Cottage vacation rentals in Chiltern Hills

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Top-rated cottage rentals in Chiltern Hills

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Guest favorite

Cottage in Cuddington

4.96 out of 5 average rating, 110 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.

Nov 18 – 25

$208 per night

Guest favorite

Cottage in South Moreton

4.92 out of 5 average rating, 206 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.

May 19 – 24

$83 per night

Guest favorite

Cottage in Amersham, Bucks

4.98 out of 5 average rating, 118 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.

Sep 28 – Oct 5

$245 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.

Apr 5 – 12

$211 per night

Guest favorite

Cottage in Bourton-on-the-Water

4.95 out of 5 average rating, 101 reviews

NEW Stunning cottage, parking, study, EV charger

Hideaway Cottage is a newly refurbished, dog friendly, 200 year old Cotswold stone cottage, 2 mins walk from the centre of Bourton-on-the-Water with sunny patio garden and parking Complimentary late check out of 11am and no cleaning fees, plus: - luxurious master bedroom with kingsize bed + luxury bedding - rain shower AND freestanding bath - newly fitted kitchen, washing machine/dryer, dishwasher - EV charger - study room w. sofa bed and CAT5 internet connection - log burner - cot available

Jul 29 – Aug 5

$530 per night

Guest favorite

Cottage in Shipston-on-Stour

4.94 out of 5 average rating, 650 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.

Nov 5 – 12

$92 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.

Jan 7 – 14

$185 per night

Guest favorite

Cottage in High Wycombe

4.97 out of 5 average rating, 245 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

$116 per night

Guest favorite

Cottage in Adstock

4.96 out of 5 average rating, 281 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 16 – 23

$133 per night

Guest favorite

Cottage in Stonesfield

4.98 out of 5 average rating, 326 reviews

Little Chestnut Cottage

Situated in a quiet location in the village of Stonesfield, Little Chestnut Cottage is a great self-contained base from which to visit Blenheim Palace, Woodstock, Oxford and explore the Cotswolds. The village is just over an hour away from London yet surrounded by beautiful countryside and there are plenty of walks straight from the door across the picturesque Evenlode valley. Stratford is less than an hour away if you want to go a little further afield.

Oct 9 – 16

$92 per night

Guest favorite

Cottage in Windsor and Maidenhead

4.97 out of 5 average rating, 687 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

$116 per night

Guest favorite

Cottage in Woburn

4.96 out of 5 average rating, 206 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 20 – 27

$139 per night