Self Catering Holiday Cottages in Cheltenham

Beautifully presented, this welcoming holiday retreat for two provides a cosy self-catering base from which to explore the Cotswolds and its many attractions. Popular with garden enthusiasts, there are many country houses and gardens to visit locally, along with attractions and fine eating establishments (including the village pub in Kineton, a short stroll away). Tourist board rating: 4 Star

The Snicket is a pretty period cottage with a large garden in the heart of The Cotswolds.

You'll fall asleep as soon as your head hits the pillow when you stay at The Lodge. After a full day of walking, cycling, horseriding and sightseeing, the quiet location and comfortable king-sized bed will welcome you home. The one-bedroom cottage is ideal for couples or solo travellers, including those who want to bring their dog, horse or bike to explore the huge network of footpaths, bridleways and cycling routes that spread across the Cotswolds, linking beautiful views with pretty villages and towns that make this part of the country a favourite in every season.

Stepping Stones is a spacious, pet-friendly holiday cottage in Bourton-on-the-Water, perfect for families or small groups. Set beside the River Windrush, it sleeps five across three bedrooms, with space for two more on a sofa bed. The cottage features a private riverside patio, a well-equipped kitchen, an open-plan living area, a family bathroom and a downstairs WC. Shops, tearooms, pubs and attractions like Birdland and the Model Village are just a short walk away. Stepping Stones offers a fantastic base for exploring the Cotswolds with children, friends or dogs in tow with free WiFi, parking and everything needed for a relaxed self-catering stay.

Kestrel Cottage is a spacious, pet-free holiday rental in the heart of Bourton-on-the-Water, perfect for couples seeking a peaceful Cotswolds escape. Located on the first floor of a converted water mill, it features a double bedroom, sofa bed, modern bathroom, and an open-plan kitchen, dining and living area. With beautiful Cotswold stone walls and village views, it offers comfort and charm in equal measure. Shops, cafés, pubs, and local attractions are all within walking distance. With free WiFi, parking, and everything needed for a relaxed self-catering break, Kestrel Cottage is an ideal base for exploring the Cotswolds year-round.

This romantic one-bedroom retreat offers tranquil riverside views and is just moments from tea rooms, shops, and popular attractions like Birdland and the Model Village. Ideal for dog-friendly getaways, Robin Cottage sleeps two, with a sofa bed for extra guests, so it is perfect for couples or small families. Enjoy scenic walks to Lower and Upper Slaughter, and explore local trails and cycle routes. Robin Cottage is the ideal choice of holiday home for a relaxing, self-catering Cotswold escape all year round and a peaceful base to explore one of England’s prettiest villages.

Swallow Cottage is a welcoming base that feels like home. A charming and pet-friendly hideaway for two, the holiday cottage is tucked away near the centre of Bourton-on-the-Water, one of the Cotswolds' prettiest villages. The one-bedroom bolthole is ideal for couples looking to unwind and enjoy time together. A sofa bed in the living room provides accommodation for one or two extra guests, so it is also an excellent choice for a small family to use as they explore Cotswold towns and countryside. Swallow Cottage is one of four self-catering rentals in a beautifully restored former mill. It features ground-floor accommodation with original stone walls and oak beams all within a few steps of Bourton-on-the-Water's independent tea rooms, shops, pubs and local sights. 

Skylark Cottage is a pet-friendly holiday home in Bourton-on-the-Water, ideal for couples or small families. Set across two floors in a converted Cotswold stone watermill beside the River Windrush, it includes a cosy attic bedroom with en-suite, a bright living area with sofa bed, and a well-equipped kitchen for self-catering stays. Guests can walk to local pubs, tea rooms, shops and attractions, all just moments from the door. Free WiFi and private parking are included. With scenic footpaths and charming villages nearby, Skylark Cottage is a comfortable base for exploring the beauty and heritage of the Cotswolds.

"1 Bed Cottage in Cheltenham" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Additional information and rules - 1 Bedroom – King sized - 1 shower room - Gas oven and hob, microwave, fridge/freezer and dishwasher - Washing machine and tumble dryer - Private hot tub - Wood burner (first basket of logs...

"3 Bed Cottage in Bourton-on-the-Water" is a 3 bed holiday Cottage sleeping up to 5 guests in Gloucestershire. Additional information and rulesNo dogs allowed - 3 bedrooms - 1 king-size, 1 twin and 1 single - 1 bathroom and 1 en-suite shower room - Electric oven and hob, fridge/freezer, microwave and dishwasher - Utility room with...

