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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

4.79 out of 5 average rating, 122 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, 188 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, 135 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, 246 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, 213 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, 275 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 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, 120 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 Bray

4.89 out of 5 average rating, 608 reviews

Beautiful cottage, next to Bray restaurants

Our beautiful Grade II listed cottage was built in the 1480s – and comes packed with all the character you would expect from a Tudor home with exposed beams in every room. We are approx 100 yards from Heston Blumenthal’s restaurants on the main road through Bray – The Hinds Head and The Fat Duck, and right next to the The Crown . It’s a 3 min walk through the village to the Waterside Inn, Caldesi and the Thames, making it the perfect base for a gourmet weekend in Bray.

Cottage in Windsor and Maidenhead

4.97 out of 5 average rating, 732 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, 234 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.

Cottage in Dorney

4.9 out of 5 average rating, 247 reviews

Windsor Unique & Cosy Stay upto 14 Pr. Parking

Dorney Cottage is a truly unique property, dating back to the early 16th Century. Atmospheric & historic, yet homely & cosy all at the same time. With its stunning 30 ft Great Hall, which is now its kitchen, it is ideal for family gatherings and group celebrations. Sorry, but no house parties or loud music is permitted at any time. • Sleeps up to 14 • Entire House • Ample free parking • Set in own private grounds

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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, 144 reviews

Open plan getaway set in 25 acres of woodland

Cottage in Collingbourne Ducis

4.89 out of 5 average rating, 607 reviews

Cosy little country cottage with luxury hot tub

Cottage in Swindon

4.94 out of 5 average rating, 362 reviews

Holiday cottage With hot tub

Cottage in The Ayots

4.97 out of 5 average rating, 125 reviews

The White Cottage Romantic Riverside Retreat

Cottage in Arthingworth

4.98 out of 5 average rating, 193 reviews

Charming 5 Bedroom | Hot Tub | Sauna | Hobbits!

Cottage in Warwickshire

4.99 out of 5 average rating, 180 reviews

Idyllic barn, with hot tub, near the Cotswolds

Cottage in Charlecote

4.96 out of 5 average rating, 289 reviews

Beautiful grade 2 listed cottage

Cottage in Wherwell

4.93 out of 5 average rating, 235 reviews

Cottage in beautiful Hampshire village

Pet-friendly cottage rentals

Cottage in Stow-on-the-Wold

4.89 out of 5 average rating, 439 reviews

Beautiful cottage perfectly located in Stow Square

Cottage in Ebrington

4.99 out of 5 average rating, 203 reviews

Church Steps Luxury Thatched Cottage in Ebrington

Cottage in Babraham

4.98 out of 5 average rating, 247 reviews

Clock Cottage - spacious historic converted dairy

Cottage in Ibworth

4.95 out of 5 average rating, 164 reviews

Self contained, rural cottage, 2 double bedrooms

Cottage in Chipping Warden

4.87 out of 5 average rating, 128 reviews

Old English Cottage in Chipping Warden

Cottage in Stonesfield

4.86 out of 5 average rating, 114 reviews

★ Idyllic retreat -close to Blenheim & Cotswolds ★

Cottage in Dogmersfield

4.96 out of 5 average rating, 117 reviews

Modern Cottage with Rural Views - Remote Location

Cottage in Hampshire

4.97 out of 5 average rating, 289 reviews

Colindale Cottage, Nether Wallop

Private cottage rentals

Cottage in Broad Marston

4.95 out of 5 average rating, 191 reviews

Ebenezer Chapel, Romantic getaway for exploring

Cottage in Ashford Hill

4.93 out of 5 average rating, 275 reviews

Thatched Grade ll property in Ashford Hill

Cottage in London

4.95 out of 5 average rating, 168 reviews

Appletree Cottage

Cottage in Northleach

4.93 out of 5 average rating, 214 reviews

Peace and natural beauty in the heart of Cotswolds

Cottage in Cirencester

4.94 out of 5 average rating, 152 reviews

The Old Bakery At The Grange

Cottage in Haselbech

4.9 out of 5 average rating, 326 reviews

Our Cosy Cottage of Hearts ♥️

Cottage in Cobham

4.8 out of 5 average rating, 420 reviews

Beautiful Rose Cottage Barn on a farm in Surrey

Cottage in Windsor Berkshire

4.97 out of 5 average rating, 290 reviews

Saddlers Rest perfect for Legoland & LaplandUK

Quick stats about cottage rentals in Chiltern District

Total rentals
20 properties
Nightly prices starting at
R1,051 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