Cottage vacation rentals in Chiltern Hills

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Top-rated cottage 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, 171 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.

Top guest favorite
Cottage in Brill
4.88 out of 5 average rating, 152 reviews

Elegant Countryside Cottage near Oxford

Spacious and beautifully finished countryside cottage in the heart of Brill village with views across the village green and just a 2 min walk from The Pointer pub. The perfect base for exploring the countryside, Oxford, Thame and Bicester Village. Blenheim Palace, Waddesdon Manor, the Cotswolds, Silverstone race track and London are all within easy reach. Well behaved dogs over 2 years old welcome! * Host My House manages this property which is owned by Christopher & Gillian Scott-Mackirdy *

Top guest favorite
The exterior of a barn conversion is showcased amidst lush greenery, featuring a large tree and assorted shrubs. A patio area with outdoor seating is visible, providing a peaceful spot for relaxation under the sunshine. The surrounding garden is well-kept, enhancing the tranquil atmosphere.
Cottage in Granborough
5 out of 5 average rating, 108 reviews

Cosy listed barn in peaceful country village.

Beautiful grade 2 listed barn conversion with unique historical features. Mezzanine king bedroom overlooking a large open vaulted ceiling living space. Set in tranquil mature gardens & situated next to the owner's cottage & the historic Saxon village church with a lovely pub serving lunch and evening meals Tues- Sun a 5 minute walk away. We are 30 mins from Bicester Village, Silverstone, Stowe House, Waddesdon Manor, Claydon House, The Ridgeway, The Chilterns, Ascott House & Bletchley Park.

Top guest favorite
A serene scene showcases a cottage surrounded by lush greenery and a private lake. Two swans glide across the calm water, while the cottage, with its wooden facade and sloped roof, is nestled among the trees, offering a peaceful retreat in nature.
Cottage in Sarratt
5 out of 5 average rating, 261 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.

Top guest favorite
Cottage in High Wycombe
4.97 out of 5 average rating, 351 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.

Top guest favorite
The exterior of the cottage features a charming red brick façade with white window frames. A path leads to the front door, which is painted in a soft blue. Lush greenery and small shrubs are visible beside the path, contributing to the welcoming entrance.
Cottage in Piddington
4.98 out of 5 average rating, 115 reviews

Cosy Country Cottage

The Cottage is a cosy retreat in a quiet village, recently renovated to show off the best of its period features with all the creature comforts. Ideally situated for Bicester Village shopping, Oxford site seeing, Silverstone motor racing and beautiful countryside walks. This is the perfect bolt hole to be as active or relaxed as you choose. Have a soak in the roll top bath, snuggle up in front of the log burning stove or spend an afternoon in the suntrap garden listening to the birds.

Top guest favorite
A charming stone cottage is framed by lush greenery and flowering shrubs, creating a welcoming entrance. The well-defined pathway leads to a stylish front door, while a gravelled area provides off-street parking. The overall aesthetic combines rustic character with well-maintained landscaping.
Cottage in Moreton-in-Marsh
4.94 out of 5 average rating, 105 reviews

Luxury Cottage, WOW en~suite and private parking.

“ The couples cottage “ a romantic Cotswolds cottage, this beautiful cottage has the real WOW factor. A spacious one bedroom cottage with and a stunning decadent en_suite, resplendent with two side by side slipper baths positioned opposite a bespoke wall mural of Florence. Tucked away down a quiet side street off Moreton in Marsh main high street you have the best of both worlds. All the charm of a country cottage but with all amenities close by and stunning countryside all around.

Guest favorite
A cozy sitting room is highlighted by a brick fireplace, housing a wood burner. Comfortable leather and fabric armchairs are arranged around a central coffee table, adorned with a magazine and a cup. Bookshelves filled with books frame the space, contributing to a rustic atmosphere.
Cottage in Cuddesdon
4.96 out of 5 average rating, 110 reviews

Romantic cosy cottage near Oxford & The Cotswolds

Romantic cottage in the sleepy Oxfordshire village of Cuddesdon, close to Oxford, The Cotswolds, Henley, Blenheim Palace and quick links to London. Reminiscent of the cottage from ‘The Holiday’, its warm, calm, cosy interiors make it perfect for couples, friends or families looking for a relaxing break away. Cosy up by the fire, daydream whilst looking over the beautiful countryside views, linger in the cosy king size beds, or stroll up to The Bat and Ball for an amazing dinner.

Top guest favorite
An airy living space is highlighted by high ceilings and natural light streaming through large windows. A mix of seating options, including a gray sofa and a white armchair, surrounds a coffee table. A dining area with white chairs complements a gray sideboard.
Cottage in Amersham
4.97 out of 5 average rating, 159 reviews

Delightful, rural, modern cottage, large garden.

Spectacular , quiet, rural cottage. This cottage contains a large maisonette room with a super-king bed and a downstairs room with two double beds, ideal for up to 4 children who can share or two adults who prefer double beds. The bathroom has a bath with a shower in it. There is a fully operating kitchen/dining room. Lots of walks nearby either to the pubs in Little Missenden, Penn woods and Penn Street or further into Old Amersham. Shared use of a large garden and tennis court.

Top guest favorite
A spacious kitchen and dining area features rustic wooden beams and a large table surrounded by benches. A well-equipped kitchen counters along the wall include a stove and sink, while light streams in through large windows, highlighting the warm tones of the wooden flooring.
Cottage in Crowmarsh Gifford
4.96 out of 5 average rating, 388 reviews

Gardeners’ Cottage (Georgian stable conversion)

An entirely self contained cottage, recently converted from a Georgian stable and gardeners’ lodge. While adjacent to the owners property it is entirely separate, with its own secure parking and EV charger. Located in a small village, with two pubs on doorstep. Market town of Wallingford (setting for “Midsomer Murders”) is short walk, many amenities including boat rides on the River Thames an outdoor heated pool (summer), great restaurants and shops including Waitrose.

Top guest favorite
A cozy sitting room is featured, showcasing a comfortable armchair and a large coffee table adorned with various books and decorative items. A warm fire burns in the fireplace, and built-in shelving lines one wall, filled with a diverse selection of books.
Cottage in Warfield
4.98 out of 5 average rating, 319 reviews

Luxury 2 bedroom cottage

Luxury Cottage at Hayley Green A charming, character-filled retreat for up to 4 guests in a peaceful semi-rural setting. Designed for comfort and relaxation, it’s ideal for couples, families, or friends. Enjoy a well-stocked library if you prefer to stay in. Perfectly located: 6 mins to Lapland Ascot 9 mins to Legoland 11 mins to Ascot 16 mins to Windsor & Wentworth 30 mins to Henley-on-Thames Under 1 hour by train to London via nearby Bracknell station

Top guest favorite
The exterior of Cutter's Barn is highlighted, showcasing its stone and brick façade. Large windows invite natural light, while the surrounding countryside is visible. A gravel area leads to the entrance, with potted plants adding greenery. A bench offers a place to relax.
Cottage in Chilton
4.99 out of 5 average rating, 295 reviews

Cutter's Barn

A brick and Stone barn that sleeps 6, Cutter’s Barn has been recently refurbished to a very high standard and is set on a small livestock Farm in stunning rural Buckinghamshire. Magnificent views of rolling hills and valleys on the edge of the Chiltern Hills, but close to Oxford and excellent transport links to London. Cattle and Sheep share the surrounding pastures with abundant wild bird and animal life.

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