Vacation rentals in Chiltern

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Top-rated vacation rentals in Chiltern

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A bright kitchen scene is visible through a set of white-framed windows, showcasing a lush garden outside. A stainless steel sink and drying rack are positioned in the foreground, reflecting natural light. The garden features greenery and blooming flowers, creating a calming view.
Guest suite in Amersham
4.96 out of 5 average rating, 365 reviews

Peaceful, self-contained apartment on two levels

Overlooking private garden, situated in historic old town of Amersham, the apartment, once lived in by Roald Dahl, is close to restaurants, pubs, coffee shops plus fashion boutiques. Own entrance, fitted kitchen with electric hob, oven, microwave, fridge, washing machine. Also sitting room with sofa-bed, TV & DVD player, double bedroom with TV, bathroom with bath and separate shower unit. Full central heating, free Wi-Fi. Secluded outside seating area. Unlimited free parking in High Street.

Top guest favorite
Loft in Bellingdon
4.99 out of 5 average rating, 107 reviews

The Nest, a cosy, stylish annex loft

Kick back and relax in this quiet, stylish, self contained studio. Cosy, well-equipped and environmentally friendly, this 1st-floor annex is situated in the Chiltern village of Bellingdon, just North of the market town of Chesham. The perfect location for those exploring the Chilterns, designated an ‘Area of Outstanding Natural Beauty’ walking, cycling or for those working locally, away from their home. The name is inspired by the 50+ species of bird found locally, including the Red Kites.

Top guest favorite
The welcoming living area features a spacious gray sofa adorned with colorful cushions. A patterned area rug lies beneath the seating, which is accompanied by a stylish dining table. An open entryway leads to the kitchen, with abundant natural light streaming in from the garden.
Home in Marlow
5 out of 5 average rating, 116 reviews

Magical Marlow town centre

Wing Cottage is a charming period terraced cottage with log burner in the heart of Marlow. It has been stylishly refurbished and has its own secluded courtyard garden. 5 minutes walk from High St shops with Everyman Cinema, Tom Kerridge’s Michelin* Hand &Flowers & The Coach, plus Marlow Ivy Garden, Côte Brasserie, Piccolino, The Compleat Angler and several historic pubs. The Park and Thames Path river walk are 10 minutes walk. Nearby bus stops serve neighbouring Henley-on-Thames (8 miles away).

Top guest favorite
A small wooden table is set with a bottle of rosé wine and two glasses, accompanied by a decorative plate. Fresh flowers in a vase add a touch of color. Soft cushions adorn the nearby bench, creating a cozy dining area filled with natural light.
Guesthouse in Great Gaddesden
5 out of 5 average rating, 110 reviews

Cosy retreat in the heart of Herts countryside

Your private home is tucked away in its own plot, within the grounds of a 380 year old Grade II listed home. Set in the rolling hills of the Chilterns 'Area of Outstanding Natural Beauty' & close to the stunning Ashridge Estate. 10 min drive to Berkhamsted. Explore beautiful walks on the doorstep or take a 2 min stroll up to the Amaravati Buddhist monastery for meditation. The Harry Potter Studio Tour is 20 min drive away or settle in at the award winning Alford Arms pub in the nearby village.

Top guest favorite
The bright living area features vaulted ceilings with original wooden beams and skylights. A comfortable sofa sits beside a soft ottoman, while a white coffee table holds decorative items. Large glass doors lead to an outdoor space, and a wall-mounted TV is positioned for viewing.
Barn in Buckinghamshire
4.97 out of 5 average rating, 326 reviews

Beautiful cosy Scandi-barn in Chiltern market town

A beautiful, calm and cosy space designed to feel like a home from home. Lovingly updated and modernised, whilst retaining original character and features to create a unique guest experience. Uber-clean and free from clutter, everything looks & feels fresh for each stay. The kitchen, carpets, paintwork, doors, windows and VELUX roof-lights have been replaced or updated recently. Located with a parking space in a secure, gated courtyard just moments from the town centre of Princes Risborough.

Top guest favorite
A charming cottage is set in a green landscape, featuring a sloped roof and dark exterior walls. The front porch is accessible by steps and showcases a small seating area with a table and chairs. Large windows allow natural light to brighten the entrance.
Barn in Berkhamsted
4.98 out of 5 average rating, 383 reviews

The Stables in Historic Berkhamsted

Welcome to one of the most historic parts of Berkhamsted - the hilltop site of Old Berkhamsted Place, and the original Grade 2* listed barn which remains, reputedly, the largest medieval barn in the counties of Beds, Bucks & Herts. The Stables is a spotlessly chic cottage for 2 with large gardens & parking, offering luxury linen & towels, wi-fi & TV. Ideal town/country position - 10mins walk to town centre with cafes, restos, boutiques and antique stores, and train to London is only 35mins!

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
4.96 out of 5 average rating, 342 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
The exterior of a self-contained suite is depicted, featuring a dark wooden facade with a pitched roof. A simple entrance door is framed by greenery, including shrubs and small plants that line the pathway. The surrounding lawn is well-maintained, creating an inviting approach.
Guest suite in Buckinghamshire
4.95 out of 5 average rating, 335 reviews

Charming 1 bedroom place with parking.

Relax in the beautiful Chilterns in a comfortable self contained suite with En-suite shower, dining area, 40" Smart TV, fridge. Pub 15 minute stroll away. Nearby towns of Chesham & Amersham have transport links into London and offer a host of restaurants and shops. The Chilterns AONB is well renowned among walkers. We are convenient for The Harry Potter studios (20 min drive) The property is self contained and totally separate from the owner's house so you can come and go as you please.

