
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.

Regency Apartment | Free Parking | Walk to Town
Ideally located within walking distance of Cheltenham town centre and the racecourse, this recently refurbished apartment offers a comfortable private living space within a large Regency house. Perfect for couples, the apartment sleeps 2, with space for up to 4 using additional single beds if required. Please contact us before booking if you would like the single beds prepared. I co-host with my son Patrick, husband John and daughter Rachel, and we’re always happy to help during your stay.

Georgian townhouse in famous Suffolks area
A unique opportunity to stay in a beautiful Grade 2 listed Georgian townhouse in the famous Suffolks area of central Cheltenham with four bedrooms and six beds. Easy walking distance to all amenities, bistros and restaurants (5 min), Montpellier, the Promenade shops and Bath Road (10 min), racecourse (40 min), Cricket festival (5 min) and Literature, Jazz, Music and Science festivals (5 min). Perfect for Race Week, and a great base for touring the Cotswolds. Free parking nearby

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.

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.

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 CENTRAL CHELTENHAM ABODE *
Stylish and central redbrick house with 2 double bedrooms (both with king beds) one with en-suite, second shower room, large open plan kitchen/living/dinning room and permit parking. Easy walking distance to all that Cheltenham has to offer such as boutique shops, coffee shops, bars and restaurants. Perfect base for corporate clients and guests wishing to explore Cheltenham and the Cotswolds.

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.

Luxury Refurbished 2 Bedroom Regency Apartment
Superbly Appointed Regency Apartment Situated Along A Tree Lined Road Close To Cheltenham Centre Where You Will Find A Plethora Of Amazing Shops & Restaurants. With Its Own Private Entrance This Luxury Apartment Has Been Refurbished To A High Standard Throughout & Offers Spacious & Comfortable Living. It Is Suitable For Up To 4 Guests, Couples, Families Or Corporate Stays.

Boutique 1 bedroom Cotswold Cottage
Kick back and relax in this beautiful location. A stylish stone cottage in the heart of the Coln Valley, arguably the prettiest part of the Cotswolds. The cottage is set within the 16 acres of land belonging to the main house. The perfect place for scenic walks and romantic nights in. A peaceful retreat, just 20 minutes drive from both Cirencester and Cheltenham.
Popular amenities for outdoor seating rentals in Cheltenham
House rentals with outdoor seating

Stunning house sleeps 14, parking, walk to town.

Cotswolds - Cheltenham, whole house large garden

Anchor Weighbridge House Winchcombe - 4 bedroom

Magical cottage set within a woodland glade

*NEW* Wardall's Cottage - Central Location!

Luxury Cosy Cottage with Garden

Luxury Detached Home with AC and Gated Parking

A Perfect Cotswold Getaway in Peaceful location
Apartment rentals with outdoor seating

Cotswolds Place - stylish design in ❤️ of Broadway

Grand regency apartment with park views nr Docks

The Quart

The Old Post Office, Central Broadway with Garden

A Beautiful luxury two bedroom Hayloft

The Hideaway - With Large Courtyard Garden

Gatewillow Garden Room

Luxury Apartment with Stunning View
Apartment rentals with outdoor seating

Private apartment in stunning historic house

The Annex

Stylish studio apartment in Bourton on the Water

Malvern hillside apartment with spectacular views.

Town Centre Penthouse with Hot Tub 22

Modern Studio Apt close to village pub & bus stop

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 | £115 | £118 | £174 | £124 | £130 | £133 | £133 | £136 | £130 | £134 | £130 | £142 |
| 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 £30 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
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