"2 Bed Cottage in Lower Swell" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. Additional information and rules - 2 bedrooms – 2 king - 3 bathrooms – 1 en-suite bathroom with roll top bath and WC, 1 en-suite shower room with shower and WC, 1 shower room with WC on the ground floor - Electric oven and hob,...

"Woodcock Studio" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. The bustling village of Andoversford lies six miles southeast of Cheltenham, surrounded by lovely countryside, offering many attractive walks with the renowned Cotswold Way and Gloucestershire Way close by. Andoversford has a thriving village...

"The Old Cider House" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. The village of Prestbury is on the edge of Cheltenham, surrounded by Gloucestershire countryside. The village offers amenities including a shop and a Post Office, pubs and a butcher. Prestbury Park, home to Cheltenham Racecouse, is below the...

"2 Bed Apartment in Winchcombe" is a 2 bed holiday Apartment sleeping up to 4 guests in Gloucestershire. Additional information and rules - 2 bedrooms – 1 super-king-size zip-and-link (can be made into twin beds on request ) and 1 king-size - 2 bathrooms - 1 bathroom with shower over bath and WC and 1 en-suite with shower and WC -...

"Bears Court The Annex" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. Located in the Cotswold Area of Outstanding Natural Beauty, the historic village of Bourton-on-the-Water dates back to Neolithic times with over 100 buildings being Grade II listed or higher. The picturesque high street nestles alongside the...

"1 Bed Apartment in Winchcombe" is a 1 bed holiday Apartment sleeping up to 2 guests in Gloucestershire. Additional information and rules - 1 bedroom – 1 super-king-size zip-and-link (which can be made into twin beds on request) - 1 shower room with shower and WC and 1 freestanding bath in bedroom - Electric oven and hob, microwave,...

"No 1 Eastington" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. Northleach is located right off the Roman road, the Fosse Way (A429), 8 miles north-east of Cirencester and 10 miles south-west of Stow-on-the-Wold, and around 7 miles from Burford, giving it an ideal starting point for visiting these popular...

"East View" is a 4 bed holiday Cottage sleeping up to 6 guests in Gloucestershire. Stow-on-the-Wold is an ancient market town which plays host to a biannual Gypsy Horse Fair, craft fairs and monthly Farmers' market,as well as an array shops, pubs and restaurants. The Stow Horse Fair is held twice a year, on the Thursday...

"Delabere Road" is a 4 bed holiday Cottage sleeping up to 8 guests in Gloucestershire. The bustling village of Bishops Tachbrook in Warwickshire boasts half-timbered buildings, a village pub serving good food and real ale, part of which is believed to be haunted, a well-stocked shop and ancient church. Close by is the beautiful...

"Rissington Hill House" is a 6 bed holiday Cottage sleeping up to 11 guests in Gloucestershire. Rissington Hill House is situated in between some of the most iconic Cotswold towns and villages, Stow-on-the-Wold, Burford and Bourton-on-the-Water are all easily reachable in less than 15-minutes. The closest pub, The Lamb Inn, can be reached...

"Beautiful Cotswold View" is a 3 bed holiday Apartment sleeping up to 6 guests in Gloucestershire. Located in the Cotswold Area near the historic village of Bourton-on-the-Water which nestles alongside the River Windrush over which several low stone bridges span, which is why Bourton-on-the-Water is known as the Venice in the Cotswolds. The...

"DoubleTree by Hilton Cheltenham" is a 1 bed holiday Hotel sleeping up to 1 guests in Gloucestershire.

"Beaumont House" is a 1 bed holiday BandB sleeping up to 1 guests in Gloucestershire.

"Cotswold Grange" is a 1 bed holiday BandB sleeping up to 2 guests in Gloucestershire.

"Ellenborough Park" is a 1 bed holiday Hotel sleeping up to 2 guests in Gloucestershire.

"DoubleTree by Hilton Cheltenham" is a 1 bed holiday Hotel sleeping up to 2 guests in Gloucestershire.

"Beaumont House" is a 1 bed holiday BandB sleeping up to 2 guests in Gloucestershire.

"Cowley Manor Experimental" is a 1 bed holiday Hotel sleeping up to 2 guests in Gloucestershire.

"Leonardo Hotel Cheltenham" is a 1 bed holiday Hotel sleeping up to 2 guests in Gloucestershire.

"Delta Hotels by Marriott Cheltenham Chase" is a 1 bed holiday Hotel sleeping up to 2 guests in Gloucestershire.

"The Residence by Guestz" is a 1 bed holiday Apartment sleeping up to 2 guests in Gloucestershire.

"Cosy Private Ensuites and Studios in the heart of Cheltenham" is a 1 bed holiday Apartment sleeping up to 1 guests in Gloucestershire.