Top guest favorite
A contemporary self-contained apartment is shown, nestled in a quiet area. Its exterior features natural wood paneling and a sloped roof, with two dormer windows enhancing the upper level. The garage doors are visually prominent, framed by neatly trimmed greenery and potted plants.
Apartment in Berkhamsted
4.99 out of 5 average rating, 283 reviews

The Car House, Berkhamsted

Light and airy contemporary self contained apartment with all the facilities you would expect including parking. Located in a quiet area of Berkhamsted within walking distance of the town centre, golf course and railway station (35 minutes to Euston). Beautiful bathroom/wet room with robes and toiletries supplied. Bread, cereals, preserves, milk, tea and coffee are supplied for breakfast. If you need quiet time in the evenings to study, unwind or just chill out you will find it here.

Guest favorite
A spacious living area features high wooden ceilings and large windows allowing natural light. A comfortable sofa is positioned near a fireplace, with a cozy blanket placed atop. A rustic table and chair provide a workspace, while a soft rug adds warmth to the wooden floor.
Guesthouse in Taplow
4.95 out of 5 average rating, 519 reviews

Luxury Rustic Log Cabin... secluded deck & garden

A rustic cabin in lovely gardens adjacent to the main house. It has its own secluded garden & deck. Secure parking in large gravel drive. Ideal for Guests attending weddings/celebrations at Hedsor or Cliveden House Visiting the Gardens, Tea or Spa Day at Cliveden it’s on our doorstep! 8 miles to Windsor, visit a famous Castle. Beautiful walks by the River Thames, very pretty local villages with quaint country pubs Suitable two guests Please do NOT book if you are scared of dogs.

Top guest favorite
The entrance of the studio apartment features a charming brick façade adorned with vibrant flowers. A small wooden bench sits on a stone patio, flanked by decorative planters filled with blossoms. A white front door with glass panels invites guests into the cozy space.
Guest suite in Amersham
4.99 out of 5 average rating, 125 reviews

Renearth - Private, modern double bed studio apt.

Our ground floor studio apartment is conveniently located to Amersham town centre with easy access to London via the Metropolitan and Chiltern lines. The apartment is attached to our house with its own private entrance. It consists of a fully fitted kitchen, spacious bathroom, comfortable, cosy bedroom and its own secluded patio. Located in a quiet Close, with footpath access to Amersham town centre with numerous shops and restaurants. Close by is the historic town of Old Amersham.

Top guest favorite
A spacious seating area features two black sofas arranged around a light wooden coffee table. Natural light filters through the large windows, enhancing the airy atmosphere. Decorative pillows add subtle texture, while a floor lamp stands nearby, contributing to the cozy environment.
Apartment in Berkhamsted
4.98 out of 5 average rating, 249 reviews

Large Luxury Studio Apartment

My Studio Apartment is bright and airy perfect loft style living in the Historic Market town of Berkhamsted. The Studio is equidistant between town and country, Berkhamsted Golf Club is just over 5 mins walk away, whilst the the High St with an abundance of stylish coffee shops, boutiques & restaurants a 12 min walk. The Grand Union canal is a 10 min stroll down the hill with many canal side pubs to while away a few hours. Berkhamsted Station a 12 min walk, be in London in 30 min

Popular amenities for Chiltern vacation rentals

When is the best time to visit Chiltern?

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Avg. priceG$25,729 GYDG$25,729 GYDG$26,985 GYDG$27,612 GYDG$27,821 GYDG$27,612 GYDG$29,704 GYDG$29,495 GYDG$28,031 GYDG$26,985 GYDG$25,729 GYDG$26,357 GYD
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Frequently Asked Questions

  • Where should I stay in Chiltern District?

    Make yourself at home in Chiltern District by choosing from our most frequently booked neighborhoods. We have over 120 vacation rentals in Knotty Green, over 90 vacation rentals in Flaunden, and over 260 vacation rentals in Holmer Green.

  • What are the most popular amenities for Private Suite Rentals in Chiltern District?

    Enhance your stay in our Private Suite Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly vacation rentals in Chiltern District?

    Chiltern District has more than 200 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Chiltern District have wifi?

    Absolutely! We offer over 90 apartment rentals with wifi in Chiltern District. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Chiltern District have free parking?

    Absolutely! We offer over 20 cottage rentals with free parking in Chiltern District. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Chiltern District have a kitchen?

    Absolutely! We offer over 200 house rentals with a kitchen in Chiltern District. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Chiltern District?

    Yes! Work meets play with ease at over 210 vacation rentals in Chiltern District featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in guesthouse rentals in Chiltern District?

    Experience the best of Chiltern District with our guesthouse rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Quick stats about vacation rentals in Chiltern

  • Total vacation rentals

    Explore 510 vacation rentals in Chiltern

  • Nightly prices starting at

    Chiltern vacation rentals start at G$4,184 GYD per night before taxes and fees

  • Verified guest reviews

    Over 19,940 verified reviews to help you choose

  • Family-friendly vacation rentals

    200 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 130 rentals that welcome pets

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

  • Wi-Fi availability

    490 of Chiltern vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chiltern rentals

  • 4.8 Average rating

    Chiltern stays are highly rated by guests—averaging 4.8 out of 5!

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