Guesthouse vacation rentals in Cheltenham

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Popular amenities for Cheltenham guesthouse rentals

Family-friendly guest house rentals

Guest favorite
Guesthouse in Cirencester
4.95 out of 5 average rating, 234 reviews

Cotswold Studio, Cirencester

LisaRating, 5 stars5 months ago
The Stables was absolutely perfect for my mum & I. Everything we needed, very clean & comfortable, with a special mention for a lovely hot shower with great pressure too. Julie our host couldn't have been more amenable & her kindness was greatly appreciated, so very helpful. A peaceful and private location, with great access to so many places. We would thoroughly recommend the Gloucestershire & Warwickshire Steam Railway. We travelled from Cheltenham Racecourse to Broadway, with stops at charming stations such as Winchcombe. Plenty of tearooms & delightful GWSR volunteers in period clothes, a joy. Also had a super boat trip from Gloucester Docks, on Queen Boadica II, one of the Dunkirk Little Ships, which rescued soldiers from the beaches of Dunkirk in 1940. Regeneration of dock area amazing. Recommend Southgate Moorings Carpark, literally beside docks. Couldn't have enjoyed our 3 night stay more, a beautiful air bnb, where we felt relaxed and at home immediately.
Superhost
Guesthouse in Prestbury
4.84 out of 5 average rating, 69 reviews

A taste of Gloucestershire history

DavidRating, 5 stars3 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
Guesthouse in Cotswolds
4.85 out of 5 average rating, 224 reviews

Summerhouse with wood burning stove

JamieRating, 5 stars2 weeks 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.
Guest favorite
Guesthouse in Broadway
4.92 out of 5 average rating, 190 reviews

Lola's Cottage

LindaRating, 5 stars2 months ago
We had a lovely stay June made us feel very welcome . Cottage was very cosy and everything you need lovely location.
Guest favorite
Guesthouse in Colwall
4.87 out of 5 average rating, 124 reviews

The Pleck

AmberRating, 5 stars2 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!!
Guest favorite
Guesthouse in Worcestershire
4.95 out of 5 average rating, 214 reviews

Cleeve Cottage (The Studio)

JadeRating, 5 stars2 months ago
Beautiful accommodation and location, friendly and helpful host. Highly recommended.
Guest favorite
Guesthouse in Ampney Crucis
4.94 out of 5 average rating, 702 reviews

B&B in Beautiful Cotswold Annex

DawnRating, 5 stars1 week ago
We didn’t meet Fiona but had received very clear instructions on how to gain access. The Annex was beautifully decorated/presented and had everything we needed for an overnight stay. Bed was very comfortable and the surroundings pretty, quiet and peaceful. Good restaurants nearby (we visited The Falcon which we highly recommend) and although expensive we were able to use a local taxi service. For breakfast we stopped nearby at The Crown and had a very nice cooked breakfast. All in all a lovely way to celebrate our wedding anniversary!
Guest favorite
Guesthouse in Bridstow
4.95 out of 5 average rating, 667 reviews

The Annex at The Oaks

SamRating, 5 stars1 week ago
The Annex is a beautifully decorated space, lots of interesting things to look at and has all the amenities required to have a nice relaxing stay. Trudy was very helpful, communicated well and friendly too... I would recommend visiting, its an excellent place to stay

Guest house rentals with a patio

Guest favorite
Guesthouse in Stow-on-the-Wold
4.93 out of 5 average rating, 128 reviews

Little Rosewood is a Cosy Cotswold Retreat

SandyRating, 5 stars5 days ago
Very nice stay at Little Rosewood! Natasha is a very friendly, warm and welcoming host, with a special mention for her attention to our baby's needs. She provided a cotbed and even proposed a high chair. Everything was perfect, with very flexible check in and check out . Lastly worth mentioning that the location is very central in the Cotswolds in a very charming town, which would deserve to be more famous.
Guest favorite
Guesthouse in Worcestershire
4.92 out of 5 average rating, 103 reviews

Garden Annex Dormston

ZoeRating, 5 stars1 month ago
The Garden annex is absolutely beautiful, a little haven of peace and tranquillity. There are lots of local walks and a local pub that has the most amazing brunch that I would definitely recommend. Vanessa And Dom are always on hand if you do have any questions or need fresh towels or bed linen. Great Wi-Fi, I work from home and had no issues during my stay. Great kitchen, I cooked every night and had every needed to prepare meals. I would definitely recommend the Garden annex.
Guest favorite
Guesthouse in Brockhampton
4.97 out of 5 average rating, 148 reviews

Beautiful stone Bothy for 2 in the Wye Valley

SimonRating, 5 stars3 weeks ago
Wonderful little place in the quiet, rural beauty of Herefordshire. Dawn went to great lengths to make the stay a great pleasure. We shall return!
Guest favorite
Guesthouse in Ross-on-Wye
4.93 out of 5 average rating, 45 reviews

"The Jam Pot", Gorsley, Ross-on-Wye. Entire home

TracyRating, 5 stars6 months ago
Absolutely perfect place for our stay as we were visiting family who were camping near to house. 10 minute lovely walk to the camp site our son was staying in which we spent the days at, then walked back to a lovely clean home with shower and lovely comfy bed
Guest favorite
Guesthouse in Eckington
5 out of 5 average rating, 204 reviews

