Guesthouse holiday rentals in Chiltern District

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Popular amenities for Chiltern District guesthouses

Family-Friendly guesthouses

Guest favourite
Guesthouse in Long Hanborough
4.94 out of 5 average rating, 395 reviews

Entire Garden Annex with Breathtaking Views

RossRating, 5 stars2 weeks ago
Great value option if you need to get into Oxford on the train. Pub on your doorstep and good local walks. Going outside to access the bathroom takes some getting used to and the need to plan ahead before going up to bed. Lovely garden with stunning views from the bedroom. Headroom in the bathroom is limited.
Top Guest favourite
Guesthouse in Hartford
4.97 out of 5 average rating, 336 reviews

The Orchard Chalet superb amenities total privacy

HarveyRating, 5 stars1 week ago
We only stayed 2 nights but Thelma’s place was excellent. Very clean and tidy, we felt at home as soon as we arrived. A lovely place to relax especially in your own little garden space to the side, which is where I spend most of my time! Thelma is a lovely lady and correspondence with her was first class. We couldn’t recommend this place enough, we will definitely be back for a longer stay when we can.
Top Guest favourite
Guesthouse in Horton-cum-Studley
4.95 out of 5 average rating, 264 reviews

Spacious private ensuite, superb views near Oxford

LindaRating, 5 stars1 week ago
Wonderful, peaceful country location with fantastic views, but within easy reach of Oxford. Welcoming hosts and very spacious accommodation with thoughtful breakfast supplies. Comfortable beds! Thank you Ed and Tracey
Guest favourite
Guesthouse in Burwash
4.95 out of 5 average rating, 468 reviews

Newly converted stable block

TaiRating, 5 stars3 weeks ago
The accommodation was wonderful and very comfortable. Excellent quality bedding, towels and furniture. We (pregnant lady, husband and elderly mother) instantly felt relaxed and enjoyed our stay very much. There were thoughtful touches throughout like good quality toiletries, (organic!) milk, tea and biscuits, etc. The terrace and garden were also a real treat. Care, generosity and attention to detail was evident. One of the best places we stayed during our three week trip in the UK. Claire gave clear instructions and was very responsive. Thank you, Claire! We look forward to returning one day.
Guest favourite
Guesthouse in Virginia Water
4.87 out of 5 average rating, 431 reviews

Cosy Cabin Virginia Water/Longcross

RebeccaRating, 5 stars4 days ago
The satnav directed me to the wrong house, the house is on the corner with Beechmont ave. Once I found the house it was really easy to get in following the instructions and I was really happy with it. Thank you.
Guest favourite
Guesthouse in Carlton
4.94 out of 5 average rating, 254 reviews

Private and characterful barn conversion

AnnabelleRating, 5 stars3 months ago
We had a very relaxing stay, whilst there was a variety of restaurants nearby and beautiful scenery we chose to stay in most of the time in the cosy loft. A great nook to binge movies and play games with friends by the fire. Lovely hosts and pictures provided of the propery are very accurate. 100% recommend for a chill weekend and 100% stay again.
Guest favourite
Guesthouse in Surrey
4.95 out of 5 average rating, 536 reviews

SUMMERHOUSE luxury smart barn, projector 75Mb WiFi

JoshuaRating, 5 stars1 week ago
Hosts extremely helpful, beautiful home.
Guest favourite
Guesthouse in Catmere End
4.94 out of 5 average rating, 141 reviews

Beautiful Grade 2 Stable Barn

CristinaRating, 5 stars1 week ago
Amanda’s place is set in a beautiful area. The apartment is part of a very elegant compound where her house is the main building. Amanda information regarding places to visit and restaurants were very useful. The apartment is quirky and uniquely furnished. Beds are comfortable, the bathroom spacious and the Prosecco in the fridge was the cherry on the cake! We highly recommend it. Thank you Amanda!

