
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.

Stunning Regency Retreat; pool, garden and parking
A peaceful and spacious 1200 sqft two bed apartment taking up the entire top floor of our eight bedroomed Regency Villa, on one of central Cheltenham's finest residential roads. Perfectly situated and providing the best of both worlds : a short stroll, 0.8 miles, to the shops, bars and restaurants of Cheltenham, combined with a relaxing private garden and heated swimming pool. The Cotswold Way, for walking trails, is close by. A great base for girls weekends, families, and couples.

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

Beautiful Townhouse Close to Montpellier, Sleeps 6
A charming lovingly refurbished three bedroom, quiet townhouse in a cosmopolitan area of Cheltenham Spa, just a 10 minute walk into town and short scroll to nearby shops and bars. This house has been lovingly renovated and designed just for short terms lets. With the added bonus of two kitchen/diners and living areas, so ideal for families or friends looking for extra space. Whether you wanted a Cotswolds weekend away or trip to the races this house is ideal for you.

Farm close to Cheltenham with stunning views
Relax in our lovingly-converted dairy on our small working family farm overlooking Cheltenham. Superb views and sunsets from the quiet and private accommodation. Meet our alpacas, donkeys and pygmy goats and enjoy our free range eggs. Walk in our 80 acres of natural hillside, see the wildlife and enjoy the scenery. We are near the Cotswold Way, GWSR Steam Railway and Cheltenham Racecourse, and approx. 2 miles to the centre of Cheltenham - the heart of the Cotswolds.

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.

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.

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 outdoor seating rentals in Cheltenham
House rentals with outdoor seating

Boddington Mill

Stunning house sleeps 14, parking, walk to town.

Beam House, Winchcombe, sleeps 6 + 2

Cotswolds - Cheltenham, whole house large garden

Anchor Weighbridge House Winchcombe - 4 bedroom

Magical cottage set within a woodland glade

Detached Cotswold Stone Coach House

Luxury Cosy Cottage with Garden
Apartment rentals with outdoor seating

Cotswolds Place - stylish design in ❤️ of Broadway

The Quart

The Nook

The Old Post Office, Central Broadway with Garden

A Beautiful luxury two bedroom Hayloft

The Hideaway - With Large Courtyard Garden

Gatewillow Garden Room

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

Private apartment in stunning historic house

The Annex

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

Luxury 1 bed, Broadway, Cotswolds. Private parking

Cosy, rural apartment with breakfast hamper
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 | £175 | £124 | £130 | £133 | £133 | £137 | £131 | £135 | £131 | £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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- Cotswolds AONB
- University of Oxford
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- Utilita Arena Birmingham
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- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Silverstone Circuit
- Lower Mill Estate
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