
Holiday rentals with breakfast in Cheltenham
Find and book unique rentals with breakfast on Airbnb
Top-rated rentals with breakfast in Cheltenham
Guests agree: these breakfast rentals 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.

New 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).

Contemporary Cotswolds cottage in Painswick
Mayfield Studio is a quiet, contemporary, spacious self-contained apartment in the picturesque village of Painswick in the heart of the Cotswolds. A perfect base from which to explore the surrounding hills and valleys. The famous Cotswold Way is on our doorstep and you can walk or hike from here or potter in the village where there are great cafes and pubs. Stroud with its Farmer’s market and The Woolpack at Slad are nearby as is Cheltenham for the races and Jazz, Literary and Music Festivals.

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).

The Garden House in Kingsholm, Gloucester
The Garden House is a lovely single room annex with independent access, en-suite bathroom and shower. Light, cosy, and simply furnished, set in the garden of a residential home near the centre of Gloucester, it's a quiet space to relax or work. Driveway parking available. A two-minute walk to the famous Kingsholm rugby stadium and food shops, ten minutes to city centre, bus and train stations, cathedral, Quays shopping outlet, restaurants and historic docks. Easy bus route to Cheltenham.

Stunning Regency Retreat; pool, garden and 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.

Bibury Hidden Dovecote (Grade II Listed)
We are delighted to reopen the dovecote after some essential improvements. We can now offer availability from this spring. A completely unique experience. This converted dovecote has a stunning bathroom, copper bath, wet room shower and beautiful double bedroom with terrace. Situated in a quiet but central location in Bibury with parking and breakfast. Perfect for a secret romantic break. Situated conveniently for Burford, Cirencester and Cheltenham, you can explore South 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.

Luxury Shepherd's Hut in The Cotswolds
Sans Souci is a bespoke Shepherd's hut, lovingly hand built to an incredibly high spec. Completed in April 2021, it has a double bed, and double sofa bed. There is a well-equipped kitchen, a shower room with sink and compost toilet, and a log burning stove. There are far reaching views of the Cotswold hills, which can be taken in from the South-facing deck. Enjoy al fresco meals, cooking over the fire pit in the garden or walks galore in the local countryside.

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.

Studio Garden Room, relaxing & comfortable
Our clean and comfortable studio garden room is perfect for a break away from home. Great space for 1 or 2 guests, comfortable bed, equipped kitchen, tv and wifi. Cheltenham town centre is a pleasant walk away or easily accessible by bus or car. We have always taken pride in the level of cleanliness at each changeover and have increased our thoroughness in light of recent guidelines with regard to reducing the spread of infectious diseases.
Popular amenities for rentals with breakfast in Cheltenham
House rentals with breakfast

Cosy cottage , close to town with free parking .

The Barn at Myrtle Cottage

Fig Tree Cottage - Ashton Keynes, Cotswolds

Stunning 3 Bedroom Lakeside Home in the Cotswolds

Perfect getaway with long healthy walks

Cosy 2 bedroom Cotswold Cottage

Quiet Edwardian era House, Painswick

Cottage on the Cotswold Way
Apartment rentals with breakfast

Hillview

Beautiful 2 Bedroom Flat in Cheltenham

Garden Flat right on Malvern Hills

Cotswold Flat in the heart of Bibury, Cotswolds

Light and airy flat right on the Malvern Hills

Studio 28, a stylish, sunny, studio apartment

Gatewillow Garden Room

Luxury Landmark Stay in the Cotswolds with terrace
Bed and breakfast rentals with breakfast

Private garden room/ bathroom, near town center

Seven lovely bedrooms in an old manor

Picturesque Pittville Park-Double+private bathroom

Sudeley Hill Farm

Hampton Mere “so much more than bed & breakfast”

Convenient, private room with small en-suite

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

Charming Cotswold B&B in Lechlade on Thames
When is the best time to visit Cheltenham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $136 SGD | $159 SGD | $245 SGD | $145 SGD | $145 SGD | $146 SGD | $148 SGD | $152 SGD | $145 SGD | $136 SGD | $167 SGD | $149 SGD |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 18°C | 17°C | 15°C | 11°C | 7°C | 5°C |
Quick stats about holiday rentals with breakfast included in Cheltenham

Total holiday rentals
Explore 210 holiday rentals in Cheltenham

Nightly prices starting at
Cheltenham holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 6,500 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
200 of Cheltenham holiday rentals include wifi access

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

4.9 Average rating
Cheltenham stays are highly rated by guests – averaging 4.9 out of 5!

Nearby attractions
Cheltenham’s top spots include Cheltenham Racecourse, Pittville Park and Everyman Theatre
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- Cotswolds AONB
- University of Oxford
- Blenheim Palace
- Utilita Arena Birmingham
- Cheltenham Racecourse
- Silverstone Circuit
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Lower Mill Estate
- West Midland Safari Park
- Cadbury World
- Bath Abbey
- Sudeley Castle
- Ludlow Castle
- Waddesdon Manor
- National Exhibition Centre
- Puzzlewood
- No. 1 Royal Crescent
- Coventry Cathedral
- University of Warwick
- Eastnor Castle
- Shakespeare's Birthplace
- Dyrham Park
- Hereford Cathedral
- Longleat Safari Park