Guesthouses with a patio

Guest favourite
Guesthouse in Highgate
4.95 out of 5 average rating, 152 reviews

Garden Studio in the heart of Highgate Village

SarahRating, 5 stars1 week ago
Light and spacious facing a quiet garden in a beautiful neighbourhood near Hampstead Heath. Local buses and walk to lovely Highgate village cafes and parks. Comfortable for working as well as relaxing in the garden. Very clean and modern.
Top Guest favourite
Guesthouse in Oxfordshire
4.95 out of 5 average rating, 133 reviews

Oxfordshire Country Cottage

LesleyRating, 5 stars1 month ago
A very comfortable and cosy place to stay. Had everything we needed and more. Nigel was so helpful and friendly. Would recommend.
Guest favourite
Guesthouse in Binfield
4.98 out of 5 average rating, 159 reviews

The Brickmaker’s Loft

KatherineRating, 5 stars3 weeks ago
We really enjoyed our stay. The accommodation was lovely and just as described. The hosts were friendly and local attractions were fun. Couldn’t ask for more!
Top Guest favourite
Guesthouse in Westwell
4.99 out of 5 average rating, 207 reviews

Small Cotswold cottage / annex

StephenRating, 5 stars5 days ago
We had a fabulous time relaxing in the garden and the property , Lovely and quiet the property was furnished really well. We both had a really good night sleep And was close to places we wanted to visit Bibury and burton on water and the farmers dog Jeremy Clarkson pub
Guest favourite
Guesthouse in Childrey
4.89 out of 5 average rating, 150 reviews

Stylish country converted barn

SiRating, 5 stars3 weeks ago
Thank you for a lovely stay at the barn, spacious for us and our dog but it also had a really cosy feel to it. It has everything you would need, fully equipped kitchen, nice sofa’s and large TV with sky TV for those chilled out evenings. Lovely comfy bed and a big powerful shower. Great location for Oxford and Cotswolds. Good communication with Mel who is a great host. Thank you again 😊.
Top Guest favourite
Guesthouse in Bledington
4.99 out of 5 average rating, 201 reviews

Cotswolds Getaway in a luxury oak cabin.

MeganRating, 5 stars1 week ago
We had a wonderful stay in Bledington and Laura was a very friendly and responsive host. She even welcomed us with some milk which I found very thoughtful. The home was comfortable, quiet and a great location for exploring the Cotswolds. I really enjoyed the shower and having laundry available and the baby items and toys were SO convenient for our 15 month old. The bedding and towels felt high quality, but I must note the pillows were very flat and the bed hard. Overall, still a great stay that I recommend to other small families and couples.
Top Guest favourite
Guesthouse in Hertfordshire
4.95 out of 5 average rating, 238 reviews

Summer has arrived at The Adorable Lakehouse!

NelliRating, 5 stars3 weeks ago
A really beautiful, homely cottage with the most wonderful view over the little lake. It does get some background noise from the nearby motorway but it's easy to tune out and forget when in this lovely spot. Laura was very friendly over message and set up everything very nicely for our short stay. Thank you!
Top Guest favourite
Guesthouse in Andover Down
4.99 out of 5 average rating, 344 reviews

The Coach House - beautiful secluded tiny home

LisaRating, 5 stars5 days ago
Lovely place to stay with everything we needed and beautiful space. Sarah super helpful and we felt very rested and looked after thank you! 🙏

Guest house rentals with a washing machine and dryer

Top Guest favourite
Guesthouse in Hawkley
4.97 out of 5 average rating, 208 reviews

Daily Red Kite Feed & Pool - Countryside Apartment

Lia MarieRating, 5 stars1 week ago
We had such a memorable experience staying here — just myself and my three boys aged 7, 12, and 13. From the moment we arrived, we were made to feel completely at home. Marley was incredibly friendly with a great sense of humour that had us all laughing and relaxed. The accommodation was clean, comfortable, and ideal for a family. You can tell a lot of thought and care goes into making sure guests feel welcome. The boys didn’t even miss their devices — they were too busy learning and soaking up the experience. Some of our highlights were watching the red kites feed, spotting deer, and seeing badgers feeding — all made even more special by Marley and Fred, who patiently and enthusiastically educated us along the way. The boys gained so much from it, and it was a joy to see them so engaged and curious. We loved it so much we even tried to stay an extra night! Truly a warm, welcoming, and unforgettable place to stay with kids — we’ll treasure the memories
Top Guest favourite
Guesthouse in Brightwell-cum-Sotwell
4.98 out of 5 average rating, 177 reviews

A characterful, cosy, private annexe with parking.

