
Vacation rentals in Cholesbury
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Cholesbury
Guests agree: these stays are highly rated for location, cleanliness, and more.

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
LocationValueGetting around
4.87 out of 5 average rating, 211 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.
LocationFamilyHiking
4.9 out of 5 average rating, 348 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.
ValueLocationParks
4.95 out of 5 average rating, 177 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.
LocationFamilyHeating
4.98 out of 5 average rating, 115 reviews
Gorgeous self-contained studio in Hertfordshire
Come and enjoy our unique self-contained Studio attached to our house. It is a quiet and peaceful spot, ideal for rest and recuperation or to explore the surrounding rural areas and Chilterns AONB. It is a fully self-contained basement apartment, its open plan with a lounge area, dining area, bedroom with its own en suite shower room. It has its own entrance way down a terraced flower bed, and has a small private patio with table and chairs which is yours to use at your leisure.
ValueLocationComfort
5.0 out of 5 average rating, 103 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.
LocationValueKitchen
4.96 out of 5 average rating, 186 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.
LocationFamilyHiking
4.98 out of 5 average rating, 125 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.
ValueLocationBreakfast
4.98 out of 5 average rating, 287 reviews
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 ☺️
ValueLocationView
4.93 out of 5 average rating, 109 reviews
Wizards Retreat - 8 Mins to HP Warner Bros Studio!
Welcome to ‘The Wizard’s Retreat’ This Airbnb is perfectly located just an 8-minute drive from Warner Bros. Studios, making it the ideal stay for fans visiting the Harry Potter Tour. There's wizard books to read, games to play & spooky potions to see! Whether it’s a spellbinding weekend with friends, a cosy couple’s getaway, or a family adventure, The Wizard’s Retreat has been designed to capture the wonder and excitement of the wizarding world for all to enjoy!
LocationFamilyTV
4.97 out of 5 average rating, 216 reviews
Ancient country barn, open fire, amazing walks
A stunning 16th Century luxury barn in the Chiltern Hills, just half a mile from the London Underground. Featuring a huge open fireplace, soaring beams and a beautifully decorated Christmas tree in winter. Sleeps 8 in comfort with modern amenities, Miele kitchen, fast Wi-Fi and acres of orchards, gardens and woodland to explore. A unique blend of historic charm and modern comfort in a magical countryside setting.
LocationFamilyWifi
4.99 out of 5 average rating, 104 reviews
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.
ValueLocationKitchen
4.97 out of 5 average rating, 122 reviewsPopular amenities for Cholesbury vacation rentals
Other great vacation rentals in Cholesbury

Serene & Private Annexe in Village Centre
FamilyLocationBackyard
5.0 out of 5 average rating, 49 reviews
6BR|Sleeps 13|Contractor|Garden|WiFi|Parking
LocationValueNearby
4.93 out of 5 average rating, 15 reviews
Little bucks haven
LocationFamilyDecor
4.9 out of 5 average rating, 29 reviews
Woodlands annexe
LocationValueCleanliness
4.87 out of 5 average rating, 75 reviews
Beautiful, spacious lodge, lovely gardens
LocationFamilyPets
4.99 out of 5 average rating, 72 reviews
Victorian house in central Berkhamsted
ValueLocationAccess
4.98 out of 5 average rating, 53 reviews
Detached Barn in Rural location near Berkhamsted
LocationFamilyAmenities
4.97 out of 5 average rating, 63 reviews
Charming Coach House
LocationFamilyGrill
4.84 out of 5 average rating, 45 reviewsDestinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- The O2
- ExCeL London
- Tower Bridge
- Silverstone Circuit
- Emirates Stadium
- Clapham Common
- Tottenham Hotspur Stadium
- University of Oxford
- Victoria Park
- Thorpe Park Resort
- The National Bowl
- Blenheim Palace
- Big Ben
- Buckingham Palace
- Alexandra Palace
- London Eye
- Windsor Castle





