
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.

Little Nook Cottage - Dog Friendly & Large Garden
Located in the heart of Winchcombe with far reaching views over the rolling Cotswold hills, Little Nook Cottage is a charming bolt hole, perfect for couples or a small family from which to explore the Cotswolds. You will find beautifully crafted beams and original stone floors paired with all the luxuries you need for a relaxing break. Featuring a cosy living/dining room with wood burning fire, a super comfy double room and even a dedicated work space should you wish to work away from home!

Studio 77 Cheltenham
You will be very welcome to stay in our brand new and beautifully renovated compact and bijou tiny home which is in an easy walk of Cheltenham Town Centre and the Racecourse. We have created a gorgeous space to the rear of our family home that is completely self contained with its own entrance. Studio 77 comprises of a king size bed, kitchenette area, small seating arrangement and a good sized shower room. There is a small private patio area for guests to enjoy on a sunny evening.

7 Diamond Jubilee, Cheltenham
Diamond Jubilee is a unique fully electric property located in a quiet little mews street but a short walk to the bars, shops, and restaurants of the vibrant area of The Suffolks and Montpellier. Cheltenham has a thriving cultural scene and hosts numerous festivals throughout the year such as the jazz, food and drink, literature, and science. Undoubtedly, the highlight of the year is the annual racing festival, The Gold Cup at Cheltenham Racecourse. Newly renovated bathroom.

Magical cottage set within a woodland glade
Badgers Bothy is set within a woodland glade in the grounds of the 16th century Amberley Farmhouse and provides the most unique and charming country escape. Our idyllic cottage is set on the edge of Minchinhampton Common (located in an AONB) and with miles of footpaths which are perfect for those wishing to explore the Cotswolds. This beautiful cottage exudes an aura of peace and tranquillity and a haven for those wishing to escape the hustle and bustle of a busy life.

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.

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.

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.

Beautiful Barn in the Cotswolds
Beautifully private converted barn in the heart of Gloucestershire, perfectly situated for Cheltenham Races, the Cotswold Way and Gloucester Rugby as well as all the local town festivals. Dating back to the 1850s and part of the original village Rectory, the barn was converted in 2019 and provides both a light and airy base as well as a cosy and super comfortable retreat. Can sleep up to 4.

Cotswold lodge with amazing views and famous walks
Enjoying spectacular views this 2 bedroom, dog friendly lodge sits on the top of Leckhampton Hill, enjoying easy access to the famous ‘Cotswold Way’ walk and is a 5 minute drive from the town centre of regency Cheltenham. The Lodge also includes a 3.5m outdoor kitchen looking over The Malvern Hills. The kitchen includes a large built in BBQ, a pizza oven and sink.

Stylish 2 Bedroom apartment in central Cheltenham
A quirky two double bedroom flat based on a quiet, tree lined street. 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.
Popular amenities for outdoor seating rentals in Cheltenham
House rentals with outdoor seating

Rectory Cottage - Luxury Gloucestershire Retreat

Bourton on the Water Scandi Chic Authentic Cottage

Peaceful Cotswolds Chapel Breathtaking Valley View

Luxurious 1 Bed Detached Home with Gated Parking

Luxury Cottage with Heated Pool

A Perfect Cotswold Getaway in Peaceful location

Unique Private Slad Valley Contemporary Chic Barn

Severn End - 15th Century Manor House
Apartment rentals with outdoor seating

Cotswolds Place - stylish design in ❤️ of Broadway

Garden Annexe, Gloucester

The Quart

Annex @ The Rectory - studio flat

Garden Flat right on Malvern Hills

Cirencester - Lovely flat near town centre

Relaxing retreat on the edge of the Cotswolds

Luxury Apartment with Stunning View
Apartment rentals with outdoor seating

Private apartment in stunning historic house

Luxury, Grade II historic, dog-friendly & garden

Malvern hillside apartment with spectacular views.

Self-contained annex on Cleeve Hill Common.

Stunning Apartment located on the Cotswold Way

Luxury 1 bed, Broadway, Cotswolds. Private parking

Cosy, rural apartment with breakfast hamper

Hotel room with kitchenette +parking nr docks
Quick stats about holiday rentals with outdoor seating in Cheltenham
Total rentals
380 properties
Nightly prices starting at
$52 SGD before taxes and fees
Total number of reviews
20K reviews
Family-friendly rentals
250 properties are a good fit for families
Pet-friendly rentals
110 properties allow pets
Rentals with dedicated workspaces
210 properties have a dedicated workspace
Destinations to explore
- Paris Holiday rentals
- London Holiday rentals
- Amsterdam Holiday rentals
- Picardy Holiday rentals
- Grand Paris Holiday rentals
- River Thames Holiday rentals
- South West England Holiday rentals
- Inner London Holiday rentals
- Dublin Holiday rentals
- Rivière Holiday rentals
- Brussels Holiday rentals
- South London Holiday rentals
- Family-friendly rentals Cheltenham
- Serviced apartment rentals Cheltenham
- Flat rentals Cheltenham
- Bed and breakfasts Cheltenham
- Rentals with a hot tub Cheltenham
- Rentals with a washing machine and dryer Cheltenham
- Fitness-friendly rentals Cheltenham
- Rentals with a fireplace Cheltenham
- Townhouse rentals Cheltenham
- House rentals Cheltenham
- Smoking-friendly rentals Cheltenham
- Cottage rentals Cheltenham
- Apartment rentals Cheltenham
- Pet-friendly rentals Cheltenham
- Cabin rentals Cheltenham
- Guest house rentals Cheltenham
- Rentals with a patio Cheltenham
- Villa rentals Cheltenham
- Rentals with an EV charger Cheltenham
- Private suite rentals Cheltenham
- Rentals with a firepit Cheltenham
- Rentals with breakfast Cheltenham
- Rentals with lake access Cheltenham
- Rentals with outdoor seating Gloucestershire
- Rentals with outdoor seating England
- Rentals with outdoor seating United Kingdom
- 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
- Lacock Abbey
- Hereford Cathedral
- Manor House Golf Club
- Royal Shakespeare Theatre
- Dyrham Park
- Painswick Golf Club