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Featured Cottages in Cheltenham and around

Enchanting Grade II listed,Log Burner,allocated parking,town centre but secluded
Exterior
Enchanting Grade II listed,Log Burner,allocated parking,town centre but secluded
10.0 out of 10, Exceptional, (157)
"Excellent location in charming village. Walk to bakery, shops and pubs. "
Enchanting Grade II listed,Log Burner,allocated parking,town centre but secluded
4 Star Cotswold Stone Cottage
Exterior detail
4 Star Cotswold Stone Cottage
9.8 out of 10, Exceptional, (81)
"This is our second visit and it's a lovely, comfortable little cottage with local parking for just £1 per day and an easy walk into town. Perfect for a few relaxing days away with my cousins. "
The price is €144
includes taxes & fees
25 Nov - 26 Nov
4 Star Cotswold Stone Cottage
Secluded Cotswold Retreat with views
Exterior detail
Secluded Cotswold Retreat with views
10.0 out of 10, Exceptional, (21)
"Well equipped, comfortable and homely, with everything you might need for a break away. In beautiful countryside with excellent walks straight from the door, whilst only 5 minutes or so walk to the village. We definitely hope to return some time."
Secluded Cotswold Retreat with views
Lovely dog-friendly 2-bed cottage in Cotswold village with pub
Fridge, microwave, oven, stovetop
Lovely dog-friendly 2-bed cottage in Cotswold village with pub
9.8 out of 10, Exceptional, (54)
" Being Yanks from the west coast of the USA we have always loved the Cotswolds. Where better than Cirencester to spend a quiet month getting to know the area and people.This is a Village with lots of beauty and history to savor. North Cerney, just five miles out in the country is a quiet little cluster of cottages with a local pub where the food was fabulous. Ask for the filet with stilton garlic sauce!!! Our cottage was warm, cozy and very livable, a great place to call home as we...
Lovely dog-friendly 2-bed cottage in Cotswold village with pub
Lovely Cotswold holiday Barn within walking distance of restaurants/shops
Exterior
Lovely Cotswold holiday Barn within walking distance of restaurants/shops
10.0 out of 10, Exceptional, (80)
"Functional spot close to the grocery store and to the cute strip of town by the river. No frills but had everything we needed. Quiet and practical with off street parking. "
Lovely Cotswold holiday Barn within walking distance of restaurants/shops
Traditional Cotswold Stone Cottage, Winchcombe, Cotswolds Way.
Miscellaneous
Traditional Cotswold Stone Cottage, Winchcombe, Cotswolds Way.
9.8 out of 10, Exceptional, (96)
"Highly recommend this lovely little stone cottage. It was clean, comfortable and well equipped. Our host, Emily, was very helpful with info about travelling to and from the town and responded to enquiries quickly. Winchcombe is a great place from which to hike and there was lots of info in the cottage about local trails. "
Traditional Cotswold Stone Cottage, Winchcombe, Cotswolds Way.
Cosy Cotswold's Cottage
Fridge, microwave, oven, stovetop
Cosy Cotswold's Cottage
Cosy Cotswold's Cottage
Cotswold Detached Hillside Cottage packed with Quirky Character
Exterior
Cotswold Detached Hillside Cottage packed with Quirky Character
9.2 out of 10, Wonderful, (28)
"This cottage was beautifully appointed and great for ease of access to Cheltenham. Note that it is on a main road, so there is some traffic noise. The bedrooms were not made for tall people due to the ceiling angle, but I didn’t have any issues at 5’2 :)."
Cotswold Detached Hillside Cottage packed with Quirky Character
A Quaint Grade 11 Listed Detached Stone Cottage In Lower Slaughter with parking.
Exterior
A Quaint Grade 11 Listed Detached Stone Cottage In Lower Slaughter with parking.
9.6 out of 10, Exceptional, (22)
"Perfect location and a great place to stay. "
A Quaint Grade 11 Listed Detached Stone Cottage In Lower Slaughter with parking.
