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Guesthouse vacation rentals in Cheltenham

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Cheltenham guesthouse rentals

Family-friendly guest house rentals

Top guest favorite
A private courtyard is enclosed by a rustic stone wall and features an outdoor dining set under a large umbrella. Surrounding greenery and trees can be seen in the distance, with a clear blue sky and fluffy clouds adding to the serene rural setting.
Guesthouse in Cirencester
4.95 out of 5 average rating, 242 reviews

Cotswold Studio, Cirencester

AnneRating, 5 stars1 month ago
What a stunning place to stay. Everything was perfect. Looking forward to coming back next year. Duncan and Julie are wonderful hosts.
Top guest favorite
A charming cottage exterior is shown, featuring a white facade with stone accents and a sloped roof. Surrounding the entrance are potted plants with greenery, and a gravel pathway leads to a brown door framed by a decorative light fixture.
Guesthouse in Broadway
4.92 out of 5 average rating, 192 reviews

Lola's Cottage

RachelRating, 5 stars2 months ago
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!
Guest favorite
A warm and inviting interior showcases a cozy sleeping area with a double bed dressed in soft linens and decorative pillows. Light enters through a window, complemented by carefully arranged decor, including wall art and a bedside table. A small TV is mounted on the wall.
Guesthouse in Gloucester
4.96 out of 5 average rating, 406 reviews

The Hut and Tub

EmmaRating, 5 stars3 days ago
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!
Top guest favorite
The exterior of a small wooden studio features a large window with a view of the surrounding countryside. A bench is positioned near a gravel path. The lawn is neatly maintained, leading to a wooden gate with a paddock visible in the background.
Guesthouse in Worcestershire
4.95 out of 5 average rating, 231 reviews

Cleeve Cottage (The Studio)

ClaireRating, 5 stars6 days ago
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.
Top guest favorite
A spacious sleeping area features a king-size bed with plush bedding and decorative pillows. Two bedside lamps provide gentle light, while framed botanical prints adorn the wall above. A small wooden chest stands at the foot of the bed, complementing the neutral color palette.
Guesthouse in Ampney Crucis
4.94 out of 5 average rating, 737 reviews

B&B in Beautiful Cotswold Annex

AndrewRating, 5 stars1 week ago
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.
Top guest favorite
A single-story annex is presented, featuring a stone patio with outdoor seating for four. Large windows brighten the facade, surrounded by green foliage. The roof is covered with slate, and the entrance is marked by a white door, leading into the welcoming space.
Guesthouse in Severn Stoke
4.97 out of 5 average rating, 354 reviews

Detached Annex in idyllic Countryside

BarbaraRating, 5 stars2 weeks ago
Lovely accommodation in great countryside. Very clean and comfortable, easy access and altogether a perfect space for us. Many thanks.
Top guest favorite
The exterior of the coach house is shown, featuring a rustic wooden façade with large windows and a sloped roof. A vehicle is parked underneath, and an outdoor staircase leads to the upper level. The surrounding area includes a gravel driveway and greenery.
Guesthouse in King's Stanley
4.94 out of 5 average rating, 322 reviews

Greencourt Loft, Cotswold Way, Middleyard, Stroud

MartinRating, 5 stars1 week ago
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.
Top guest favorite
The exterior of a stone cottage features a sloped slate roof and large windows framed by greenery. A small outdoor seating area with chairs sits beside a landscaped garden of shrubs and plants, providing a peaceful retreat.
Guesthouse in Burford
4.97 out of 5 average rating, 422 reviews

The Granary near Burford in The Cotswolds

HowardRating, 5 stars3 weeks ago
A beautiful place to stay a short drive to Burford.

Guest house rentals with a patio

Top guest favorite
A double bed is featured with decorative pillows and a cozy gray throw. Light fills the room through a nearby window. Steps lead to a welcoming dining area visible in the background, enhancing the sense of space and connection within the cottage.
Guesthouse in Stow-on-the-Wold
4.94 out of 5 average rating, 148 reviews

Little Rosewood is a Cosy Cotswold Retreat

DebbieRating, 5 stars2 days ago
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
Guest favorite
Vibrant purple flowers grow prominently at the forefront, leading towards a gravel path. The garden room is visible with large windows reflecting the surrounding greenery. A small table and chairs sit on the patio area, creating a serene outdoor space.
Guesthouse in Worcestershire
4.92 out of 5 average rating, 111 reviews

Garden Annex Dormston

TimRating, 5 stars2 weeks ago
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.
Top guest favorite
A cozy living area features a light blue sofa adorned with cushions, paired with a wooden coffee table. A flat-screen TV is positioned on a teal cabinet beneath natural light filtering through curtains. Vintage paddles decorate the wall, adding a rustic touch to the serene space.
Guesthouse in Warwickshire
4.99 out of 5 average rating, 190 reviews

Newly renovated luxury annexe in the countryside

LouiseRating, 5 stars5 days ago
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.
Top guest favorite
An inviting stone cottage features a sloped roof with skylights. The exterior is surrounded by a well-kept garden with potted plants. A small outdoor seating area with a table and chairs sits to the side, offering a peaceful view of the surrounding landscape.
Guesthouse in Brockhampton
4.96 out of 5 average rating, 165 reviews

