Cottage vacation rentals in Chiltern

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Top-rated cottage rentals in Chiltern

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Guest favorite
The charming thatched cottage features a distinctive roof and traditional black and white timber framework. The outdoor space includes neatly trimmed hedges, a flower bed with roses, and a gravel pathway leading to the entrance. Large windows provide natural light to the inviting facade.
Cottage in South Moreton
4.9 out of 5 average rating, 357 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.

Top guest favorite
The landscaped garden features two patio areas and a section of Astro turf. A white dining set is positioned beside colorful flowers. Two blue chairs are visible on the lawn, providing a cozy space for relaxation.
Cottage in Boxmoor
4.88 out of 5 average rating, 288 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 favorite
The charming exterior of a Victorian terraced home features a white door framed by climbing greenery. Flower boxes filled with pink and white blooms adorn the windows, while a small bench sits beneath a decorative wrought iron fence.
Cottage in Bray
4.93 out of 5 average rating, 118 reviews

Charming terrace in the heart of Bray village

Our lovely victorian terraced home is perfectly situated for all the fine dining that the charming village of Bray has to offer. The Michelin 3-starred Waterside Inn and Fat Duck are a few mins walk away as are the Crown Inn, Hinds Head and Caldesi. Stroll 15 mins more and you’ll find the recently renovated Monkey Island Estate. A short drive and you can be at either Ascot or Windsor Races, Cliveden House, Legoland, the village of Cookham or the beautiful river Thames towns of Marlow or Henley

Top guest favorite
A serene bedroom features deep navy walls and large windows that allow natural light to fill the space. A minimalist mirror is mounted on one wall, and a stylish radiator creates a cozy feel. A low bed with a patterned duvet and a potted plant add to the decor.
Cottage in Hertfordshire
4.99 out of 5 average rating, 155 reviews

Upscale Bright Boutique Cottage Central St Albans

Our Cottage has been renovated from ground up and we are thrilled to present our "good life home". An experience of upscale casual elegance. Opting for a clean and uncluttered energy you will find our home equipped for the most discerning guests. A fully stocked gourmet kitchen with a Nespresso Citiz & Milk, a gas range cooking, Wall-to-wall window for natural light and a cosy outdoor lounge. The Living space displays contemporary décor, colours are serene and neutral and comfort is standard.

Top guest favorite
A serene scene showcases a cottage surrounded by lush greenery and a private lake. Two swans glide across the calm water, while the cottage, with its wooden facade and sloped roof, is nestled among the trees, offering a peaceful retreat in nature.
Cottage in Sarratt
5 out of 5 average rating, 250 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.

Top guest favorite
The exterior of Chiltern Barn is depicted, showcasing a two-story building with a slate roof and natural stone façade. Large glass doors open onto a stone patio area, and a cobbled courtyard is visible in front, framed by lush greenery and a clear blue sky.
Cottage in High Wycombe
4.97 out of 5 average rating, 337 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.

Top guest favorite
An airy living space is highlighted by high ceilings and natural light streaming through large windows. A mix of seating options, including a gray sofa and a white armchair, surrounds a coffee table. A dining area with white chairs complements a gray sideboard.
Cottage in Amersham
4.98 out of 5 average rating, 155 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.

Superhost
The cottage is situated among lush greenery, featuring a white exterior and a charming slate roof. Large windows reflect natural light, while a small porch adds to the inviting atmosphere. Surrounding trees provide shade, enhancing the serene outdoor environment.
Cottage in Great Missenden
4.74 out of 5 average rating, 100 reviews

Character Cottage in the heart of Chilterns AONB

A charming cottage set in over two acres of grounds in the heart of the Chilterns area of outstanding natural beauty. Logie is surrounded with mature trees, woods and lots of wildlife to discover. An ideal place to get away from it all, only a short distance from London and Oxford, with many excellent walks starting from our doorstep . The cottage has many original features, including wooden beams and open fires. You'll have all of Logie and its extensive grounds for your own use.

Top guest favorite
The front entrance of the cottage features a white door framed by red-brick walls. Flower baskets with purple blooms hang beside the door. A cobbled path leads to a picket-fenced area with wooden chairs and a small table, creating a welcoming outdoor space.
Cottage in Aldbury
4.91 out of 5 average rating, 116 reviews

Badgers Retreat, Aldbury, Tring

Badgers Retreat is a charming, compact two bedroom cottage centrally located in the picturesque and sought after village of Aldbury. The cottage is situated within easy distance of all the village amenities and attractions, as well as the delights of the beautiful Hertfordshire countryside that surrounds the village. Aldbury has two pubs serving food, a village store and post office, a church and local primary school. London Euston is 40 minutes away by train from Tring station.

Top guest favorite
A cozy living area features a comfortable white sofa adorned with striped cushions. Natural light filters through two windows with shades, highlighting a wooden coffee table and side table displaying a small vase of flowers. A mirror reflects the space, adding depth.
Cottage in Englefield Green
5 out of 5 average rating, 362 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 favorite
A cozy sitting room is featured, showcasing a comfortable armchair and a large coffee table adorned with various books and decorative items. A warm fire burns in the fireplace, and built-in shelving lines one wall, filled with a diverse selection of books.
Cottage in Warfield
4.98 out of 5 average rating, 294 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

Top guest favorite
A charming self-contained cottage is set within a lush private garden, characterized by brick exterior and a slate roof. A welcoming door leads to the entrance, framed by greenery and flowering plants, with a spacious lawn surrounding the building.
Cottage in Windsor and Maidenhead
4.96 out of 5 average rating, 809 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.

Popular amenities for Chiltern cottage rentals

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Avg. priceR2,693 ZARR3,038 ZARR2,796 ZARR2,952 ZARR2,572 ZARR3,798 ZARR2,434 ZARR3,314 ZARR3,314 ZARR3,331 ZARR2,952 ZARR3,073 ZAR
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Quick stats about cottage rentals in Chiltern

  • Total vacation rentals

    Explore 20 vacation rentals in Chiltern

  • Nightly prices starting at

    Chiltern vacation rentals start at R1,036 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 1,310 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Chiltern vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chiltern rentals

  • 4.9 Average rating

    Chiltern stays are highly rated by guests—averaging 4.9 out of 5!

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