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, 360 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
The exterior of the stylish studio showcases a charming brick façade, accentuated by climbing vines and colorful flower pots. A small outdoor seating area features a wooden table and chairs, set against a backdrop of lush green grass and well-maintained gardens.
Loft in Bellingdon
4.99 out of 5 average rating, 104 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, 108 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
An open plan living area is showcased with a dark sofa, light wooden coffee table, and a small round dining table. A floral wall hanging is displayed above the sofa, while natural light enters through a skylight, illuminating the neutral-colored walls.
Guest suite in Buckinghamshire
4.98 out of 5 average rating, 122 reviews

Bright self-contained annexe with its own garden

This recently renovated, self-contained, quiet and bright annexe has everything you need for a relaxing stay in the Chilterns. It offers own entrance, open plan living area with a kitchen and a small table, bathroom and a bedroom with a king sized bed. Enjoy your morning coffee or a picnic in the sunshine in your own little garden with table and comfortable chairs. Conveniently located, only 8 min walk to Amersham station and 1 min walk to the high street with many cafes, shops and restaurants.

Top guest favorite
A wooden cabin nestled within lush greenery is framed by vibrant purple flowers. The cabin features a welcoming patio area, surrounded by various shrubs and trees, creating a peaceful woodland atmosphere.
Cabin in Chorleywood
5 out of 5 average rating, 270 reviews

Woodland Lodge 7 min walk to tube/station

Nestled at the foot of a beautiful woodland garden, The Lodge is clearly separated from the main house. Tucked away in its own peaceful wooded setting, the property offers a rare blend of tranquillity and convenience. Just a short walk from the village and only 7 minutes from the station, with fast trains reaching central London in 30 minutes. Whether you're visiting for work or leisure, this self-contained cabin provides a tranquil base with modern comforts and beautiful natural surroundings.

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, 378 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
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 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, 326 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
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, 119 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
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.

Top guest favorite
The exterior of the lodge is shown, featuring wooden walls and a slate roof. A private courtyard is visible, bordered by greenery and a stone-paved area. Large windows allow natural light to enter the lodge, creating an inviting atmosphere.
Tiny home in Holmer Green
4.98 out of 5 average rating, 196 reviews

The Stable Lodge

The Lodge is light, airy and modern, whilst providing original character and features. An ideal romantic getaway for couples, those visiting family and friends, or somewhere to base yourself for a weekend of walking in the chilterns; this cosy, self-contained lodge is perfect for those looking to get away from it all. Set on a working stable yard surrounded by private ancient woodland accessible to guests. Private fenced garden, however not secure on one side for a determined dog.

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, 246 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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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 House Rentals in Chiltern District?

    Enhance your stay in our House Rentals with the most popular amenities: over 220 homes with wifi, over 190 homes with free parking, over 190 homes with a kitchen, 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 190 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 guesthouse rentals in Chiltern District have free parking?

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

  • Do apartment rentals in Chiltern District have a kitchen?

    Absolutely! We offer over 90 apartment 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 200 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 apartment rentals in Chiltern District?

    Experience the best of Chiltern District with our apartment rentals, starting at about $30 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 ﺩ.ﺇ73 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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