
Holiday rentals with breakfast near Cheltenham Racecourse
Find and book unique rentals with breakfast on Airbnb
Top-rated rentals with breakfast near Cheltenham Racecourse
Guests agree: these stays are highly rated for location, cleanliness and more.

Beautiful basement flat. Leckhampton, Cheltenham
Beautiful self contained basement flat with own entrance. Open plan living area with pull down ‘Murphy bed’ (please ask when booking if you would like to use this bed as it requires host assembly). Full kitchen-dishwasher,oven,microwave & washing machine. Bedroom with wardrobe, dressing table and king size bed- can be separated into 2 singles on request at time of booking. Wet room with shower. Shampoo,conditioner,shower gel and towels provided. Tea,coffee,milk and breakfast items provided.

Fantastic isolation Cotswolds hideaway Cleeve Hill
Self-contained apartment built-in full kitchen, Nespresso machine, Oven, Hob, Fridge, Freezer, Microwave Dishwasher, Washer-dryer etc. Luxury Travertine walk-in shower with overhead rain & hand-held sprays. It is 2.5 miles to the town centre and 1 mile to race course. Suits couples, business travellers, and furry friends (dogs by prior notice and fee). Bose bluetooth speaker, super fast internet and large Sony smart TV with chrome cast. Very quiet and remote in gated grounds of up to an acre.

Town Centre Studio Flat
Whatever you’re in Cheltenham for, this newly renovated self-contained studio flat is the perfect location for your stay. 5 minutes walk from the high street and from the fantastic bars and restaurants of Montpellier. Round the corner from the hospital and with the beautiful Sandford Park Gardens and Lido on the doorstep. The studio is the ideal bolthole with permit parking available, key pad entry, kitchen area, newly fitted bathroom, bedroom area and sofa (sofa bed for an additional fee).

Quiet grade 1 listed entire cottage in Cotswolds
A bright and recently modernised grade 1 listed Cotswold stone cottage, 100 yards from the Cotswold Way with breathtaking views down the Stroud Valley, its own parking and secluded outdoor eating. Filled with natural light, it is very peaceful and extremely comfortable with luxury bedding (super king or twin bed) and kitchen. An idyllic spot for walking, cycling, exploring the local scenery or simply escaping the city Painswick is 10 minutes from Stroud ( 87 mins hourly train to London).

Charming Dog Friendly Barn Conversion & Paddock
Discover the perfect rural retreat in this beautifully appointed dog friendly barn set in AONB. Blending rustic character with modern convenience & offering a unique lifestyle opportunity for those seeking space, comfort & dedicated environment for their pets Standout feature of Hare Barn is the impressive 3/4 acre private paddock . Fully enclosed & well maintained providing a safe expansive space for all dogs to run freely or for those looking to enjoy countryside right at their doorstep

Stunning flat with swimming pool, garden, parking
A peaceful and spacious 1200 sqft two bed apartment taking up the entire top floor of our eight bedroomed Regency Villa, on one of central Cheltenham's finest residential roads. Perfectly situated and providing the best of both worlds : a short stroll, 0.8 miles, to the shops, bars and restaurants of Cheltenham, combined with a relaxing private garden and heated swimming pool. The Cotswold Way, for walking trails, is close by. A great base for girls weekends, families, and couples.

A Cotswold Retreat with Private Garden
A calm, light-filled Cotswold retreat with a private garden, set in a peaceful village setting. The Other House is an architect-designed one-bedroom space with garden views and direct access to a private terrace. Walk to The Green Dragon pub and Elkstone Studios, with two excellent farm shops, and Cowley Manor Hotel and Spa nearby. Ideal for couples or solo travellers looking for a quiet countryside escape, with walks from the door and easy access to Cirencester and the wider Cotswolds.

Cosy, rural apartment with breakfast hamper
Relax and soak in the peace and quiet at Shrove Cottage, an idyllic little gem of a property which is self-contained with its own private entrance, roomy modern bathroom with underfloor heating, fully equipped kitchen and bedroom/sitting room area with beautiful views up the Chedworth Valley. A perfect central location for work, rest and play. Breakfast with home-made bread included for you to prepare and eat at your leisure. Available at Shrove Cottage, Pancake Hill. (URL HIDDEN)

Footsteps from the town & parks (+ hamper/parking)
Little Portland is a central 700 sq ft self-contained Grade-II apartment moments from the heart of town & Pittville Park (a historic area, with two lakes, cafes and a kids' play area). People come to visit the town, races, festivals or Cotswolds. Parking centrally can be tricky so we offer guests two free parking permits. You'll also receive a food hamper with pain au chocolat, fruit, milk & juice. All the income we earn from the Airbnb supports a peace building charity we run.

