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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
Guesthouse in Cirencester
4.95 out of 5 average rating, 237 reviews

Cotswold Studio, Cirencester

IsabelRating, 5 stars1 week ago
The accommodation is super nice and idyllically located in the countryside. It is very stylish and practical. We traveled with a small child and we were provided with a baby cot. Everything bloomed and the neighborhood was generally very pretty. The communication and helpfulness were great. We enjoyed our three nights to the fullest.
Superhost
The stone structure of the Dovecote is complemented by a conical roof and large glass doors, allowing natural light to illuminate the interior. Lush greenery and neatly trimmed hedges surround the building, enhancing the serene garden setting.
Guesthouse in Prestbury
4.84 out of 5 average rating, 70 reviews

A taste of Gloucestershire history

DavidRating, 5 stars5 months ago
Dee's place was in an ideal location for our needs. It was an interesting space in a lovely setting. We had a great stay and enjoyed visiting the very walkable pubs and restaurant's during our visit.
Guest favorite
A charming summerhouse is nestled amidst a lush garden filled with mature trees, vibrant greenery, and blooming shrubs. A wooden walkway leads to the house, which features a spacious deck. A serene pond reflects the surrounding landscape, enhancing the tranquil ambiance.
Guesthouse in Cotswolds
4.85 out of 5 average rating, 224 reviews

Summerhouse with wood burning stove

JamieRating, 5 stars2 months ago
The perfect escape! Farahnaz and Paul are really helpful, very friendly and knowledgeable of the area. The Summerhouse is so secluded and cosy. it really is a proper escape from the "Busy Life" Shakurs on the corner is a great place to eat if you get the chance. Thanks again Farahnaz & Paul, We will be back.
Top guest favorite
Guesthouse in Broadway
4.92 out of 5 average rating, 192 reviews

Lola's Cottage

RachelRating, 5 stars3 weeks 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 charming cabin is set amidst lush green grass and wildflowers, providing a serene outdoor environment. The building features large windows that invite natural light, with a wooden patio area visible in front. Surrounding trees offer shade, contributing to a peaceful atmosphere.
Guesthouse in Colwall
4.87 out of 5 average rating, 124 reviews

The Pleck

AmberRating, 5 stars3 months ago
A cosy space with beautiful surroundings. Bridget and Wil were lovely; they gave easy directions after we got lost on the way! Took a hike nearby which had amazing views. The rooms were well heated and we really enjoyed the board games provided. The kitchen had all the utensils we needed and the place was very clean :) thanks a lot!!
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, 222 reviews

Cleeve Cottage (The Studio)

JulieRating, 5 starstoday
Lovely accommodation, lovely hosts. Stayed 2 nights with our 2 eldest grandsons who enjoyed the field to play football in and collecting the fresh eggs from the chickens for breakfast. Accommodation was spotless and everything was there that we needed. Luxurious bed linen and towels. Would definitely recommend and stay again.
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, 719 reviews

B&B in Beautiful Cotswold Annex

LukeRating, 5 stars1 week ago
A beautiful place to stay in the heart of a lovely little village in the Cotswolds, the apartment was super clean and had everything we needed to cook dinner and look after our 1 year old baby, we really enjoyed sitting outside with a drink in the evening and watching the sun going down, would definitely return again and well worth the money, thank you
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, 350 reviews

Detached Annex in idyllic Countryside

HelenRating, 5 stars2 weeks ago
Absolutely love booking with Claire. Claire always response so promptly and nothing is too much trouble. My parents had a wonderful stay and Claire was on hand if they needed her and has always responded to messages. A number of stays with Claire have always been so fantastic and Claire has been so accommodating. Thank you

Guest house rentals with a patio

Top guest favorite
Guesthouse in Stow-on-the-Wold
4.94 out of 5 average rating, 139 reviews

Little Rosewood is a Cosy Cotswold Retreat

DianeRating, 5 stars5 days ago
Little Rosewood is a fabulous place to stay 5 minutes walk away into centre of Stow and a great little bolt hole to explore the Cotswolds. Natasha is a great host and we loved all the little touches , really was a home from home . Will definitely return.
Top guest favorite
The exterior of Cedar Cottage features a charming red brick facade with a distinctive glazed oak door and a Juliet balcony above. Large glass doors invite natural light into the open-plan interior. A gravel path leads to a secure perimeter, enhancing the cottage's welcoming appeal.
Guesthouse in Eckington
5 out of 5 average rating, 211 reviews