Beautiful stone Bothy for 2 in the Wye Valley

RicRating, 5 stars3 days ago
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.
Top guest favorite
A view from the balcony highlights a charming outdoor area with a stone patio and wooden benches, surrounded by greenery. In the foreground, a small table holds a vase filled with vibrant pink flowers, bringing a touch of color to the serene setting.
Guesthouse in Amberley
4.98 out of 5 average rating, 204 reviews

Adorable One Bedroom Cotswold Studio

ShánRating, 5 stars3 days ago
Kate, Wil and family were extraordinary hosts and made us feel right at home. They were so respectful, kind and responsive. The Air BnB is stunning in a breathtaking location and was in fabulous condition. Definitely a trip to remember thanks to their hospitality and recommendations! We appreciated everything 🥰
Top guest favorite
A charming cottage with a dark wood exterior is surrounded by well-maintained green hedges. A manicured lawn stretches in front, leading to a pair of patio chairs visible on the stone pathway. The blue sky is dotted with fluffy white clouds, creating a serene setting.
Guesthouse in Tudor Cottage Mill Lane
4.99 out of 5 average rating, 108 reviews

Country Barn/Cottage, Worcestershire, Nr Stratford

KimRating, 5 stars2 days ago
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 🥰
Top guest favorite
The exterior view highlights a contemporary studio apartment featuring a wooden facade. A spacious balcony extends from the living area, equipped with outdoor furniture. Large glass doors allow natural light to enter while offering a view of the surrounding greenery.
Guesthouse in Wiltshire
4.98 out of 5 average rating, 194 reviews

Gorgeous 1 Bed Cotswold rural studio. With Parking

JaeRating, 5 stars6 days ago
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.
Guest favorite
A copper bathtub takes center stage in a beautifully appointed bathroom with dark blue paneling. Adjacent to the tub, a potted plant adds a touch of greenery, while a folding chair offers a functional accent. Natural light streams in through a skylight.
Guesthouse in Leigh
4.91 out of 5 average rating, 140 reviews

Stunning rural retreat perfect for couples & dogs

CedricRating, 5 stars2 weeks ago
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 washer and dryer

Top guest favorite
An indoor pool is surrounded by a modern tiled area, featuring a soothing blue hue. Comfortable lounge chairs are positioned along one side, while a hanging chair is showcased nearby. Large glass doors allow natural light to flow in, enhancing the serene atmosphere.
Guesthouse in Whitfield
4.98 out of 5 average rating, 178 reviews

Scenic 2 Bed Lodge with hot tub and indoor pool

GenaRating, 5 stars3 days ago
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!
Guest favorite
A rustic wooden gate stands open, leading to a long, sloping field that extends towards distant hills. Greenery surrounds the gate, and the landscape displays a patchwork of fields and trees under a clear blue sky.
Guesthouse in Cheltenham
4.98 out of 5 average rating, 245 reviews

Cosy Cotswold Lodge with Private Garden & Hot Tub

IanRating, 5 starstoday
Cottage was lovely, exactly as seen on the pictures. Julia’s suggestions for things to do was very well received as was the little welcome pack on check in. All in all a lovely few days away
Top guest favorite
The modern kitchen features sleek cabinetry and an induction hob, complemented by natural light from large windows. A minimalist table with high stools offers a workspace, while essential appliances, including a kettle and coffee maker, are conveniently arranged.
Guesthouse in Worcestershire
4.99 out of 5 average rating, 133 reviews

Gardener's Pavilion | Malvern

KathyRating, 5 stars1 week ago
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.
Top guest favorite
A panoramic view of a lush countryside landscape is displayed, featuring rolling hills and a winding dirt path. The vibrant greenery and scattered trees lead toward distant valleys under a partly cloudy sky, creating a serene natural setting.
Guesthouse in Gloucester
4.96 out of 5 average rating, 309 reviews

Blacklains Annexe, Birdlip, Cotswold

MarkRating, 5 stars2 weeks ago
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.
Guest favorite
A historic stone castle is depicted, showcasing round towers and strong walls. Surrounding greenery enhances the structure's presence, while a clear blue sky provides a serene backdrop. The entryway is visible, inviting exploration of the castle's rich surroundings.
Guesthouse in Saint Briavels
4.9 out of 5 average rating, 239 reviews

Valleyside Annexe

MorganRating, 5 stars5 days ago
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.
Top guest favorite
Guesthouse in Bledington
4.99 out of 5 average rating, 201 reviews

Cotswolds Getaway in a luxury oak cabin.

MeganRating, 5 stars2 weeks 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 favorite
The exterior of the property is shown at night, featuring a well-lit facade that illuminates the textured stone wall. Roof windows are visible, and a car is parked next to the building. The softly lit pathway leads to an entrance door, enhancing the welcoming atmosphere.
Guesthouse in South Cerney
4.96 out of 5 average rating, 118 reviews

Anthracite Annex

KatRating, 5 stars3 days ago
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
Top guest favorite
The image displays the entrance of a converted barn, featuring a light green double door surrounded by planters with flowering plants. The brick exterior showcases a rustic charm, while large windows allow natural light to enter. A gravel path leads to the door, enhancing accessibility.
Guesthouse in Sutton-under-Brailes
4.99 out of 5 average rating, 115 reviews

The Lodge, a newly converted, stylish & cosy barn.

JonathanRating, 5 stars1 week ago
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

    ﺩ.ﺇ257 before taxes and fees

  • Total number of reviews

    2.8K reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

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