Holiday houses in Cholesbury

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Top-rated holiday rentals in Cholesbury

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Guest favourite
Apartment in Buckinghamshire
4.87 out of 5 average rating, 201 reviews

Tiles Farm Studio - Heart of the Chilterns

Welcome & thank you for considering a stay at Tiles farm, located near Chesham in the heart of the Chilterns. Our annex provides a light & modern place to explore, relax or simply somewhere to stay for work. The annex benefits from its own private entrance, very fast broadband, parking for up to two vehicles, beautiful views of the surrounding countryside, small patio & communal gardens. There is a compact kitchen with hob, fridge & microwave/oven. There is a private bathroom with small shower

Guest favourite
The cabin exterior features a charming wooden façade with a sloped roof and large glass doors that open onto a pebbled entrance. Potted plants with vibrant flowers add color around the entrance, and lush greenery surrounds the structure, providing a sense of seclusion.
Cabin in Potten End
4.96 out of 5 average rating, 1,707 reviews

Romantic Oak Cabin Berkhamsted

This cosy luxurious self contained oak framed cabin offers the perfect peaceful setting for a relaxing getaway. Listen out and you may hear the owls at night. Backing onto the National Trust Ashridge Forest, perfect for outdoor lovers yet equally suitable for a romantic night in. 1.5 miles away, the popular market town of Berkhamsted, offering atmospheric pubs and bars for a special night out. The cabin offers cozy spacious living with King size bed on a mezzanine floor! STRICT NO PET POLICY!

Guest favourite
Guest suite in Hertfordshire
4.93 out of 5 average rating, 285 reviews

Beautiful rural setting a short walk from Tring

Delightful 1-bedroom detached annex in the grounds of an 1895 Rothschild house. Situated in the historic conservation area of Tring, the property has beautiful views of Tring Park and is situated a few minutes' walk from the town centre, restaurants and bars. Only 1 mile from Tring station. Trains run 3 times an hour, direct to Euston in 40 minutes. Perfectly situated for Tring Park School, Tring Natural History Museum, Ashridge Estate, the Ridgeway, Harry Potter, Whipsnade Zoo, the Chilterns.

Top Guest favourite
A private patio area features natural stone tiles, surrounded by greenery. Comfortable outdoor seating is provided with plush cushions. A small wooden table sits at the center, inviting relaxation in the sunshine. The brick wall of the home offers a rustic backdrop.
Guesthouse in Great Gaddesden
5 out of 5 average rating, 128 reviews

Cosy annexe in the heart of Herts countryside

Your private home is tucked away in its own plot, within the grounds of a 380 year old Grade II listed home. Set in the rolling hills of the Chilterns 'Area of Outstanding Natural Beauty' & close to the stunning Ashridge Estate. 10 min drive to Berkhamsted. Explore beautiful walks on the doorstep or take a 2 min stroll up to the Amaravati Buddhist monastery for meditation. The Harry Potter Studio Tour is 20 min drive away or settle in at the award winning Alford Arms pub in the nearby village.

Superhost
Barn in Great Milton
4.95 out of 5 average rating, 235 reviews

17th Century Barn in quiet country village

A 17th Century Hay Barn 7 miles from Oxford and in the same village as ‘Le Manoir aux Quat’ Saisons’. Enjoy a glass of bubbles on your own private terrace before strolling to dinner at this famous Cotswold stone Manor. Fully wheelchair accessible & with private parking this unique property is the perfect place for a few days away walking in the nearby Chilterns, exploring Oxford’s Colleges & Cafes, visiting Art & Literary Fairs or attending appointments at Oxford’s many leading hospitals.

Top Guest favourite
Condo in Little Gaddesden
4.98 out of 5 average rating, 104 reviews

Pretty Apartment in NT Ashridge

The apartment is in the pretty village of Lt Gaddesden, surrounded by the National Trust Ashridge Estate, 12 minutes from Berkhamsted station to London, set in 10 acres of gardens, stunning walks from your doorstep into 5,000 acres of woods, meadows & Chiltern hills, peaceful/lovely views. Visitor full access to garden/outside eating spaces. Full fibre b/band. Own entrance. EV charger. Plenty of parking. Ashridge House, Chiltern Walks, Cycleways, Whipsnade Zoo, Harry Potter Studios close by.

