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Cottage holiday rentals in Chiltern District

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Top-rated cottage rentals in Chiltern District

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Cottage

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"

Guest favourite

Cottage

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.

Guest favourite

Cottage

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.

Guest favourite

Cottage

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.

Guest favourite

Cottage

4.88 out of 5 average rating, 111 reviews

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 *

Guest favourite

Cottage

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.

Guest favourite

Cottage

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.

Guest favourite

Cottage

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

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.

Guest favourite

Cottage

5 out of 5 average rating, 314 reviews

2 Bedroom Luxury Cottage (Secure & Quiet)

This charming Cottage is located in the picturesque Village of Englefield Green. Just four miles from Windsor Castle, three miles from Wentworth Golf Course and six miles from Ascot Race Course. Heathrow Airport if just six miles away. 300 metres further down the lane is The Royal Air Force Memorial and below that, on National Trust grounds that skirts the River Thames is the Magna Carta Memorial. The Royal Holloway University is a ten minute stroll across the Village.

Guest favourite

Cottage

4.94 out of 5 average rating, 170 reviews

Luxurious Barn between Marlow & Henley

A luxurious 2 bedroom detached maisonette barn with garden, terrace and outstanding views over the Chiltern Hills.Situated in the picturesque village of Medemenham, 2 miles from Marlow and 5 miles from Henley-on-Thames. Located opposite Danesfield House Hotel and with stunning woodland walks accessible straight from the property and easy access to the River and Harleyford Golf Course . The property has 2 parking spaces, air conditioning ,wifi .

Guest favourite

Cottage

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.

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Popular amenities for cottage rentals in Chiltern District

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Guest favourite

Cottage

5 out of 5 average rating, 146 reviews

Open plan getaway set in 25 acres of woodland

Guest favourite

Cottage

4.89 out of 5 average rating, 611 reviews

Cosy little country cottage with luxury hot tub

Guest favourite

Cottage

4.94 out of 5 average rating, 363 reviews

Holiday cottage With hot tub

Guest favourite

Cottage

4.98 out of 5 average rating, 270 reviews

The Granary at Coes Vineyard, East Sussex

Guest favourite

Cottage

4.92 out of 5 average rating, 277 reviews

Pitcher's Off Grid Barn with Log Burner & Hot Tub

Guest favourite

Cottage

4.97 out of 5 average rating, 125 reviews

The White Cottage Romantic Riverside Retreat

Guest favourite

Cottage

4.98 out of 5 average rating, 193 reviews

Charming 5 Bedroom | Hot Tub | Sauna | Hobbits!

Guest favourite

Cottage

4.99 out of 5 average rating, 182 reviews

Idyllic barn, with hot tub, near the Cotswolds

Pet-friendly cottage rentals

Guest favourite

Cottage

4.99 out of 5 average rating, 204 reviews

Church Steps Luxury Thatched Cottage in Ebrington

Guest favourite

Cottage

4.91 out of 5 average rating, 216 reviews

One bedroom converted dairy in Willoughby

Guest favourite

Cottage

4.95 out of 5 average rating, 166 reviews

Self contained, rural cottage, 2 double bedrooms

Guest favourite

Cottage

4.97 out of 5 average rating, 369 reviews

Beautiful guest house in a Cotswolds village

Guest favourite

Cottage

4.87 out of 5 average rating, 128 reviews

Old English Cottage in Chipping Warden

Cottage

4.83 out of 5 average rating, 190 reviews

Historic Fairytale Cottage with 21stCentury Luxury

Guest favourite

Cottage

4.97 out of 5 average rating, 158 reviews

Cosy Private Cottage in Wrotham, Kent Downs AONB

Guest favourite

Cottage

4.97 out of 5 average rating, 291 reviews

Colindale Cottage, Nether Wallop

Private cottage rentals

Guest favourite

Cottage

4.95 out of 5 average rating, 332 reviews

Gardeners’ Cottage (Georgian stable conversion)

Cottage

4.78 out of 5 average rating, 301 reviews

Gale Cottage

Guest favourite

Cottage

4.93 out of 5 average rating, 214 reviews

Peace and natural beauty in the heart of Cotswolds

Guest favourite

Cottage

4.95 out of 5 average rating, 165 reviews

North Cotswolds, Vale of Evesham 1 bedroom cottage

Guest favourite

Cottage

4.96 out of 5 average rating, 391 reviews

16th C. cottage less than 20 mins from Cambridge

Guest favourite

Cottage

4.9 out of 5 average rating, 327 reviews

Our Cosy Cottage of Hearts ♥️

Guest favourite

Cottage

5 out of 5 average rating, 250 reviews

Exquisite Cottage in Beautiful Kent Countryside

Guest favourite

Cottage

4.97 out of 5 average rating, 102 reviews

Little Willow - town centre gem with parking

Quick stats about cottage rentals in Chiltern District

Total rentals
20 properties
Nightly prices starting at
£47 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