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

Luxury 5* House Near Windsor Castle, Ascot, London
This Grade 11 listed Mews property was built in 1872 and offers contemporary, luxurious living space. Luxurious king size beds, beautiful bathrooms, abundant art and character; the properties look onto an ancient courtyard with fountain, secure behind private gates with parking. The location is exceptional. Windsor Great Park is a 10 min stroll away, and Windsor is 3 miles away, Wentworth Golf Club and Ascot are all within 6 miles. Central London is 35 minutes by train. Heathrow is 6 miles away.

Cute Cottage, Flint stone cottage, Hemel Hempstead
Cute Cottage is a beautiful flintstone cottage, with a secure south facing renovated garden. Its located in the heart of Boxmoor Village in Hemel Hempstead, Hertfordshire, less than half a mile to the station (30 mins to Euston, London), 2 minute walk to the beautiful Moor and Canal, under a mile to Hemel town centre. Surrounded by great pubs and restaurants, it is a picture postcard property, public carpark less than 100 yards away, it has everything you need for a comfortable cosy stay.

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.

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

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

Historic house with a contemporary heart

The White Cottage Romantic Riverside Retreat

Ultra luxury, newly refurbished country retreat

Cottage in beautiful Hampshire village

Luxury rural thatched cottage with cedar hot tub.

Chestnut , an Idyllic Cotswold farm retreat

Delightful Cottage 15 Acre Estate + Pool + Hottub

Hunters Moon ~ Romantic Cottage with WoodFired Tub
Pet-friendly cottage rentals

Idyllic & Perfectly Located 18th Century Cottage

Pear Tree Cottage @ Upper Wood End Farm

Self contained, rural cottage, 2 double bedrooms

Beautiful guest house in a Cotswolds village

Modern Countryside Retreat with Stunning Views

The Potting Shed

Stunning cottage, nestled close to Soho Farmhouse

Beautiful Cottage in the heart of Buntingford
Private cottage rentals

The Coach House, close to Cambridge

Cutter's Barn

Church View Cottage, Ducklington, Witney

Quiet Countryside Escape: Comfy barn conversion

Barn conversion close to Bicester

Beautiful Rose Cottage Barn on a farm in Surrey

Stunning Cottage, Perfect Location + Parking

Chic Thame Cottage with Garden near Oxford
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 1,350 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!
Destinations to explore
- Guest house rentals Chiltern
- Rentals with a washing machine and dryer Chiltern
- Rentals with a fireplace Chiltern
- Rentals with outdoor seating Chiltern
- Rentals with a patio Chiltern
- Pet-friendly rentals Chiltern
- Family-friendly rentals Chiltern
- Flat rentals Chiltern
- Rentals with breakfast Chiltern
- Rentals with a firepit Chiltern
- Rentals with an EV charger Chiltern
- Smoking-friendly rentals Chiltern
- Apartment rentals Chiltern
- House rentals Chiltern
- Fitness-friendly rentals Chiltern
- Private suite rentals Chiltern
- Rentals with a hot tub Chiltern
- Cottage rentals Buckinghamshire
- Cottage rentals England
- Cottage rentals United Kingdom
- Tower Bridge
- Big Ben
- British Museum
- Covent Garden
- London Bridge
- Buckingham Palace
- Hampstead Heath
- The O2
- St Pancras International
- Trafalgar Square
- Emirates Stadium
- ExCeL London
- Wembley Stadium
- Russell Square
- Borough Market
- London Eye
- Clapham Common
- Alexandra Palace
- London Stadium
- University of Oxford
- Blenheim Palace
- Primrose Hill
- St Paul's Cathedral
- Windsor Castle




