
Guest house holiday rentals in Chiltern
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Top-rated guest house rentals in Chiltern
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

Inclusive, childsafe, garden, near pubs/river/golf
The Cottage is a safe space welcoming to all. Self check-in, private garden area, outdoor furniture (& table-tennis). River/pubs/golf within half-mile walk. Galleried bedroom, Superking bed, laptop friendly desk/dressing table (room for travel cot). Ground floor large sofabed. Wifi & SmartTV. Kitchen area with oven, gas hob, microwave, fridge with small freezer. Dining table for 4. Free parking for 2 cars on forecourt shared with main house. Quiet location, trees and birdsong. Animal friendly.

Charming 1 bedroom annex in a rural location
A self contained annex that can accommodate up to 4. The top floor is given over to the main double bedroom with views over the nearby woodland, while downstairs is a bathroom & open plan kitchen/ living area with a sofa bed that can sleep a further 2 people. The annex has dedicated parking & outside patio which makes the most of the countryside location. It is close by The Grove hotel, The Wizarding World of Harry Potter, Leavesden film studios, & links to London via public transport & the M25

Cosy hideaway in the heart of Herts countryside
Your private home is tucked away in its own plot, within the grounds of a 380 year old Grade II listed home. Set in the rolling hills of the Chilterns 'Area of Outstanding Natural Beauty' & close to the stunning Ashridge Estate. 10 min drive to Berkhamsted. Explore beautiful walks on the doorstep or take a 2 min stroll up to the Amaravati Buddhist monastery for meditation. The Harry Potter Studio Tour is 20 min drive away or settle in at the award winning Alford Arms pub in the nearby village.

The Old Music Studio - retreat with tennis court
A stay in our former music studio is an immersion in nature. After a walk in the Chilterns and a fireside drink at a country pub, relax on the large comfortable sofa and watch the wildlife in the meadow from the warmth of this cosy retreat. If you’re feeling energetic, play tennis or pickleball on our court or cycle the Phoenix Trail - (Bikes/E-bikes by arrangement.) A perfect hideaway for a romantic break, recreational weekend, peaceful remote working or just recharging your batteries.

Charming Cottage, dogs welcome, private garden .
A pretty cottage fully equipped for a comfortable holiday/ stay! Set back from the road, a peaceful haven. Private garden & parking. Easy walk to all local amenities & The River Thames. Great pubs &Michelin Star restaurants locally. The Chiltern Way offers a stunning path to all cyclists & walkers. Gorgeous old Towns of Windsor ( Legoland& Castle) Henley( Regatta & Festival)& Marlow (Tom Kerridge) , Cliveden, The Stanley Spencer Gallery,Train -London Paddington. M4 M40, Bicester Village .

Self-contained studio Wokingham
A self-contained newly build 20 m2 studio with separate entrance and parking. The studio is comprised of an en-suite bathroom, a super-king bed, a tall boy and a work desk. A kitchenette just next to the room with fridge freezer, microwave, kettle, toaster, coffee machine, washing machine and a tumble dryer. “The kitchenette doesn’t have a stove or an oven.” The studio is brand new and built to high standards. The studio is a 15 minutes walk to Wokingham train station and town centre.

The Ridgeway Lodge close to Ivinghoe Beacon
The Lodge is a separate building from the main house and has a private patio for relaxing in the sunshine or stargazing at night. The double doors from the patio, lead you into the main, open plan kitchen / living room / dining area. There is a sofa bed with large TV with immediate access to Netflix, iPlayer etc, and super fast WiFi. There is a downstairs loo. Upstairs there is a double bedroom with en-suite bathroom and shower. It has all the amenities for a comfortable and relaxing stay.

