
Guesthouse holiday rentals in Cheltenham
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Top-rated Guesthouses in Cheltenham
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
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Popular amenities for Cheltenham guesthouses
Family-Friendly guesthouses

Cotswold Studio, Cirencester
What a stunning place to stay. Everything was perfect. Looking forward to coming back next year. Duncan and Julie are wonderful hosts.

Lola's Cottage
This was perfect for what I wanted; peaceful, private and in the most stunning countryside. June was very friendly and helpful and checking in and out was simple and easy. Definitely recommend!

The Hut and Tub
Amazing stay! The hut was exactly like the photos and just as described The thoughtful touches Prosecco milk cake hot chocolate and chocolate were lovely and really made us feel at home The hut was well appointed and everything had been well thought through and we did not want for anything The fact the washing up was done for you again added to the experience! The hot tub and view were beautiful and we were so lucky with the weather we made full use of the outdoor space Great recommendations on walks and places to eat! Thank you for a fantastic stay and being an amazing host- you went above and beyond!

Cleeve Cottage (The Studio)
I stayed at Elaine’s place with my 16 year old daughter. It was absolutely perfect for what we needed. I could have brought the dog but be warned it’s a very small place ( inside) and there are sheep nearby. The little studio comes with a small enclosed paddock. It was just lovely. My daughter had the bed on the mezzanine and I had the sofa bed. Very comfy. There is no traditional oven/ hob but there is a microwave/ with oven ( wasn’t sure how to use) . For a short stay it had everything we wanted. Elaine has kitted it out beautifully. A relaxing space and very quiet! Perfect for 2 in any weather, 4 would work in better weather.

B&B in Beautiful Cotswold Annex
We were very happy with Fiona’s place. It’s in a historic quaint location and peaceful. The place was as described and had everything we needed. Nice and clean and would definitely stay here again.

Detached Annex in idyllic Countryside
Lovely accommodation in great countryside. Very clean and comfortable, easy access and altogether a perfect space for us. Many thanks.

Greencourt Loft, Cotswold Way, Middleyard, Stroud
Lovely and Friendly welcoming Host, Sara was very helpful and understanding when we were delayed in our arrival. She settled us in and provided instant local knowledge for dog walks which was invaluable. The cottage is perfect and wished we could have stayed longer as it was exactly as described and Sara provided lovely extra touches to make our stay extra special. We have recommended this cottage to friends and relatives already as we thought so highly of it. 46 Minutes drive to Bath and not silly city centre price! We Loved it, cant say anymore. Thankyou Sara.

The Granary near Burford in The Cotswolds
A beautiful place to stay a short drive to Burford.
Guesthouses with a patio

Little Rosewood is a Cosy Cotswold Retreat
Little Rosewood Cottage is a beautiful space which thoroughly deserves all the great reviews it has received. Natasha has made this place lovely with all the thoughtful touches. It is such a cosy, homey place. Great location too. Short walk to town and easy access to the rest of the Cotswolds. Providing bread, eggs and butter saved us wasting time finding breakfast places and we were able to get an earlier start to the day. So handy. Thanks again for a wonderful stay

Garden Annex Dormston
Our stay at the Garden Annex was great, we were able to come and go easily and see the surrounding area. Really enjoyed our time, we will be back next time we are visiting the area.

Newly renovated luxury annexe in the countryside
The most perfect little escape, couldn't fault a single thing and would love to return some day! Literally everything we needed it to be and more. Incredible decor, beautiful surroundings and peaceful. Sophie was so welcoming and super easy to communicate with. Really couldn't fault a single thing.

Beautiful stone Bothy for 2 in the Wye Valley
Fantastic stay in a lovely rural location. The house itself is a great size for two and makes the perfect base to explore this pocket of Herefordshire. Dawn was a great and very responsive host who quickly communicated throughout the stay. Highly recommended host and stay.

Adorable One Bedroom Cotswold Studio
We had a wonderful few days stay in this cute place, made to feel really welcome (especially enjoying the brownies!). All our needs had been catered for, Kate and Will were wonderful hosts and the location was perfect for us to visit everywhere on our list! Absolutely loved the three friendly dogs who gave us such a greeting every time we came back and the very affectionate cat who escorted us to our front door each time! We were very comfortable in our accommodation and would not hesitate in recommending it to anyone. We have returned home now feeling refreshed and relaxed and hope to return again in the future. Thanks Kate and Will x

