Vacation rentals with outdoor seating in Cheltenham

An open-plan living area features a wooden dining table with six chairs and a cozy seating arrangement. A large sofa faces a coffee table, while plants add a touch of greenery. Natural light fills the space through large windows, enhancing the inviting atmosphere.

5 out of 5 average rating, 265 reviews

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.

4.94 out of 5 average rating, 154 reviews

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 in Henleaze

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.

A bright kitchen is equipped with modern appliances, including a gas stove and dishwasher. A round table with a polka-dot tablecloth for four is positioned beside a window, while decorative bunting adds a quaint touch to the space.

4.98 out of 5 average rating, 364 reviews

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.

The exterior of the property features a charming brick facade, complemented by multiple windows that allow natural light to fill the interior. A covered entrance leads to the home, while wooden storage units provide practical outdoor space on the side.

4.99 out of 5 average rating, 172 reviews

7 Diamond Jubilee, Cheltenham

Diamond Jubilee is a unique fully electric property located in a quiet little mews street but a short walk to the bars, shops, and restaurants of the vibrant area of The Suffolks and Montpellier. Cheltenham has a thriving cultural scene and hosts numerous festivals throughout the year such as the jazz, food and drink, literature, and science. Undoubtedly, the highlight of the year is the annual racing festival, The Gold Cup at Cheltenham Racecourse. Newly renovated bathroom.

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.

4.95 out of 5 average rating, 133 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.

A comfortable bedroom is highlighted by a spacious bed with a light-grey headboard. Decorative pillows add texture. Two bedside lamps provide soft illumination. Artwork featuring a tree and Cheltenham-themed prints adorn the walls, contributing to a cozy and inviting ambiance.

4.92 out of 5 average rating, 226 reviews

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.

4.96 out of 5 average rating, 140 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.

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.

4.95 out of 5 average rating, 164 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.

4.98 out of 5 average rating, 216 reviews

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.

Apartment in Henleaze

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.

5 out of 5 average rating, 283 reviews

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 in Withington

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.

4.86 out of 5 average rating, 274 reviews

The modern kitchen features a spacious island with a wood countertop, complemented by grey cabinetry and stainless-steel appliances. Abundant natural light streams through overhead windows, illuminating the open layout. A wall-mounted TV is visible in the background, providing a focal point for the space.

Townhouse in Henleaze

Superb 2 Bed Townhouse in Cheltenham, The Suffolks

Recently refurbished, Traditionally Modern Townhouse in the Suffolk’s area of Cheltenham ... an area often referred to as the Notting Hill of Cheltenham, with an eclectic mix of independent cafes, bars, restaurants and shops, all on your doorstep Virgin Media SuperFast Fibre Broadband throughout, ideal for streaming and home working purposes.

4.8 out of 5 average rating, 287 reviews

A charming flat entrance is showcased, with neatly arranged steps leading up to a black front door framed by white walls. Decorative plants are placed along the pathway, and wrought iron railings complement the classic architectural details of the building.

Apartment in Henleaze

Stylish 2 Bedroom apartment in central Cheltenham

A quirky two double bedroom flat based on a quiet, tree lined street. 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.

Popular amenities for Cheltenham outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

Home in Stratford-upon-Avon

A modern kitchen area features sleek white cabinetry and a wooden countertop. A dining table with rustic charm is paired with two chairs, while an open staircase provides access to the upper level. A decorative basket of flowers enhances the inviting atmosphere.

4.98 out of 5 average rating, 235 reviews

Between Stratford-upon-Avon and North Cotswolds

4.96 out of 5 average rating, 101 reviews

An open plan living room features exposed Cotswold stone walls and a striking copper chimney breast. A comfortable sofa with accent pillows faces a wooden coffee table, adorned with a small plant. A large Smart TV is positioned beside a cozy electric fireplace.

Home in Gloucestershire

Victory Cottage - Luxury Escape - Cirencester

Home in Bourton-on-the-Water

The living area showcases exposed Cotswold stone walls and wooden beams, featuring a cozy wood-burning stove. A cloud boucle couch and rattan chairs provide seating, surrounded by a round dining table. Soft textures and warm colors create a relaxed atmosphere.

4.95 out of 5 average rating, 125 reviews

Bourton on the Water Scandi Chic Authentic Cottage

4.93 out of 5 average rating, 139 reviews

Home in Stroud

Peaceful Cotswolds Chapel Breathtaking Valley View

4.99 out of 5 average rating, 370 reviews

A modern barn exterior features a slate roof and large glass doors that open to a patio area, surrounded by well-maintained greenery. Potted plants and chairs are positioned outside, inviting relaxation in the scenic, tranquil setting.

Home in Sherborne

A Perfect Cotswold Getaway in Peaceful location

4.93 out of 5 average rating, 274 reviews

The barn features an expansive glass facade, allowing for ample natural light and unobstructed views of the surrounding landscape. A wooden deck extends outward, bordered by gravel. Inside, a spacious room can be seen with a super king-size bed and dining area.

Home in Slad

Unique Private Slad Valley Contemporary Chic Barn

4.98 out of 5 average rating, 123 reviews

A rustic brick fireplace is complemented by a large wooden mantel. A cozy wood-burning stove is positioned within the fireplace, flanked by a basket and slippers. The surrounding tiled floor adds warmth to the inviting open-plan living area.

