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Cottage holiday rentals in Chiltern Hills

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Top-rated cottage rentals in Chiltern Hills

Guests agree: These cottages are highly rated for location, cleanliness and more.

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Top Guest favourite
A flagstone courtyard features a small white table surrounded by green chairs. The stone cottage's entrance is visible, adorned with climbing plants and potted flowers. Natural light enhances the rustic charm, with a mix of stone and brick flooring creating a welcoming outdoor space.
Cottage in Stonesfield
4.96 out of 5 average rating, 248 reviews

The Old Bakehouse Quintessential Cotswold Cottage.

This 350 year old cottage, built in famous honey Cotswold stone, retains a wealth of original character including oak beams, flagstone floors and the original cast-iron oven doors from its days as a bakery. Enjoy cosy evenings by the wood burning stove or summer days with french doors open to the terrace. Ideally located for exploring the many Cotswold villages, historic estates, Blenheim Palace, Oxford, Bicester Village, Soho Farmhouse, Estelle Manor, Daylesford, Diddly Squat Farmshop and more.

Top Guest favourite
A well-maintained garden features a stone pathway leading to the cottage, bordered by green lawns and vibrant red flowers. Various outdoor seating options are scattered throughout the area, with potted plants adding a charming touch. A distant shed is visible, complementing the serene landscape.
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 favourite
A charming view of the cottage and adjacent period home is presented, featuring a lush green lawn. Chickens roam freely in the foreground. The background showcases a historic church tower, accented by clear blue skies and surrounding trees.
Cottage in Wicken
4.94 out of 5 average rating, 112 reviews

Comfortable cottage in a beautiful setting

A charming 3-bedroom, 2-bathroom stone cottage attached to a Grade II listed manor house in the picturesque conservation village of Wicken, Northamptonshire. Gated access and secure parking. The cottage is attached to a family home with over four acres of fields & garden. Chickens, cats and a family dog roam freely, often with sheep in the field. There are footpaths directly from the property into the surrounding countryside. The village also boasts a dog friendly pub which serves good food.

Guest favourite
The entrance to Stile Cottage is framed by climbing roses, which add natural beauty to the stone exterior. The door, painted in soft grey, features a glass panel and is complemented by an intricate wooden overhang, offering a welcoming first impression.
Cottage in Cuddesdon
4.97 out of 5 average rating, 125 reviews

Luxury Oxfordshire Cottage | Dogs | Pub

Escape to a stylish, cosy cottage near Oxford, inspired by The Holiday. Perfect for couples or friends, it offers peaceful countryside views, king-size beds and a log fire for relaxing evenings. Dog-friendly and just a short stroll to the award-winning Bat & Ball pub, it’s an ideal base for exploring Oxford, Blenheim Palace and the Cotswolds. Perfect for summer escapes near Oxford - enjoy long lunches in the enclosed garden, countryside walks and evenings at the pub. Few remaining June dates.

Top Guest favourite
A natural swimming pond is surrounded by lush wildflowers and vibrant greenery. Wooden platforms extend over the water, providing seating areas amidst a tranquil landscape that invites relaxation and exploration.
Cottage in Saunderton
4.94 out of 5 average rating, 200 reviews

Idyllic escape - wild swimming, stunning walking

Tucked into the Chilterns, The Old Stable is a bright, vaulted 17th Century barn conversion. Lavished with love & attention to detail - inside you'll find a king sized bed, a huge power shower, underfloor heating, a fully equipped kitchen (with Nespresso and dishwasher) and Smart TVs with Netflix. Step outside to find a croquet lawn, tennis court, hammocks and a natural swimming pond. Footpaths run straight from the property. We were on BBC's Countryfile! 3rd May on BBC iPlayer for a peek.

Top Guest favourite
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, 275 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 favourite
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.

Top Guest favourite
A bright bathroom features a free-standing roll top bath, a spacious walk-in shower with glass panels, and wooden flooring. A vintage chest sits near the shower, accompanied by neatly arranged towels. Natural light enters through a window, enhancing the calm ambiance.
Cottage in Piddington
4.98 out of 5 average rating, 126 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 favourite
A spacious living area features exposed wooden beams and large windows allowing natural light to illuminate the space. Comfortable seating options include a dark leather sofa and an inviting coffee table adorned with fresh flowers. The adjoining kitchen boasts modern cabinetry and appliances, enhancing the open layout.
Cottage in Banbury
5 out of 5 average rating, 118 reviews

Luxury barn conversion bordering the Cotswolds

Converted 17th century barn. On the outside, the renovation is sympathetically done. On the inside, beams are retained with added comfort of under floor heating, a designer kitchen and Aga Rangemaster cooker. The principal bedroom has an en-suite shower room. There is a further family bathroom (with bath) off the hall. The second bedroom is down a short flight of stairs. The entire property is subjected to a deep clean between bookings. Outside, the property is surrounded by fields.

Guest favourite
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, 169 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.

Guest favourite
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
4.97 out of 5 average rating, 342 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 favourite
A charming cottage surrounded by a lush private garden is depicted. The brick exterior features large windows and a welcoming entrance. The grassy garden is interspersed with flowering shrubs and trees, offering a serene outdoor space for relaxation.
Cottage in Windsor and Maidenhead
4.96 out of 5 average rating, 856 reviews

The Old School House, Ascot, Berkshire

Beautiful small self-contained character cottage set within private garden, one mile from Ascot. Open plan studio room with sitting area, kitchenette and bedroom area; en suite shower room/WC. Perfect for 1-2 adult guests looking for a comfortable and relaxing place to stay, whether for business or pleasure. It is ideal for visitors to Ascot Races, Windsor, close to Heathrow and a lovely rural retreat less than one hour from central London.

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