Holiday rentals in Chesham

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Top-rated holiday rentals in Chesham

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Guest favourite

Guest suite in Amersham

4.96 out of 5 average rating, 309 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.

30 Nov – 7 Dec

$156 SGD per night

Guest favourite

Cottage in Buckinghamshire

4.87 out of 5 average rating, 159 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.

3–10 Mar

$161 SGD per night

Guest favourite

Guest suite in Hertfordshire

4.93 out of 5 average rating, 206 reviews

Beautiful rural setting a short walk from town

Delightful 1-bedroom detached annex in the grounds of an 1895 Rothschild house. Situated in the historic conservation area of Tring, the property has beautiful views of Tring Park and is situated a few minutes' walk from the town centre, restaurants and bars. Only 1 mile from Tring station. Trains run 3 times an hour, direct to Euston in 40 minutes. Perfectly situated for Tring Park School, Tring Natural History Museum, Ashridge Estate, the Ridgeway, Harry Potter, Whipsnade Zoo, the Chilterns.

24 Sep – 1 Oct

$163 SGD per night

Guest favourite

Barn in Buckinghamshire

4.96 out of 5 average rating, 217 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.

17–24 Jan

$230 SGD per night

Guest favourite

Guest suite in Buckinghamshire

4.95 out of 5 average rating, 220 reviews

Charming 1 bedroom place with parking.

Relax in the beautiful Chilterns in a comfortable self contained suite with En-suite shower, dining area, 40" Smart TV, fridge. Pub 15 minute stroll away. Nearby towns of Chesham & Amersham have transport links into London and offer a host of restaurants and shops. The Chilterns AONB is well renowned among walkers. We are convenient for The Harry Potter studios (20 min drive) The property is self contained and totally separate from the owner's house so you can come and go as you please.

12–19 Nov

$129 SGD per night

Guest favourite

Flat in Berkhamsted

4.98 out of 5 average rating, 221 reviews

The Car House, Berkhamsted

Light and airy contemporary self contained apartment with all the facilities you would expect including parking. Located in a quiet area of Berkhamsted within walking distance of the town centre, golf course and railway station (35 minutes to Euston). Beautiful bathroom/wet room with robes and toiletries supplied. Bread, cereals, preserves, milk, tea and coffee are supplied for breakfast. If you need quiet time in the evenings to study, unwind or just chill out you will find it here.

19–26 Sep

$165 SGD per night

Guest favourite

Cabin in Potten End

4.96 out of 5 average rating, 1354 reviews

Romantic Oak Cabin Berkhamsted

This cosy luxurious self contained oak frame cabin offers the perfect peaceful setting for a relaxing getaway. Listen out and you may hear the owls at night. Backing onto the National Trust Ashridge Forest, this is perfect for outdoor lovers but equally suitable for a romantic night in. 1.5 miles down the road, the popular market town of Berkhamsted is offering atmospheric pubs and bars for a special treat out. The cabin offers comfortable, spacious living with King size bed.

22–29 Sep

$256 SGD per night

Guest favourite

Barn in Buckinghamshire

4.96 out of 5 average rating, 139 reviews

Fantastic s/c barn in "secret" Chiltern valley

Fantastic self-contained spacious accommodation which forms part of a Grade II listed barn conversion tucked away in a beautiful hidden Chiltern valley; perfect for walking and cycling from the doorstep but also only four miles from both Berkhamsted and Chesham stations with easy access to London. The accommodation comprises of four good-sized, newly decorated rooms, all closed off from the owners who live in the other part of the barn but who are on hand should you need them.

13–20 Nov

$151 SGD per night

Guest favourite

Guest suite in Chipperfield

4.95 out of 5 average rating, 361 reviews

Southcot Chalet

Garden Chalet, peaceful self contained Chalet set behind our house in Chipperfield. Large self contained double room with ensuite set in 2 acres of garden You have your own front door so can come and go as you wish. We will respect your privacy. There is a bistro table at the front and bench at the back. Teas , coffee, continental breakfast all left for you A 15 minutes walk to the village, pubs, cafe and shop. Close to train stations in to London ( 30 mins)

23–30 Aug

$153 SGD per night

Superhost

Guest house in Buckinghamshire

4.87 out of 5 average rating, 133 reviews

The Old Hay Barn, Ashley Green

Our rustic Victorian barn in located in the heart of Ashley Green village, a short drive to both historical Berkhamsted or Chesham high streets and train stations. Delightfully converted to a charming, private one-bedroom residence, it is fully furnished to a high standard. The barn has access to its own private garden and parking space. Its warm and authentic feel makes it ideal for a getaway, mini country break or a relaxing space during the working week.

30 Dec – 6 Jan

$167 SGD per night

Guest favourite

Guest suite in Buckinghamshire

4.96 out of 5 average rating, 106 reviews

Private Annex for two guests (+) in Chess Valley

Relax, rejuvenate in your own Chiltern retreat whilst being only 35 minutes by train to London. Located in an AONB in the Chess valley you can from your private entrance enjoy walking, cycling, bird watching and sight seeing. The sitting room opens onto the comfortable double bedroom with an en suite shower room. The Garden room, bedroom and bathroom are separated from the rest of the house Beverages, breakfast pack, towels and toiletries. are provided.

26 Oct – 2 Nov

$167 SGD per night

Guest favourite

Home in Berkhamsted

4.99 out of 5 average rating, 218 reviews

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

30 Jul – 6 Aug

$188 SGD per night