Top Guest favourite
A wood-fired hot tub is featured, surrounded by a natural landscape. Chairs are positioned nearby, with a view of greenery and trees in the background. Sunlight highlights the stone patio, complementing the serene outdoor setting.
Cottage in Sarratt
5 out of 5 average rating, 275 reviews

Crestyl Cottage riverside barn for 2 with hot tub

Crestyl Cottage is a delightful self contained country cottage in Sarratt - providing the perfect place to relax, walk, cycle, birdwatch and fish for carp in our small private lake. We provide high end accommodation for 2 adults in an area which has plenty to offer in the heart of the stunning Chess Valley. Crestyl Cottage is a conversion of a redundant barn, originally used for watercress seed drying which has been converted into self catering holiday accommodation with wood fired hot tub.

Guest favourite
A private hot tub is positioned amid tall trees, providing a serene setting. Soft lighting from overhead string lights illuminates a nearby outdoor kitchen and dining area, while expansive views of greenery extend in the background, creating a peaceful atmosphere for relaxation.
Tiny home in Aylesbury
4.97 out of 5 average rating, 453 reviews

The Woodland Retreat With Private Hot Tub Spa

Our brand new listing is a truly unique woodland retreat with a luxury super king bed, dedicated private hot tub & 65 inch tv. Perfect for a couple get-away, this place will take your breath away. Nestled in our remote private woodland on our farm estate this little gem is in touch with nature yet fully fitted with all the home comforts you need. Additionally the woodland retreat includes: 1x private bathroom, a fully fitted outdoor kitchen, WiFi and a bespoke oak outdoor dining table.

Top Guest favourite
The exterior of Applewood Cottage is depicted with a blend of traditional and modern architecture. Expansive grassy areas are visible, along with a patio space featuring outdoor seating. The sun sets behind the house, casting warm light on the structure, which is surrounded by trees.
Guest suite in Dagnall
4.96 out of 5 average rating, 161 reviews

Self-contained annexe in the Chiltern Hills

Nestled in the heart of the Chiltern Hills, Applewood Cottage offers the perfect retreat for those looking to explore the surrounding areas of outstanding natural beauty. The house and it's surrounding areas are well situated for visiting cyclists, walkers and families who want a rural escape. Although the annexe has one bedroom, we can accommodate babies and small children. Please simply ask when booking. Pub in local village. A short drive to the Ashridge Estate and Whipsnade Zoo.

Top Guest favourite
A spacious seating area features two black sofas arranged around a light wooden coffee table. Natural light filters through the large windows, enhancing the airy atmosphere. Decorative pillows add subtle texture, while a floor lamp stands nearby, contributing to the cozy environment.
Apartment in Berkhamsted
4.98 out of 5 average rating, 275 reviews

Large Luxury Studio Apartment

My Studio Apartment is bright and airy perfect loft style living in the Historic Market town of Berkhamsted. The Studio is equidistant between town and country, Berkhamsted Golf Club is just over 5 mins walk away, whilst the the High St with an abundance of stylish coffee shops, boutiques & restaurants a 12 min walk. The Grand Union canal is a 10 min stroll down the hill with many canal side pubs to while away a few hours. Berkhamsted Station a 12 min walk, be in London in 30 min

Top Guest favourite
Barn in Buckinghamshire
4.96 out of 5 average rating, 186 reviews

Fantastic s/c barn in "secret" Chiltern valley

Fantastic self-contained spacious accommodation which forms part of a Grade II listed barn conversion tucked away in a beautiful hidden Chiltern valley; perfect for walking and cycling from the doorstep but also only four miles from both Berkhamsted and Chesham stations with easy access to London. The accommodation comprises of four good-sized, newly decorated rooms, all closed off from the owners who live in the other part of the barn but who are on hand should you need them.

Top Guest favourite
The exterior of the stylish studio showcases a charming brick façade, accentuated by climbing vines and colorful flower pots. A small outdoor seating area features a wooden table and chairs, set against a backdrop of lush green grass and well-maintained gardens.
Loft in Bellingdon
4.98 out of 5 average rating, 115 reviews

The Nest, stylish, spacious, annex loft studio

Relax in this quiet, stylish, recently refurbished, fully self-contained studio. Well-equipped and environmentally friendly, this 1st-floor annex is situated in the Chiltern village of Bellingdon, North of the market town of Chesham. The perfect location for those exploring the Chilterns, designated an ‘Area of Outstanding Natural Beauty’ walking, cycling or for those working locally. The name is inspired by the 50+ species of bird found locally, including the Red Kites.

Popular amenities for Cholesbury holiday rentals

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