Renovated cottage with views of Bredon Hill

BenRating, 5 stars2 days ago
Beautiful cottage conversion, stylishly staged, with a wonderful feel, private parking and close to everything you'd need. Bumped into Amanda, who was super friendly, talkative and even offered for us to leave our car longer than our stay whilst we went on a walk. Would definitely come back again!
Top guest favorite
The image portrays a modern, two-story structure with large glass doors framed by wooden beams, allowing natural light to fill the interior. A spacious patio is visible in the foreground, surrounded by neatly arranged stone walls and greenery, creating a serene outdoor space.
Guesthouse in Amberley
4.98 out of 5 average rating, 186 reviews

Adorable One Bedroom Cotswold Studio

MichaelRating, 5 stars2 days ago
Our stay here was just beautiful! Kate was so welcoming and helpful, homemade brownies and a stocked fridge awaited us. The bed was huge and so comfortable, everything was just perfect. Beautiful home I’d love to stay here again. Thank you Kate x
Guest favorite
A gated entry leads into a quiet courtyard featuring a neatly maintained lawn and gravel path. Comfortable seating is arranged beneath a wooden pergola, surrounded by brick walls and greenery, creating a peaceful outdoor space for relaxation.
Guesthouse in Newland
4.95 out of 5 average rating, 58 reviews

The Yard: Rustic guest house in Malvern

SarahRating, 5 stars2 weeks ago
Really lovely accommodation - perfect for what we needed! Very well presented, with the loveliest soaps and fragrances throughout which smelt incredible as soon as we walked in. Hosts are friendly and responsive. Would highly recommend!
Top guest favorite
Guesthouse in Westwell
4.99 out of 5 average rating, 188 reviews

Small Cotswold cottage / annex

LowellRating, 5 stars4 days ago
Beautiful accommodation and very peaceful location. Great host communication and would highly recommend as a great place to stay.
Guest favorite
A corner of the studio features a gray sofa adorned with blue patterned cushions. A sleek black lamp illuminates the space. A large window offers scenic views of lush greenery and rolling hills, creating a bright and airy atmosphere.
Guesthouse in Oakridge
4.95 out of 5 average rating, 41 reviews

Cotswolds Cool - The Hayloft

NaomiRating, 5 stars1 day ago
Beautiful property and beautiful location. Very peaceful and picturesque. Well equipped, clean and comfortable. Would definitely recommend and stay again.
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
4.9 out of 5 average rating, 134 reviews

Stunning rural retreat perfect for couples & dogs

DarceyRating, 5 stars1 month ago
A lovely peaceful place. Very clean and the bath WOW! Lots of leaflets for recommendations of things to do, which was very helpful. Would definitely come back. Thank you
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, 180 reviews

Gorgeous 1 Bed Cotswold rural studio. With Parking

AliRating, 5 stars6 days ago
Chris was a great host, extremely hospitable and welcoming. Thanks for letting us stay at the studio, and hope to come back again soon.

Guest house rentals with a washer and dryer

Top guest favorite
A modern lodge exterior is showcased, featuring a spacious deck with seating arrangements. Surrounding greenery, including hedges and shrubs, contributes to a serene outdoor setting. An umbrella provides shade, with rolling countryside visible in the background under a clear blue sky.
Guesthouse in Whitfield
4.98 out of 5 average rating, 165 reviews

Scenic 2 Bed Lodge with hot tub and indoor pool

Kevh180880Rating, 5 stars5 days ago
We thoroughly enjoyed our week at the lodge, me and my wife were able to do some work while we were there (great internet connection) . We were a short drive from the Bristol Aerospace museum which the kids enjoyed going inside Concorde, we also spent a day in Bath which was great. But most of all the kids loved the pool, it was the warmest indoor pool we’ve ever been in and we struggled to keep them out of it ! We also loved the hot tub, the Lodge itself was excellent and comfortable, the cows out the back were very inquisitive, Becky was very responsive to any questions we had. We’d love to come back one day.
Top guest favorite
A modern single-storey guest house is set against a backdrop of lush greenery. Smooth glass panels provide a view of an outdoor terrace, adorned with a café-style table and chairs. Vibrant flower beds, featuring purple, pink, and white blooms, frame the inviting structure.
Guesthouse in Worcestershire
4.99 out of 5 average rating, 126 reviews

Gardener's Pavilion | Malvern

NickRating, 5 stars1 week ago
Fantastic place to stay. Comfortable, well equipped, a lovely setting and we lacked for nothing. The Malvern area is new to us but delivered in spades. The Inn at Welland is worth a visit - delightful food and excellent service.
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, 298 reviews

