
Vacation rentals with outdoor seating in Cheltenham
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in Cheltenham
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

5 Bed House, Sleeps 8, parking, brilliant location
Cheltenham Town Centre 5 Bedroom House with Courtyard Garden. Ideally located next to the Brewery Quarter in the town centre, within easy walking distance to the racecourse, our modern, well equipped functional property is ideal for families or groups looking to explore Cheltenham. There are 5 bedrooms (not 4 and a sofa bed!) with 3 double (1 with en suite) and 2 single bedrooms - 5 bedrooms in total - sleeping up to 8 people. Parking on site for 1 small/medium car/paid carpark 3 minute walk.

Little Nook Cottage - Cosy & 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!

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.

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.

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.

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.

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.

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.

Luxury Detached Home with AC and Gated Parking
Discover your luxurious one-bedroom detached home nestled within the elegant grounds of a period property near Cheltenham Town Centre. This self-contained retreat offers gated parking for added convenience and privacy, along with a comfortable bedroom featuring air conditioning, ensuring a cool and restful stay during warmer months.
Popular amenities for Cheltenham outdoor seating rentals
House rentals with outdoor seating

Stunning 17th century Cotswolds townhouse annexe

Beam House, Winchcombe, sleeps 6 + 2

Bourton on the Water Scandi Chic Authentic Cottage

Central Cosy Terraced Victorian 2 Bedroom Cottage

Magical cottage set within a woodland glade

Peaceful Cotswolds Chapel Breathtaking Valley View

*NEW* Wardall's Cottage - Central Location!

Detached Cotswold Stone Coach House
Apartment rentals with outdoor seating

Cotswolds Place - stylish design in ❤️ of Broadway

The Quart

The Old Post Office, Central Broadway with Garden

A Beautiful luxury two bedroom Hayloft

The Lodge, Ilmington - luxury retreat with hamper

Relaxing retreat on the edge of the Cotswolds

Stylish 2 Bedroom apartment in central Cheltenham

Stow on the Wold Sleeps 6 in 3 En suite Bedrooms
Condo rentals with outdoor seating

Private apartment in stunning historic house

The Hare at Burford House

Stylish studio apartment in Bourton on the Water

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

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 | G$32,201 GYD | G$33,037 GYD | G$48,719 GYD | G$34,710 GYD | G$36,383 GYD | G$37,219 GYD | G$37,219 GYD | G$38,265 GYD | G$36,592 GYD | G$37,637 GYD | G$36,592 GYD | G$39,728 GYD |
| 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 vacation rentals with outdoor seating in Cheltenham

Total vacation rentals
Explore 390 vacation rentals in Cheltenham

Nightly prices starting at
Cheltenham vacation rentals start at G$8,364 GYD per night before taxes and fees

Verified guest reviews
Over 21,430 verified reviews to help you choose

Family-friendly vacation rentals
260 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 100 rentals that welcome pets

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wi-Fi availability
390 of Cheltenham vacation 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
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