
Cottage holiday rentals in Chiltern Hills
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Top-rated cottage rentals in Chiltern Hills
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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.
ValueLocationLaundry
4.95 out of 5 average rating, 195 reviews
Chic Thame Cottage with Garden near Oxford
Beautiful grade 2 listed 2 bedroom bijou cottage in the heart of Thame. Fully equipped kitchen, cosy living and dining room with underfloor heating, and a spectacular bathroom! A variety of top quality restaurants/pubs and boutiques are all within a 5 min walk. The perfect base for exploring this characterful historic Market Town, surrounding countryside, Oxford, Bicester Village, Blenheim Palace, Waddesdon Manor and many more. Host My House manages this property which is owned by Mr J Little
ValueFamilyWalkability
4.84 out of 5 average rating, 202 reviews
Gorgeous CountryCottage overlooking Windsor Castle
The Victorian Lodge (1876) is a charming & quintessentially English country cottage on a private estate once owned by King Henry 8th. It sits right beside Windsor Great Park, at the entrance of a long driveway to Little Dower House, where the owners of the Lodge live. The private gardens and stunning view at the Victorian Lodge provide the perfect setting for a small intimate wedding. Whilst the romantic gardens within the Little Dower House estate provide an ideal venue for larger weddings.
LocationFamilyBiking
4.99 out of 5 average rating, 110 reviews
Idyllic escape - wild swimming, stunning walking
Tucked into the Chilterns, The Old Stable is a bright, vaulted 17th Century barn conversion. Lavished with love & attention to detail - inside you'll find a king sized bed, a huge power shower, underfloor heating, a fully equipped kitchen (with Nespresso and dishwasher) and Smart TVs with Netflix. Step outside to find a croquet lawn, tennis court, hammocks and a natural swimming pond. Footpaths run straight from the property. We were on BBC's Countryfile! 3rd May on BBC iPlayer for a peek.
ValueLocationCondition
4.93 out of 5 average rating, 214 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 *
LocationFamilyPets
4.89 out of 5 average rating, 166 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.
ValueFamilyLayout
5.0 out of 5 average rating, 280 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.
FamilyValueTV
4.97 out of 5 average rating, 175 reviews
The Coach House, rural location in central Bucks
The Coach House is a large, spacious cottage (2,000 sq ft) with three double bedrooms which has been recently renovated . It is located between the villages of Long Marston and Wingrave in a quiet, rural location. It is close to Tring and the Chiltern Hills and London is easy to get to from Leighton Buzzard station (35 mins to Euston) which is 15 minutes away. Plenty of good pubs in the vicinity, varied walks, National Trust properties, Bletchley Park museum and Whipsnade Zoo.
ValueFamilyAmenities
4.93 out of 5 average rating, 113 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 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.
FamilyLocationAccess
4.96 out of 5 average rating, 416 reviews
Luxury Cottage near Oxford | Pub & Garden
Crisp country walks, slow mornings, cosy evenings by the fire and dinner at the village pub. Tucked away in a peaceful Oxfordshire village, this beautifully designed cottage has all the charm of The Holiday, with king-size beds and an enclosed English cottage garden. Just 15 minutes from Oxford, close to Blenheim Palace and the Cotswolds, and with quick links to London, it’s made for slowing down, switching off and enjoying an autumn escape. Dogs welcome.
FamilyLocationBreakfast
4.96 out of 5 average rating, 136 reviews
Luxury 2 bedroom cottage
Luxury Cottage at Hayley Green A charming, character-filled retreat for up to 4 guests in a peaceful semi-rural setting. Designed for comfort and relaxation, it’s ideal for couples, families, or friends. Enjoy a well-stocked library if you prefer to stay in. Perfectly located: 6 mins to Lapland Ascot 9 mins to Legoland 11 mins to Ascot 16 mins to Windsor & Wentworth 30 mins to Henley-on-Thames Under 1 hour by train to London via nearby Bracknell station
ValueLocationNearby
4.97 out of 5 average rating, 364 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 .
LocationFamilyHiking
4.93 out of 5 average rating, 210 reviewsPopular amenities for Chiltern Hills cottage rentals
Cottage rentals with a hot tub

