
Holiday rentals with outdoor seating in Cheltenham
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Cheltenham
Guests agree: These Holiday Houses 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 Thatched Cotswold Cottage, amazing location
Located in a historic village a stone's throw from Cheltenham's racecourse is our immaculately restored thatched cottage. A choice of 3 pubs, local shop and butcher can be found within walking distance. Ideal for 2 couples sharing or a family with accommodation on 2 floors. Featuring a master suite with roll-top bath and own sitting room which can be converted into a bedroom with a double sofa bed. Downstairs an accessible bedroom with its own separate shower w/c. Full kitchen diner with dog bed

Modern Studio Apt close to village pub & bus stop
A modern and deceptively spacious studio apartment with its own entrance less than 2 minute walk from a lively village pub, and a 2 minute walk to a main bus route into Cheltenham. All mod cons including, high speed wireless internet, 55 inch 4K TV with Freesat, PS4, underfloor heating, double bed, sofa (can be turned into another bed. Please request extra bedding if required), well appointed kitchen, with toaster, microwave and coffee machine. Bathroom with toilet, sink and electric shower.

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

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.

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.

Cottage luxe in The Cotwolds
Wycke Cottage welcomes you with unequivocal charm and a little luxe at every turn. Hunker down in style in the picture-perfect Cotswold setting in the heart of Painswick. This 400-year-old cosy cottage, sits opposite the historic church. With stunning sunset views across to the church's beautiful spire and clockface, and its much storied 99 cloud-like yew trees, this stay offers the quintessential Cotswold experience.

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.

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. *Helicopter landing field

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.
Popular amenities for Cheltenham outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Boddington Mill

Stunning house sleeps 14, parking, walk to town.

Anchor Weighbridge House Winchcombe - 4 bedroom

Magical cottage set within a woodland glade

Peaceful Cotswolds Chapel Breathtaking Valley View

Detached Cotswold Stone Coach House

Self contained Annex in Montpellier with parking

Beautiful 4 bed house in Cotswolds
Apartment rentals with outdoor seating

Cotswolds Place - stylish design in ❤️ of Broadway

Grand regency apartment with park views nr Docks

The Goat Shed- a new, charming entire rental suite

The Quart

Charming Clifton Flat Driveway Parking, EV Charger

The Old Post Office, Central Broadway with Garden

The Hideaway - With Large Courtyard Garden

Studio apartment, king-size bed &private patio x 2
Condo rentals with outdoor seating

Private apartment in stunning historic house

The Annex

Luxury historic stay, dog-friendly, parking & gdn

Stylish studio apartment in Bourton on the Water

Malvern hillside apartment with spectacular views.

Town Centre Penthouse with Hot Tub 22

Self-contained annex on Cleeve Hill Common.

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 | $219 AUD | $224 AUD | $331 AUD | $236 AUD | $247 AUD | $253 AUD | $253 AUD | $260 AUD | $249 AUD | $256 AUD | $249 AUD | $270 AUD |
| 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 $57 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 100 rentals that welcome pets

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wi-Fi availability
390 of Cheltenham holiday rentals include Wi-Fi 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
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- Rentals with outdoor seating Gloucestershire
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- Rentals with outdoor seating United Kingdom
- Cotswolds AONB
- University of Oxford
- Blenheim Palace
- Utilita Arena Birmingham
- Cheltenham Racecourse
- Silverstone Circuit
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Lower Mill Estate
- West Midland Safari Park
- Cadbury World
- Bath Abbey
- Sudeley Castle
- Ludlow Castle
- Waddesdon Manor
- National Exhibition Centre
- No. 1 Royal Crescent
- Puzzlewood
- Coventry Cathedral
- University of Warwick
- Eastnor Castle
- Shakespeare's Birthplace
- Longleat Safari Park
- Dyrham Park
- Hereford Cathedral




