Holiday rentals with outdoor seating in Cheltenham

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Top-rated rentals with outdoor seating in Cheltenham

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Guest favourite
A well-appointed bedroom features a spacious bed dressed in crisp white linens, accompanied by a textured grey throw. Two windows allow natural light to illuminate the room, while a minimalistic chair and a mirrored wardrobe enhance the sense of space.
Home
4.87 out of 5 average rating, 101 reviews

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.

Top guest favourite
A spacious sitting room featuring a fireplace and a large mirror reflecting natural light. Elegant furnishings include a comfortable sofa, a coffee table, and a decorative chandelier overhead. A wooden desk and chair provide a functional workspace, complemented by gentle tones and soft textures throughout.
Home
4.97 out of 5 average rating, 112 reviews

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

Guest favourite
A well-appointed bedroom features a king-size bed with a neutral-toned blanket adorned with geometric patterns. A wooden dresser and bedside table provide storage, while a circular mirror above the dresser enhances the sense of space. Soft lamps illuminate the room, creating a relaxed ambiance.
Tiny home
4.96 out of 5 average rating, 178 reviews

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.

Top guest favourite
An open-plan living and dining area is showcased, featuring a large dining table with red chairs. A patterned area rug lies on the floor, while a comfortable seating arrangement is visible in the background. Soft lighting is provided by pendant fixtures above the table.
Home
4.96 out of 5 average rating, 146 reviews

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.

Top guest favourite
The exterior of Wycke Cottage features charming stone walls adorned with lush green vines. Multiple windows allow natural light to fill the space, while potted plants in various sizes enhance the entrance. A clear blue sky creates a serene backdrop.
Home
4.98 out of 5 average rating, 183 reviews

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.

Top guest favourite
Apartment
4.96 out of 5 average rating, 158 reviews

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.

Guest favourite
A cozy bedroom features a spacious bed with a gray headboard, complemented by a quilted bedspread and plaid throw pillows. Decorated walls showcase framed artworks, and natural light enters through a nearby window, which is adorned with a fabric blind.
Home
4.94 out of 5 average rating, 179 reviews

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.

Top guest favourite
A cozy living area features a gray sofa with patterned cushions, positioned beside a modern fireplace. A low coffee table holds fresh fruit, while bookshelves line the walls. Natural light enters through windows covered by blinds, enhancing the bright and inviting space.
Flat
4.98 out of 5 average rating, 227 reviews

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.

Guest favourite
The spacious open-plan living area features a comfortable gray sectional sofa with decorative pillows and a textured throw. A minimalist coffee table sits in front, accompanied by a stylish armchair. The modern kitchen is visible in the background, showcasing a clean and functional design.
Holiday home
4.94 out of 5 average rating, 217 reviews

* 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.

Top guest favourite
The lounge area features two comfortable sofas, one adorned with bright orange cushions. A small coffee table holds a collection of magazines. A decorative fireplace serves as a focal point, and a muted art piece hangs above it, contributing to a cozy ambiance.
Flat
4.97 out of 5 average rating, 100 reviews

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.

Guest favourite
The lodge is viewed from a wooden gate, framed by trees. The structure features large glass windows, revealing a bright and open design. Rolling hills can be seen in the distance under a clear blue sky.
Guest house
4.92 out of 5 average rating, 633 reviews

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.

Top guest favourite
A stone cottage is positioned among trees and greenery, featuring a well-maintained exterior. Sunlight filters through the branches, highlighting the natural surroundings. A gravel path leads to the entrance, creating an inviting transition from the landscape to the home.
Cottage
5 out of 5 average rating, 298 reviews

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

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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

Destinations to explore