Country Barn/Cottage, Worcestershire, Nr Stratford
We stayed here for 4 nights after getting married. Penny had surprised us by decorating the downstairs with congratulations banner, prosecco and glasses and a balloon and card, also the welcome pack was very lovely. There was a manual to help operate the tv, and all appliances and it also listed places to visit. This property was everything we were looking for and more, the place was lovely and quiet and peaceful and we really felt relaxed and comfortable but it was also easy to drive to local towns and amenities to see the sights, we ate in some lovely local restaurants. We were left alone to do our own thing but both Penny and Simon contacted us on a few occasions to let us know they were available if we needed anything or wanted any help with anything. What more can I say, we had a beautiful stay in a lovely clean and well looked after property and had a good rest, hopefully we will be back one day 🥰

Gorgeous 1 Bed Cotswold rural studio. With Parking
What a brilliant little bolthole. Beautifully designed and excellent comms from the lovely family who own it. A short walk into Malmesbury where there and local shops and a few pubs to choose from. Also - perfect for going to a gig at Westonbirt Arboretum.

Stunning rural retreat perfect for couples & dogs
We had a great stay — the place was beautifully presented, clean, and very comfortable. One of the highlights was the deep bath, which was perfect for relaxing after a long day. Phip and John were great hosts, and everything was exactly as described. Would definitely recommend!
Guest house rentals with a washing machine and dryer

Scenic 2 Bed Lodge with hot tub and indoor pool
What a beautiful place to stay for a girls weekend! We wanted a quiet, peaceful getaway and Becky's Airbnb provided just that. We had a little drive into Bristol, which didn't take long at all but spent the majority of the time in the hot tub or chatting away on the deck as it was so lovely. Would highly recommend!

Cosy Cotswold Lodge with Private Garden & Hot Tub
We had a lovely stay at April Cottage. The Cottage was spotlessly clean, great facilities and even some surprise snacks. The Hot tub was really warm and a great relief after hiking. Location is great, close to The Pheasant pub where we had dinner and a few drinks. Thank you for a lovely Bank Holiday mini break.

Gardener's Pavilion | Malvern
We really enjoyed our 3-day stay at Charlotte’s place. The garden unit is purpose built, attractive and very modern. It has a private entrance and is set within the large and beautiful garden of the owners. There is a sunny place to sit out and enjoy the surroundings. The interior is very comfortable, high quality and immaculately presented. Charlotte was very friendly and helped us out with local information. The starter pack of fresh eggs, milk and bread was very welcome. One of the best Airbnb’s that I’ve stayed in and well deserving of its 5 stars.

Blacklains Annexe, Birdlip, Cotswold
Great communication beforehand so we knew exactly what to expect. Good directions on the listing so it was easy find. As we are new to staying at Airbnb’s we were unsure what to expect, so our questions were answered very promptly. We received a warm welcome upon arrival. The accommodation was clean and tidy, everything provided, so all we needed was our own clothes and food. On the whole we really enjoyed our stay there and would highly recommend it to anyone wanting to stay in the Cotswolds.

Valleyside Annexe
Lovely stay in the annexe, it has everything you need for a week. Alice and Pierre were super friendly whenever I saw them and the walks from the door in the woods are fantastic - very few people and alive with birds and wildlife. Wouldn't hesitate to book again if I was staying in the area. Thanks for a relaxing and peaceful week.

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.

Anthracite Annex
A lovely peaceful place to stay. Great location, surrounded by nature, including friendly sheep! Host spent time with us to explain the location, property and sheep! The weather was amazing, rather hot but fan provided. Lovely touches including essentials in the fridge. Would highly recommend x

The Lodge, a newly converted, stylish & cosy barn.
We had a very happy two night stay here. The Lodge was equipped to a high standard (in particular, super-comfortable beds with luxurious linen, great bathrooms and kitchen) along with a feeling of being in a delightful home. The garden was beautiful - a lovely spot for a G&T and extremely peaceful. We met Chris and his family briefly and they were very friendly and hospitable, on hand to help, but not at all intrusive. We would like to return another time for a longer visit.
Quick stats about guesthouse rentals in Cheltenham
Total rentals
20 properties
Nightly prices starting at
$116 NZD before taxes and fees
Total number of reviews
2.8K reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
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- Cotswolds AONB
- Oxford University
- Blenheim Palace
- Silverstone Circuit
- Lower Mill Estate
- Birmingham Airport
- West Midland Safari Park
- Cheltenham Racecourse
- Cadbury World
- Ludlow Castle
- Sudeley Castle
- Waddesdon Manor
- Puzzlewood
- Coventry Cathedral
- Bath Abbey
- Bowood House and Gardens
- Lacock Abbey
- No. 1 Royal Crescent
- Royal Shakespeare Theatre
- Big Pit National Coal Museum
- Shakespeare's Birthplace
- Hereford Cathedral
- Manor House Golf Club
- Painswick Golf Club