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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, 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

Jan 10 – 17

€ 98 per night

Guesthouse in Croxley Green

4.98 out of 5 average rating, 190 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.

Jun 15 – 22

€ 134 per night

Guesthouse in Oxfordshire

4.97 out of 5 average rating, 350 reviews

Stunning country retreat/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! 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.

Nov 8 – 15

€ 152 per night

Guesthouse in Radnage

4.99 out of 5 average rating, 169 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.

Apr 9 – 16

€ 228 per night

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.

Jul 29 – Aug 5

€ 91 per night

Guesthouse in Buckinghamshire

4.98 out of 5 average rating, 220 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.

Jul 14 – 21

€ 120 per night

Guesthouse in Buckinghamshire

5.0 out of 5 average rating, 150 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.

Oct 20 – 27

€ 142 per night

Guesthouse in Taplow

4.94 out of 5 average rating, 455 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

Sep 2 – 9

€ 159 per night

Guesthouse in Northchurch

4.84 out of 5 average rating, 224 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.

Aug 27 – Sep 3

€ 99 per night

Guesthouse in Edlesborough

4.99 out of 5 average rating, 145 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.

Jul 4 – 11

€ 95 per night

Guesthouse in Great Brickhill

4.97 out of 5 average rating, 362 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.

Mar 27 – Apr 3

€ 100 per night

Guesthouse in The Ayots

4.93 out of 5 average rating, 483 reviews

White Cottage Annexe with riverside garden hot tub

Detached riverside retreat in self-contained garden room ideal for 'staycations' or longer term lets. Rural position nestling adjacent to a ford close to Brocket Hall, St Albans and nearby London, which is less than an hour away.

Sep 20 – 27

€ 128 per night

Vacation rentals for every style

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Popular amenities for Chiltern District guesthouse rentals

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Guesthouse in Buckinghamshire

4.87 out of 5 average rating, 133 reviews

The Old Hay Barn, Ashley Green

Dec 30 – Jan 6

€ 119 per night

Guesthouse in Maidenhead

4.96 out of 5 average rating, 191 reviews

The Garden Room

Sep 29 – Oct 6

€ 102 per night

Guesthouse in Virginia Water

4.85 out of 5 average rating, 316 reviews

Cosy Cabin Virginia Water/Longcross

Apr 17 – 24

€ 76 per night

Guesthouse in Oxford

4.96 out of 5 average rating, 490 reviews

Garden Escape: Guesthouse next to Woodlands

Aug 26 – Sep 2

€ 112 per night

Guesthouse in North Stoke

4.98 out of 5 average rating, 170 reviews

Stunning Lodge by Ridgeway/Thames

Sep 29 – Oct 6

€ 176 per night

Guesthouse in Horton-cum-Studley

4.95 out of 5 average rating, 239 reviews

Spacious private ensuite, superb views near Oxford

Oct 11 – 18

€ 79 per night

Guesthouse in Burford

4.97 out of 5 average rating, 361 reviews

The Granary near Burford in The Cotswolds

Sep 27 – Oct 4

€ 155 per night

Guesthouse in Thatcham

5.0 out of 5 average rating, 256 reviews

Manstone Cottage, Yattendon

Apr 28 – May 5

€ 199 per night

Guest house rentals with a patio

Guesthouse in Worminghall

4.91 out of 5 average rating, 108 reviews

Charming barn conversion with vast living space

Sep 15 – 22

€ 150 per night

Guesthouse in Hertfordshire

4.97 out of 5 average rating, 319 reviews

Countryside self-contained garden cabin

Nov 26 – Dec 3

€ 113 per night

Guesthouse in Binfield

4.98 out of 5 average rating, 113 reviews

The Brickmaker’s Loft

Dec 30 – Jan 6

€ 135 per night

Guesthouse in Westwell

4.99 out of 5 average rating, 101 reviews

Small Cotswold cottage / annex

Oct 13 – 20

€ 132 per night

Guesthouse in Warwickshire

4.99 out of 5 average rating, 105 reviews

Newly renovated luxury annexe in the countryside

Nov 5 – 12

€ 118 per night

Guesthouse in Reading

4.96 out of 5 average rating, 114 reviews

Private Garden Annexe. Wheelchair accessible.

Sep 22 – 29

€ 104 per night

Guesthouse in Hertfordshire

4.96 out of 5 average rating, 164 reviews

The Adorable Lakehouse Set in Beautiful Snowdrops

Jun 6 – 11

€ 162 per night

Guesthouse in Bledington

4.99 out of 5 average rating, 144 reviews

Cotswolds Getaway in a luxury oak cabin.

Oct 25 – Nov 1

€ 179 per night

Guest house rentals with a washer and dryer

Guesthouse in Chalgrove

4.96 out of 5 average rating, 378 reviews

The Post Office Barn Chalgrove

Feb 26 – Mar 5

€ 93 per night

Guesthouse in Brightwell-cum-Sotwell

4.99 out of 5 average rating, 136 reviews

A characterful, cosy, private annexe with parking.

Nov 14 – 21

€ 127 per night

Guesthouse in Oxfordshire

4.94 out of 5 average rating, 266 reviews

Stylish Countryside Guesthouse near Oxford

Oct 26 – Nov 2

€ 124 per night

Guesthouse in GB

4.97 out of 5 average rating, 302 reviews

Modern cabin with air con wifi and smart TV

Jul 23 – 30

€ 148 per night

Guesthouse in Thriplow

4.97 out of 5 average rating, 474 reviews

The Cob: stunning conversion in idyllic village

Feb 4 – 11

€ 118 per night

Guesthouse in Oxfordshire

4.99 out of 5 average rating, 309 reviews

The Granary Little Tew

Jun 25 – Jul 2

€ 172 per night

Guesthouse in Chipstead

4.92 out of 5 average rating, 273 reviews

A private country escape with stunning views

Jan 12 – 19

€ 115 per night

Guesthouse in Oddington

5.0 out of 5 average rating, 238 reviews

Peaceful and bright cottage on the edge of Otmoor

Sep 24 – Oct 1

€ 110 per night

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, Wifi, and Pool
Wifi availability
20 properties include access to wifi
Total number of reviews
650 reviews
Nightly prices starting at
€ 47 before taxes and fees

Destinations to explore