Guesthouse vacation rentals in Cheltenham
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Cheltenham
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Cheltenham guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Charlton Kings
4.93 out of 5 average rating, 284 reviewsBeautiful Cotswold Cottage
We stayed here during Storm Darrragh and the host was so generous to check in/welcome us, warn us about the weather, make sure our heater was working and offered restaurant recommendations and tips. The space is so cozy, charming, clean and comfortable. Zero complaints. A great way to experience all that the Cotswolds have to offer.
Guesthouse in Cirencester
4.95 out of 5 average rating, 234 reviewsCotswold Studio, Cirencester
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.
Guesthouse in Prestbury
4.84 out of 5 average rating, 69 reviewsA taste of Gloucestershire history
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.
Guesthouse in Cotswolds
4.85 out of 5 average rating, 223 reviewsSummerhouse with wood burning stove
We really enjoyed our stay in the summerhouse. Farahnez was a great host, gave us good tips where to go and was always quick in responding. It is a remote location but from there it was easy to reach lots of interesting places. From other cities to the beautiful countryside. We would recommend this place if you are looking to have a peaceful time in the Cotswolds.
Guesthouse in Broadway
4.92 out of 5 average rating, 189 reviewsLola's Cottage
We loved our stay at June’s Cottage. It was everything we needed for a four night get away in the Cottswolds. The Cottage was beautifully set up, it was private and quiet. The Cottage was warm and cosy, when we arrived. The bed was super comfy, with lovely quality sheets and duvet. The Cottage was the perfect walking distance from town, where we could get great coffee from the bakery and indulge in the local restaurants and village bars. We loved the circular walks around the local villages. The villages were beautifully quaint. We loved Broadway Village the best. We loved the beautiful galleries, antique shops and deli’s. The lights at night were very pretty. My husband and I can definitely recommend June’s Cottage. Thank you June it was lovely meeting you. X
Guesthouse in Colwall
4.87 out of 5 average rating, 124 reviewsThe Pleck
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!!
Guesthouse in Worcestershire
4.96 out of 5 average rating, 213 reviewsCleeve Cottage (The Studio)
Beautiful accommodation and location, friendly and helpful host. Highly recommended.
Guesthouse in Ampney Crucis
4.94 out of 5 average rating, 694 reviewsB&B in Beautiful Cotswold Annex
The accommodation was exactly as described. Spotlessly clean and cosy. Fiona and her husband went over and beyond to make our stay perfect in every way. We will definitely return again in the near future and cannot recommend enough.
Guest house rentals with a patio
Guesthouse in Stow-on-the-Wold
4.93 out of 5 average rating, 121 reviewsLittle Rosewood is a Cosy Cotswold Retreat
Little Rosewood is a very cosy home from home. It was spotless when we arrived and was very well equipped for our weekend stay. The welcome pack (including a treat for the dog) was a lovely surprise. It is in a great location, a very short/easy walk into Stow-on-the-Wold which is a beautiful little town with great restaurants/pubs/shops. It was also a great base for driving further out to visit other towns too. Natasha is a great host, very responsive and friendly. I would definitely recommend Natasha’s place and would come back if I visit the Cotswolds again!
Guesthouse in Ross-on-Wye
4.93 out of 5 average rating, 45 reviews"The Jam Pot", Gorsley, Ross-on-Wye. Entire home
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
Guesthouse in Eckington
5 out of 5 average rating, 200 reviewsNewly restored cottage with views of Bredon Hill
Just come back from a lovely stay at Cedar Cottage in a really fab location. The cottage had everything we needed (and more!) and lots of great little touches that gave a really homely feel to the place. Amanda was a brilliant host, responsive to messages and just in general really friendly and helpful! Would recommend to anyone looking for a base to explore the beautiful surroundings or just a cosy few days in the countryside!
Guesthouse in Amberley
4.98 out of 5 average rating, 172 reviewsAdorable One Bedroom Cotswold Studio
Cosy, well equipped studio with a very comfortable bed. Nice to receive treats and some groceries on arrival. It is advisable to take a torch if walking to Amberley in the evening as there is very little street lighting, and be prepared for an uphill journey. The Old Lodge and The Black Horse are worth a visit. Nailsworth has some nice cafes and shops.
Guesthouse in Newland
4.94 out of 5 average rating, 50 reviewsThe Yard: Rustic guest house in Malvern
Ollie and Sophie were wonderful hosts, The Yard was a wonderful place to stay. Highly recommended.
Guesthouse in Westwell
4.99 out of 5 average rating, 166 reviewsSmall Cotswold cottage / annex
Great location. The annex was perfect for what we wanted to do. Lovely walks and pubs around. Heidili was a great host always checking in, we will be back!
Guesthouse in Leigh
4.9 out of 5 average rating, 125 reviewsStunning rural retreat perfect for couples & dogs
Had a really lovely weeks stay here! really clean and dog friendly! would stay again.
