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House holiday rentals in Chesham

Find and book unique houses on Airbnb

Top-rated house rentals in Chesham

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

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Top guest favourite
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
5 out of 5 average rating, 128 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 favourite
A tranquil swimming pool is surrounded by wooden decking, illuminated softly by outdoor lights. The evening sky, hinting at twilight, complements the scene. A patio area with a parasol is visible, providing a cozy space near the pool for relaxation.
Home
4.98 out of 5 average rating, 182 reviews

Retreat by the Mill-perfect for a relaxing getaway

Kick back and relax in this stylish rural property which is situated in the garden of our HERTFORDSHIRE home & next to a grade II* listed windmill. It is suitable for both holiday and business stays. Free parking (3 cars max). Perfect for exploring the local Hertfordshire countryside or heading into London or Cambridge–both within easy reach. Both floors have a living area with double sofa bed & kitchen/diner, double bedroom and shower room. Electric car charging available. This is NOT Norfolk!

Top guest favourite
The exterior of the studio is displayed during a sunset, with a warm pink sky glowing above. A conservatory with large windows is visible, surrounded by a lush garden featuring blooming flowers and green grass. The countryside backdrop includes distant trees and open fields.
Home
4.85 out of 5 average rating, 185 reviews

Stunning riverside house in the heart of Chilterns

Breathtaking location set in the heart of stunning Chilterns countryside only 30 min from London. Come & recharge with views of the River Chess flowing past your bedroom. Relax in the large sitting/dining room (dbl sofa bed) or bask in the sunny conservatory watching swans glide by. Glorious walking on Chess Valley Walk. Nearby Amersham, Chalfont & Chenies all offer superb restaurants/shops & Met line tube. Amazing location just off M25 - Harry Potter World 15min, Heathrow 25min & Ascot 45 min.

Guest favourite
The exterior of a converted barn is highlighted against a vibrant sunset sky. The expansive lawn features seating arrangements and a patio area, with trees framing the background. The building showcases large windows, reflecting the colorful sky, creating a tranquil outdoor space.
Home
4.9 out of 5 average rating, 177 reviews

The Stables, Little Marlow

A fabulous, converted barn, located in the very desirable village of Little Marlow, Bucks. The property is set within 3/4 acre for your private use and has it's own private driveway + parking. The interior has underfloor heating, a wood burning stove, panelled walls, en-suite, and a family bathroom. Little Marlow has been in numerous Midsomer Murder TV series. The village has two pubs, a cricket ground and a church. The property is a 10 min walk to the river Thames. AONB & cons. area

Top guest favourite
A bright living area features a spacious gray sofa with red accent pillows and a large checkered ottoman. Skylights provide natural light, while framed art decorates the walls. A dining table is situated nearby, with sliding doors leading to an outdoor terrace.
Home
5 out of 5 average rating, 246 reviews

A Perfect Pad in Pangbourne!

The house was 'created' in 2020 having originally been part of the village pub - its now part of a redeveloped property which also includes the owners home and a fabulous cafe called Artichoke Cafe The property is right in the heart of the picturesque riverside village of Pangbourne with its fabulous specialist shops, cafes, restaurants and pubs. Yet only ten minutes walk gets you to the countryside! The village also boasts a mainline station with direct trains to London Paddington.

Top guest favourite
The exterior of the modern annexe is showcased, featuring large glass doors that allow natural light to fill the interior. A spacious balcony is visible above, bordered by glass, and wooden furniture is arranged on the terrace, ideal for outdoor relaxation.
Home
5 out of 5 average rating, 363 reviews

Luxury self-contained Annexe with balcony Jacuzzi

Luxury self-contained annexe on the edge of the Chilterns, situated in the peaceful countryside which can be enjoyed from the hot tub, yet only 5 mins to the M40, 15 mins to Oxford Park & Ride & 15 mins to the station with trains to London taking 45 mins. It is the perfect place to relax with cosy lounge, wood burning stove, bespoke kitchen & underfloor heating. Upstairs features a super-king sized bed, seating area, luxury wet-room with underfloor heating, balcony and Jacuzzi.

