
Holiday houses in Upshire
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Top-rated holiday rentals in Upshire
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Secret Hideout Jacuzzi•Valley Views•Firepit•bbq
Tucked away in nature, The Hideout Retreat is a peaceful, spiritual escape where you can reconnect, breathe deeply, and truly unwind in nature. Wake to panoramic valley views, let silence ground you, and end the night watching the stars in complete tranquillity. A secret refuge for rest, clarity, and calm. • Stunning valley views • Outdoor jacuzzi + sunset soaks • Fire pit for cosy nights • BBQ for outdoor dining • Morning coffee on the deck Enjoy the perfect stay in nature and true peace.

Gorgeous CountryCottage overlooking Windsor Castle
The Victorian Lodge (1876) is a charming & quintessentially English country cottage on a private estate once owned by King Henry 8th. It sits right beside Windsor Great Park, at the entrance of a long driveway to Little Dower House, where the owners of the Lodge live. The private gardens and stunning view at the Victorian Lodge provide the perfect setting for a small intimate wedding. Whilst the romantic gardens within the Little Dower House estate provide an ideal venue for larger weddings.

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.

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!

Studio 17 - New Large Studio with Parking
Brand new large studio apartment finished to a very high standard at the rear of our garden with a fully functional Kitchen,Bathroom and with a spacious bedroom / living space with a dedicated workspace and outdoor furniture. We are located in the lovely town of Loughton, walking distance to Epping Forrest and 30-35 minute drive to Stansted Airport and 1.5 Mile to Loughton Station. Free parking on the front drive, complimentary WI-FI, 65” Smart TV, Bluetooth Sound System Speakers.

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.

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).

Bedrock – A Flintstone-Inspired Cave Stay
Not your average Airbnb... Step back in time and experience Bedrock, a truly one-of-a-kind Flintstone-inspired cave retreat where Stone Age charm meets modern comfort. Designed to comfortably accommodate 2 adults and 2 children, Bedrock offers a warm, cozy, and thoughtfully crafted interior: * Soft warm lighting to enhance the cave-like ambiance * A snug yet functional space that blends prehistoric style with modern convenience * Just minutes away from Hertfordshire Zoo.

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.

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!

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.

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
Other great holiday rentals in Upshire

Glorious countryside barn: a dream staycation

Cosy, Comfy and Chic Studio

Luxury London Home | 25 Mins to City | Parking

Architect-Style Home | Garden • Skylights •Parking

The Beeches - Two Bedroom Cottage With Hot Tub

Chestnut Tree Barn

Luxury house on Country Estate | Sleeps 5

Bijou bolt-hole beckons you
Destinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- The O2
- ExCeL London
- Emirates Stadium
- Tower Bridge
- Clapham Common
- Thorpe Park Resort
- Buckingham Palace
- Chessington World of Adventures Resort
- Alexandra Palace
- London Stadium
- Big Ben
- Victoria Park
- Windsor Castle
- LEGOLAND® Windsor Resort
- British Museum
- London Eye
- Primrose Hill