TracyRating, 5 stars3 months ago
Great communication, Andrew responded immediately and was very friendly and accommodating. Directions were very clear and we found The Duck House easily in day light. Andrew met us on arrival offering assistant at anytime throughout our stay. Walking into the accommodation we knew we had chosen well, what a great little find. Everything was very clean and organised and finished to a very high standard and with all that we needed and more. The welcome pack was a very nice touch and meant I didn't need to pack anything from home (apart from conditioner) There is a main chain Superstore 8 minute drive away which houses a coffee shop and pharmacy and it was a 25minute drive to Redbridge Park and Ride to visit wonderful Oxford. We would definitely stay again and wouldn't hesitate to recommend to family and friends. Thank you so much Andrew & Hilary.
Top Guest favourite
Guesthouse in Daventry
4.94 out of 5 average rating, 160 reviews

A home from home in historic Eydon

AndrewRating, 5 stars2 weeks ago
We stayed at the cottage while visiting our new grandson in nearby Woodford Halse. Communications from Victoria were excellent, as were directions. Upon our arrival Victoria came out to greet us and (vitally important) to ask us what we wanted for breakfast! The cottage turned out to be an absolute delight, nicely furnished and spotlessly clean. Our last Airbnb experience in May 2024 was dreadful and it was a relief to have our faith restored. Although the cottage was small, it was perfect for our needs. The bedroom upstairs was cosy and the bed was very comfortable. The downstairs bathroom was nicely appointed and there was plenty of hot water for showers. Although the cottage doesn't have a kitchen as such, Victoria provided a microwave and toaster, plus bread, cereals, tea, milk, coffee etc. Nothing had been overlooked. We thoroughly enjoyed our stay and recommend both the cottage and our host Victoria unreservedly! Thank you very much Victoria! Andrew & Jayne.
Top Guest favourite
Guesthouse in Oddington
5 out of 5 average rating, 281 reviews

Peaceful and bright cottage on the edge of Otmoor

SelinaRating, 5 stars2 weeks ago
Karen is the best host that we have ever met and her property is the best one that we have experienced. All facilities and stuff are perfect, good standard and quality, the beautiful garden and Karen's kindest support made us feel right at home. All the best wishes to Karen, Selina
Guest favourite
Guesthouse in Surrey
4.94 out of 5 average rating, 239 reviews

14th Century Dairy

VivienneRating, 5 stars1 week ago
I had a wonderful stay in this charming place. A place to totally relax and let go in the beautiful countryside. I would highly recommend staying in such a special place.
Guest favourite
Guesthouse in Standlake
4.97 out of 5 average rating, 200 reviews

Idyllic village, gateway to the Cotswolds, nr pub

KatieRating, 5 stars2 weeks ago
We had a lovely stay in Standlake. The air BnB had everything we needed and more, with lots of additional touches. The fans in every room were greatly appreciated in the warm weather, there was plenty of parking for all of us, and the use of the electric charging was really handy! It was well located and easy to find, and there was a lot of information available in the book. Simone was a wonderful host, very friendly and quick to respond to any queries.
Top Guest favourite
Guesthouse in Essex
4.95 out of 5 average rating, 101 reviews

The Cabin Near Stansted Airport

ShannonRating, 5 starstoday
Maria was a perfect host for our last night in the uk before dropping off our rented motorcycle from Superbike. She greeted us as we arrived and gave us the grand tour of her wonderful little space. This meant your typical Airbnb. She’s outfitted this like a luxury hotel and I’m pretty sure she’s thought of everything. She even went above and beyond and did a small spot of laundry for me. Thank you Maria. We may be back on our next trip!
Top Guest favourite
Guesthouse in Surrey
4.97 out of 5 average rating, 343 reviews

Garden Pavilion

HuwRating, 5 stars1 week ago
The place looked great in the photos and was even nicer when we got there. The Pavilion is set in Chris’ amazing garden and is very private and tranquil. On arrival there was fresh bread and pastries, butter, jam and a selection of milks. Everything was perfect and we will absolutely stay again next time that we fly from Gatwick.

Quick stats about guesthouse rentals in Chiltern District

  • Total rentals

    20 properties

  • Nightly prices starting at

    $100 NZD before taxes and fees

  • Total number of reviews

    850 reviews

  • Wi-Fi availability

    10 properties include access to Wi-Fi

  • Popular amenities

    Kitchen, Wi-Fi and Pool

  • Local attractions

    Wycombe Swan Theatre, crazy bear and Sainsbury's

Destinations to explore