A historic brick building with a bell tower, a cobblestone street, and a church in the background.

Chesham Holiday Rentals

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Our top choices for Chesham holiday rentals

1. Livin’ Serviced Apartments

Livin’ Serviced Apartments
4.0 star property
Watford
9.0 out of 10, Wonderful, (352 reviews)
"Massive room with all amenities"
United Kingdom
Beatrice
The price is NZ$168
includes taxes & fees
4 Oct - 5 Oct
Livin’ Serviced Apartments

2. Entire Place | Own Entrance | Kitchen | Garden | WiFi | Walk to Tube | Parking

Entire Place | Own Entrance | Kitchen | Garden | WiFi | Walk to Tube | Parking
Pinner South
9.6 out of 10, Exceptional, (102 reviews)
"Perfect for the three of us. Close to the tube and shops. Love the garden. Would come back again."
United States
Dennis S.
The price is NZ$411
includes taxes & fees
1 Oct - 2 Oct
Entire Place | Own Entrance | Kitchen | Garden | WiFi | Walk to Tube | Parking

3. Abbott House by Viridian Apartments

Abbott House by Viridian Apartments
4.0 star property
St Albans
7.6 out of 10, Good, (23 reviews)
"Great rooms, easy check in and good breakfast included. "
Australia
Clinton
The price is NZ$179
includes taxes & fees
27 Sept - 28 Sept
Abbott House by Viridian Apartments

4. Willow Court Farm

Willow Court Farm
4.0 star property
Windsor
10.0 out of 10, Exceptional, (215 reviews)
"Very nice, comfortable room, nice to have the kitchen. Lots of space outside to eat and relax! The kids loved the animals and that it’s clise to Legoland! The restaurant near by was really nice too and also easy to get around without a car."
Canada
Anne
The price is NZ$441
includes taxes & fees
27 Sept - 28 Sept
Willow Court Farm

5. Copper Castle & Petting Farm near Legoland

Copper Castle & Petting Farm near Legoland
4.0 star property
Windsor
10.0 out of 10, Exceptional, (4 reviews)
"Fantastic accommodation and setting. We loved our stay in the copper castle. The hosts have thought of everything to make your stay as enjoyable as possible and the goats outside the accommodation are very friendly!"
United Kingdom
HAYLEY
The price is NZ$430
includes taxes & fees
29 Sept - 30 Sept
Copper Castle & Petting Farm near Legoland

6. The Hill by Nestor

The Hill by Nestor
3.0 star property
Harrow
8.0 out of 10, Very good, (20 reviews)
"beside the tube great location clean no aircon but wasn’t an issue even with it been 30 degrees"
Ireland
Shauna
The price is NZ$181
includes taxes & fees
27 Sept - 28 Sept
The Hill by Nestor

7. The Garden Studio

The Garden Studio
2.0 star property
Hart Hill
10.0 out of 10, Exceptional, (5 reviews)
"Easy access, very clean place to stay. Ideal for early airport drops"
United Kingdom
Lucy
The price is NZ$134
includes taxes & fees
12 Oct - 13 Oct
The Garden Studio

8. 6-bed 3-bath Home - Sleeps 14 & Free Parking

6-bed 3-bath Home - Sleeps 14 & Free Parking
4.0 star property
Hillingdon East
9.2 out of 10, Wonderful, (5 reviews)
"Great size and location. Ideal for large family group. Good for the tube into London. "
United Kingdom
Paul
The price is NZ$582
includes taxes & fees
9 Oct - 10 Oct
6-bed 3-bath Home - Sleeps 14 & Free Parking

9. 2Bed Walk to Wembley Stadium & Arena

2Bed Walk to Wembley Stadium & Arena
4.0 star property
Wembley Park
10.0 out of 10, Exceptional, (4 reviews)
"Only a 15 walk to Wembley, and a lovely clean apartment. We will definitely book again."
United Kingdom
Liz
The price is NZ$874
includes taxes & fees
5 Oct - 6 Oct
2Bed Walk to Wembley Stadium & Arena

10. Hampden Apartments - the Diana

Hampden Apartments - the Diana
4.0 star property
Windsor City Centre
9.2 out of 10, Wonderful, (46 reviews)
"The host provided very clear instructions regarding check-in/out. The property was exactly as expected and ideal for the purpose of our trip"
United Kingdom
Craig
Hampden Apartments - the Diana

11. Ferrum

Ferrum
2.0 star property
Tokyngton
9.0 out of 10, Wonderful, (44 reviews)
"The closeness to Wembley Stadium was the selling point. The area is very nice and modern."
Canada
Dylan
The price is NZ$521
includes taxes & fees
28 Sept - 29 Sept
Ferrum

