
Cottage vacation rentals in Chiltern
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Top-rated cottage rentals in Chiltern
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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.

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.

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

Upscale Bright Boutique Cottage Central St Albans
Our Cottage has been renovated from ground up and we are thrilled to present our "good life home". An experience of upscale casual elegance. Opting for a clean and uncluttered energy you will find our home equipped for the most discerning guests. A fully stocked gourmet kitchen with a Nespresso Citiz & Milk, a gas range cooking, Wall-to-wall window for natural light and a cosy outdoor lounge. The Living space displays contemporary décor, colours are serene and neutral and comfort is standard.

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.

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.
Popular amenities for Chiltern cottage rentals
Cottage rentals with a hot tub

The White Cottage Romantic Riverside Retreat

Luxury 5 star Cotswolds barn for 2 w/hot tub

Rural 7 bed Lodge In Windsor! Hot Tub! Sleeps 20

Cottage in beautiful Hampshire village

Modern house in countryside setting with hot tub!

Luxury rural thatched cottage with cedar hot tub.

Chestnut , an Idyllic Cotswold farm retreat

Delightful Cottage 15 Acre Estate + Pool + Hottub
Pet-friendly cottage rentals

Stylish cottage sunny terrace dog-friendly & WIFI

Modern Cottage with Rural Views

Peaceful Stable cottage set in great location

Old English Cottage in Chipping Warden

Beautiful guest house in a Cotswolds village

Idyllic Cotswold Farm Cottage & Secure Garden

Secluded & Idyllic - Bo’ok End Cottage

Beautiful Cottage in the heart of Buntingford
Private cottage rentals

Unique Cottage, Beautiful Views, Ascot, Windsor

The Coach House, close to Cambridge

Cutter's Barn

Quintessential Cotswold Cottage The Old Bakehouse

Church View Cottage, Ducklington, Witney

The Coach House

Beautifully renovated cottage - Prince's Forge

Barn conversion close to Bicester
Quick stats about cottage rentals in Chiltern

Total vacation rentals
Explore 20 vacation rentals in Chiltern

Nightly prices starting at
Chiltern vacation rentals start at € 52 per night before taxes and fees

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

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Chiltern vacation rentals include wi-fi 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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