Cottage holiday rentals in Chiltern Hills

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Top-rated cottage rentals in Chiltern Hills

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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, 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 favourite
A spacious bedroom is presented with a king-size bed adorned with hotel-quality linens. Flanking the bed are two bedside lamps providing soft illumination. A vintage dressing table and chair are positioned nearby, complemented by a stack of antique suitcases at the foot of the bed.
Cottage in Brill
4.88 out of 5 average rating, 153 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 favourite
The exterior of the barn conversion is depicted, showcasing a traditional black wooden façade. A patio area with a round table and two wooden chairs is visible, accompanied by a large umbrella. Lush greenery and mature trees surround the property, providing a tranquil setting.
Cottage in Granborough
5 out of 5 average rating, 109 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 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, 263 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
The cottage's serene garden is shown, featuring a stone patio with a wooden dining set surrounded by greenery. Sunny skies illuminate the exterior of the cottage, with trees and shrubs providing privacy and a peaceful atmosphere.
Cottage in Bray
5 out of 5 average rating, 152 reviews

A Hidden Gem

A character cottage, tucked away, in the heart of gastronomic Bray - renowned for its Michelin-starred restaurants: The Waterside, The Fat Duck, the Hind's Head and Caldesi, all within easy walking distance of the cottage. Lych Cottage is a two-bed semi-detached property, completed to a high standard. It provides a stylish place to stay for those wishing to enjoy the comforts of home whilst availing themselves of the local amenities. The first night's stay includes a continental breakfast.

Top guest favourite
The exterior of Chiltern Barn is depicted, showcasing a two-story building with a slate roof and natural stone façade. Large glass doors open onto a stone patio area, and a cobbled courtyard is visible in front, framed by lush greenery and a clear blue sky.
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 favourite
A cozy lounge area is presented with comfortable seating, a wooden coffee table, and a log burner providing warmth. Natural light floods in through a large window, highlighting a stylish TV and decorative touches like a plush throw. The space exudes a welcoming ambiance.
Cottage in Churchill
4.96 out of 5 average rating, 132 reviews

The Little Cottage in the Cotswolds- boutique stay

The Little Cottage in the Cotswolds is a stylish, two bedroom Cotswolds stone cottage with a private garden in the picturesque village of Churchill. Perfect for a romantic getaway or escape to the country for family or friends. Within an Area of Outstanding Natural Beauty and the "golden triangle" formed by Chipping Norton, Burford and Stowe-on-the-Wold, it's an ideal base for walking and for exploring the many attractions of the Cotswolds. The Chequers gastro pub is a short stroll away.

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, 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.

Guest favourite
An inviting entrance is framed by wrought iron gates, leading into a gravel pathway. Lush greenery and trees border the path, showcasing the charm of the surrounding area. The visible buildings feature a mix of brick and greenery, blending harmoniously with the landscape.
Cottage in Moreton-in-Marsh
4.92 out of 5 average rating, 1,031 reviews

The Garden Room - Coach House.

A beautiful self-contained Cotswold Coach House, this is a great base to explore the Cotswolds & local attractions. We are happy to help with recommendations. Lovely walking with some fantastic pubs Sitting room with smart TV and Kitchenette, ideal for basic cooking Good sized bedrooms Bathroom with a Roll-top Bath and second Shower room Continental Breakfast is provided for your first night. *If coming by Train to Moreton, you will need to book a Taxi for a 5 minute journey.

Top guest favourite
The cottage features a traditional thatched roof and warm, stone walls, surrounded by a vibrant flower garden. Lush greenery and flowering plants create an inviting entrance, while decorative planters complement the charming facade. A pathway leads to the front door, enhancing the cottage's village appeal.
Cottage in Kingham
4.96 out of 5 average rating, 115 reviews

Pretty Chocolate Box Thatched Cottage

A beautiful late 16th century thatched cottage located in the beautiful village of Kingham. A two minute walk from The Wild Rabbit Pub and restaurant and also The Kingham Plough. The village also has a very handy village shop. Formerly owned by a London interior designer, the cottage was featured in House and Gardens Magazine in June 2023. A home away from home and only a short 30 min walk down the bridle path to the famous Daylesford Organic Farm shop, restaurants and Spa.

Top 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
4.98 out of 5 average rating, 324 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

Guest favourite
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, 113 reviews

Dog Friendly Cottage 15 minutes to Oxford

Cosy, stylish interiors similar to “The Holiday” cottage. Dog-friendly and perfect for winter weekends or romantic getaways. Snuggle by the fire, enjoy king-size beds, or take in peaceful countryside views. Fully equipped kitchen and fast Wi-Fi. Just 15 mins from Oxford, Blenheim Palace, and The Cotswolds. Stroll to the award winning ‘The Bat & Ball’ pub for a delicious meal. Limited March weekend dates — book your spring escape now!

Popular amenities for cottage rentals in Chiltern Hills