Vacation rentals in Chesham

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chesham

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guest suite in Amersham

4.96 out of 5 average rating, 304 reviews

Peaceful, self-contained apartment on two levels

Overlooking private garden, situated in historic old town of Amersham, the apartment, once lived in by Roald Dahl, is close to restaurants, pubs, coffee shops plus fashion boutiques. Own entrance, fitted kitchen with electric hob, oven, microwave, fridge, washing machine. Also sitting room with sofa-bed, TV & DVD player, double bedroom with TV, bathroom with bath and separate shower unit. Full central heating, free Wi-Fi. Secluded outside seating area. Unlimited free parking in High Street.

Nov 24 – Dec 1

R2,157 ZAR per night
Guest favorite

Cottage in Buckinghamshire

4.87 out of 5 average rating, 158 reviews

Stunning Chiltern Views from Old Amersham Bungalow

NEW BUNGALOW Kyteway is a self-contained detached studio between the historic town of Old Amersham and the rolling Chiltern Hills. Offering fully equipped kitchen, spacious shower room, double bed in sleeping area, dining table, storage, and sofa bed. BEAUTIFUL VIEWS from private dining patio & separate sun terrace. Short walk to historic old town and easy access to new town (inc station to London) on foot, by car, or local bus. Adjacent to countryside footpaths. Unrestricted on-street parking.

Jan 28 – Feb 4

R2,239 ZAR per night
Guest favorite

Barn in Buckinghamshire

4.96 out of 5 average rating, 211 reviews

Beautiful cosy Dinky Barn in Chiltern market town

A beautiful, calm and cosy space designed to feel like a home from home. Lovingly updated and modernised, whilst retaining original character and features to create a unique guest experience. Uber-clean and free from clutter, everything looks & feels fresh for each stay. The kitchen, carpets, paintwork, doors, windows and VELUX roof-lights have been replaced or updated recently. Located with a parking space in a secure, gated courtyard just moments from the town centre of Princes Risborough.

Sep 13 – 20

R3,170 ZAR per night

Popular amenities for Chesham vacation rentals

Stay near Chesham's top sights

The Elgiva Theatre4 locals recommend
The Queen's Head17 locals recommend
The Black Horse Inn5 locals recommend
The Drawingroom4 locals recommend
Papad restaurant3 locals recommend
Chesham Moor Gym & Swim3 locals recommend

Other great vacation rentals in Chesham

Guest favorite

Cottage in Sarratt

5.0 out of 5 average rating, 183 reviews

Crestyl Cottage riverside barn for 2 with hot tub

Jan 20 – 27

R4,031 ZAR per night
Guest favorite

Apartment in Berkhamsted

4.94 out of 5 average rating, 158 reviews

Modern Victorian in the Heart of Berkhamsted

Jan 13 – 20

R2,332 ZAR per night
Guest favorite

Cabin in Chorleywood

4.99 out of 5 average rating, 196 reviews

Woodland Lodge 7 min walk to tube/station

Oct 9 – 16

R3,833 ZAR per night
Guest favorite

Home in Seer Green

4.82 out of 5 average rating, 118 reviews

Modern Eco-Annex set within Meadow

Dec 3 – 10

R3,209 ZAR per night
Guest favorite

Guest suite in Kings Langley

4.94 out of 5 average rating, 212 reviews

Self-catering annex near Leavesden film studios

Jan 24 – 31

R2,532 ZAR per night
Superhost

Cottage in Buckinghamshire

4.88 out of 5 average rating, 100 reviews

The Cottage in Old Amersham

Aug 14 – 21

R6,060 ZAR per night
Guest favorite

Cottage in Boxmoor

4.85 out of 5 average rating, 189 reviews

Cute Cottage, Flint stone cottage, Hemel Hempstead

Sep 22 – 29

R2,623 ZAR per night
Guest favorite

Guesthouse in Northchurch

4.84 out of 5 average rating, 221 reviews

The Chalet at Rosemary Cottage

Jan 19 – 26

R1,905 ZAR per night
Guest favorite

Casa particular in Wendover, Buckinghamshire

4.89 out of 5 average rating, 224 reviews

The Nook at Pine View - set in Roald Dahl Country

May 10 – 17

R1,561 ZAR per night
Guest favorite

Apartment in Buckinghamshire

4.92 out of 5 average rating, 36 reviews

Warm welcoming space

Jul 16 – 23

R3,192 ZAR per night
Guest favorite

Guest suite in Buckinghamshire

4.98 out of 5 average rating, 49 reviews

Secluded Amersham ensuite Barn ,with parking

Feb 8 – 15

R2,342 ZAR per night
Guest favorite

Home in Buckinghamshire

4.98 out of 5 average rating, 48 reviews

Detached modern home with stunning views

Feb 20 – 27

R6,878 ZAR per night

Quick stats about vacation rentals in Chesham

Total rentals

30 properties

Wifi availability

30 properties include access to wifi

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

1.8K reviews

Nightly prices starting at

R568 ZAR before taxes and fees

Frequently Asked Questions

  • What are the most popular amenities for House Rentals in Chesham?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Chesham have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Chesham. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Chesham?

    Experience the best of Chesham with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Chesham have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Chesham. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Chesham?

    Yes! Work meets play with ease at over 10 vacation rentals in Chesham featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Chesham?

    Make yourself at home in Chesham by choosing from our most frequently booked neighborhoods. We have over 50 vacation rentals in Chesham, and over 50 vacation rentals in Asheridge.

  • Are there family-friendly vacation rentals in Chesham?

    Chesham has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Chesham have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Chesham. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore

  1. Airbnb
  2. United Kingdom
  3. England
  4. Buckinghamshire
  5. Chesham