
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.

Luxury spacious Apartment central Cheltenham
Festival Lodge is now a firm favourite spacious luxury basement apartment in a beautiful large Grade II listed Regency Home. Situated in a brilliant location in central Cheltenham (Montpellier), less than 2 minutes walk from restaurants, wine bars, boutique shops, parks and Cheltenham Festival events. Also walkable to the Cheltenham Race course and station. Our luxury welcome pack includes wine, complimentary tea, coffee, milk, eggs and bread, breakfast cereal and jam. Secure offroad parking.

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.

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.

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.

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.

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.
Superb 2 Bed Townhouse in Cheltenham, 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.

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

Between Stratford-upon-Avon and North Cotswolds

Victory Cottage - Luxury Escape - Cirencester

Lantern Cottage

Bourton on the Water Scandi Chic Authentic Cottage

Peaceful Cotswolds Chapel Breathtaking Valley View

Luxurious 1 Bed Detached Home with Gated Parking

A Perfect Cotswold Getaway in Peaceful location

Unique Private Slad Valley Contemporary Chic Barn
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

The Lodge, Ilmington - luxury retreat with hamper

Luxury Apartment with Stunning View

Beaconhurst Garden Flat built on the Malvern Hills
Apartment rentals with outdoor seating

Private apartment in stunning historic house

5 Jubilee Ct, Bibury, Cotswolds

Luxury, Grade II historic, dog-friendly & garden

Malvern hillside apartment with spectacular views.

Delightful, comfortable, warm home away from home

Self-contained annex on Cleeve Hill Common.

Stunning Apartment located on the Cotswold Way

Luxury 1 bed, Broadway, Cotswolds. Private parking
When is the best time to visit Cheltenham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $200 SGD | $206 SGD | $303 SGD | $216 SGD | $227 SGD | $232 SGD | $232 SGD | $238 SGD | $228 SGD | $208 SGD | $216 SGD | $225 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 380 holiday rentals in Cheltenham

Nightly prices starting at
Cheltenham holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 20,170 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 110 rentals that welcome pets

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wifi availability
370 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
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