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Cottage vacation rentals in Chiltern District

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Top-rated cottage rentals in Chiltern District

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Cottage in Windsor and Maidenhead

4.78 out of 5 average rating, 123 reviews

Enchanting, Stylish Country Garden Cottage

A convenient escape to the country; popular for focused work trips, convenient mini breaks, family holidays or longer term lets. Our self contained countryside cottage offers a calm, stylish space. Tastefully decorated to an high standard. Sleeps up to 5 people. 2 double beds & 1 single. Well equipped kitchen & dining area. Outside space & garden area. Super rural walks but only 35 minutes by train to London. River Thames nearby. Pets welcome. "Stunningly peaceful, wake to bird song each day"

Cottage in Buckinghamshire

4.86 out of 5 average rating, 189 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.

Cottage in Cuddington

4.96 out of 5 average rating, 136 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.

Cottage in Boxmoor

4.86 out of 5 average rating, 251 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.

Cottage in Sarratt

5 out of 5 average rating, 214 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.

Cottage in High Wycombe

4.97 out of 5 average rating, 276 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.

Cottage in Adstock

4.96 out of 5 average rating, 312 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.

Cottage in Newbury

4.98 out of 5 average rating, 174 reviews

Thatched cottage. Idyllic romantic riverside

Steep staircase! Unsuitable for disabled access Lovingly restored thatched cottage in beautiful countryside on the banks of the River Lambourn. Tranquil. Superfast broadband. Traditional comfortable. Easy links by car on M4 to London and Heathrow (1 hr) Oxford/Cotswolds, Hungerford, Wantage South facing garden to front of cottage (9m x 6m) Flower borders/lawn/table chairs. Loungers on request View onto river from cottage Good walks nearby CAR necessary as no shop or pub in village

Cottage in Amersham, Bucks

4.98 out of 5 average rating, 125 reviews

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.

Cottage in Buckinghamshire

4.89 out of 5 average rating, 121 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.

Cottage in Windsor and Maidenhead

4.97 out of 5 average rating, 735 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.

Cottage in Woburn

4.96 out of 5 average rating, 235 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.

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Popular amenities for Chiltern District cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Cottage in Charney Bassett

5 out of 5 average rating, 146 reviews

Open plan getaway set in 25 acres of woodland

Cottage in Collingbourne Ducis

4.89 out of 5 average rating, 611 reviews

Cosy little country cottage with luxury hot tub

Cottage in Swindon

4.94 out of 5 average rating, 363 reviews

Holiday cottage With hot tub

Cottage in Rotherfield

4.98 out of 5 average rating, 270 reviews

The Granary at Coes Vineyard, East Sussex

Cottage in The Ayots

4.97 out of 5 average rating, 125 reviews

The White Cottage Romantic Riverside Retreat

Cottage in Charlecote

4.96 out of 5 average rating, 291 reviews

Beautiful grade 2 listed cottage

Cottage in Wherwell

4.93 out of 5 average rating, 236 reviews

Cottage in beautiful Hampshire village

Cottage in Sutton Scotney

4.89 out of 5 average rating, 445 reviews

Chic country cottage, hot tub & wood burning stove

Pet-friendly cottage rentals

Cottage in Stow-on-the-Wold

4.89 out of 5 average rating, 440 reviews

Beautiful cottage perfectly located in Stow Square

Cottage in Bourton-on-the-Water

4.89 out of 5 average rating, 222 reviews

Adorable listed cottage,burner,town centre,parking

Cottage in Oxfordshire

4.9 out of 5 average rating, 309 reviews

The Snug A cosy Cottage in the centre of Burford

Cottage in Bourton-on-the-Water

4.98 out of 5 average rating, 125 reviews

Amazing views in luxury cottage with EV charger

Cottage in Lyneham

4.98 out of 5 average rating, 128 reviews

Idyllic Cotswold Farm Cottage & Secure Garden

Cottage in Mayfield

5 out of 5 average rating, 136 reviews

Beautiful cottage in lovely setting

Cottage in Gloucestershire

4.94 out of 5 average rating, 127 reviews

A cosy Cotswold retreat on a private estate

Cottage in Hampshire

4.97 out of 5 average rating, 291 reviews

Colindale Cottage, Nether Wallop

Private cottage rentals

Cottage in Kingston upon Thames

4.96 out of 5 average rating, 180 reviews

Studio Cottage with garden

Cottage in Wardington

4.99 out of 5 average rating, 119 reviews

Quiet Countryside Escape: Comfy barn conversion

Cottage in Farnborough

4.95 out of 5 average rating, 152 reviews

The Cottage, Tile Barn Farm, Farnborough, OX17 1DS

Cottage in Barley

4.96 out of 5 average rating, 272 reviews

Beautiful thatched cottage, Barley, Herts

Cottage in Plaxtol

5 out of 5 average rating, 250 reviews

Exquisite Cottage in Beautiful Kent Countryside

Cottage in Churchill

4.95 out of 5 average rating, 101 reviews

The Little Cottage in the Cotswolds- boutique stay

Cottage in Godalming

4.97 out of 5 average rating, 102 reviews

Little Willow - town centre gem with parking

Cottage in Gloucestershire

4.99 out of 5 average rating, 170 reviews

Luxury Old Sorting Office in Cotswold town centre

Quick stats about cottage rentals in Chiltern District

Total rentals
20 properties
Nightly prices starting at
R1,087 ZAR before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace

Destinations to explore