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Guesthouse accommodation & holiday rentals in Chiltern District

Find and book unique guesthouse accommodation & rentals on Airbnb

Top-rated Guesthouses in Chiltern District

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Guesthouse in Bennett End

4.87 out of 5 average rating, 405 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

18 – 25 Nov

$1,134 AUD total

Guest favourite

Guesthouse in Oxfordshire

4.97 out of 5 average rating, 346 reviews

Stunning country retreat/romantic mini break

A stunning conversion 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! Extremely spacious and an ideal place to come and relax for a romantic countryside break. There are two great pubs within walking distance which offer amazing food although there is a very well equipped kitchen should you like to cook for yourselves. Easy access to Oxfordshire best countryside walks too.

9 – 16 Jan

$1,728 AUD total

Guest favourite

Guesthouse in Croxley Green

4.98 out of 5 average rating, 189 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.

17 – 24 May

$1,528 AUD total

Guest favourite

Guesthouse in Radnage

4.99 out of 5 average rating, 168 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.

1 – 8 Sept

$2,597 AUD total

Guest favourite

Guesthouse in Long Crendon

4.96 out of 5 average rating, 99 reviews

Beautiful Grade II listed Guest House

Set in the heart of beautiful Long Crendon village, out guest house is newly-converted and perfect for a couple seeking a getaway to explore Oxford and the Chilterns. Separate mezzanine with TV, inc Netflix & Prime. Walking distance to exceptional pubs and shops. There's a kettle, toaster, microwave, fridge & dining table which are great for a short stay, but there’s no kitchen as such. We can provide the use of the futon as a bed by arrangement, plus children’s toys!

16 – 23 Oct

$1,299 AUD total

Guest favourite

Guesthouse in Drayton Parslow

4.95 out of 5 average rating, 128 reviews

The Former Stables

A self-contained, one bedroom apartment which was converted from stables around 10 years ago. It is around 550 sqft and has a large double bedroom with vaulted ceiling, a comfortable open plan living room with fully equipped kitchen and a limestone shower room. And of course, it has a stable door! Located in the middle of a small village which is approximately 15 mins drive from Milton Keynes and Leighton Buzzard where fast trains to London take just 30 minutes.

30 May – 6 June

$1,039 AUD total

Guest favourite

Guesthouse in Buckinghamshire

4.98 out of 5 average rating, 219 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.

13 – 20 June

$1,347 AUD total

Guest favourite

Guesthouse in Buckinghamshire

5.0 out of 5 average rating, 149 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.

19 – 26 Oct

$1,615 AUD total

Guest favourite

Guesthouse in Taplow

4.94 out of 5 average rating, 454 reviews

Luxury Rustic Log Cabin... secluded deck & garden

A luxury haven in lovely gardens adjacent to the main house. Secure private 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 as it’s on our doorstep! 8 miles to Windsor, visit the famous Castle. Beautiful walks by the River Thames, very pretty local villages with quaint country pubs Suitable for two guests

1 – 8 Sept

$1,809 AUD total

Guest favourite

Guesthouse in Northchurch

4.84 out of 5 average rating, 223 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.

11 – 18 Apr

$1,114 AUD total

Guest favourite

Guesthouse in Edlesborough

4.99 out of 5 average rating, 144 reviews

The Ridgeway Lodge close to Ivinghoe Beacon

Our house is adjacent to the lodge so we are normally around to advise on walks / mountain bike routes, and help you check in. We are close to Ivinghoe Beacon, (Ridgeway walk), Whipsnade Zoo, and Tring museum. Bletchley Park, Harry Potter Studios and Waddesden Manor are 30 mins away. The Lodge is ideal as temporary residence between house moves etc. Discount avail. We can pick you up from Tring Station.

8 – 15 May

$1,028 AUD total

Guest favourite

Guesthouse in Great Brickhill

4.97 out of 5 average rating, 359 reviews

Old Store's Barn

The barn is 200 years old situated in an English cottage garden. On the outside it's traditional wood painted black which opens up to a fabulous 30 square metres studio room which is bright and warm. It's characterful, comfortable and romantic.