Guesthouse in Wiltshire
4.98 out of 5 average rating, 164 reviewsGorgeous 1 Bed Cotswold rural studio. With Parking
Enjoyed my stay so much I'll be back again next week. Lou and Chris are wonderful hosts and The Studio is fantastic - clean, cosy, quiet and self-contained with a parking space on the drive way outside. Highly recommend.
Guest house rentals with a washer and dryer
Guesthouse in Whitfield
4.97 out of 5 average rating, 152 reviewsScenic 2 Bed Lodge with hot tub and indoor pool
We thoroughly enjoyed our stay at Becky's place. We enjoyed relaxing in the hot tub & had a lovely swim in the pool. It had everything you might need and was really clean on arrival.
Guesthouse in Worcestershire
4.88 out of 5 average rating, 364 reviewsSpacious, beautiful garden flat in the Malverns
Lovely to come back and stay here again . Looking forward to my next visit.
Guesthouse in Worcestershire
4.99 out of 5 average rating, 117 reviewsGardener's Pavilion | Malvern
This is the most beautiful property, brilliantly designed with lovely indoor and outdoor space. The underfloor heating kept us very cosy when the temperature dropped suddenly. The all around windows gave amazing sunrises and sunsets too.Everything you need for a stay was provided and we loved the eggs from garden hens. It was very interesting to explore the extensive woodland. It felt like we were staying in a photo shoot for "Homes and Gardens" An amazing experience in a tranquil but central area of a most interesting town.
Guesthouse in Gloucester
4.96 out of 5 average rating, 277 reviewsBlacklains Annexe, Birdlip, Cotswold
Brilliant stay as usual. Highly recommended.
Guesthouse in King's Stanley
4.78 out of 5 average rating, 100 reviewsManor Farm Annex with Garden
It was wonderful to arrive to a warm and bright home, on a cold winter's night (-4C). Vicky and Robert were very responsive and it was lovely to meet them the next morning. It's a sweet little rural house, with a large garden, lovely comfy beds, a well-appointed kitchen, and lounge with some pretty fabulous reading matter. We used the wood-burner on Saturday evening, which was a boon. I must mentioned the fluffy bath towels - fluffiest ever!
Guesthouse in Kempsford
4.99 out of 5 average rating, 341 reviewsMeadow Lodge quiet annexe in countryside
We had a lovely few days at this lodge, it was very relaxing and we felt very comfortable and at home. It’s in a lovely location with lots of places to explore. The lodge has every thing you need for a great stay, we hope to return in the future! Thank you!
Guesthouse in South Cerney
4.95 out of 5 average rating, 102 reviewsAnthracite Annexe
A fabulous space which was immaculate. Visiting our Son and his family for Xmas and this was a perfect place to stay . Here is to the next time . Thank you Donna 😀🎄🎄
Guesthouse in Gloucestershire
4.86 out of 5 average rating, 14 reviewsGuest house close to station
Absolutely the best Airbnb experience we’ve ever had. The accommodation is superb - spacious, clean, warm and comfortable with everything you could need. Comfy big bed and great shower!. The whole place is fully accessible should you be someone with mobility issues and the location is excellent. We enjoyed our stay here very much and the owners were most helpful and friendly. We will be booking again when we next need accommodation in Cheltenham. I highly recommend.
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
Destinations to explore
- Cotswold District Vacation rentals
- Cotswolds Vacation rentals
- Oxford Vacation rentals
- Bristol Vacation rentals
- Bath Vacation rentals
- Birmingham Vacation rentals
- River Thames Vacation rentals
- Royal Borough of Kensington and Chelsea Vacation rentals
- London Borough of Camden Vacation rentals
- City of Westminster Vacation rentals
- London Vacation rentals
- Central London Vacation rentals
- House rentals United Kingdom
- Guesthouse rentals United Kingdom
- House rentals England
- Guesthouse rentals England
- Guesthouse rentals London
- House rentals London
- House rentals River Thames
- Guesthouse rentals River Thames
- Rentals with a washer and dryer Cheltenham
- Private suite rentals Cheltenham
- Apartment rentals Cheltenham
- Rentals with outdoor seating Cheltenham
- Family-friendly rentals Cheltenham
- Rentals with a fire pit Cheltenham
- Townhouse rentals Cheltenham
- Condo rentals Cheltenham
- Rentals with a fireplace Cheltenham
- Fitness-friendly rentals Cheltenham
- Rentals with lake access Cheltenham
- Rentals with a patio Cheltenham
- Rentals with a hot tub Cheltenham
- Pet-friendly rentals Cheltenham
- Bed and breakfasts Cheltenham
- House rentals Cheltenham
- Smoking-friendly rentals Cheltenham
- Kid-friendly rentals Cheltenham
- Villa rentals Cheltenham
- Rentals with breakfast Cheltenham
- Monthly Rentals Cheltenham
- Rentals with an EV charger Cheltenham
- Cottage rentals Cheltenham
- House rentals Gloucestershire
- Guesthouse rentals Gloucestershire
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes