
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 ﺩ.ﺇ 147 per night before taxes and fees

Verified guest reviews
Over 1,350 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).

Secluded River Thames Lodge with Spectacular Views
Herons is totally unique, a beautiful detached lodge situated on the banks of the River Thames. Beautiful interiors and the views are simply wonderful from sunrise to sunset. Herons is the perfect place to unwind and relax, just sit and watch the wildlife and the boats milling along the river. Nearby are the Thames Market towns of Wallingford, Henley and Abingdon and the beautiful surrounding countryside.The historic city of Oxford is only 8 miles away and Bicester Village is a 30 minute drive.

Pool House at Mill Cottage
The Pool House at Mill Cottage offers a unique riverside escape with exclusive access to a private pool (Mar 1st - Oct 1st 2025 & Apr 1st - Oct 1st 2026). Nestled on the Thames, enjoy easy access to riverside cafes and restaurants by foot or boat. The charming one-bedroom retreat features blackout blinds for restful nights, plus a small sofa bed for extra guests. Just minutes from Goring on Thames village and the train station, it also boasts a BBQ and outdoor seating area for relaxing evenings.

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!

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.

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.

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.

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.

Private annexe in Old Windsor.
A private double bedroom annexe, with its own entrance, separated from main house. Private bathroom and full use of the gymnasium and lovely garden. (which includes a small wood area). The house is situated right on the doorstep of Windsor Great Park, in Old Windsor. Windsor town centre is 3 miles away and we are close to Heathrow and the M25 and M4.
Popular amenities for Chesham house rentals
House rentals with a pool

The Mill House

5-Bedroom Family Home with Garden, nr Notting Hill

Spacious Home Heated Pool(April-Sep) in Tilehurst

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

Wellness Escape by River: Sauna, Pool, Hot Tub

Large Island Home with Pool on the River Thames

Old Wharf Cottage

NEW-5BR Contractor Pool House|Parking | Long Stays
Weekly house rentals

Straw Plaiters Cottage

Lavender Cottage Cosy Country Escape Train London!

Stunning Edwardian Family Home in the Chilterns

Stylish self-contained 1-bedroom

The Wild Bloom- 3 bed with parking

5* Luxury Lodge for Couples & Business Travellers

Cozy 3bed 30 mins to London & H Potter Studios

Bright Family Home with Garden | Walk to Amersham
Private house rentals

Racecourse Marina Lodge | Hot tub | Parking | EV

Modern Country House

The Heights

The Cosy Cottage. in Old Soles bridge Lane

Inclusive, garden area, near pubs, golf, tennis

Modern 5-Bedroom Luxury Home Watford FREE Parking

Spacious, level, luxury home with log burner

Charming 4-Bedroom Country Cottage
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- Paddington
- Covent Garden
- St Pancras International
- British Museum
- Hampstead Heath
- Kings Cross
- The O2
- Buckingham Palace
- Marble Arch
- Wembley Stadium
- Tottenham Court Road
- Tower Bridge
- London Bridge
- Big Ben
- Trafalgar Square
- Emirates Stadium
- ExCeL London
- Battersea Power Station (disused)
- Royal Albert Hall
- Russell Square
- Olympia Events
- Borough Market
- Clapham Common
- Brockwell Park





