
Cottage holiday rentals in Chiltern
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Top-rated cottage rentals in Chiltern
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Charming terrace in the heart of Bray village
Our lovely victorian terraced home is perfectly situated for all the fine dining that the charming village of Bray has to offer. The Michelin 3-starred Waterside Inn and Fat Duck are a few mins walk away as are the Crown Inn, Hinds Head and Caldesi. Stroll 15 mins more and you’ll find the recently renovated Monkey Island Estate. A short drive and you can be at either Ascot or Windsor Races, Cliveden House, Legoland, the village of Cookham or the beautiful river Thames towns of Marlow or Henley

Beautiful oak barn in peaceful countryside setting
Delightful detached barn crafted from French oak in a peaceful private lane on a gated country estate. Luxuriously appointed with full facilities for a short break or longer stay. Air Con. Free EV charging point. Many public footpaths close by. Local shops are only a 10 minutes stroll. Gastro pubs, restaurants and independent shops within easy walking distance. A short drive from M25 (J11). Fast rail links to London from Woking. LGBTQ+ friendly. Friendly Spaniel and Siamese cat on site.

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.

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.

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.

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.

Character Cottage in the heart of Chilterns AONB
A charming cottage set in over two acres of grounds in the heart of the Chilterns area of outstanding natural beauty. Logie is surrounded with mature trees, woods and lots of wildlife to discover. An ideal place to get away from it all, only a short distance from London and Oxford, with many excellent walks starting from our doorstep . The cottage has many original features, including wooden beams and open fires. You'll have all of Logie and its extensive grounds for your own use.

Badgers Retreat, Aldbury, Tring
Badgers Retreat is a charming, compact two bedroom cottage centrally located in the picturesque and sought after village of Aldbury. The cottage is situated within easy distance of all the village amenities and attractions, as well as the delights of the beautiful Hertfordshire countryside that surrounds the village. Aldbury has two pubs serving food, a village store and post office, a church and local primary school. London Euston is 40 minutes away by train from Tring station.

2 Bedroom Luxury Cottage (Secure & Quiet)
This charming Cottage is located in the picturesque Village of Englefield Green. Just four miles from Windsor Castle, three miles from Wentworth Golf Course and six miles from Ascot Race Course. Heathrow Airport if just six miles away. 300 metres further down the lane is The Royal Air Force Memorial and below that, on National Trust grounds that skirts the River Thames is the Magna Carta Memorial. The Royal Holloway University is a ten minute stroll across the Village.

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

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.

Tawny's at Willow Barn
Tawny's at Willow Barn, set within the Area of Outstanding Natural Beauty: the Chiltern Hills - bang in the centre of Midsomer Murders Country. Tawny's benefits from a traditional rural setting, with all the trappings of country living. Walking distance to the well stocked village shop, a bustling pub, tennis court, and the most fantastic walks and cycle trails available.
Popular amenities for cottage rentals in Chiltern
Cottage rentals with a hot tub

Cosy little country cottage with luxury hot tub

Historic house with a contemporary heart

The White Cottage Romantic Riverside Retreat

Beautiful grade 2 listed cottage

Ultra luxury, newly refurbished country retreat

Cottage in beautiful Hampshire village

Luxury rural thatched cottage with cedar hot tub.

Cosy Grade ll Cottage with new Wood Fired Hot Tub.
Pet-friendly cottage rentals

Pretty Chocolate Box Thatched Cottage

Stylish cottage sunny terrace dog-friendly & WIFI

Cotswold Cottage near Soho Farmhouse & Daylesford

Modern Cottage with Rural Views

Pear Tree Cottage @ Upper Wood End Farm

Idyllic Cotswold Farm Cottage & Secure Garden

Cosy, 2 Bedroom Cottage

Stunning cottage, nestled close to Soho Farmhouse
Private cottage rentals

The Coach House, close to Cambridge

Cutter's Barn

Quintessential Cotswold Cottage The Old Bakehouse

The Coach House

Barn conversion close to Bicester

Cosy listed barn in peaceful country village.

Stunning lodge in idyllic setting, near Cambridge

Bluebell Cottage Welwyn Hertfordshire
Quick stats about cottage rentals in Chiltern

Total holiday rentals
Explore 20 holiday rentals in Chiltern

Nightly prices starting at
Chiltern holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 1,310 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Chiltern holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chiltern rentals

4.9 Average rating
Chiltern stays are highly rated by guests – averaging 4.9 out of 5!
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- Tower Bridge
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