
House holiday rentals in Chesham
Find and book unique houses on Airbnb
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 $42 AUD per night before taxes and fees

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

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Chesham holiday 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).
5.0 out of 5 average rating, 150 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.
4.86 out of 5 average rating, 209 reviews
Fabulous Farm House in Skirmett
Valentine Farm House is newly refurbished to the highest standard and provides a wonderful base for a quick break or a longer stay, in the picturesque village of Skirmett, situated in the Hambleden Valley. Immerse yourself in country living in the Chilterns and enjoy the fantastic atmosphere of rural life. With horses to admire, right on your door step and unlimited walks, bike rides and local pubs to pop into, you're going to be falling in love with Valentine Farm.
4.92 out of 5 average rating, 143 reviews
18th century cottage
Self contained character annex in the beautiful Buckinghamshire countryside. Low ceilings and a narrow steep staircase with handrail and stairgates top and bottom. Parking spaces at the front and use of garden to the rear. Fantastic location on the edge of the Chilterns; good road and rail links to London, Oxford and Wembley. Close to the Thames, Windsor, Marlow, Cliveden, Hedsor House, Harry Potter Studios and Legoland. Plus there’s a pub next door!
4.91 out of 5 average rating, 244 reviews
Victorian house in central Berkhamsted
A two storey Victorian terraced house in this historic market town a few minutes walk from the Rex Cinema, High Street, Grand Union Canal & Berkhamsted Train Station (London 35 minutes). Berkhamsted hosts a wide range of shops, cafes, bars, restaurants, twice weekly market whilst surrounded by the rolling countryside of the Chiltern Hills AONB. The beautiful 5,000-acre National Trust Ashridge Estate & Ashridge Management College are a 15-minute drive.
4.98 out of 5 average rating, 53 reviews
Chiltern Retreat | Relax, Stay & 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.
4.89 out of 5 average rating, 211 reviews
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.
4.73 out of 5 average rating, 151 reviews
Slade Farmhouse with secluded Hot Tub
Check in from 16:00 and checkout is at 10:00. Experience an exquisite 16th-century farmhouse, recently renovated for up to 15 guests. The unique rooms offer a blend of textiles and colours, combining Art Deco with Country Chic style. Enjoy the inviting atmosphere, exposed beams, and Venetian mirrored furnishings. Relax in the hot tub on the terrace with stunning paddock views. Conveniently located near a charming village pub.
4.9 out of 5 average rating, 111 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
4.98 out of 5 average rating, 320 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.
4.95 out of 5 average rating, 337 reviews
Charming Coach House
The Coach House is a charming 4 bedroom country home dating back to the 1800's. Set within an idyllic location along the Chess Valley, and area of outstanding natural beauty - this home is perfect for exploring the Chiltern Hills. Situated a few minutes drive from the picturesque town of Amersham (also on the metropolitan line) this cosy coach house is the perfect base to discover this beautiful area.
4.84 out of 5 average rating, 45 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.
4.91 out of 5 average rating, 281 reviewsPopular amenities for Chesham house rentals
House rentals with a pool

2BR Victorian cottage w/ Garden near Camden Mkt
4.78 out of 5 average rating, 125 reviews
The Long Barn - With Pool and Games Room
5.0 out of 5 average rating, 5 reviews
The Annex
5.0 out of 5 average rating, 66 reviews
The Mill House
4.99 out of 5 average rating, 73 reviews
Wellness Escape by River: Sauna, Pool, Hot Tub
5.0 out of 5 average rating, 7 reviews
Premium 5 Bed Corporate Home| En-Suites & Parking
5.0 out of 5 average rating, 4 reviews
Spacious Home Heated Pool(April-Sep) in Tilehurst
4.71 out of 5 average rating, 21 reviews
Stylish Chelsea 3BR Home | Pool & Free Parking
5.0 out of 5 average rating, 3 reviewsWeekly house rentals

Serene & Private Annexe in Village Centre
5.0 out of 5 average rating, 49 reviews
Oakland, in the Chiltern Hills
4.96 out of 5 average rating, 27 reviews
Honey Barn - Stunning 4-Bed Rural Paradise
4.93 out of 5 average rating, 57 reviews
Tuffs Farm - Newly renovated 3 bed cottage
5.0 out of 5 average rating, 14 reviews
Lovely home in Little Chalfont
4.96 out of 5 average rating, 25 reviews
Modern6bed, 30min Airport,London Legoland Windsor
4.97 out of 5 average rating, 39 reviews
Amazing 3bed 30 mins to London & H Potter Studios
4.9 out of 5 average rating, 40 reviews
The Wild Bloom- 3 bed with parking
4.94 out of 5 average rating, 31 reviewsPrivate house rentals

The Crafty Fox Chalfont
4.91 out of 5 average rating, 11 reviews
Chilterns Farm Cottage Hideaway
4.78 out of 5 average rating, 9 reviews
The Foxgloves Residence
4.96 out of 5 average rating, 49 reviews
Modern 5-Bedroom Luxury Home Watford FREE Parking
4.95 out of 5 average rating, 84 reviews
6BR|Sleeps 13|Contractor|Garden|WiFi|Parking
4.93 out of 5 average rating, 15 reviews
Lavender Cottage Cosy Country Escape Train London!
4.95 out of 5 average rating, 22 reviews
The Heights
4.96 out of 5 average rating, 23 reviews
Quintessential Chilterns Hideaway
4.9 out of 5 average rating, 29 reviewsDestinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- The O2
- ExCeL London
- Tower Bridge
- Silverstone Circuit
- Emirates Stadium
- Clapham Common
- Tottenham Hotspur Stadium
- University of Oxford
- Victoria Park
- Thorpe Park Resort
- The National Bowl
- Blenheim Palace
- Big Ben
- Buckingham Palace
- Alexandra Palace
- London Eye
- Windsor Castle





