Holiday houses in Cholesbury

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Top-rated holiday rentals in Cholesbury

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Guest favourite
A cozy living area is seen with a plush sectional sofa and a neutral area rug. A TV is positioned on a low stand, accompanied by bookshelves and decorative plants. Natural light filters in through a large window, adding warmth to the modern decor.
Condo in Hertfordshire
4.96 out of 5 average rating, 162 reviews

No 1 The Mews, Tring

In a quiet mews setting, it is a cosy, modern & comfortable space for one or two adults, sorry no infants, having a variety of shops, restaurants, pubs & supermarkets right on the doorstep but away from the traffic noise of the High Street. The Rothschild Museum, Tring Brewery & Tring Park are all a short walk away while the Ashridge estate, Ivinghoe Beacon & Tring reservoirs, are a short drive away for walking, cycling & bird watchers. Tring Station provides a fast link directly into London.

Guest favourite
A private courtyard features a small round table and two chairs, surrounded by gravel. Potted plants add greenery, and a wooden fence provides an unobstructed view of the expansive fields beyond. A decorative lattice offers partial privacy while enhancing the outdoor ambiance.
Casa particular in Wendover
4.9 out of 5 average rating, 308 reviews

The Nook at Pine View - set in Roald Dahl Country

The Nook at Pine View, is set within the Chiltern Hills in a designated Area of Outstanding Natural Beauty. In the heart of "Roald Dahl Country", Cobblers Hill is famously written within the pages of "Danny Champion of the World". The Nook benefits from stunning rural views and the peace & quiet of country living but with easy access to award-winning restaurants, pubs & cafes all just a short drive. A 45 min train to London. The surrounding area has some renowned country walks and cycle paths.

Top Guest favourite
Loft in Bellingdon
4.99 out of 5 average rating, 108 reviews

The Nest, a cosy, stylish annex loft

Kick back and relax in this quiet, stylish, self contained studio. Cosy, well-equipped and environmentally friendly, this 1st-floor annex is situated in the Chiltern village of Bellingdon, just 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, away from their home. The name is inspired by the 50+ species of bird found locally, including the Red Kites.

Guest favourite
The main room features a spacious bed with a striped comforter and decorative pillows. Two nightstands with lamps are positioned beside the bed. Large windows with dark shades provide natural light. A chair and small desk are also visible, complementing the light-colored floor.
Apartment in Buckinghamshire
4.86 out of 5 average rating, 196 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

Top Guest favourite
The spacious open-plan living room features large windows framing views of the surrounding greenery. A comfortable seating arrangement includes two sofas and a central coffee table. A decorative ladder leads to the mezzanine, which accommodates a King size bed. Soft lighting enhances the cabin's inviting feel.
Cabin in Potten End
4.96 out of 5 average rating, 1,649 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!

Top Guest favourite
The exterior of the studio is displayed during a sunset, with a warm pink sky glowing above. A conservatory with large windows is visible, surrounded by a lush garden featuring blooming flowers and green grass. The countryside backdrop includes distant trees and open fields.
Home in Buckinghamshire
4.85 out of 5 average rating, 176 reviews

Stunning spacious riverside house in the Chilterns

Unique opportunity to stay in the heart of the stunning Chilterns. The River Chess flows past the bedroom with wonderful views of countryside beyond. Property offers huge sitting/dining room (dbl sofa bed), wet room, kitchen & conservatory. Fibre broadband. Access glorious walking on Chess Valley Walk. Nearby Amersham, Chalfont, Chesham & Chenies all offer superb restaurants/pubs/shops & Metropolitan line tube takes you to central London in 30 mins. Harry Potter World 15min, Heathrow 25min away

Top Guest favourite
A charming cottage is set in a green landscape, featuring a sloped roof and dark exterior walls. The front porch is accessible by steps and showcases a small seating area with a table and chairs. Large windows allow natural light to brighten the entrance.
Barn in Berkhamsted
4.98 out of 5 average rating, 385 reviews

The Stables in Historic Berkhamsted

Welcome to one of the most historic parts of Berkhamsted - the hilltop site of Old Berkhamsted Place, and the original Grade 2* listed barn which remains, reputedly, the largest medieval barn in the counties of Beds, Bucks & Herts. The Stables is a spotlessly chic cottage for 2 with large gardens & parking, offering luxury linen & towels, wi-fi & TV. Ideal town/country position - 10mins walk to town centre with cafes, restos, boutiques and antique stores, and train to London is only 35mins!

Top Guest favourite
The exterior of a self-contained suite is depicted, featuring a dark wooden facade with a pitched roof. A simple entrance door is framed by greenery, including shrubs and small plants that line the pathway. The surrounding lawn is well-maintained, creating an inviting approach.
Guest suite in Buckinghamshire
4.95 out of 5 average rating, 340 reviews

Charming 1 bedroom place with parking.

Relax in the beautiful Chilterns in a comfortable self contained suite with En-suite shower, dining area, 40" Smart TV, fridge. Pub 15 minute stroll away. Nearby towns of Chesham & Amersham have transport links into London and offer a host of restaurants and shops. The Chilterns AONB is well renowned among walkers. We are convenient for The Harry Potter studios (20 min drive) The property is self contained and totally separate from the owner's house so you can come and go as you please.

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, 149 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, 254 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
The country-style kitchen features a Smeg fridge and a farmhouse sink, complemented by open shelving displaying cups and plants. A microwave, kettle, and cooking equipment are included. A dining table is set for two, with tableware arranged on a patterned tablecloth. Natural light filters in through nearby windows.
Barn in Buckinghamshire
4.96 out of 5 average rating, 183 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 lodge is shown, featuring wooden walls and a slate roof. A private courtyard is visible, bordered by greenery and a stone-paved area. Large windows allow natural light to enter the lodge, creating an inviting atmosphere.
Tiny home in Holmer Green
4.97 out of 5 average rating, 219 reviews

The Stable Lodge

The Lodge is light, airy and modern, whilst providing original character and features. An ideal getaway for couples, those visiting family and friends, or somewhere to base yourself for a weekend of walking in the chilterns; this cosy, self-contained lodge is perfect for those looking to get away from it all. Set on a working stable yard surrounded by private ancient woodland accessible to guests. Private fenced garden, however not secure on one side for a determined dog.

Popular amenities for Cholesbury holiday rentals

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  4. Buckinghamshire
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