Cottage vacation rentals in Chiltern District

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Top-rated cottage rentals in Chiltern District

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Guest favorite

Cottage in Buckinghamshire

4.87 out of 5 average rating, 159 reviews

Stunning Chiltern Views from Old Amersham Bungalow

NEW BUNGALOW Kyteway is a self-contained detached studio between the historic town of Old Amersham and the rolling Chiltern Hills. Offering fully equipped kitchen, spacious shower room, double bed in sleeping area, dining table, storage, and sofa bed. BEAUTIFUL VIEWS from private dining patio & separate sun terrace. Short walk to historic old town and easy access to new town (inc station to London) on foot, by car, or local bus. Adjacent to countryside footpaths. Unrestricted on-street parking.

Jan 25 – Feb 1

G$24,096 GYD 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 1 – 8

G$58,728 GYD per night

Guest favorite

Cottage in Boxmoor

4.85 out of 5 average rating, 197 reviews

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.

Oct 19 – 26

G$29,211 GYD 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.

Jul 30 – Aug 6

G$16,651 GYD 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.

Feb 23 – Mar 2

G$21,961 GYD 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

G$43,956 GYD 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 26 – Jun 2

G$34,611 GYD 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

G$31,582 GYD per night

Superhost

Cottage in Buckinghamshire

4.88 out of 5 average rating, 102 reviews

The Cottage in Old Amersham

THE COTTAGE is a well equipped home that sleeps up to 6 guests and is tucked away just off the High Street in the beautiful small historic town of Old Amersham. There's a great choice of restaurants and pubs and a large supermarket all within walking distance. The Cottage has a bus stop a minutes walk away and a 20 minute walk/short drive to the train station (direct service in to London). The Cottage is the perfect space for couples, friends, business travellers, and families.

Aug 13 – 20

G$64,251 GYD per night

Guest favorite

Cottage in Stonesfield

4.98 out of 5 average rating, 327 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

G$21,928 GYD 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

G$27,451 GYD 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

G$33,022 GYD per night