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Cottage vacation rentals in Chiltern Hills

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Top-rated cottage rentals in Chiltern Hills

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Top guest favorite
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, 178 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
The charming facade of a 17th-century Cotswold stone cottage is covered in lush greenery. Large windows allow natural light to enter, and a welcoming front door is framed by flourishing plants. The quiet lane leads up to the cottage, enhancing its tranquil setting.
Cottage in Bledington
4.95 out of 5 average rating, 293 reviews

Beautiful grade two listed Cotswold stone Cottage

Five Bells Cottage is a grade two 17th Century Cotswold stone cottage. The cottage has just been renovated to a very high standard. Set in a row of attractive cottages on a quiet lane and directly opposite the handsome Norman Church. We have all the little luxuries of a boutique hotel: comfortable beds, powerful showers and a stylish interior. Just a short stroll is the famous Kings head. Bledington is a quintessential and unspoilt cotswolds village with a village green and a babbling brook.

Top guest favorite
The charming Victorian Lodge features a classic brick exterior with white trim, framed by lush greenery. Two inviting front windows and a central doorway are surrounded by decorative flower pots. A gravel pathway leads to the entrance, highlighted by an expansive tree nearby.
Cottage in Windsor
4.99 out of 5 average rating, 105 reviews

Gorgeous CountryCottage overlooking Windsor Castle

The Victorian Lodge (1876) is a charming & quintessentially English country cottage on a private estate once owned by King Henry 8th. It sits right beside Windsor Great Park, at the entrance of a long driveway to Little Dower House, where the owners of the Lodge live. The private gardens and stunning view at the Victorian Lodge provide the perfect setting for a small intimate wedding. Whilst the romantic gardens within the Little Dower House estate provide an ideal venue for larger weddings.

Guest favorite
Cottage in Wicken
4.94 out of 5 average rating, 110 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 favorite
Cottage in Brill
4.88 out of 5 average rating, 156 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
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
4.93 out of 5 average rating, 199 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 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, 273 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
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, 163 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 favorite
Cottage in High Wycombe
4.97 out of 5 average rating, 363 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
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, 123 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 award winning village pub.

Top guest favorite
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, 125 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
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
4.98 out of 5 average rating, 164 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.

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