
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$6,277 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).
LocationFamilyRiver

Serene & Private Annexe in Village Centre
Set in the heart of the bustling village of Wendover, nestled behind the historic Lime Tree House, this self-contained Annexe is perfect for short or long stays; spacious, well equipped and peaceful, with a private large walled garden. It offers the best of all worlds; a countryside escape surrounded by the stunning Chiltern Hills and Wendover Woods, a central location with an array of Pubs, eateries and shops on the doorstep , plus easy access to London (station 2 mins walk/Marylebone 45 mins).
FamilyLocationPets

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.
LocationValueLayout

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.
FamilyLocationCleanliness

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.
LocationFamilyBathroom

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.
ValueFamilyHot tub

Lovely home in Little Chalfont
A stylish, comfortable place to stay and perfect for adult and family trips. Ideally located with good links to London, Leavesden Studios, Harry Potter World, the beautiful Chess Valley, Latimer Hotel and other attractions around the M25. Guests stay in the house with 2 bedrooms on 1st floor. There is a rear secluded south facing garden. The driveway has space for 2 cars and another on the roadside. The 2 bedrooms have king size beds with own bathrooms. A home from home.
LocationFamilyWalkability

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.
ValueLocationWalkability

Chiltern Retreat | Last-Minute Stays Welcome
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.
FamilyLocationLaundry

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.
ValueFamilyParking

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
LocationValueOutdoor spaces

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.
LocationFamilyCheckout
Popular amenities for Chesham house rentals
House rentals with a pool

2BR Victorian cottage w/ Garden near Camden Mkt
FamilyLocationHospitality

The Long Barn, swimming pool and games room
LocationPoolAccuracy

The Mill House
FamilyLocationPool

The Annex
LocationFamilyNearby

Wellness Escape by River: Sauna, Pool, Hot Tub
FamilyValueKitchen

Private Spa Suite with Refreshing 12m Indoor Pool
LocationCheck-inNearby

Spacious Home Heated Pool(April-Sep) in Tilehurst
ValueFamilyAccuracy

South Wing of Country House
LocationValueNearby
Weekly house rentals

The Crafty Fox Chalfont
LocationAccuracyHospitality

Charming Coach House
LocationFamilyView

Oakland, in the Chiltern Hills
FamilyLocationWalkability

Victorian house in central Berkhamsted
LocationValueHospitality

Tranquil Chilterns Farm Hideaway
LocationLong stayAmenities

The Wild Bloom- 3 bed with parking
FamilyLocationKitchen

Honey Barn - Stunning 4-Bed Rural Paradise
FamilyLocationCondition

Straw Plaiters Cottage
LocationFamilyPets
Private house rentals

Racecourse Marina Lodge | Hot tub | Parking | EV
LocationFamilyCleanliness

Inclusive, garden area, near pubs, golf, tennis
LocationFamilyKitchen

Olcote by Fullards
LocationFamilyParking

Countryside Escape
FamilyValueQuiet

Charming 4-Bedroom Country Cottage
FamilyLocationNearby

Spacious 4BedR| Free Parking| Contractors|Families
LocationParkingCheck-in

Modern6bed, 30min Airport,London Legoland Windsor
FamilyLocationWalkability

Tuffs Farm Cottage
LocationFamilyIndoor spaces
Destinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- London Bridge
- St Pancras International
- ExCeL London
- The O2
- Tottenham Hotspur Stadium
- Silverstone Circuit
- Emirates Stadium
- Tower Bridge
- Clapham Common
- University of Oxford
- Thorpe Park Resort
- Chessington World of Adventures Resort
- Victoria Park
- Blenheim Palace
- LEGOLAND® Windsor Resort
- Buckingham Palace
- Big Ben
- The National Bowl
- Alexandra Palace





