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Guesthouse vacation rentals in Chiltern District

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Top-rated guesthouse rentals in Chiltern District

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

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Guesthouse in Bennett End

4.87 out of 5 average rating, 429 reviews

Mary's Cabin

Completely peaceful, with fantastic views-totally isolated with its own private entrance. Set in the Chiltern hills- Mary’s Cabin is 2minutes stroll from the Restaurant of the Year- In an Area of Outstanding Natural Beauty;-walking, road & mountain biking- pub 7minutes up through the woods- 35mins from Heathrow and Oxford -Central London-50mins . Couples, solo adventurers, and small families (with 1small child). Sadly, since the advent of Covid, we no longer provide breakfast for our guests

Guesthouse in Owlswick

4.98 out of 5 average rating, 126 reviews

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.

Guesthouse in Edlesborough

4.99 out of 5 average rating, 168 reviews

The Ridgeway Lodge close to Ivinghoe Beacon

The Lodge is set apart 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 needed for a comfortable and relaxing stay.

Guesthouse in Hillingdon

4.96 out of 5 average rating, 111 reviews

Cozy 1-bedroom log cabin in Rickmansworth

A cosy, completely private guest cabin with peaceful views overlooking the River Colne. Perfect for a relaxing couples escape, our cabin comes fully furnished with a kitchenette, bathroom and Wifi. There is free parking on premises and private access for our guests, with the key in a safety box. The cabin is in a prime location; a 3 minute drive to Rickmansworth Station with quick access to central London, and just 12 minutes in the car to Harry Potter World at Warner Bros. Studio.

Guesthouse in Radnage

4.99 out of 5 average rating, 193 reviews

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.

Guesthouse in Hertfordshire

4.97 out of 5 average rating, 410 reviews

Wrens Acre Countryside self-contained Garden Cabin

A peaceful, warm (twin skinned and insulated) and bright self-contained cabin set in a secluded mature garden and surrounded by beautiful countryside views. The Cabin has a shabby chic antique vibe. Whilst It is in a rural location, the cabin provides close access to London by both train (29-minutes to London St Pancras) and car (A1(M)) along with a short drive to the local market towns of Hitchin, Letchworth Garden City and the large town of Stevenage. Two private parking spots

Guesthouse in Buckinghamshire

4.95 out of 5 average rating, 104 reviews

Countryside barn with great walks, bbq & firepit

Take a break and unwind at this beautiful, rustic countryside barn. An abundance of walks spreading across the Chiltern Hills are at your doorstep making it the perfect location for a weekend getaway. The Barn also has access to a bbq, firepit and private outdoor seating area. Local village amenities are just a short drive from the property with the nearest train station being only 10 minutes away. A sofa bed can be made up if required. One well behaved dog welcome on request.

Guesthouse in Buckinghamshire

4.88 out of 5 average rating, 141 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.

Guesthouse in Taplow

4.94 out of 5 average rating, 482 reviews

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 placein large gravel drive. Ideal for Guests attending weddings/celebrations at Hedsor or Cliveden House Visiting The N.Trust 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

Guesthouse in Buckinghamshire

4.98 out of 5 average rating, 243 reviews

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.

Guesthouse in Buckinghamshire

5 out of 5 average rating, 161 reviews

Red Kite Barn in a secluded valley close to Marlow

Red Kite Barn is situated in a lovely secluded valley (AONB), a 5 minute drive (25min walk) into Marlow, with its coffee shops, riverside walks and Michelin star dining. We are perfectly located for cycling or walking in the beautiful Chilterns and a short drive from Henley and Windsor. Heathrow is half an hour and fast trains go into London from Maidenhead. Red Kites, squirrels, foxes and deer are regular visitors to the garden.

Guesthouse in Northchurch

4.86 out of 5 average rating, 243 reviews

The Chalet at Rosemary Cottage

Self contained chalet right on the BUSY High St of Northchurch , 2 minutes away from the Grand Union canal, half a mile from Berkhamsted, Tring & train stations. Shops across the road and lovely bakery/café next door. Not suitable for long stays!!! Not a place to come to for peace & tranquility: the High St is busy, especially so at rush hour. 0ur driveway is reserved for family use. Plenty of street parking available.

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Quaint homes, peaceful surroundings

Popular amenities for Chiltern District guesthouse rentals

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Guesthouse in Long Hanborough

4.94 out of 5 average rating, 371 reviews

Entire Garden Annex with Breathtaking Views

Guesthouse in Long Compton

4.8 out of 5 average rating, 783 reviews

Little Bulpits

Guesthouse in Charlbury

4.93 out of 5 average rating, 395 reviews

Charming Charlbury Cottage set in Idyllic garden

Guesthouse in Burwash

4.95 out of 5 average rating, 453 reviews

Newly converted stable block

Guesthouse in Virginia Water

4.86 out of 5 average rating, 390 reviews

Cosy Cabin Virginia Water/Longcross

Guesthouse in Carlton

4.94 out of 5 average rating, 245 reviews

Private and characterful barn conversion

Guesthouse in Ampney Crucis

4.94 out of 5 average rating, 672 reviews

B&B in Beautiful Cotswold Annex

Guesthouse in Cowley Marsh

4.96 out of 5 average rating, 248 reviews

Large Garden Studio in trendy East Oxford

Guest house rentals with a patio

Guesthouse in Stow-on-the-Wold

4.93 out of 5 average rating, 111 reviews

Little Rosewood is a Cosy Cotswold Retreat

Guesthouse in East Sussex

4.93 out of 5 average rating, 117 reviews

Oak Tree Cottage

Guesthouse in Reading

4.95 out of 5 average rating, 148 reviews

Private Garden Annexe. Wheelchair accessible.

Guesthouse in Tonbridge

4.96 out of 5 average rating, 242 reviews

Weald Lodge: self-contained annexe with parking

Guesthouse in Childrey

4.91 out of 5 average rating, 128 reviews

Luxury country converted barn

Guesthouse in West Midlands

5 out of 5 average rating, 154 reviews

Entire Annex in Rural Location 15 mins from NEC

Guesthouse in Andover Down

4.99 out of 5 average rating, 272 reviews

The Coach House - beautiful secluded tiny home

Guesthouse in Twyford

4.98 out of 5 average rating, 121 reviews

Spacious 2 Bedroom Cabin With Pool Table and Patio

Guest house rentals with a washer and dryer

Guesthouse in East Sussex

4.96 out of 5 average rating, 305 reviews

Cosy woodland annex - Guest house

Guesthouse in Brightwell-cum-Sotwell

4.98 out of 5 average rating, 167 reviews

A characterful, cosy, private annexe with parking.

Guesthouse in Bolney

4.97 out of 5 average rating, 195 reviews

Countryside setting within a convenient location.

Guesthouse in Thriplow

4.98 out of 5 average rating, 604 reviews

The Bakehouse: former bakery in idyllic village

Guesthouse in Stoke Poges

4.96 out of 5 average rating, 138 reviews

Brand new studio flat with secure private parking.

Guesthouse in Amesbury

4.98 out of 5 average rating, 377 reviews

Lovely annex - a home away from home

Guesthouse in Sawston

4.96 out of 5 average rating, 463 reviews

Modern Private 1 Bedroom Bungalow

Guesthouse in Kempsford

4.99 out of 5 average rating, 328 reviews

Meadow Lodge quiet annexe in countryside

Quick stats about guesthouse rentals in Chiltern District

Total rentals
20 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
770 reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Wycombe Swan Theatre, crazy bear, and The Rye

Destinations to explore