
House holiday rentals in Chesham
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Top-rated house rentals in Chesham
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Popular amenities for Chesham house rentals
House rentals with a pool

Dog friendly House - The Court House
The lovely home was ideal place to gather for a family wedding. There were 13 of us, including 4 babes and it worked very well. Masses of space inside the house and to be able to sit outside Thoroughly recommend it as a dreamy place to stage, perfect for all generations.

The Mill House
We stayed at the house for weekend of birthday celebrations, the house was great and the garden, pool and surroundings were fabulous. The kitchen area was perfect for gatherings and loads of space to unpack. The beds were really comfortable, maybe an option to have a couple of additional twin beds as the majority were all double. The house was spotless and with the weather being perfect we couldn’t have asked for more. Anne was accommodating in all requests and information about the local area. I would highly recommend this property, we had a fabulous weekend.

Spacious & stylish family home
Ann’s house was exactly what we were looking for and we had a wonderful stay and felt very much at home. Everything was easy to find and use and the house had all the amenities we needed for a family of 5. The neighborhood was lovely and we loved walking around.

The Pippins studio flat
We were greeted well upon arrival. They showed and explained everything. We were also lucky to see beautiful peacocks on the territory. The house corresponds to the description and photos. There is a good sauna, a large pool and there is a passage from a small goubina to a large one. The jacuzzi is also large. Everything is clean and neat, we liked it, the child is delighted, we will definitely come again.🙃

Pool & Piano | Hidden Oasis in Kensington Olympia
very nice and cooperative host. lovely place.

Barn conversion, Henley-on-Thames
A beautiful barn conversion in lovely grounds with lots of facilities, with thoughtful and helpful hosts. It was a fabulous long weekend and we didn’t need to leave the grounds to be entertained throughout, from in the pool to playing pool, it was all we could ask for.

The Place: 2-Bedroom Getaway
Our stay was exceptionally great. The train station is close which made our movements easy. The place was very clean. There was easy access to food and groceries. Chioma was very helpful and accommodating. We were able to check in earlier than the scheduled time and leave just as easy. Overall the experience was great and I highly recommend.

Stunning hideaway house
booked with miranda for a couple of nights and she couldn't have been a better host.. very helpful and responded to right awa to any queries I had.. the house and garden were both beautiful and the whole stay was very enjoyable.. would definaltet recommend 👌.
Weekly house rentals

Countryside Retreat with hot tub
The house was absolutely lovely – the perfect getaway for us and a few friends. It had everything we needed for a relaxing stay. Phoebe was a fantastic host, incredibly responsive and welcoming, even greeting us when we arrived. We’ll definitely be back!

Folley's Barn
Folley’s Barn is spacious and very comfortable. A large living and kitchen area with plenty of seating. The hamper was a lovely addition and went down well! We enjoyed a relaxing 3 night stay and would recommend the barn as a base for exploring the surrounding area. We visited Cliveden, Marlow and Henley on Thames. We also enjoyed a meal at the Lions in Bledlow and a takeaway from the Cinnamon Longe.

Modern 3 bed house with private drive for 2 cars
Would definitely recommend. Warren met us to go through everything we needed to know. House was spotlessly clean and had everything we needed. Would definitely stay again.

Stunning Edwardian Family Home in the Chilterns
Lovely property. Very tastefully furnished, great size rooms and amazing showers. Kitchen is well equipped and lovely views over the garden. Would recommend to all.

Harrowden House
We were really glad to find a place like this for our stay. Great location, very close to the Airport. Marlon was friendly and made sure the house was clean and tidy for our arrival.

Quintessential English Cottage
It’s hard to know where to start singing the praises of Leticia’s Daffodil Cottage. We are on to our next location, and we all miss this gorgeous, ancient cottage and its *magnificent* gardens. The cottage was comfy and well-appointed inside, with plenty of room for our family group of 7. We were all so sad to leave! The children (ages 7, 2 and 12 months) spent a lot of time exploring the gardens, and my son and I added 45+ new species to our Seek app. So much time, effort and pride have obviously been poured into this paradise, inside and out. My friends back in the States were blown away by the pictures I posted and shared. We loved going into nearby Wendover to purchase food and eat at Shoulder of Mutton. And don’t miss Rumsey’s Chocolaterie. Sumptuous desserts, and affogato was divine. We also spent a lot of time piled onto the big bed in the downstairs bedroom, especially during the rain. So many wonderful family memories were made. A big thank you to Leticia and her team.

