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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Top guest favorite

Guesthouse in Chandler's Cross

4.92 out of 5 average rating, 113 reviews

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

Top guest favorite

Guesthouse in Great Gaddesden

5 out of 5 average rating, 101 reviews

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.

Top guest favorite

Guesthouse in Owlswick

4.98 out of 5 average rating, 137 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.

Top guest favorite

Guesthouse in Croxley Green

4.99 out of 5 average rating, 212 reviews

Near business park, tube, Harry Potter airports.

This is a traditional old stable building which does make it unsuitable for disabled access. The location is situated in a quiet area with its own secure parking and easy access to transport links. Croxley business park is a 5 minute drive away. The motorway is a ten minute drive away. London underground metropolitan line is a ten minute walk. Wembley is a 20 minute tube ride. Heathrow airport is a 15 minute drive, Luton airport is a 25 minute drive, Harry Potter world is a 10 minute drive.

Top guest favorite

Guesthouse in Edlesborough

4.99 out of 5 average rating, 195 reviews

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.

Guest favorite

Guesthouse in Garsington

4.94 out of 5 average rating, 434 reviews

The Pool House

Flash Sales!!!! Relax and reset at the Pool House. The Pool House provides a quiet location where you can relax away from the world. Swim in our pool, heated during the warmer months. (Pool is now heated!) During the colder months enjoy a cold plunge, beneficial for body and mind. Ease your aches and muscles in the hot tub. Please note: you are using the pool and hot tub at your own risk, there is no life guard! Please watch children and non swimmers in the pool and hot tub at all times.

Top guest favorite

Guesthouse in Oxfordshire

4.96 out of 5 average rating, 492 reviews

Spacious country retreat or romantic mini break

A country hideout above our detached oak framed barn. Stylishly furnished in a rustic luxury theme ensuring this little retreat ticks all boxes to make your stay comfortable & cosy! Very spacious and an ideal place to come and relax for a romantic countryside break. Fantastic pub just 50m from the doorstep that serves food most days (please check) but there is a very well equipped kitchen should you like to cook for yourselves. Easy access to Oxfordshire best countryside walks too.

Top guest favorite

Guesthouse in Radnage

5 out of 5 average rating, 218 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.

Top guest favorite

Guesthouse in Worminghall

4.92 out of 5 average rating, 177 reviews

Charming barn conversion with vast living space

Set alongside our beloved family home, in 7 acres of open farmland, this wonderful space offers a welcome retreat from the stresses of everyday life. Worminghall is predominantly a farming village, within easy vehicular access to Oxford and the market town of Thame. Situated on the Oxfordshire/Buckinghamshire borders, it's the perfect location if you are visiting for a wedding or function nearby, or simply wish to explore the area's many local attractions.

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Guesthouse in Buckinghamshire

4.87 out of 5 average rating, 156 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.

Guest favorite

Guesthouse in Taplow

4.95 out of 5 average rating, 507 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 in 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

Top guest favorite

Guesthouse in Buckinghamshire

4.98 out of 5 average rating, 251 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.