Cottage vacation 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.

0 of 0 items showing

1 of 3 pages

Guest favorite

Cottage in Cuddington

4.96 out of 5 average rating, 111 reviews

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.

Feb 2 – 9

€ 237 per night

Guest favorite

Cottage in South Moreton

4.91 out of 5 average rating, 208 reviews

Period cottage, cosy sittingroom individual host

Self contained part of charming thatched cottage in this attractive South Oxfordshire village, between Didcot (2.5 miles) and Wallingford (3.5 miles). The accommodation has its own entrance, sitting room - with inglenook fireplace (only use electric fire provided) - and steep, winding stairs leading to the large bedroom with vaulted ceiling and superking bed. Guests will have sole use of the adjoining bathroom. Period features also include low beams, but rule out a shower. Not for children.

Jun 25 – 30

€ 91 per night

Guest favorite

Cottage in Crowmarsh Gifford

4.95 out of 5 average rating, 296 reviews

Gardeners’ Cottage (Georgian stable conversion)

An entirely self contained cottage, recently converted from a Georgian stable and gardeners’ lodge. While adjacent to the owners property it is entirely separate, with its own secure parking and EV charger. Located in a small village, with two pubs and charming village shop on doorstep. Market town of Wallingford (setting for “Midsomer Murders”) is short walk, many amenities including boat rides on the River Thames an outdoor heated pool (summer), great restaurants and shops including Waitrose.

Mar 22 – 29

€ 244 per night

Guest favorite

Cottage in Amersham, Bucks

4.98 out of 5 average rating, 119 reviews

Delightful, rural, modern cottage, large garden.

Spectacular , quiet, rural cottage. This newly built 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.

Oct 15 – 22

€ 274 per night

Guest favorite

Cottage in Shipston-on-Stour

4.93 out of 5 average rating, 652 reviews

The Stables Granby Farm Near Shipston On Stour

Near the pretty village of Honington on the edge of the Cotswolds, about 2 miles from Shipston on Stour which is a gateway to the beauty of the Cotswolds and 9 miles from Stratford Upon Avon, Warwick and Leamington Spa. The Stables have been recently renovated, underfloor heating, combines contemporary style in a character Barn Converstion on a farm in a rural location offering peace and quiet and overlooks an Italian style garden. Dogs are welcome and can run free in the gardens and fields.

Mar 16 – 23

€ 99 per night

Guest favorite

Cottage in Sarratt

5.0 out of 5 average rating, 187 reviews

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.

Sep 9 – 16

€ 199 per night

Guest favorite

Cottage in High Wycombe

4.97 out of 5 average rating, 246 reviews

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.

May 19 – 26

€ 125 per night

Guest favorite

Cottage in Adstock

4.96 out of 5 average rating, 282 reviews

THE OLD SUNDAY SCHOOL

The Old Sunday School is in the grounds of a Grade-II listed Georgian rectory, opposite a medieval church. It has been newly converted and refurbished in an open-plan contemporary style, and finished to a very high specification. It has a private entrance and garden and patio area. Guests have access to the hosts' seven-acre landscaped garden in an area of outstanding natural beauty. In the summer months [MAY-mid SEPTEMBER] guests will have shared use of the outdoor pool with the owners.

Jan 19 – 26

€ 145 per night

Guest favorite

Cottage in Windsor and Maidenhead

4.97 out of 5 average rating, 689 reviews

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.

Jan 29 – Feb 5

€ 124 per night

Guest favorite

Cottage in Woburn

4.96 out of 5 average rating, 207 reviews

Cottage in the heart of Woburn, Bedfordshire

A character cottage in the heart of Woburn, close to restaurants, village store, Woburn Abbey and Safari Park. Woburn Golf Club is a short drive away. The cottage has a fully equipped kitchen, original brick fireplace, exposed beams and a comfortable super king bed. Extra sofa bed if needed. There is a ground floor bathroom with bath, a small rear garden with seating and a summerhouse with sofa where you can relax overlooking the garden.

Apr 21 – 28

€ 153 per night

Guest favorite

Cottage in Gloucestershire

4.98 out of 5 average rating, 130 reviews

(NEW) Cotswold Mews Cottage, Central Cirencester

**NEW** - Bumble Cottage is the perfect base for those wanting to explore Cirencester and the beautiful surrounding Cotswold villages. Situated in a picturesque mews location yet only a few steps from one of Cirencester's prettiest streets filled with shops and restaurants, this recently refurbished Cotswold stone cottage is the perfect getaway for those wanting peace and quiet but with easy access to the local sights and attractions.

Apr 12 – 19

€ 147 per night

Guest favorite

Cottage in Chilton

4.99 out of 5 average rating, 249 reviews

Cutter's Barn

A brick and Stone barn that sleeps 6, Cutter’s Barn has been recently refurbished to a very high standard and is set on a small livestock Farm in stunning rural Buckinghamshire. Magnificent views of rolling hills and valleys on the edge of the Chiltern Hills, but close to Oxford and excellent transport links to London. Cattle and Sheep share the surrounding pastures with abundant wild bird and animal life.

Feb 2 – 9

€ 232 per night