Cute & Cosy Cottage | Chilterns
If I could give more than 5 stars I would. The cottage is absolutely beautiful and exceeded expectations. It is decorated to a high standard. The kitchen is very well equipped with everything we needed. The beds are both a good size and beds very comfortable. We all slept well. Some people have commented on noise from the road, yes you can hear the traffic but it did not bother us through the night. The garden is enclosed and perfect for eating out in. If you don't want to cook a meal I would recommend the three Crowns just a 5 minute walk up the road. There is also an Indian restaurant a 4 minute walk away. The hosts were very responsive to messages. I would definitely recommend this cottage.

Great 2 Bed house w/ BBQ
Had a wonder stay at Matthew's place for a few days, the photos do not do it justice! Definitely home away from home. We thoroughly enjoyed our stay, and Matthew was very flexible with a few additional requests that we had.
Private house rentals

Stylish Terraced House with Parking
Another pleasant stay at Elliot’s, lovely and comfortable place always spotless. Elliot is a great host, very reactive and flexible.

Welcoming house with country views near St Albans
This is our third stay, as we won’t stay anywhere else! Beautiful roomy immaculately presented house in impeccable stunning grounds. Stephanie is the most conscientious and considerate host who goes above and beyond. The proximity to central London and ease of driving there is a mere 25 minutes to Baker Street. By far, all round, the best Airbnb we have stayed in.

Peaceful countryside escape
Jane and her husband what lovely, attentive and responsive hosts who made us feel welcome and at home for the weekend. The property is beautifully decorated and felt so cosy, there is ample parking, and - there's chickens! We even received some homegrown eggs as a leaving gift. Highly recommend!

Bright & Spacious Chilterns Hideaway
We appreciated our stay a lot! Brand new house! Clean and nice! All equipment works well and there is everything you need for the comfort! Highly recommend!

The Heights
Our stay at Anita’s place was amazing. The house is absolutely gorgeous and beautifully furnished. The garden area is a lovely too, and everywhere is so spacious, indoors and outdoors. The home was very clean too. The area is so quiet and peaceful, really is such a great get away from the busier cities and towns. Such a great place and definitely worth the money.

Barley End, Town Farm, Ivinghoe
This is a lovely little flat on a farm. The rooms are good sizes and the beds comfortable. It was very clean and there was a nice welcome pack with eggs and cake! There is an outdoor area attached to the cottage and the rest of the farm and campsite to explore. It was great for us with a toddler as there was a playground on site. It is a nice 15 minute walk to the village. Angie and her family were really friendly and helpful. We had a great holiday and would stay again!

Cosy House - Very Close to Harry Potter
Sarah-Janes place was in a perfect location for visiting the area. Was easy to find with no problem finding street parking each time we returned. Is in walking distance to the train to take a trip into London. Her place was clean and comfortable, plenty of space for us three adults and has kitchen with everything we needed. Bonus having some outdoor space. I would recommend Sarah-Janes place.

The Lodge at Stowe Castle Farm
Stayed here for a 2nd time in the last few months and it remains to be very beautiful, clean, everything works very well and is a very comfortable place to stay. I love how private and quiet it is there. I would certainly stay again.
Quick stats about house rentals in Chesham
Total rentals
20 properties
Nightly prices starting at
$50 NZD before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
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- British Museum
- Green Park
- Buckingham Palace
- Covent Garden
- Big Ben
- Trafalgar Square
- Barbican Centre
- Harrods
- Tower Bridge
- London Bridge
- St. Paul's Cathedral
- Brockwell Park
- The O2
- Camden Market
- Emirates Stadium
- Wembley Stadium
- The Shard
- Hampstead Heath
- ExCeL London
- London Stadium
- River Lee Navigation
- Alexandra Palace
- Queen Elizabeth Olympic Park, London
- Oxford University