Holiday houses in Cholesbury

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Top-rated holiday rentals in Cholesbury

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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

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

4.88 out of 5 average rating, 216 reviews
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

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.

4.9 out of 5 average rating, 350 reviews
Top Guest favourite
Home in Wendover

Serene & Private Annexe in Village Centre

Set in the heart of the bustling village of Wendover, nestled behind the historic Lime Tree House, this self-contained Annexe is perfect for short or long stays; spacious, well equipped and peaceful, with a private large walled garden. It offers the best of all worlds; a countryside escape surrounded by the stunning Chiltern Hills and Wendover Woods, a central location with an array of Pubs, eateries and shops on the doorstep , plus easy access to London (station 2 mins walk/Marylebone 45 mins).

5.0 out of 5 average rating, 51 reviews
Top Guest favourite
The expansive garden features a lush green lawn dotted with vibrant flowers and ornamental grasses, set against a backdrop of gentle hills under a bright blue sky with scattered clouds. Trees provide a lush frame to the picturesque view of the Golden Valley.
Condo in Little Gaddesden

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.

4.98 out of 5 average rating, 118 reviews
Top Guest favourite
The front entrance of the cottage features a white door framed by red-brick walls. Flower baskets with purple blooms hang beside the door. A cobbled path leads to a picket-fenced area with wooden chairs and a small table, creating a welcoming outdoor space.
Cottage in Aldbury

Badgers Retreat, Aldbury, Tring

Badgers Retreat is a charming, compact two bedroom cottage centrally located in the picturesque and sought after village of Aldbury. The cottage is situated within easy distance of all the village amenities and attractions, as well as the delights of the beautiful Hertfordshire countryside that surrounds the village. Aldbury has two pubs serving food, a village store and post office, a church and local primary school. London Euston is 40 minutes away by train from Tring station.

4.92 out of 5 average rating, 142 reviews
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

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.

4.96 out of 5 average rating, 187 reviews
Top Guest favourite
A living area features a dark gray sofa adorned with decorative pillows. In front, there is a white coffee table, showcasing a collection of books and a vase of colorful flowers. A framed photograph of a bird hangs on the wall above the sofa.
Loft in Bellingdon

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.

4.98 out of 5 average rating, 127 reviews
Top Guest favourite
Place to stay in Chesham

Cosy Self-Contained Cabin with Private Bathroom

A cosy little self-contained cabin with its own bathroom, private side entrance and off-street driveway parking. A lovely spot for guests working locally or anyone wanting a peaceful escape. There’s a comfy double bed overlooking greenery, TV with Netflix and Prime, strong Wi-Fi, and a kettle with tea and coffee. Toiletries included. There’s a private courtyard outside with table and chairs. We live in the main house and are happy to help while giving you full privacy ☺️

4.93 out of 5 average rating, 109 reviews
Guest favourite
Guesthouse in Hertfordshire

Grace's Guesthouse 68a

A Victorian period Guesthouse in the heart of Tring on the High Street above the longest established business in the town, G Grace & Son est. 1750. The Guesthouse is accessed via a private entrance directly off the High Street and offers both a unique stay in one of Tring's landmark buildings as well as unrivalled views of the local area. The rooms are self check-in / out offering privacy throughout your stay although assistance is always close by.

4.9 out of 5 average rating, 40 reviews
Guest favourite
The image captures a nighttime scene featuring a heated swimming pool with LED lighting. Nearby, a stylish cabin is illuminated with soft red light, showcasing its modern design. A hot tub is visible, surrounded by lush greenery and outdoor lights, creating a serene ambiance.
Cabin in Chesham

Romantic Christmas Retreat, Heated Pool, Hot Tub

The retreat cabin is a place for couples to genuinely switch off from the outside world. Relax in private luxury with a fantastic teak hot tub and award winning luxury heated swimming pool just feet from your door. Underfloor heating is also fitted as is air conditioning and electric privacy blinds. This entire area and listing is completely private and not shared with other guests.

4.99 out of 5 average rating, 343 reviews
Top Guest favourite
The exterior of a charming annex is shown, featuring dark wooden siding and a welcoming entrance. A stone pathway is bordered by colorful flowers and greenery. The roof is adorned with traditional tiles, and two windows offer a glimpse into the interior.
Cottage in Lee Common

Tawny's at Willow Barn

Tawny's at Willow Barn, set within the Area of Outstanding Natural Beauty: the Chiltern Hills - bang in the centre of Midsomer Murders Country. Tawny's benefits from a traditional rural setting, with all the trappings of country living. Walking distance to the well stocked village shop, a bustling pub, tennis court, and the most fantastic walks and cycle trails available.

4.97 out of 5 average rating, 123 reviews
Guest favourite
A spacious lounge area features a light-colored sofa adorned with blue cushions. A white coffee table, holding several books, complements the decor. Natural light streams through a large window, illuminating the cozy atmosphere. A staircase is visible in the background, leading to the upper floor.
Home in Great Missenden

Mews house in the center of Great Missenden

Quirky mews style house opposite the Roald Dahl Museum in the historical center of Great Missenden. Only a few minutes to the train station by foot and even closer to the Missenden Abbey venue. Set on two stories with balcony on first floor. Parking for one standard sized vehicle directly outside. Plenty of free parking a couple of minutes away.

4.91 out of 5 average rating, 283 reviews

Popular amenities for Cholesbury holiday rentals