Blacklains Annexe, Birdlip, Cotswold

AaronRating, 5 stars5 days ago
Lovely place, hosts are friendly and pleasant. And amenities were surprisingly more than expected from the listing with a few delightful little touches to make it feel pleasant and homely.
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, 113 reviews

Anthracite Annex

LizRating, 5 stars1 week ago
We had a lovely couple of days at Anthracite Cottage. Donna was lovely and had left some very welcome treats (thank you Donna!). It was a great base from which to explore the local area and the village was a walkable distance. Would love to come back again if we needed to x
Top guest favorite
A well-lit hallway features bamboo flooring and recessed lighting. The walls are painted in a soft hue, creating a calming atmosphere. A small shelf displays a decorative vase, and doors leading to different rooms are visible along the sides.
Guesthouse in Gloucestershire
4.9 out of 5 average rating, 20 reviews

Guest house close to station

MerylRating, 5 stars2 weeks ago
The best airbnb we have ever stayed at! Jonathon’s place was clean, beautifully presented, very comfortable and pristine. Beautiful furnishings and lovely decorations, the lounge was so comfortable, as was the bed. Jonathon was an absolutely fantastic host and we loved the baked goods provided and the fresh flowers. It’s the perfect location to get to the station or town by foot and lovely walks around. We were so thankful to find Jonathon’s place and meet him and his lovely wife. They were so friendly and helpful and replied to our messages very quickly. We will definitely be back on our next trip to Cheltenham. Thank you!
Top guest favorite
A wooden balcony features a round table surrounded by four folding chairs, offering an inviting space for outdoor dining. The view includes expansive fields and trees, creating a serene atmosphere for relaxation and enjoyment.
Guesthouse in Berrow
4.96 out of 5 average rating, 201 reviews

Little gem at foot of Malvern Hills

GreigRating, 5 stars1 week ago
Once again we had a lovely and peaceful time . We felt very at home the moment we walked through the door. Such a beautiful surroundings with birds and sheep all adding to the peace. It’s a beautiful spot ti discover the area and we had great weather so driving back and forth to Malvern was a real pleasure. Everything we needed is there so we will be back again next year I’m sure
Top guest favorite
The exterior of the accommodation features a brick façade with solar panels, surrounded by vibrant greenery and flowering shrubs. A private patio area with an umbrella is visible, alongside a fenced space offering an unobstructed view of the surrounding countryside.
Guesthouse in Highnam
5 out of 5 average rating, 121 reviews

Barn conversion in Gloucestershire

YvonneRating, 5 stars2 weeks ago
We really enjoyed our stay at Cheryl and Martin's beautiful barn conversion. Everything in the annexe seemed like new and was spotlessly clean. The bed was very comfortable and the shower was very good. The kitchen had all the equipment needed to cook a meal. The decor and furniture were very pleasant and comfortable and the log burner was a welcome bonus! There are lots of lovely walks straight from the door and the annexe has lots of maps, books and recommendations of walks, pubs and restaurants. Cheryl and Martin are very nice helpful people without being intrusive and Maud the dog is so sweet. We would definitely recommend this cosy cottage and hope to return one day.
Top guest favorite
The exterior of a historic castle is showcased, featuring a stone facade with numerous windows and turrets. Lush greenery surrounds the structure, and several white patio chairs are arranged on the manicured lawn, inviting relaxation in a serene setting.
Guesthouse in Thornbury
4.95 out of 5 average rating, 127 reviews

Lavender Annex

SarahRating, 5 stars2 weeks ago
Absolutely Perfect Stay – Highly Recommended! We truly can't fault this accommodation—it was perfect for our needs, especially as it came about due to a last-minute issue with our house move. Karen and John were incredibly responsive and welcoming, which made everything so much easier. Lavender Annex is spotlessly clean and surprisingly spacious for one or two people. We specifically wanted somewhere self-contained but not just a single room, and this ticked every box. The separate kitchen area was a real bonus, and it's clear that the hosts have thoughtfully included everything you might need. The little private outdoor seating area was a lovely touch, and having off-street parking was a huge plus. It’s fantastic value for money, and we wouldn’t hesitate to recommend it to others—or book it again when we have family visiting. Thank you again, Karen and John!

Quick stats about guesthouse rentals in Cheltenham

  • Total rentals

    20 properties

  • Nightly prices starting at

    $70 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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