Newly restored cottage with views of Bredon Hill

LouiseRating, 5 stars2 days ago
I had a fantastic stay at Cedar Cottage. Amanda was an amazing host, going above and beyond to help myself and my friend get around the local area. The cottage was modern, warm and comfortable and had everything you needed - loved the underfloor heating. The home made cake was very appreciated! I didn't get enough time to explore but I plan to come back and do it properly next time! Many thanks again Amanda :)
Guest favorite
Guesthouse in Amberley
4.98 out of 5 average rating, 180 reviews

Adorable One Bedroom Cotswold Studio

JanRating, 5 stars1 week ago
A beautiful place and position - peaceful, spotless, comfy and everything you need is there. Lovely position with beautiful views, walkable to Nailsworth, as well as locally upwards and onto the common, and close to the Cotswold Way. If you need to get away from it all, this is the place for you. Kate's little extras are such a thoughtful touch, including wine and delicious brownies! Kate is warm and welcoming, she'll leave you in privacy, but responds instantly if needed. Thank you, we loved it.
Guest favorite
Guesthouse in Westwell
4.99 out of 5 average rating, 174 reviews

Small Cotswold cottage / annex

LaurenRating, 5 stars4 days ago
We had a lovely stay at heidili’s annex! The place was spotlessly clean and tidy- beautiful interior. Westwell is such a lovely little place with easy access to close by shops or cafes and not far from other popular Cotswold destinations. We would certainly book again! Thankyou for being such lovely hosts 😊
Guest favorite
Guesthouse in Leigh
4.9 out of 5 average rating, 129 reviews

Stunning rural retreat perfect for couples & dogs

JacobRating, 5 stars3 weeks ago
We thoroughly enjoyed our stay. The Loft is a wonderful and cosy setting ideal for partners and their furry friends, with the space matching the photos and amenities as described. I couldn't recommend the Loft or, for that matter, Phip and John more highly as they were incredibly accommodating and communicative! We won't be looking for anywhere else when in the area in future!

Guest house rentals with a washer and dryer

Guest favorite
Guesthouse in Whitfield
4.97 out of 5 average rating, 158 reviews

Scenic 2 Bed Lodge with hot tub and indoor pool

StephanieRating, 5 stars1 day ago
Absolutely fantastic weekend, weather was fantastic, beautiful place to stay , loved the view, pool, hot tub and little Charlie ..just a perfect weekend.. We Will be back , Thankyou for letting us share your beautiful home ..
Guest favorite
Guesthouse in Worcestershire
4.88 out of 5 average rating, 364 reviews

Spacious, beautiful garden flat in the Malverns

LouiseRating, 5 stars1 month ago
Lovely to come back and stay here again . Looking forward to my next visit.
Guest favorite
Guesthouse in Worcestershire
4.99 out of 5 average rating, 121 reviews

Gardener's Pavilion | Malvern

JennyRating, 5 stars1 week ago
The Gardeners’s Pavillion was beautifully designed with an amazing attention to detail throughout. It was a fabulous place to stay with easy access to the hills, shops and pub. We didn’t use the car at all throughout our stay. The welcome goodies were fabulous and greatly appreciated, the eggs in particular were wonderful! We will most certainly be back!
Guest favorite
Guesthouse in King's Stanley
4.78 out of 5 average rating, 108 reviews

Manor Farm Annex with Garden

ColinRating, 5 stars2 days ago
Absolutely loved our stay here! A beautifully home perfectly equipped for our needs. Lovely walks on the doorstep and in the surrounding areas. A kitchen you can actually cook in! Streamed a couple of movies in front of the cozy wood burner after. Perfect for us and our pooch! Thanks Robert!
Guest favorite
Guesthouse in Kempsford
4.99 out of 5 average rating, 347 reviews

Meadow Lodge quiet annexe in countryside

OliverRating, 5 stars2 weeks ago
We had a lovely stay and Diana was very helpful and friendly, even giving us some cheese as we'd forgotten to buy some.
Guest favorite
Guesthouse in Bledington
4.99 out of 5 average rating, 188 reviews

Cotswolds Getaway in a luxury oak cabin.

AnthonyRating, 5 stars1 month ago
Perfect for three of us (2 x adult + 1 x 1.5yr old). Having a travel cot, high chair and toys was a big bonus. Bledington is a small but nice village and is within short driving distance to other villages. Communication with host was great. I highly recommend this stay.
Guest favorite
Guesthouse in Cheltenham
4.87 out of 5 average rating, 487 reviews

Self-contained unit, parking & 3 mins walk to town

AndyRating, 5 stars1 month ago
lovely repeat stay
Guest favorite
Guesthouse in South Cerney
4.95 out of 5 average rating, 105 reviews

Anthracite Annexe

paulRating, 5 stars1 week ago
lovely place to stay. only drawback the road was being resurfaced which made it difficult when we arrived, but for future guests they will have a lovely resurfaced road. a lovely field of sheep next to accomodation. But very quiet sheep.

Quick stats about guesthouse rentals in Cheltenham

  • Total rentals

    20 properties

  • Nightly prices starting at

    $60 before taxes and fees

  • Total number of reviews

    2.7K 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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