5 bedroom Cotswold holiday cottage with a superb garden - Elm Bank
Exterior
5 bedroom Cotswold holiday cottage with a superb garden - Elm Bank
9.6 out of 10, Exceptional, (21)
"We had an absolutely magical weekend in the Cotswalds. The property is perfect and exactly as described. Check in and check out were effortless, and the host was immediately responsive, even though Europe was in the midstate Verizon data glitch. It’s a short, beautiful stroll to Stow-on-wald and we spent a spectacular afternoon trekking to Bourton-on-the-water. The property is literally across the street from the Lower Swell pub which had great food and was an oasis of quiet local culture in a...
5 bedroom Cotswold holiday cottage with a superb garden - Elm Bank
Grade ll listed Gorgeous Cottage
Property grounds
Grade ll listed Gorgeous Cottage
9.4 out of 10, Exceptional, (19)
"Loved the charm of the cottage which is exactly what I was looking for! The kitchen was well equipped although we didn’t prepare any meals there. Nice to have a wood burner in the living room and a fire pit in the yard, although we didn’t make use of those either."
Grade ll listed Gorgeous Cottage
Stable Cottage at Freams Farm, Painswick - sleeps 5 guests in 3 bedrooms
Fridge, microwave, oven, stovetop
Stable Cottage at Freams Farm, Painswick - sleeps 5 guests in 3 bedrooms
9.2 out of 10, Wonderful, (9)
"We had a sunny week in this lovely quiet place, visiting villages and towns in the area. We loved the numerous walks in the area too, and found the local map and local walks books very useful. We had delicious meals at nearby pubs as well as using the barbeque at the property. The property was very comfortable and well equipped. We were sad to leave when our week was up."
Stable Cottage at Freams Farm, Painswick - sleeps 5 guests in 3 bedrooms
Dog friendly cottage in Stow on the Wold - Nepenthe
Terrace/patio
Dog friendly cottage in Stow on the Wold - Nepenthe
10.0 out of 10, Exceptional, (9)
"Property just right, 3 beds and 3 bathrooms which is a rareity, right in the middle of Stow which has lovely eateries in walking distance and within 12 miles several interesting houses and gardens. A very relaxing holiday and enjoyed by all 6 of us."
Dog friendly cottage in Stow on the Wold - Nepenthe
Characterful holiday cottage in the heart of Bourton-on-the-Water - Pear Tree Cottage, Bourton
Outdoor dining
Characterful holiday cottage in the heart of Bourton-on-the-Water - Pear Tree Cottage, Bourton
10.0 out of 10, Exceptional, (12)
"We loved staying at Pear Tree Cottage. It is a warm, cozy home with a great garden in the back where we enjoyed our coffee every morning. Easy walk (<5 min) into town to enjoy everything that is there."
Characterful holiday cottage in the heart of Bourton-on-the-Water - Pear Tree Cottage, Bourton
Appletree Cottage - Bourton-on-the-Water
Fridge, microwave, oven, stovetop
Appletree Cottage - Bourton-on-the-Water
9.4 out of 10, Exceptional, (38)
"Absolutely perfect location. The home was spotless and had all the amenities we needed. We made great use of the patio area in the evenings. I highly recommend this property and would book it again."
Appletree Cottage - Bourton-on-the-Water
Cotswold holiday cottage with excellent central location - Masters House
Fridge, microwave, oven, stovetop
Cotswold holiday cottage with excellent central location - Masters House
9.6 out of 10, Exceptional, (18)
"We arrived from Australia and were welcomed with early check in, eggs, bread, milk etc. absolutely amazing cottage and location. Only one suggestion; perhaps renew the sleeping pillows , otherwise perfect."
Cotswold holiday cottage with excellent central location - Masters House
Jubilee Mews
Cottage | Interior
Jubilee Mews
3.0 star property
10.0 out of 10, Exceptional, (1)
"Cottage is ideally placed for exploring the Cotswolds, in a very quiet village. It was very comfortable and well equipped kitchen, a few cobwebs, but overall cleanliness was good. The garden was enclosed and great for the dog, the grass was very long, so made it a bit more difficult to clean up after him (would have been perfect if grass was shorter). "
Jubilee Mews
Rathbone Cottage
Family Cottage, Private Bathroom | Exterior
Rathbone Cottage
3.0 star property
Rathbone Cottage
Oakey Cottage
Family Cottage, Private Bathroom | Shared kitchen
Oakey Cottage
2.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful location on the outskirts of Bourton on the Water. Within easy walking distance of the centre. Totally dog friendly. Excellent and plentiful provisions for breakfast. Everything you would want when away. Definitely would go again."