Riverside Boathouse
A warm and cosy studio style converted boat house on the edge of the River Thames in Cookham, Berkshire. Separate from the main house, the double glazed studio boathouse with en-suite, decorated beautifully. Egyptian cotton linen and nice towels. Relax with views of the river. Blackout blinds, kitchen, en-suite shower room, fridge, double glazing, heating, TV, WIFI, laptop area, outdoor seating/picnic blanket, umbrellas, off road parking, boat mooring, EV Charging Point (fee applies).
Luxury Rustic Log Cabin... secluded deck & garden
A rustic cabin in lovely gardens adjacent to the main house. It has its own secluded garden & deck. Secure parking in large gravel drive. Ideal for Guests attending weddings/celebrations at Hedsor or Cliveden House Visiting the Gardens, Tea or Spa Day at Cliveden it’s on our doorstep! 8 miles to Windsor, visit a famous Castle. Beautiful walks by the River Thames, very pretty local villages with quaint country pubs Suitable two guests Please do NOT book if you are scared of dogs.

Chilterns Country Escape
Perfect for your escape to the country, a self-contained annexe set in the Area of Outstanding Natural Beauty that is The Chilterns, yet only a short drive from the M40 motorway, London and Oxford. There is everything that you need, whether for overnight or a longer stay, with a well equipped kitchen. Come for the peace and quiet, admire the wildlife, explore the unspoiled countryside on foot or by bicycle or enjoy the wealth of top class local restaurants and tourist attractions.

Stunning One Bedroom Annex
The annex is very cosy. The bedroom has ensuite and there is a separate living room with a very comfy sofa. There is a garden and outside dining table. Our house has the 'Loudwater' sign right outside our house if you don't see the number 9 in the dark. We are also directly opposite Thanestead Court. Our place is just off junction 3 High Wycombe East from M40 so a great location to get to all places in Buckinghamshire as well as to London. The location is very peaceful.

The Barn at The Grove
The Barn is a self-contained recently converted space in the heart of the Chilterns. It is close to the riverside towns of Henley-on-Thames and Marlow and the surrounding Chiltern countryside. It is located on the edge of the village of Frieth with nearby farm shops and local gastro-pubs within a 5 min drive. The Barn is in a private and peaceful location with off-street parking. It is perfect for couples, solo travellers and small families.
Popular amenities for guest house rentals in Chiltern
Family-friendly guest house rentals

Luxury Garden Lodge

Small Cotswold cottage / annex

Badgers Croft - Sharnbrook A unique country escape

Garden Lodge – Private Guest Suite in Bracknell

Pretty Oxfordshire Annexe

The Coach House - beautiful secluded tiny home

Luxury ♥️ 1 bed apartment Windsor Legoland Heathrow

Spacious 2 Bedroom Cabin With Pool Table and Patio
Guest house rentals with a patio

Garden Studio in the heart of Highgate Village

Amazing Clockhouse in a perfect location

The Brickmaker’s Loft

Stylish country converted barn

Secluded garden house with private patio

Private, newly renovated, one bed garden apartment

Acorns, in the picturesque village of Lower Froyle

Pump House, Open countryside with all the comforts
Guest house rentals with a washing machine and dryer

Entire Garden Annex with Breathtaking Views

Little Bulpits

A home from home in historic Eydon

The Bakehouse: former bakery in idyllic village

Spacious private ensuite, superb views near Oxford

Cool, cosy annex in Hauxton

Beautiful garden cabin

Private and characterful barn conversion
When is the best time to visit Chiltern?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $200 SGD | $203 SGD | $164 SGD | $213 SGD | $216 SGD | $174 SGD | $165 SGD | $166 SGD | $166 SGD | $178 SGD | $207 SGD | $205 SGD |
| Avg. temp | 5°C | 5°C | 8°C | 10°C | 13°C | 16°C | 18°C | 18°C | 15°C | 12°C | 8°C | 5°C |
Quick stats about guest house rentals in Chiltern

Total holiday rentals
Explore 20 holiday rentals in Chiltern

Nightly prices starting at
Chiltern holiday rentals start at $78 SGD per night before taxes and fees

Verified guest reviews
Over 860 verified reviews to help you choose

Wifi availability
10 of Chiltern holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chiltern rentals

4.6 Average rating
Chiltern stays receive an average rating of 4.6 out of 5 from guests
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