
Holiday rentals with breakfast in Cheltenham
Find and book unique Holiday Accommodation with Breakfast on Airbnb
Top-rated Holiday Accommodation with Breakfast in Cheltenham
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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.

Stunning one bedroom Cotswold loft apartment
Charming apartment with stunning views over orchard and fields in perfect location for both Painswick - Queen of the Cotswolds - and the Slad valley, home to poet Laurie Lee. Award winning pubs nearby. In the grounds of seventeenth century Turnstone House, listen to the owls, watch the buzzards and spot the deer. Enjoy a drink as the sun sets behind the iconic Painswick church steeple. Delicious breakfast. Microwave/mini-fridge/hob. Additional bed, pets by arrangement - additional £15 pet 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.

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 old Wash House
The Old Wash House is a grade 2 listed building. It has been sympathetically restored using reclaimed materials wherever possible to create luxury boutique style accommodation. The village of Bretforton is on the edge of the North Cotswolds. It is a short drive from Broadway and Chipping Campden, Stratford upon Avon, Cheltenham and Tewkesbury It is a 5 minute walk away, the award winning Fleece Inn. A basic continental breakfast comprising granola, bread yogurt etc.

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).

Cosy cottage set in lovely grounds of water mill
This cosy rustic ‘home from home’ shares 12 acres of private garden & waterways only with host family in Mill. Gorgeous to stay in all seasons. Only 20 mins from Stratford, Cotswolds, Worcester, M5 & M40. Sleep like a baby in a super king size very comfy bed! Wake to birdsong. Explore the grounds. Walk to the local pub. Award winning Inkberrow village & plethora of places to visit & dine just a short drive away!
Popular amenities for Cheltenham Holiday Accommodation with Breakfast
Holiday 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

Within walking distance to Cheltenham town centre

Fig Tree Cottage - Ashton Keynes, Cotswolds

Perfect getaway with long healthy walks

Cosy family home in Nailsworth

Cosy 2 bedroom Cotswold Cottage
Apartment rentals with breakfast

Garden Flat right on Malvern Hills

New Town Centre Studio Flat

Cotswold Flat in the heart of Bibury, Cotswolds

Light and airy flat right on the Malvern Hills

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

Seven lovely bedrooms in an old manor

Double room in friendly family house in Hardwicke

Slad - lovely rural views

Picturesque Pittville Park-Double+private bathroom

Sudeley Hill Farm

Convenient, private room with small en-suite

Parkside Studio
Quick stats about holiday rentals with breakfast included in Cheltenham
Total rentals
210 properties
Nightly prices starting at
$46 AUD before taxes and fees
Total number of reviews
5.9K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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- Cotswolds AONB
- Oxford University
- Blenheim Palace
- Silverstone Circuit
- Birmingham Airport
- Lower Mill Estate
- West Midland Safari Park
- Cheltenham Racecourse
- Cadbury World
- Sudeley Castle
- Ludlow Castle
- Waddesdon Manor
- Bath Abbey
- Coventry Cathedral
- No. 1 Royal Crescent
- Puzzlewood
- Bowood House and Gardens
- Shakespeare's Birthplace
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- Hereford Cathedral
- Manor House Golf Club
- Royal Shakespeare Theatre
- Dyrham Park
- Painswick Golf Club