Oakey Cottage
An apartment that sleeps 2 guests in 1 bedroom
Interior
An apartment that sleeps 2 guests in 1 bedroom
An apartment that sleeps 2 guests in 1 bedroom
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Cheltenham

Crescent Place
In-room safe, individually decorated, individually furnished, desk
Crescent Place
3.0 star property
9.2 out of 10, Wonderful, (46)
"The property was lovely and clean, very well located and great amenities. Only one small issue was the noise from outside due to single glazing but earplugs were provided which was very thoughtful. "
The price is €155
includes taxes & fees
24 Nov - 25 Nov
Crescent Place
Strozzi Palace Suites by Mansley
Reception
Strozzi Palace Suites by Mansley
4.0 star property
9.6 out of 10, Exceptional, (165)
"Perfect for our needs . Looking forward to returning again next year . "
The price is €87
includes taxes & fees
24 Nov - 25 Nov
Strozzi Palace Suites by Mansley
Portland Apartments
Apartment, 1 Bedroom (Prestbury Suite) | Private kitchen
Portland Apartments
3.5 star property
9.8 out of 10, Exceptional, (117)
"This has to be the best place to stay in Cheltenham. It is clean, comfortable, roomy and stunning. It is the little touches that make this accommodation stand out over all the other places I have stayed. "
The price is €154
includes taxes & fees
26 Nov - 27 Nov
Portland Apartments
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much do cottages in Cheltenham cost?
Prepare to pay between €144 and €144 per night for cottages in Cheltenham. No matter your budget, an ideal stay is only a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Cheltenham?
A traveller favourite is School View. Cosy up at this 3.5-star stay which offers a garden and individually decorated rooms. The Old Cider House is another recommended option worth a look. Unpack your suitcases at this 3.5-star cottage and make the most of amenities like individually decorated rooms and a garden. You can choose from multiple cottages in Cheltenham with a total average guest review rating of 9.7.
How many cottages are there in Cheltenham?
Enjoy the beauty of nature in one of the 312 cottages on offer in Cheltenham. To help you reserve an ideal place, use our filter tool to search for perks or amenities you need.
Are there any family-friendly cottages in Cheltenham?
A trip with the family in Cheltenham couldn’t be easier at School View. With conveniences like WiFi and a fridge, you’ll find all the comforts you need at this 3.5-star cottage. The Old Cider House is another family-friendly pick where you and the rest of your squad can take time out from the hectic pace of big city life. This cottage has a 3.5-star rating and conveniences including WiFi and a stovetop. Once you’ve checked in and dropped off your bags, there’s no shortage of family-friendly attractions to discover around Cheltenham. Winchcombe Folk and Police Museum and Sudeley Castle promise fun for young and old.
Why book your cottage in Cheltenham with Expedia?
Booking a cottage in Cheltenham is as easy as deciding on your travel dates and choosing an ideal place for outdoor fun and relaxation. From ritzy retreats to affordable properties and cottages that offer perks like free WiFi, Expedia has something for all styles. As for terrific deals? We have them too!
How can I find cheap cottages in Cheltenham?
With Expedia’s user-friendly filter tool, sourcing cheap cottages in Cheltenham couldn’t be simpler. To discover accommodation that’ll make your hip pocket happy, narrow your search results by star rating, budget and amenities.
What is there to do in Cheltenham near my cottage?
Whatever you’re interested in, Cheltenham has tons of things to keep you busy. Sudeley Castle, Everyman Theatre and Cheltenham Playhouse are on many travellers’ itineraries. Don’t head home without exploring Winchcombe Folk and Police Museum, The Promenade and University of Gloucestershire either. With Expedia’s hotel deals in Cheltenham, you can discover more neat attractions like these with the cash you save.