
Guesthouse holiday rentals in Chiltern District
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Top-rated Guesthouses in Chiltern District
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
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Get the amount of space that is right for you
Popular amenities for Chiltern District guesthouses
Family-Friendly guesthouses

Entire Garden Annex with Breathtaking Views
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.

The Orchard Chalet superb amenities total privacy
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.

Spacious private ensuite, superb views near Oxford
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

Newly converted stable block
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.

Cosy Cabin Virginia Water/Longcross
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.

Private and characterful barn conversion
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.

SUMMERHOUSE luxury smart barn, projector 75Mb WiFi
Hosts extremely helpful, beautiful home.

Beautiful Grade 2 Stable Barn
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

Garden Studio in the heart of Highgate Village
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.

Oxfordshire Country Cottage
A very comfortable and cosy place to stay. Had everything we needed and more. Nigel was so helpful and friendly. Would recommend.

The Brickmaker’s Loft
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!

Small Cotswold cottage / annex
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

Stylish country converted barn
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 😊.

Cotswolds Getaway in a luxury oak cabin.
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.

Summer has arrived at The Adorable Lakehouse!
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!

The Coach House - beautiful secluded tiny home
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

Daily Red Kite Feed & Pool - Countryside Apartment
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

A characterful, cosy, private annexe with parking.
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.

A home from home in historic Eydon
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.

Peaceful and bright cottage on the edge of Otmoor
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

14th Century Dairy
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.

Idyllic village, gateway to the Cotswolds, nr pub
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.

The Cabin Near Stansted Airport
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!

Garden Pavilion
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
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- British Museum
- Green Park
- Buckingham Palace
- Covent Garden
- Big Ben
- Trafalgar Square
- Barbican Centre
- Harrods
- Tower Bridge
- London Bridge
- St. Paul's Cathedral
- Brockwell Park
- The O2
- Camden Market
- Emirates Stadium
- Wembley Stadium
- The Shard
- Hampstead Heath
- ExCeL London
- London Stadium
- River Lee Navigation
- Alexandra Palace
- Queen Elizabeth Olympic Park, London
- Oxford University