18 – 25 Feb

$1,132 AUD total

Holiday rentals for every style

Get the amount of space that is right for you

Houses

A space that's all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Popular amenities for Chiltern District guesthouses

Free parking on premises

Air conditioning

Family-Friendly guesthouses

Guesthouse in Buckinghamshire

4.87 out of 5 average rating, 132 reviews

The Old Hay Barn, Ashley Green

6 – 13 Feb

$1,349 AUD total

Guest favourite

Guesthouse in Maidenhead

4.96 out of 5 average rating, 191 reviews

The Garden Room

10 – 17 Oct

$1,161 AUD total

Guest favourite

Guesthouse in Hartford

4.96 out of 5 average rating, 281 reviews

The Orchard Chalet superb amenities total privacy

5 – 12 Oct

Guest favourite

Guesthouse in Oxford

4.96 out of 5 average rating, 487 reviews

Garden Escape: Guesthouse next to Woodlands

14 – 21 Oct

$1,292 AUD total

Guest favourite

Guesthouse in Horton-cum-Studley

4.95 out of 5 average rating, 239 reviews

Spacious private ensuite, superb views near Oxford

18 – 25 Sept

Guest favourite

Guesthouse in North Stoke

4.98 out of 5 average rating, 170 reviews

Stunning Lodge by Ridgeway/Thames

18 – 25 Oct

$2,008 AUD total

Guest favourite

Guesthouse in Wiltshire

4.98 out of 5 average rating, 239 reviews

Self contained studio near Marlborough and Avebury

30 July – 6 Aug

$1,169 AUD total

Guest favourite

Guesthouse in Long Hanborough

4.94 out of 5 average rating, 334 reviews

Entire Garden Annex with Breathtaking Views

27 Sept – 4 Oct

$1,792 AUD total

Guesthouses with a patio

Guest favourite

Guesthouse in Worminghall

4.91 out of 5 average rating, 106 reviews

Charming barn conversion with vast living space

9 – 16 June

$1,518 AUD total

Guest favourite

Guesthouse in Hertfordshire

4.97 out of 5 average rating, 318 reviews

Countryside self-contained garden cabin

18 – 25 Dec

$1,281 AUD total

Guest favourite

Guesthouse in Binfield

4.98 out of 5 average rating, 111 reviews

The Brickmaker’s Loft

16 – 23 Mar

$1,539 AUD total

Guest favourite

Guesthouse in Tonbridge

4.95 out of 5 average rating, 194 reviews

Weald Lodge: self-contained annexe with parking

26 Sept – 3 Oct

$1,311 AUD total

Guest favourite

Guesthouse in Warwickshire

4.99 out of 5 average rating, 104 reviews

Newly renovated luxury annexe in the countryside

31 Dec – 7 Jan

$1,521 AUD total

Guest favourite

Guesthouse in West Sussex

4.99 out of 5 average rating, 270 reviews

Entire guest house studio - West Sussex

8 – 15 Oct

$1,255 AUD total

Guest favourite

Guesthouse in Hertfordshire

4.96 out of 5 average rating, 162 reviews

The Adorable Lakehouse Set in Beautiful Snowdrops

6 – 11 June

$1,318 AUD total

Guest favourite

Guesthouse in Bledington

4.99 out of 5 average rating, 141 reviews

Cotswolds Getaway in a luxury oak cabin.

8 – 15 Oct

$2,023 AUD total

Guest house rentals with a washing machine and dryer

Guest favourite

Guesthouse in Chalgrove

4.96 out of 5 average rating, 378 reviews

The Post Office Barn Chalgrove

28 Mar – 4 Apr

$1,053 AUD total

Guest favourite

Guesthouse in Chipstead

4.92 out of 5 average rating, 271 reviews

A private country escape with stunning views

12 – 19 Dec

$1,306 AUD total

Guest favourite

Guesthouse in Oxfordshire

4.94 out of 5 average rating, 265 reviews

Stylish Countryside Guesthouse near Oxford

12 – 19 Oct

$1,408 AUD total

Guest favourite

Guesthouse in Brightwell-cum-Sotwell

4.99 out of 5 average rating, 135 reviews

A characterful, cosy, private annexe with parking.

26 Jan – 2 Feb

$1,403 AUD total

Guest favourite

Guesthouse in GB

4.97 out of 5 average rating, 301 reviews

Modern cabin with air con wifi and smart TV

29 June – 4 July

$1,207 AUD total

Guest favourite

Guesthouse in Oxfordshire

4.99 out of 5 average rating, 309 reviews

The Granary Little Tew

29 July – 5 Aug

$1,962 AUD total

Guest favourite

Guesthouse in Thriplow

4.97 out of 5 average rating, 472 reviews

The Cob: stunning conversion in idyllic village

23 – 30 Jan

$1,480 AUD total

Guest favourite

Guesthouse in Bolney

4.98 out of 5 average rating, 173 reviews

Countryside setting within a convenient location.

21 – 28 Apr

$1,276 AUD total

Quick stats about guesthouse rentals in Chiltern District

Total rentals
20 properties
Local attractions
Wycombe Swan Theatre, The Rye and Eden Shopping Centre
Popular amenities
Kitchen, Wi-Fi and Pool
Wi-Fi availability
20 properties include access to Wi-Fi
Total number of reviews
650 reviews
Nightly prices starting at
$77 AUD before taxes and fees

Destinations to explore