Home in Gloucestershire

Wordsmith's Cottage

4.95 out of 5 average rating, 169 reviews

A charming bedroom features a king-size bed with a floral patterned blanket draped over it. Soft lighting from two bedside lamps creates a warm glow, while wooden beams add character to the space. A mirror reflects the cozy atmosphere, enhancing the inviting feel.

Home in Stow-on-the-Wold

Adorable listed cottage in Stow on the Wold.

Apartment rentals with outdoor seating

4.98 out of 5 average rating, 145 reviews

An inviting living area features a cream-colored armchair with a blue cushion, overlooking a private patio. Open glass doors provide a view of the garden, revealing modern outdoor seating surrounded by lush greenery and a wooden privacy fence.

Apartment in Hucclecote

Garden Annexe, Gloucester

Apartment in Weston Subedge

A bright kitchen area is complemented by a dining table with two chairs, positioned beside a shelving unit filled with books. The kitchen features modern appliances, and a spacious layout leads to a cozy double bedroom visible in the background, framed by soft natural light.

4.97 out of 5 average rating, 752 reviews

The Quart

4.86 out of 5 average rating, 829 reviews

The exterior of a charming stone building is depicted, featuring a sloped roof and two upper windows. A gravel pathway leads to an outdoor staircase, while a small table with benches is situated on a manicured lawn surrounded by trees.

Apartment in Longborough

Annex @ The Rectory - studio flat

Apartment in Great Malvern

The Victorian house is nestled within a mature garden, featuring a light-colored exterior and elegant sash windows. A pathway leads to the entrance, which is framed by greenery and flower beds, inviting guests into a serene outdoor space.

4.96 out of 5 average rating, 499 reviews

Garden Flat right on Malvern Hills

4.83 out of 5 average rating, 206 reviews

A modern living space is presented with a cozy sectional sofa, round dining table, and a well-equipped kitchen. Natural light illuminates the area, highlighting the neutral color scheme and minimalistic decor. A rug adds warmth to the wooden flooring, and storage solutions are neatly arranged.

Apartment in Cirencester

Cirencester - Lovely flat near town centre

Apartment in Bourton-on-the-Water

A serene lake reflects vibrant sunset hues across the sky, framed by lush greenery. The opposite shore features a scenic building, enhancing the tranquil setting. The still water creates a mirrored effect, capturing the beauty of the surrounding nature.

4.96 out of 5 average rating, 488 reviews

Luxury Apartment with Stunning View

Apartment in Gloucestershire

A large country home is presented in a modern brick design with multiple balconies and expansive windows. Surrounded by green trees, the entrance is highlighted by a welcoming front door with potted flowers adorning the exterior. The well-maintained driveway is visible in the foreground.

4.99 out of 5 average rating, 131 reviews

Idyllic Country Retreat in the Forest of Dean

4.91 out of 5 average rating, 274 reviews

The inviting living area features a comfortable sofa adorned with decorative cushions. A small table holds a few decorative items, while a flat-screen television is positioned on a wooden stand. Soft light illuminates the space, highlighting a piece of wall art in calming colors.

Apartment in Longdon

The Old Post Office, for a relaxing break

Condo rentals with outdoor seating

4.97 out of 5 average rating, 309 reviews

The historic stone exterior features a castle-like design with arched windows and a decorative entrance. A landscaped garden surrounds the building, showcasing vibrant flowers and a small pond. A stone path leads to a wooden bridge, enhancing the tranquil outdoor setting.

Condo in Gloucestershire

Private apartment in stunning historic house

4.98 out of 5 average rating, 274 reviews

Condo in Tetbury

Luxury, Grade II historic, dog-friendly & garden

4.98 out of 5 average rating, 163 reviews

A dining table is set for two on a sun terrace, featuring dishes, glasses, and decorative flowers. A warm sunset casts a golden glow over the scene, enhancing the peaceful ambiance. Scenic views of the surrounding nature are visible in the background.

Condo in Worcestershire

Malvern hillside apartment with spectacular views.

4.94 out of 5 average rating, 188 reviews

A weathered 'Welcome' sign hangs from a green metal gate surrounded by vibrant purple and green flowers. Potted plants are arranged on either side of the path, offering a warm entryway into the garden flat.

Condo in Worcestershire

Garden Flat just minutes from Malvern Town Centre

4.99 out of 5 average rating, 402 reviews

The exterior of Rose Cottage is presented, showcasing a light-colored façade with two garage doors below two small windows. A paved driveway is visible in the foreground, leading to the entrance of the property. Surrounding greenery adds a natural touch.

Condo in Thornbury

Delightful, comfortable, warm home away from home

4.85 out of 5 average rating, 310 reviews

The living area is characterized by high ceilings and large windows draped with yellow patterned curtains. A gray sofa with yellow accent pillows is positioned centrally, accompanied by a brown armchair. A green dining table and chairs, along with decorative art pieces, add charm to the space.

Condo in Gloucester

Large 1 bedroom with 2 bathrooms and parking

An open-plan kitchen and living area features a round dining table surrounded by four beige chairs. Natural light enters through two windows, highlighting a floral arrangement on the table. A cozy sofa with decorative cushions complements the modern cabinetry in the kitchen.

4.95 out of 5 average rating, 117 reviews

Stunning 2 Bed in the Heart of Cheltenham