
Holiday rentals with breakfast in Cheltenham
Find and book unique Holiday Accommodation with Breakfast on Airbnb
Quick stats about holiday rentals with breakfast included in Cheltenham

Total holiday rentals
Explore 200 holiday rentals in Cheltenham

Nightly prices starting at
Cheltenham holiday rentals start at $51 NZD per night before taxes and fees

Verified guest reviews
Over 6,220 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
200 of Cheltenham holiday rentals include Wi-Fi 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
Top-rated Holiday Accommodation 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.

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).

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.

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.

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.

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.

Peaceful country cottage with gorgeous views
A peaceful, rural location in a beautiful area surrounded by fields. The private rooms are self-contained and attached to our home with an entrance exclusively for guests’ use. Two bedrooms with double beds, bath/shower room plus kitchenette/diner with access and views over our garden. Basic breakfast included. Superfast Wifi. Excellent walking/cycling from the house. Well placed for visits to Cotswold villages, Bath, Bristol, Gloucester and Cheltenham by car or by train.

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.
Popular amenities for Cheltenham Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

single self-contained annexe room, parking

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

2 Bed Home w 2 King Beds Central Bristol refurbed
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

Beaconhurst Garden Flat built on the Malvern Hills
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

Convenient, private room with small en-suite

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

Characterful Farmhouse Bed and Breakfast.

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 | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $198 NZD | $194 NZD | $335 NZD | $192 NZD | $192 NZD | $194 NZD | $196 NZD | $201 NZD | $192 NZD | $180 NZD | $221 NZD | $198 NZD |
| 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 |
Destinations to explore
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- Cotswolds AONB
- University of Oxford
- Blenheim Palace
- Utilita Arena Birmingham
- Silverstone Circuit
- Cheltenham Racecourse
- Lower Mill Estate
- Highclere Castle
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- West Midland Safari Park
- Cadbury World
- Bath Abbey
- Ludlow Castle
- Sudeley Castle
- Waddesdon Manor
- University of Warwick
- No. 1 Royal Crescent
- National Exhibition Centre
- Puzzlewood
- Coventry Cathedral
- Mendip Hills
- Eastnor Castle
- Coventry Building Society Arena
- Dyrham Park





