
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.

Cottage Nestled within old Cotswold Farmhouse
Take your first glimpse of the rolling fields surrounding our traditional Cotswold stone farmstead, as you travel along our private, tree lined drive. In an AONB, the farmstead sits on the edge of the Golden Valley. Dating back to the 1700s, Little Finch's Cottage is nestled within the original Farmhouse, where you can still find exposed beams and sunny window seats. Step through Little Finch's front door into the lounge/breakfast room which is linked to the bedroom by a steep spiral staircase.

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.

Detached Garden Room in Cheltenham
Beautiful private garden studio, perfect for a couple for the races or weekend in Cheltenham or the Cotswolds. Continental breakfast included on the first day. Enjoy visiting one of the famous Cheltenham festivals. Private entrance with parking, patio, table & chairs. Opposite a great pub. 3.2 miles/9mins from Cheltenham racecourse. The hosts are very welcoming & are on hand to help with restaurant or bar recommendations. There’s so much to see & do in Cheltenham & the surroundings area.

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.

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.

The Potting Shed, 5* ❤︎ Luxury escape Cirencester
The Potting Shed is the quintessential 5* Cotswold escape. Following an 18 month restoration completed in May 2019, this stone barn conversion is the perfect weekend and holiday retreat. Located within the grounds of an elegant Grade II listed Georgian town house on Cecily Hill - this romantic getaway is accessed by a private stone bridge which leads through through a formal kitchen garden to a stunning private terrace. Follow us @the_potting_shed_cirencester for more updates.

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.

Two Double Bedrooms Guest Annexe with EV Charging
A 2 Bedroom guest annexe within 100 yards of Cheltenham Race Course and within a 10 minute walk to the Town Centre. This property is tucked in the grounds of the main house and offers secure gated parking. The accommodation comprises open plan living space with fantastic views of Cleeve Hill and two double bedrooms. Use of laundry facilities and home gym if required (Subject to Availability). EV Charging available (separate charge).

Self-contained basement flat in regency home
Refurbished basement flat in grade 2 listed regency terraced house. Central Cheltenham location, walking distance to all local festivals, shopping, pubs and restaurants. Modern, light and spacious accommodation with private access and patio terrace via the bedroom. Good size bathroom with bath and walk-in shower. There is no separate kitchen but an area containing a fridge, microwave, kettle & toaster.
Popular amenities for rentals with breakfast in Cheltenham
House rentals with breakfast

Cosy cottage , close to town with free parking .

Superb Farmhouse with pool, hot tub and fast wifi

Contemporary with beautiful views

The Barn at Myrtle Cottage

Fig Tree Cottage - Ashton Keynes, Cotswolds

Perfect getaway with long healthy walks

Cosy 2 bedroom Cotswold Cottage

Quiet Edwardian era House, Painswick
Apartment rentals with breakfast

Garden Flat right on Malvern Hills

New Town Centre Studio Flat

Light and airy flat right on the Malvern Hills

Cotswold Flat in the heart of Bibury, Cotswolds

Double bedroom in the cotswolds

Gatewillow Garden Room

Stunning 2 Bedroom Flat in Cheltenham

Amazing Spacious Basement Apartment - unique!!
Bed and breakfast rentals with breakfast

Private garden room/ bathroom, near town center

Slad - lovely rural views

Double room in friendly family house in Hardwicke

Picturesque Pittville Park-Double+private bathroom

Sudeley Hill Farm

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

Convenient, private room with small en-suite

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 | $138 SGD | $161 SGD | $249 SGD | $147 SGD | $147 SGD | $148 SGD | $150 SGD | $154 SGD | $147 SGD | $146 SGD | $150 SGD | $142 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 5,890 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
- Oxford University
- Blenheim Palace
- Silverstone Circuit
- Lower Mill Estate
- West Midland Safari Park
- Cheltenham Racecourse
- Cadbury World
- Sudeley Castle
- Ludlow Castle
- Waddesdon Manor
- Bath Abbey
- No. 1 Royal Crescent
- Coventry Cathedral
- Puzzlewood
- Bowood House and Gardens
- Shakespeare's Birthplace
- Hereford Cathedral
- Lacock Abbey
- Manor House Golf Club
- Royal Shakespeare Theatre
- Dyrham Park
- Painswick Golf Club
- Eastnor Castle