Quiet Edwardian era House, Painswick
Welcome to our family owned Edwardian era house situated in Painswick. Renovated with hosting in mind, we'll have everything you need for a relaxing stay. Situated just off the Cotswold Way national trail, it's the perfect pit-stop for keen walkers (or runners!). If sight seeing is more your thing, the popular 18th Century Rococo Garden is just a 5 minute walk away. Ideally located for travel to Stroud, Cheltenham, Cirencester and Gloucester all within a 20 min drive.

Stylish studio apartment with breakfast hamper.
Nestled in the Cotswold countryside, Pillars Loft offers a hideaway perfect for two, with stylish interiors, modern amenities and luxurious home comforts. Bordering the regency spa town of Cheltenham and the charming market town of Cirencester, Pillars is perfectly located for those looking to enjoy a spot of retail therapy, fine dining or festival scene that Cheltenham is renowned for while also catering for those looking for a peaceful rural retreat.
Cricketers’ Cottage Nr Tewkesbury Glos. Sleeps 10
This 17th Century Grade 2 listed cottage is available .Situated in a rural location it boasts beautiful views and character.It is well equipped and comfortable with ample driveway parking for up to 5 cars. The cottage has a wood burner in the old dining/sitting room and gas central heating throughout.Dogs and children are welcome. Google Cricketer’s Cottage Lower Apperley. It is a convenient base to reach several areas of outstanding natural beauty .
Popular amenities for rentals with breakfast near Cheltenham Racecourse
House rentals with breakfast

Contemporary with beautiful views

Fig Tree Cottage - Ashton Keynes, Cotswolds

The Coach House

The Haven. Stratford-upon-Avon Victorian Cottage

Perfect getaway with long healthy walks

Cosy cottage , close to town with free parking .

The Captains Cabin, Feckenham self catering

Cosy rural retreat with hot tub under the stars
Apartment rentals with breakfast

Cotswold Flat in the heart of Bibury, Cotswolds

Garden Flat right on Malvern Hills

Light and airy flat right on the Malvern Hills

Gatewillow Garden Room

Beaconhurst Garden Flat built on the Malvern Hills

Treetop view towards the Wye Valley

Hamlet Hideaway

Spacious Victorian Rectory Suite in The Cotswolds
Bed and breakfast rentals with breakfast

Lovely stone built annex with private courtyard

Woodland Hideawayhut, Wye valley Forest of Dean

Picturesque Pittville Park-Double+private bathroom

Private garden room/ bathroom, near town center

Cosy Cottage in a Beautiful Village

Large double bedroom with en-suite shower room.

Greyhounds, finest B&B in Burford - Four Poster.

Convenient, private room with small en-suite
Other holiday rentals with breakfast

The Garden House in Kingsholm, Gloucester

Luxury Shepherds Hut with Private Bath Hut

Bibury Hidden Dovecote (Grade II Listed)

The Loft/Annex at New House Farm

Hilcot Entire-Guest Ensuite-Fully self contained

Cotswold guest Annex & tennis court in 5* grounds

The Potting Shed, 5* ❤︎ Luxury escape Cirencester

Exquisitely designed | Village centre location
Quick stats about holiday rentals with breakfast included near Cheltenham Racecourse

Total holiday rentals
Explore 20 holiday rentals in Cheltenham Racecourse

Nightly prices starting at
Cheltenham Racecourse holiday rentals start at $76 SGD per night before taxes and fees

Verified guest reviews
Over 700 verified reviews to help you choose

Wifi availability
20 of Cheltenham Racecourse holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cheltenham Racecourse rentals

5 Average rating
Cheltenham Racecourse stays are highly rated by guests – averaging 5 out of 5!
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- Flat rentals Cheltenham Racecourse
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- Silverstone Circuit
- Cotswolds AONB
- University of Oxford
- Blenheim Palace
- National Exhibition Centre
- Lower Mill Estate
- West Midland Safari Park
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Utilita Arena Birmingham
- Cadbury World
- Cotswold Wildlife Park
- Ludlow Castle
- University of Birmingham
- Coventry Building Society Arena
- Puzzlewood
- Bath Abbey
- Sudeley Castle
- Bicester Village
- Warwick Castle
- No. 1 Royal Crescent
- Alexander Stadium
- University of Warwick
- Waddesdon Manor
- The International Convention Centre