Luxury rural thatched cottage with cedar hot tub.
ValueFamilyCleanliness
4.96 out of 5 average rating, 440 reviews
Cotswold cottage with hot tub - Garden Cottage
ValueLocationBathroom
4.94 out of 5 average rating, 124 reviews
Beautiful grade 2 listed cottage
ValueLocationSleep quality
4.95 out of 5 average rating, 387 reviews
Secluded Cotswold Cottages +opt Hot Tub
ValueLocationAccess
4.95 out of 5 average rating, 244 reviews
Contemporary Two Bedroom Barn with Private Hot Tub
FamilyLocationHot tub
4.9 out of 5 average rating, 190 reviews
Delightful Cottage 15 Acre Estate + Pool + Hottub
FamilyValueRiver
4.92 out of 5 average rating, 170 reviews
Cottage in beautiful Hampshire village
FamilyLocationAccuracy
4.92 out of 5 average rating, 287 reviews
Ultra luxury, newly refurbished country retreat
FamilyValueOutdoor spaces
4.88 out of 5 average rating, 510 reviewsPet-friendly cottage rentals

The Stables
ValueFamilyCondition
4.85 out of 5 average rating, 131 reviews
Cosy Country Cottage
FamilyLocationCleanliness
4.99 out of 5 average rating, 140 reviews
Charming terrace in the heart of Bray village
ValueLocationComfort
4.95 out of 5 average rating, 165 reviews
Character Cottage in the heart of Chilterns AONB
LocationValueCheck-in
4.75 out of 5 average rating, 130 reviews
Pretty Chocolate Box Thatched Cottage
LocationValueBreakfast
4.97 out of 5 average rating, 147 reviews
Idyllic & Perfectly Located 18th Century Cottage
ValueLocationWalkability
4.98 out of 5 average rating, 158 reviews
Modern Cottage with Rural Views
LocationFamilyAmenities
4.97 out of 5 average rating, 153 reviews
Beautiful Cottage -Autumn & Winter Haven
LocationFamilyBreakfast
4.9 out of 5 average rating, 109 reviewsPrivate cottage rentals

Beautiful self catering 2 bed Cottage
LocationValueWalkability
4.97 out of 5 average rating, 148 reviews
Peaceful three bed country cottage, walk to Oxford
LocationValueAccess
4.91 out of 5 average rating, 499 reviews
A stylish and cosy Cotswold cottage
LocationFamilyAmenities
4.98 out of 5 average rating, 339 reviews
The Old Bakehouse Quintessential Cotswold Cottage.
ValueFamilyWi-Fi
4.96 out of 5 average rating, 256 reviews
Gated Victorian house • 3 Beds • 2 Baths • 2 Cars
LocationFamilyView
4.93 out of 5 average rating, 157 reviews
Badgers Retreat, Aldbury, Tring
LocationFamilyWalkability
4.92 out of 5 average rating, 140 reviews
Luxury 4 bedroom cottage near Guildford, sleeps 6
LocationFamilyLong stay
4.99 out of 5 average rating, 254 reviews
Cosy listed barn in peaceful country village.
ValueLocationSleep quality
4.99 out of 5 average rating, 119 reviewsDestinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- The O2
- ExCeL London
- Tower Bridge
- Silverstone Circuit
- Emirates Stadium
- Clapham Common
- Tottenham Hotspur Stadium
- Cotswolds AONB
- University of Oxford
- Victoria Park
- Thorpe Park Resort
- The National Bowl
- Blenheim Palace
- Big Ben
- Buckingham Palace
- Alexandra Palace
- London Eye





