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

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.

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 *

Cosy listed barn in peaceful country village.
Beautiful grade 2 listed barn conversion with unique historical features. Mezzanine king bedroom overlooking a large open vaulted ceiling living space. Set in tranquil mature gardens & situated next to the owner's cottage & the historic Saxon village church with a lovely pub serving lunch and evening meals Tues- Sun a 5 minute walk away. We are 30 mins from Bicester Village, Silverstone, Stowe House, Waddesdon Manor, Claydon House, The Ridgeway, The Chilterns, Ascott House & Bletchley Park.

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.

The Little Cottage in the Cotswolds- boutique stay
The Little Cottage in the Cotswolds is a stylish, two bedroom Cotswolds stone cottage with a private garden in the picturesque village of Churchill. Perfect for a romantic getaway or escape to the country for family or friends. Within an Area of Outstanding Natural Beauty and the "golden triangle" formed by Chipping Norton, Burford and Stowe-on-the-Wold, it's an ideal base for walking and for exploring the many attractions of the Cotswolds. The Chequers gastro pub is a short stroll away.

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.

The Garden Room - Coach House.
A beautiful self-contained Cotswold Coach House, this is a great base to explore the Cotswolds & local attractions. We are happy to help with recommendations. Lovely walking with some fantastic pubs Sitting room with smart TV and Kitchenette, ideal for basic cooking Good sized bedrooms Bathroom with a Roll-top Bath and second Shower room Continental Breakfast is provided for your first night. *If coming by Train to Moreton, you will need to book a Taxi for a 5 minute journey.

Pretty Chocolate Box Thatched Cottage
A beautiful late 16th century thatched cottage located in the beautiful village of Kingham. A two minute walk from The Wild Rabbit Pub and restaurant and also The Kingham Plough. The village also has a very handy village shop. Formerly owned by a London interior designer, the cottage was featured in House and Gardens Magazine in June 2023. A home away from home and only a short 30 min walk down the bridle path to the famous Daylesford Organic Farm shop, restaurants and Spa.

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

Dog Friendly Cottage 15 minutes to Oxford
Cosy, stylish interiors similar to “The Holiday” cottage. Dog-friendly and perfect for winter weekends or romantic getaways. Snuggle by the fire, enjoy king-size beds, or take in peaceful countryside views. Fully equipped kitchen and fast Wi-Fi. Just 15 mins from Oxford, Blenheim Palace, and The Cotswolds. Stroll to the award winning ‘The Bat & Ball’ pub for a delicious meal. Limited March weekend dates — book your spring escape now!
Popular amenities for cottage rentals in Chiltern Hills
Cottage rentals with a hot tub

Cosy little country cottage with luxury hot tub

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.

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

Stunning Modern Escape, 3 Bed, 25 Acres of Privacy

Stylish cottage sunny terrace dog-friendly & WIFI

Pear Tree Cottage @ Upper Wood End Farm

Cute Cottage, Flint stone cottage, Hemel Hempstead

The Cottage Cotswolds in the Centre of Burford

The Stables

Secluded & Idyllic - Bo’ok End Cottage

The Old Tea Rooms
Private cottage rentals

The Fold Cottage, Hillside Farm Great Wolford

5* Boutique Hse Nr Windsor Castle, Ascot & London

Bagpuss Cottage Stunning 2 bedroom cosy cottage

The Cart Barn Ground Level Farm Stay Warwickshire

The Old Bakehouse Quintessential Cotswold Cottage.

Church View Cottage, Ducklington, Witney

Cosy Coach House in beautiful village

2 Bedroom Luxury Cottage (Secure & Quiet)
Destinations to explore
- Cotswolds AONB
- Paddington
- Big Ben
- British Museum
- London Bridge
- Covent Garden
- Marble Arch
- Buckingham Palace
- St Pancras International
- Hampstead Heath
- Natural History Museum
- Tottenham Court Road
- Kings Cross
- The O2
- Wembley Stadium
- Piccadilly Theatre
- Trafalgar Square
- ExCeL London
- Battersea Power Station (disused)
- Emirates Stadium
- Royal Albert Hall
- Russell Square
- Olympia Events
- Camden Market




