place to stay
4.92 out of 5 average rating, 218 reviews

Romantic Cabin w/ Hot Tub & Fire Pit

Escape to this luxury countryside retreat, perfect for couples or families, just 40 minutes from Central London. Sleeping up to four guests, this private farm hideaway blends comfort and style with peaceful surroundings. relax in your own hot tub under the stars, cosy up by the fire pit, or enjoy a slow morning in the roll-top bath - the perfect setting to unwind and reconnect.

Popular amenities for Upshire holiday rentals

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