
Cottage holiday rentals in Chiltern
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Top-rated cottage rentals in Chiltern
Guests agree: these cottages are highly rated for location, cleanliness and more.

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

Luxurious Barn between Marlow & Henley
A luxurious 2 bedroom detached maisonette barn with garden, terrace and outstanding views over the Chiltern Hills.Situated in the picturesque village of Medemenham, 2 miles from Marlow and 5 miles from Henley-on-Thames. Located opposite Danesfield House Hotel and with stunning woodland walks accessible straight from the property and easy access to the River and Harleyford Golf Course . The property has 2 parking spaces, air conditioning ,wifi .

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 cottage rentals in Chiltern
Cottage rentals with a hot tub

The White Cottage Romantic Riverside Retreat

Rural 2 bedroom lodge in Windsor with Hot Tub

Lavender Cottage

5* Luxury Stylish House -LONG STAY discount

Luxury rural thatched cottage with cedar hot tub.

3 Bed in Shabbington (88963)

Cotswold home with hot tub - Little Barford Mill

Walkeridge Farm
Pet-friendly cottage rentals

Fancy cottage by RiverThames , Kew Gardens

Comfortable cottage in a beautiful setting

Peaceful cottage in a convenient village location

Wimbledon Village Sleeps 3 Cute Cottage

Modern Cottage with Rural Views

Traditional, cosy country cottage

Self contained, rural cottage, 2 double bedrooms

Stylish-Stays: Fleet, Patio, Pets, EV, Parking
Private cottage rentals

Charming historic country cottage edge of Oxford

A gem. Coach House, beautiful Oxfordshire village

Beautiful self catering 2 bed Cottage

Beautiful Rose Cottage Barn on a farm in Surrey

The Bakehouse, detached cottage

Stunning Cottage, Perfect Location + Parking

Chic Thame Cottage with Garden near Oxford

Tawny's at Willow Barn
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 € 52 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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- Cottage rentals Buckinghamshire
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- Tower Bridge
- British Museum
- Westminster Abbey
- Covent Garden
- Big Ben
- Buckingham Palace
- London Bridge
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- The O2
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- Oxford University
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- Queen Elizabeth Olympic Park, London
- Windsor Castle




