A cobblestone street lined with brick buildings, a church steeple, and a sign reading "Bury Lane".

Chesham Holiday Rentals

Q: 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.

Dates

November 2026

December 2026

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Our top choices for Chesham holiday rentals

An outdoor dining area with tables and chairs, surrounded by glass walls and a view of buildings.

1. Livin’ Serviced Apartments

Watford

Kathryn

includes taxes & fees

12 Nov - 13 Nov

A modern elevator with metallic doors and a marble wall.

2. Abbott House by Viridian Apartments

St Albans

Clinton

includes taxes & fees

19 Nov - 20 Nov

A spacious kitchen with high ceilings and exposed wooden beams, a central island with bar stools, and a dining area with a long table set for six.

3. Higginson House

Marlow

includes taxes & fees

17 Nov - 18 Nov

A bedroom with a bed, a dresser, a window, and a chandelier.

4. Spacious, light apartment sleeps up to four

Cookham

Alexandra C.

includes taxes & fees

10 Nov - 11 Nov

A modern bedroom with a bed, two armchairs, a wall-mounted mirror, and a bedside lamp.

5. The Garden Studio

Hart Hill

Lucy

includes taxes & fees

6 Dec - 7 Dec

A rustic gate leading to a building labeled "Copper Castle Studio" with a wooden exterior and a sign.

6. Copper Castle & Petting Farm near Legoland

Windsor

HAYLEY

includes taxes & fees

10 Nov - 11 Nov

A compact room with a bed, a dining table, and a TV.

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

Pinner South

Patrick K.

includes taxes & fees

10 Nov - 11 Nov

A modern building with dark siding, a glass door entrance, and two potted plants.

8. Willow Court Farm

Windsor

Anne

includes taxes & fees

10 Nov - 11 Nov

A modern hotel room with a large bed, a sofa, a TV, and a view of the city.

9. Ferrum

Tokyngton

"We loved Ferrum! It’s a close location to Wembley Stadium and near a ton of grocery stores and restaurants. We also traveled from the airport to the hotel and the train dropped us right across the street, which is a huge plus!! Everyone was so nice to us and the description on the listing when we booked matched exactly what was said. Didn’t even realize with the full kitchen we got everything we needed to cook, which is a huge plus if you want to stay in and cook a meal"

Mario Arturo

includes taxes & fees

16 Nov - 17 Nov

A hotel entrance with a grey door, number 120, a CCTV warning sign, and a potted plant on the left.

10. Cozy Flats Near Olympia and Westfield

Kensington

includes taxes & fees

12 Nov - 13 Nov

A modern kitchen with a central island, two bar stools, a stainless steel range hood, and a window with blinds.

11. Hampden Apartments - The William

Eton

Tony

includes taxes & fees

15 Nov - 16 Nov

A wooden shelf with a red lamp, a bottle of wine, glasses, and a framed picture.

12. Rest Boutique Portobello

Notting Hill

Eman

includes taxes & fees

23 Nov - 24 Nov

13. Repton Gardens

Tokyngton

jack

includes taxes & fees

15 Nov - 16 Nov

A balcony with a clear view of a cityscape, including buildings and a highway.

14. The Robinson

Tokyngton

Brandon

includes taxes & fees

19 Nov - 20 Nov

15. 6-bed 3-bath Home - Sleeps 14 & Free Parking

Hillingdon East

Paul

includes taxes & fees

11 Nov - 12 Nov

A bedroom with a large bed, a wooden door, a sliding glass door to a balcony, and a view of the outside.

16. Staines Riverside by Charles Hope

Staines

bhargav

includes taxes & fees

15 Nov - 16 Nov

A spacious balcony with large windows offering a city view.

17. Aparthotel Adagio London Brentford

Brentford

Shaun

includes taxes & fees

15 Nov - 16 Nov

A wooden table with a bottle of wine, two wine glasses, and a bowl of olives.

18. Notting Hill Grove Apartments

Notting Hill

includes taxes & fees

22 Nov - 23 Nov

A narrow pathway leading to a building with a brick wall and a window. There are potted plants and a metal structure on the right side.

