
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 $69 NZD per night before taxes and fees

Verified guest reviews
Over 1,350 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).

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.

Virginia Water Family Getaway
Lambly Hill House – Holiday Rental in Virginia Water, Surrey Welcome to Lambly Hill House, a stylish and spacious 4-bedroom holiday rental in Virginia Water, Surrey. Perfect for families, golf visitors and business travellers, this beautifully renovated home offers modern comfort, peaceful surroundings and a private garden in one of Surrey’s most desirable locations. Located just a short walk from Virginia Water train station, Lambly Hill House provides easy connections to central London.

The Old Barn , Organic Residence, outside seating
2 x king size organic bedroom-en-suites, with off street parking, great base for work or vacation, my Italian cousin Angelo, calls it " Tuscany in the Chilterns " home to "Midsummer Murders" ,"Wind in the Willows" and Agatha Christie's, "Miss Marple & Poirot mysteries", 200 year old country barn two fields from the Thames, beautiful views, and one of a few areas in the UK where you have hills and valleys and a navigable river wrapping around them, encircled by picturesque riverside towns

The Little Barn
This newly built, spacious and stylish one bedroom cottage is set in the picture perfect village of Brightwell-cum-Sotwell, located in South Oxfordshire. Peaceful and private it is brilliantly located for tranquil walks, or exploring the history of nearby Wallingford or Oxford. Airy and spacious, the cottage is well equipped and modern. Well situated for courses at the Bach Centre, as it is a gentle stroll through the village to get there. Long lets welcome, please contact for rates.

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.

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.

The Acorn - Detached, clean and quiet
Brand new detached house in an elevated position above a quiet rural lane. Great night skies and horses in the field next door. Outside sitting area and private parking. Lovely king sized double bed with views and high quality bedding. Local eggs provided for breakfast. The Acorn is in the heart of the village so it’s very easy to walk anywhere and find 2 great pubs. There is also a Co-op store in the village. Fully refundable booking settings up to 5 days before stay

Chiltern Retreat | Walks, Work & Free 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.

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

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.

Spacious 4-Bed Home Near Park | Aylesbury |Carport
Spacious 4-bedroom Aylesbury home for families, professionals, or contractors. Sleeps 8 with 6 beds (2 kings, 4 singles) and 2 bathrooms. Fully equipped kitchen, private garden with seating. Park and playground just across the street, visible from your window. Free estate parking plus carport. Self check-in. Close to Aylesbury Hospital, stadium, shops, and transport. Quiet, peaceful neighborhood.
Popular amenities for Chesham house rentals
House rentals with a pool

The Mill House

Spacious Home Heated Pool(April-Sep) in Tilehurst

Kensington Pool & Piano | Unique 3BR w/ AC, Garden

Wellness Escape by River: Sauna, Pool, Hot Tub

Stunning hideaway house

Surrey Cottage with indoor heated swimming pool

Pool House at Mill Cottage

South Wing of Country House
Weekly house rentals

Honey Barn - Stunning 4-Bed Rural Paradise

Hogwarts Hideaway (Themed Property)

Lovely home in Little Chalfont

Charming Coach House

Serene & Private Annexe in Village Centre

The Wild Bloom- 3 bed with parking

Deluxe Lodge for Couples & Business Travellers.

Spacious, level, luxury home with log burner
Private house rentals

Straw Plaiters Cottage

Calm spacious home w/ large terrace & free parking

Lavender Cottage Cosy Country Escape Train London!

Newly Listed - The Old Bakery in Hambleden

Home in Marlow

Olcote by Fullards

Inclusive, garden area, near pubs, golf, tennis

Bright Family Home with Garden | Walk to Amersham
Destinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- ExCeL London
- The O2
- Tower Bridge
- Emirates Stadium
- Silverstone Circuit
- Clapham Common
- University of Oxford
- Buckingham Palace
- Blenheim Palace
- Thorpe Park Resort
- Alexandra Palace
- Chessington World of Adventures Resort
- Big Ben
- London Stadium
- Windsor Castle
- LEGOLAND® Windsor Resort
- Victoria Park