12. The Robinson

The Robinson
2.0 star property
Tokyngton
8.8 out of 10, Excellent, (23 reviews)
"Stayed to see a concert in Wembley, the apartment was great for what we needed, bathroom could have been a bit cleaner and the shower wasn’t very powerful but the rest of the apartment was really clean and couldn’t have asked for a better location for the stadium. Will definitely stay again"
United Kingdom
Lia
The price is NZ$423
includes taxes & fees
4 Oct - 5 Oct
The Robinson

13. Relaxing guest house with Jacuzzi & boat hire

Relaxing guest house with Jacuzzi & boat hire
Wraysbury
10.0 out of 10, Exceptional, (18 reviews)
"We had a lovely stay! The hot tub was fantastic, and the boat was absolutely fabulous. We really enjoyed ourselves and had a wonderful time. Thank you for a great stay!"
United Kingdom
Chaim
The price is NZ$651
includes taxes & fees
12 Oct - 13 Oct
Relaxing guest house with Jacuzzi & boat hire

14. Hampden Apartments - The George

Hampden Apartments - The George
4.0 star property
Windsor City Centre
9.2 out of 10, Wonderful, (37 reviews)
"Amazing location, walking distance to shops, restaurants, the theatre and of course the castle. The apartment was clean on arrival and had everything we needed for our stay. "
United Kingdom
Alison
Hampden Apartments - The George

15. Repton Gardens

Repton Gardens
3.0 star property
Tokyngton
10.0 out of 10, Exceptional, (1 review)
"We usually always stay in a hotel when down at Wembley but we thought we would try an apartment this time. We will never go back to hotel rooms! This place was amazing and the family all loved it. The apartment was clean and tidy and had everything we needed. We will definitely visit again next time we are down. We couldn’t ask for any more."
United Kingdom
jack
The price is NZ$548
includes taxes & fees
28 Sept - 29 Sept
Repton Gardens

16. Kew Studios and Rooms

Kew Studios and Rooms
3.5 star property
Kew
7.0 out of 10, Good, (445 reviews)
"Clean room, comfy bed, plenty of tea and coffee in the room, lots of pubs and restaurants within walking distance, train station to get into Central London is 5 mins walk away, will definitely come here again."
United Kingdom
Pamela
The price is NZ$157
includes taxes & fees
11 Oct - 12 Oct
Kew Studios and Rooms

17. Central London flat in Paddington

Central London flat in Paddington
2.0 star property
City of Westminster
The price is NZ$536
includes taxes & fees
26 Sept - 27 Sept
Central London flat in Paddington

18. Cozy London Apartment With Great Location

Cozy London Apartment With Great Location
3.0 star property
Coppetts
9.2 out of 10, Wonderful, (12 reviews)
"gorgeous little studio which was well kept, lovely interactions the whole time honestly had such a great stay will absoloutely be coming back thank you"
United Kingdom
Amy
The price is NZ$318
includes taxes & fees
4 Oct - 5 Oct
Cozy London Apartment With Great Location

19. Staines Riverside by Charles Hope

Staines Riverside by Charles Hope
4.0 star property
Staines
7.6 out of 10, Good, (19 reviews)
"Good location but very limited facilities"
United Arab Emirates
bhargav
The price is NZ$312
includes taxes & fees
5 Oct - 6 Oct
Staines Riverside by Charles Hope

20. 5 En-suite luxury villa in London

5 En-suite luxury villa in London
Hadley Wood
The price is NZ$1,920
includes taxes & fees
28 Sept - 29 Sept
5 En-suite luxury villa in London
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chesham Hotel Reviews

Find out more about Chesham

Everything you need to know about Chesham holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chesham holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chesham holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chesham holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chesham. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chesham holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chesham holiday rentals we have selected for you start as low as NZ$144 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chesham rentals

At Expedia, we put the best Chesham holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chesham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chesham holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chesham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Chesham?

Yes, there are holiday rentals in Chesham close to Chesham Leisure Centre, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and countryside in Chesham. While you're here, grab a bite or have a drink at the bars.

What are some of the best holiday rentals that Chesham has to offer?

3 Bed House Sleeps 5 - Parking, Garden, Pets: This holiday home rental outside of Chesham offers a garden and free WiFi to help you feel comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

What can I see and do in Chesham?

Cultural attractions include The Elgiva Theatre, whereas Chiltern Hills is a spot to enjoy nature. Other popular places to visit in the area include Wembley Stadium and Warner Bros. Studio Tour London.

What are holiday rentals like in Chesham?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chesham. Holiday rentals provide amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a small group gathering.