Vacation rentals in Chiltern Hills

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Top-rated vacation rentals in Chiltern Hills

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Top guest favorite
An indoor swimming pool is surrounded by clear protective panels, reflecting bright blue waters. Sturdy metal steps lead into the pool, while light filters gently through the structure, enhancing the serene environment.
Cottage in Cuddington
4.96 out of 5 average rating, 179 reviews

Escape to Country Living at its Finest!

Escape to the country and unwind at this charming, elegant cottage in 2 acres of lovely gardens with swimming pool, tennis badminton and table tennis, and county walks starting from your door. Located on the edge of the award winning village of Cuddington, walk to the thatched roof pub for drinks and dinner or village store for supplies and news papers. Only 10 minutes drive to the bustling market town of Thame, 35 minutes to Oxford, 40 minutes to London by train and 45 minutes to London LHR.

Guest favorite
The open-plan living area showcases vaulted ceilings supported by original beams. Natural light floods in through large patio doors, illuminating the modern kitchen and cozy seating area, which contains a soft sofa and a comfortable armchair. Warm wooden flooring complements the neutral color palette throughout.
Barn in Buckinghamshire
4.96 out of 5 average rating, 351 reviews

Beautiful cosy Scandi-barn in Chiltern market town

A beautiful, calm and cosy space designed to feel like a home from home. Lovingly updated and modernised, whilst retaining original character and features to create a unique guest experience. Uber-clean and free from clutter, everything looks & feels fresh for each stay. The kitchen, carpets, paintwork, doors, windows and VELUX roof-lights have been replaced or updated recently. Located with a parking space in a secure, gated courtyard just moments from the town centre of Princes Risborough.

Top guest favorite
Cottage in High Wycombe
4.97 out of 5 average rating, 364 reviews

Chiltern Barn at Wheeler End, Buckinghamshire

Chiltern Barn is a 230 year old converted hay barn in Wheeler End in Buckinghamshire - half way between London and Oxford, close to Marlow and Henley-on-Thames with easy access to the M40. Wheeler End is a small village in The Chilterns built around a large common. There is a friendly local pub, The Chequers and Lane End, less than mile away has local amenities, including a well stocked Londis, a newsagents, excellent farm shop, gastro-pub, Indian and Chinese takeaways, hair dressers etc.

Guest favorite
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, 451 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 favorite
Guesthouse in Radnage
5 out of 5 average rating, 233 reviews

Chilterns Country Escape

Perfect for your escape to the country, a self-contained annexe set in the Area of Outstanding Natural Beauty that is The Chilterns, yet only a short drive from the M40 motorway, London and Oxford. There is everything that you need, whether for overnight or a longer stay, with a well equipped kitchen. Come for the peace and quiet, admire the wildlife, explore the unspoiled countryside on foot or by bicycle or enjoy the wealth of top class local restaurants and tourist attractions.

Top guest favorite
The exterior of the modern annexe is showcased, featuring large glass doors that allow natural light to fill the interior. A spacious balcony is visible above, bordered by glass, and wooden furniture is arranged on the terrace, ideal for outdoor relaxation.
Home in Tetsworth
5 out of 5 average rating, 372 reviews

Luxury self-contained Annexe with balcony Jacuzzi

Luxury self-contained annexe on the edge of the Chilterns, situated in the peaceful countryside which can be enjoyed from the hot tub, yet only 5 mins to the M40, 15 mins to Oxford Park & Ride & 15 mins to the station with trains to London taking 45 mins. It is the perfect place to relax with cosy lounge, wood burning stove, bespoke kitchen & underfloor heating. Upstairs features a super-king sized bed, seating area, luxury wet-room with underfloor heating, balcony and Jacuzzi.

Top guest favorite
Tiny home in Holmer Green
4.97 out of 5 average rating, 256 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.

Top guest favorite
Windmill in Oxfordshire
4.98 out of 5 average rating, 227 reviews

The Windmill Blackthorn Hill, Nr. Bicester Village

Featured in the 'Times Newspaper' Top 10 best Places to Stay with Spectacular Views: "A truly amazing experience." Enjoy a luxurious stay in a historic 17th c. listed windmill and create unforgettable memories. You won’t be short of things to do—enjoy boutique shopping at the renowned Bicester Village or take leisurely walks around historic Oxford, just a 15-minute train ride away. Additionally, Blenheim Palace and Waddesdon Manor are nearby attractions worth exploring.

Guest favorite
A well-equipped kitchen features cream cabinetry and a dark countertop. A farmhouse sink is complemented by modern appliances, including a microwave and stove. Natural light filters through multi-pane windows, illuminating the space and offering a view of the secure garden.
Home in Skirmett
4.9 out of 5 average rating, 142 reviews

Gorgeous Cottage in Skirmett with Parking

This gorgeous 3 bedroom cottage, is in the quiet village of Skirmett, situated in the Hambleden Valley, in a particularly pretty area of the Chilterns. Many films and TV series have been filmed in the area, as it is often thought of as quintessentially English. Just a hop and a skip from London and its airports and a short distance from Marlow, Henley or High Wycombe stations... come and step back in time and enjoy a rural setting you won't forget.

Top guest favorite
A private courtyard is framed by vibrant wisteria blossoms cascading from the overhead structure. A small round table and two chairs are positioned on a stone-paved surface, surrounded by greenery and wooden fencing that provides a sense of seclusion.
Guest suite in Oxfordshire
4.97 out of 5 average rating, 112 reviews

Rustlings Rest, a private annex and courtyard

Rustlings Rest is a private self contained wing of an 1800's brick and flint cottage located in the charming village of Chinnor, at the base of the Chiltern Hills. Rustlings Rest includes it's own private entrance and courtyard with parking for one car. It offers peace and tranquility to anyone wanting some time away from the hustle and bustle of everyday life and is the perfect location for walking and exploring the surrounding areas.

Guest favorite
A charming wooden building is accented by an array of vibrant flowers and lush greenery in the foreground. A private external staircase leads to the entrance, while a clear blue sky provides a bright backdrop for this inviting countryside retreat.
Barn in Buckinghamshire
4.96 out of 5 average rating, 831 reviews

The Hayloft, Downley Common

The Hayloft is situated at Downley Farmhouse in Downley, Buckinghamshire - half way between London and Oxford, close to Marlow and Henley-on-Thames. Downley is a small village set around a common with a friendly local pub, The Le De Spencer Arms, which serves good food. The village has all the necessary local amenities and is within easy reach of all major communication networks and local attractions.

Guest favorite
An outdoor deck features a wooden hot tub beside a mirrored house, surrounded by trees. Two wicker chairs are positioned on the deck, with a small table displaying refreshments. The scene reflects the lush greenery, creating a harmonious integration with nature.
Cabin in Oxfordshire
4.98 out of 5 average rating, 179 reviews

The Mirror Houses - Cubley

Our Mirror Houses are located in a remote area of a family-run farm near the Oxfordshire village of Kirtlington. They are hidden away in woodland in the grounds of the Kirtlington Park Polo Club, next to a Capability Brown-designed lake. Surrounded by stunning landscape and reflecting the trees and nature around them, the Mirror Houses offer a peaceful and idyllic retreat from city life.

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