
House vacation rentals in Chesham
Find and book unique houses on Airbnb
Quick stats about house rentals in Chesham

Total vacation rentals
Explore 20 vacation rentals in Chesham

Nightly prices starting at
Chesham vacation rentals start at G$6,273 GYD per night before taxes and fees

Verified guest reviews
Over 1,400 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Chesham vacation rentals include wi-fi 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!
Top-rated house rentals in Chesham
Guests agree: these houses are highly rated for location, cleanliness, and more.

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).
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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.
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A Perfect Pad in Pangbourne!
The house was 'created' in 2020 having originally been part of the village pub - it’s 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.
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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
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Countryside Retreat with hot tub
This modern country retreat features panoramic views of the Oxfordshire countryside from the open-plan kitchen, living room. Ideal for a peaceful getaway, our home offers high-speed Wi-Fi, a fully equipped kitchen, and cozy furnishings. Two bedrooms featuring superking beds, one with ensuite. Outside bbq area with comfy seating, firepit, dining area and hot tub. Whether you're here for a weekend escape or a longer stay, this house provides the perfect setting to relax and unwind.
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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.
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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.
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Chiltern Retreat | Relax, Work & Explore
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.
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Beautiful Victorian House In The Chilterns
This beautiful home is situated right in the heart of the Chilterns AONB. Perfectly located for walkers, cyclists, travellers and commuters. Chesham Tube Station is 7 mins walk from the house with a direct tube into central London. Luton Airport is 30 mins and Heathrow T5 is 35 mins away by car. The area boasts some of the best walking and cycling in the country. It's only a 7 mins walk into the town centre with all amenities.
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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
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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.
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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.
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Popular amenities for Chesham house rentals
House rentals with a pool

The Mill House
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Ivy | Ellerton Road | Pro-Managed
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5-Bedroom Family Home with Garden, nr Notting Hill

Spacious Home Heated Pool(April-Sep) in Tilehurst
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Kensington Pool & Piano | Unique 3BR w/ AC, Garden
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Wellness Escape by River: Sauna, Pool, Hot Tub
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Amazing family house in London ideal for families
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3 miles to Royal Ascot, pool, sleeps 12 in 2 acres
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Weekly house rentals

Honey Barn - Stunning 4-Bed Rural Paradise
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Victorian house in central Berkhamsted
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Lovely home in Little Chalfont
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Charming Coach House
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Serene & Private Annexe in Village Centre
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The Wild Bloom- 3 bed with parking
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Amazing 3bed 30 mins to London & H Potter Studios
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Oakland, in the Chiltern Hills
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Private house rentals

Straw Plaiters Cottage
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Racecourse Marina Lodge | Hot tub | Parking | EV
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Lavender Cottage Cosy Country Escape Train London!
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Bright & Spacious Chilterns Hideaway
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The Cosy Cottage. in Old Soles bridge Lane
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Stylish self-contained 1-bedroom
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Quintessential English Cottage
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Olcote by Fullards
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Destinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- The O2
- Emirates Stadium
- Tower Bridge
- Silverstone Circuit
- Tottenham Hotspur Stadium
- Clapham Common
- Thorpe Park Resort
- Blenheim Palace
- Buckingham Palace
- Victoria Park
- Alexandra Palace
- London Stadium
- Big Ben
- The National Bowl
- London Eye
- Windsor Castle
- British Museum