Guest favourite
A serene landscape unfolds with gentle hills and lush greenery, set against a vibrant sunset sky. The foreground features a rustic brick wall, partially covered by grass and wildflowers, providing a natural boundary to the expansive fields beyond.
Home
4.9 out of 5 average rating, 136 reviews

Gorgeous Cottage in Skirmett with Parking

This gorgeous 3 bedroom cottage, is in the quiet village of Skirmett, situated in the Hambleden Valley, in a particularly pretty area of the Chilterns. Many films and TV series have been filmed in the area, as it is often thought of as quintessentially English. Just a hop and a skip from London and its airports and a short distance from Marlow, Henley or High Wycombe stations... come and step back in time and enjoy a rural setting you won't forget.

Guest favourite
The exterior of a charming two-story house is presented, featuring a mix of red brick and black timber detailing. Neatly trimmed hedges and a gravel driveway enhance the entrance. Windows are adorned with white shutters, providing a well-maintained appearance.
Home
4.9 out of 5 average rating, 191 reviews

Stylish Chiltern Hills Escape | Walks & Parking

Set in a peaceful rural location near Saunderton Station, this family-friendly home offers scenic countryside walks and nearby golf courses. Ideally placed for exploring Coombe Hill, Chequers, Waddesdon Manor, the Hellfire Caves and the Roald Dahl Museum, all just a short drive away. The house features a fully equipped kitchen, 65-inch TV, utility room and downstairs bathroom, providing comfort, space and everything needed for a relaxing stay.

Guest favourite
An open plan sitting room features whitewashed beams and oak floors, with seating provided by a white sofa, a striped blue couch, and a footstool. A decorative red rug lies on the floor, while warm lighting enhances the cozy atmosphere. A staircase is visible in the background.
Home
4.93 out of 5 average rating, 152 reviews

The Domek: Idyllic Hertfordshire cottage

The Domek is set within an idyllic courtyard of the Gotha Gardens at Pembroke Farm. The cottage accommodation is over two floors with an open plan sitting room, diner and vintage kitchen decorated in French farmhouse style, whitewashed beams and oak floors. The bedrooms are fresh and charming with a circular window in the double and a Juliet french window in the twin. The Domek also has its own reserved terrace overlooking the courtyard.

Top guest favourite
The living area is designed with a corner sofa, accented by cushions. A flat-screen TV is positioned against the wall and a small coffee table sits on a round rug. Light enters through double windows with shutters, and a gas stove is showcased beneath the mantel.
Home
4.98 out of 5 average rating, 300 reviews

Cosy Victorian cottage in central Berkhamsted

Renovated beautiful cottage with open plan living on the ground floor with corner sofa and gas stove. French doors are leading out to a private courtyard garden. Well appointed kitchen with hob, oven and dishwasher. Washing machine in separate lobby leading through to a ground floor shower room / WC. Upstairs there are 2 bedrooms , a main bedroom with king-size bed and a twin room with 2 single beds. Self check in

Guest favourite
The exterior of the barn showcases a charming dark wood facade, complemented by large windows. A picnic table is positioned on the grassy area, surrounded by flower beds and greenery. The structure is set against a clear blue sky, suggesting a spacious and inviting atmosphere.
Home
4.95 out of 5 average rating, 331 reviews

The Olde Dairy renovated barn

The Olde Dairy is a newly renovated barn which is very spacious and has a very cosy ambience. Popular with visitors to Warner Brothers Studios ‘ Harry Potter’ Bekonscot model village, Roald Dahl museum, Chiltern Open Air museum, Bovingdon Studios, Legoland, Windsor, and the train station 5 mins away straight into London Baker Street approximately 40mins, there are many lovely local pubs and walks on our doorstep.

Guest favourite
A spacious lounge area features a light-colored sofa adorned with blue cushions. A white coffee table, holding several books, complements the decor. Natural light streams through a large window, illuminating the cozy atmosphere. A staircase is visible in the background, leading to the upper floor.
Home
4.91 out of 5 average rating, 251 reviews

Mews house in the center of Great Missenden

Quirky mews style house opposite the Roald Dahl Museum in the historical center of Great Missenden. Only a few minutes to the train station by foot and even closer to the Missenden Abbey venue. Set on two stories with balcony on first floor. Parking for one standard sized vehicle directly outside. Plenty of free parking a couple of minutes away.

Popular amenities for house rentals in Chesham

Quick stats about house rentals in Chesham

  • Total holiday rentals

    Explore 20 holiday rentals in Chesham

  • Nightly prices starting at

    Chesham holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 1,300 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Chesham holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chesham rentals

  • 4.8 Average rating

    Chesham stays are highly rated by guests – averaging 4.8 out of 5!

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