
Holiday rentals with outdoor seating in Cheltenham
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Cheltenham
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Charming Coach House, fab location, highly rated!
A beautifully converted 2-bedroom Coach House in the desirable Leckhampton district of Cheltenham offers stylish living with the added benefit of free on-street parking. Ideally situated near the fashionable Bath Road and just a short stroll from the lively Montpellier & Suffolk areas, guests can enjoy a vibrant atmosphere filled with bars, cafés, restaurants, and boutique shops. The interior boasts high-specification design, making it a perfect blend of comfort and elegance in a prime location.

St Marg’s Hideaway; Grade II listed luxury apartment in the heart of Cheltenham - gateway to the Cotswolds! Sleeps 4 - outdoor seating and free private parking!
Welcome to St. Marg's Hideaway! Indulge in luxury living in this apartment within a Grade II listed building in central Cheltenham, with free private parking included! Meticulously restored, this apartment combines historic charm with modern comfort, and sleeps 4. The spacious living area, tranquil bedroom and top-notch kitchen create an elegant ambiance. Located in Cheltenham's centre, St Marg's offers a blend of heritage and contemporary living for a truly opulent stay. Now also pet-friendly!

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.

Regency flat, private courtyard, free parking
A beautiful recently renovated Regency flat in a grade II* building. We are 5 minutes walk to the city centre and 25 minutes to the Racecourse. The flat has its own front door and private courtyard. Virgin VIP package and high speed broadband plus Sky & BT Sports. One kingsize bed with soft linen sheets, plus one sofa bed for additional guests (book for 3 if you want the sofa bed). Well equipped kitchen. Separate shower room (off living room). Free parking nearby. Nest heating.

Charming house in the centre of town.
A centrally located charming house. Just a short walk from the trendy Montpellier area and High Street it’s perfect for a city break. The house has a spacious open plan living/dining area with separate kitchen, two spacious bedrooms, bathroom and courtyard garden. There is a comfy fold down king size Murphy bed in the living room. Included in your booking is a parking permit for one vehicle. Additional parking permit available for a small fee.

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.

Stylish apartment in the heart of Cheltenham
A chic stylish one bedroom apartment in a Victorian townhouse in the centre of Cheltenham with FREE PARKING. Perfectly located to experience all Cheltenham has to offer. A short walking distance to festival locations and the most popular bars and restaurants in Montpellier, The Suffolks, Bath Road and the Promenade. The racecourse is a 25 minute walk or 10 minutes by road. An ideal base for those travelling for business or pleasure.

Spacious 1 bedroom apartment with free parking
Ideally located within easy walking distance of Cheltenham town centre and the Cheltenham Racecourse. This recently refurbished apartment offers a comfortable private living space within a large regency house. I sometimes co-host with my son Patrick, husband John and daughter Rachel. We will consider up to 4 guests as we can replace the sofa with two single beds, please contact us to discuss before you request to book.

Central Cosy Terraced Victorian 2 Bedroom Cottage
Enjoy easy access to everything from this perfectly located cottage. Set in the heart of Cheltenham, the property is ideally located to access all the Town has to offer. Within walking distance of the Town Centre, The Suffolks, Montpellier and Bath Road this is perfectly situated for shopping, dining and exploring. A perfect base for business guests or those wishing to explore Cheltenham and The Cotswolds.

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.

Stylish 2 Bedroom apartment in central Cheltenham
A quirky two double bedroom flat based on a quiet, tree lined street. Also available for longer lets. Please get in touch! The flat is based in the centre of Cheltenham, in an ideal location to explore Cheltenham and the surrounding areas. A perfect base for Cheltenham festivals. Please note this apartment is in a very quiet, family friendly neighbourhood and is not suitable for parties.
Cheltenham Superb 2 Bed Townhouse, The Suffolks
Recently refurbished, Traditionally Modern Townhouse in the Suffolk’s area of Cheltenham ... an area often referred to as the Notting Hill of Cheltenham, with an eclectic mix of independent cafes, bars, restaurants and shops, all on your doorstep Virgin Media SuperFast Fibre Broadband throughout, ideal for streaming and home working purposes.
Popular amenities for outdoor seating rentals in Cheltenham
House rentals with outdoor seating

Victory Cottage - Luxury Escape - Cirencester

Cottage luxe in The Cotwolds

Peaceful Cotswolds Chapel Breathtaking Valley View

A Perfect Cotswold Getaway in Peaceful location

Unique Private Slad Valley Contemporary Chic Barn

5 Bed House, Sleeps 8, parking, brilliant location

Adorable listed cottage in Stow on the Wold.

The Well House, Poulton
Apartment rentals with outdoor seating

Garden Annexe, Gloucester

The Quart

Annex @ The Rectory - studio flat

The Old Post Office, Central Broadway with Garden

Garden Flat right on Malvern Hills

Luxury Apartment with Stunning View

Beaconhurst Garden Flat built on the Malvern Hills

A studio on our farm near Stratford / Cotswolds
Apartment rentals with outdoor seating

Private apartment in stunning historic house

Luxury, Grade II historic, dog-friendly & garden

5 Jubilee Ct, Bibury, Cotswolds

Malvern hillside apartment with spectacular views.

Town Centre Penthouse with Hot Tub 22

Charming vaulted apartment nr Docks with parking

Self-contained annex on Cleeve Hill Common.

Stunning Apartment located on the Cotswold Way
When is the best time to visit Cheltenham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $196 SGD | $201 SGD | $297 SGD | $211 SGD | $221 SGD | $227 SGD | $227 SGD | $233 SGD | $223 SGD | $204 SGD | $211 SGD | $220 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 outdoor seating in Cheltenham

Total holiday rentals
Explore 390 holiday rentals in Cheltenham

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

Verified guest reviews
Over 21,430 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 100 rentals that welcome pets

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wifi availability
390 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
Destinations to explore
- Rentals with a fireplace Cheltenham
- Guest house rentals Cheltenham
- Townhouse rentals Cheltenham
- Rentals with a patio Cheltenham
- Rentals with an EV charger Cheltenham
- Rentals with a firepit Cheltenham
- Rentals with a washing machine and dryer Cheltenham
- Cottage rentals Cheltenham
- House rentals Cheltenham
- Smoking-friendly rentals Cheltenham
- Private suite rentals Cheltenham
- Rentals with breakfast Cheltenham
- Fitness-friendly rentals Cheltenham
- Apartment rentals Cheltenham
- Bed and breakfasts Cheltenham
- Rentals with lake access Cheltenham
- Flat rentals Cheltenham
- Pet-friendly rentals Cheltenham
- Serviced apartment rentals Cheltenham
- Villa rentals Cheltenham
- Cabin rentals Cheltenham
- Rentals with a hot tub Cheltenham
- Family-friendly rentals Cheltenham
- Rentals with outdoor seating Gloucestershire
- Rentals with outdoor seating England
- Rentals with outdoor seating United Kingdom
- Cotswolds AONB
- University of Oxford
- Blenheim Palace
- Utilita Arena Birmingham
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Lower Mill Estate
- Silverstone Circuit
- Cheltenham Racecourse
- West Midland Safari Park
- Cadbury World
- The Roman Baths
- Sudeley Castle
- Ludlow Castle
- Waddesdon Manor
- Bath Abbey
- National Exhibition Centre
- No. 1 Royal Crescent
- Coventry Cathedral
- Puzzlewood
- Bristol Aquarium
- Shakespeare's Birthplace
- Bowood House and Gardens
- Hereford Cathedral
- Dyrham Park