19. Kew Rooms

Kew

Lewis

includes taxes & fees

23 Nov - 24 Nov

A hotel room with a balcony, a round table with two chairs, a vase with flowers, and a book.

20. Bob W London Holland Park

Kensington

Ariane

includes taxes & fees

22 Nov - 23 Nov

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Find holiday rentals that suit your style

Top Chesham Hotel Reviews

A long wooden table set for a meal with chairs on a gravel path surrounded by tall grasses and trees.

De Vere Latimer Estate

Chesham

10/10 Excellent

Rob

A Holiday Inn Express building with a brick facade and illuminated signage.

Holiday Inn Express Hemel Hempstead by IHG

Hemel Hempstead

10/10 Excellent

Paula

A grand staircase with ornate woodwork, a large chandelier, and a fireplace in a spacious hall with patterned flooring.

Pendley Manor

Tring

10/10 Excellent

We stayed in family suite with our three children (9,6 and 4) plus baby. It was large enough for all of us, beautifully furnished (newly refurbed) with a sparkling clean bathroom and deeply comfortable beds. The kids loved the space to run about and play, as well as the board games in the bar. And the peacocks in the grounds. Kids and husband enjoyed the pool, I didn’t visit it so can’t comment. The food in the restaurant was decent enough, the bar was very comfortable too - and easy to watch...

Anonymous traveller

An outdoor patio with wooden benches and tables, a brick wall, and a view of a tree and sky.

Holiday Inn High Wycombe M40, Jct. 4 by IHG

High Wycombe

10/10 Excellent

Neil

A person in a swimming pool holding a drink.

Crowne Plaza Hotel Marlow by IHG

Marlow

10/10 Excellent

Sarah

A modern bar area with a digital screen, bar stools, and a seating area with round tables and chairs.

Holiday Inn Express London Heathrow T4 by IHG

Heathrow Villages

10/10 Excellent

Marianne

A reception area with a herringbone wood floor, a reception desk, and a circular mirror on the wall.

Staybridge Suites London Heathrow - Bath Road by IHG

Heathrow Villages

10/10 Excellent

Nancy

An outdoor seating area with tables and chairs by a river, a bridge, and buildings in the background.

Sir Christopher Wren Hotel

Windsor City Centre

10/10 Excellent

Debbie

A hotel lobby with a reception desk, a large artificial tree, and a staircase leading to upper floors.

Premier Inn London Heathrow Airport T2 & T3 - Bath Road

Heathrow Villages

10/10 Excellent

Joanne

A bar with a modern design, featuring a neon light ceiling and a variety of bottles and glasses on the shelves.

Renaissance London Heathrow Hotel

Heathrow Villages

10/10 Excellent

Chris

A modern lounge area with a bar, comfortable seating, and a view of an airport.

Hilton Garden Inn London Heathrow Terminal 2 and 3

Heathrow Villages

10/10 Excellent

Warren

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$177 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.

Chesham Holiday Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chesham holiday rentals

1. Livin’ Serviced Apartments

2. Abbott House by Viridian Apartments

3. Higginson House

4. Spacious, light apartment sleeps up to four

5. The Garden Studio

6. Copper Castle & Petting Farm near Legoland

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

8. Willow Court Farm

9. Ferrum

10. Cozy Flats Near Olympia and Westfield

11. Hampden Apartments - The William

12. Rest Boutique Portobello

13. Repton Gardens

14. The Robinson

15. 6-bed 3-bath Home - Sleeps 14 & Free Parking

16. Staines Riverside by Charles Hope

17. Aparthotel Adagio London Brentford

18. Notting Hill Grove Apartments

19. Kew Rooms

20. Bob W London Holland Park

Find holiday rentals that suit your style

Top Chesham Hotel Reviews

De Vere Latimer Estate

10/10 Excellent

Find out more about Chesham

Chesham holiday rentals: An excellent choice for every season

How to find incredible deals on Chesham rentals

Frequently Asked Questions

Are there holiday rentals in Chesham?

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

What can I see and do in Chesham?

What are holiday rentals like in Chesham?