Pet-friendly holiday rentals in Cheltenham

An open-plan living area features exposed wooden beams and a brick feature wall, creating a warm ambiance. A plush sofa is positioned beside a log burner. A glass vase with colorful flowers adorns the dining table, enhancing the inviting interior.

4.94 out of 5 average rating, 142 reviews

Willow Cottage, A Luxury Cotswold Retreat

Willow Cottage is a self-contained annexe connected to Waterloo House, a 19th century farmhouse. Named after the Weeping Willow tree right outside the door and located in the beautiful semi-rural village of Stoke Orchard, this recently renovated cottage offers an excellent base from which to explore the Cotswolds. There are great walks and cycle routes straight out of the door, and with Cheltenham Racecourse and Cheltenham town only a short drive away the possibilities for exploring are endless!

An open-plan living space features a striking loft with a glass design above a cozy seating area. A patterned sofa and a coffee table sit on a red rug. A staircase leads to the loft, while the kitchen area is visible in the background.

4.95 out of 5 average rating, 143 reviews

Pittville Loft - 5* Free parking no cleaning fee

The hidden gem of hidden gems. Our beautiful apartment is nestled in a quiet private mews lane - close to all you need and want in central Cheltenham. Free Parking inc Pittville Loft is perfectly situated for couples, young families, small groups of friends and single people traveling for business or pleasure. Within easy walking distance to the festival sites and the racecourse. Quirky and unique, Pittville Loft combines all modern conveniences with stylish vintage style and industrial chic.

4.9 out of 5 average rating, 106 reviews

A comfortable living area features a stylish coffee table with books and cups, set in front of a decorative electric fire. A modern artwork is displayed on the wall above, while natural light filters through partially closed window blinds. A potted plant adds a touch of greenery.

Flat

St Marg’s Hideaway; Grade II listed luxury apartment in the heart of Cheltenham - gateway to the Cotswolds! Sleeps 4 - outdoor seating and free private parking!

Welcome to St. Marg's Hideaway! Indulge in luxury living in this apartment within a Grade II listed building in central Cheltenham, with free private parking included! Meticulously restored, this apartment combines historic charm with modern comfort, and sleeps 4. The spacious living area, tranquil bedroom and top-notch kitchen create an elegant ambiance. Located in Cheltenham's centre, St Marg's offers a blend of heritage and contemporary living for a truly opulent stay. Now also pet-friendly!

4.88 out of 5 average rating, 646 reviews

The charming stone cottage features a welcoming double door entrance, revealing an open-plan living area with a small kitchen. A large window allows natural light to fill the space, providing a glimpse of the surrounding greenery outside.

Tiny home

Little Knapp on the Cotswold Way

Snug space ideal for relaxing getaways. Set in area of outstanding natural beauty. Perfect base for couples to explore the Cotswolds with direct access to Cotswold Way. It's a quirky small space. Intended as a great escape, there is WiFi but no TV. Dogs: 1 w-behaved dog welcome (+ £10). Sofabed: Please request bedding (+£10 charge) or bring own for free. Firepit & logs: By request (£10) NB Bathroom space limited, stairs tricky for less mobile, roof terrace is private & overlooked by our house.

The living area features a cozy seating arrangement with a neutral-toned sofa and decorative cushions. A natural woven pendant light hangs above, illuminating the space. A rustic coffee table sits on textured flooring, accompanied by warm tones and a charming wreath adorning the entrance.

4.98 out of 5 average rating, 212 reviews

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!

A cozy corner of the living area features a modern black seat positioned near a rustic brick fireplace. A clock with Roman numerals sits above the fireplace, which holds a warm fire. Stacked firewood rests beside it, accompanied by a large window letting in natural light.

4.87 out of 5 average rating, 194 reviews

Intriguing Apartment in Regency Villa

An intriguing designed and modern 91 square metre apartment in a Regency Villa. With designer furnishings, and stunning limestone flooring. The apartment has been renovated to a pristine standard with feature lighting. Located on the prestigious Montpellier Terrace, the apartment looks onto the famous Cheltenham festivals in Montpellier gardens, and is within a small walking distance to all the Restaurants and Bars that the central and stylish Montpellier district of Cheltenham has to offer.

The cottage is set on a hillside, surrounded by lush greenery and trees. A gentle slope leads to the well-maintained garden, with ferns and native plants framing the stone structure. The sky is bright blue with scattered clouds, enhancing the peaceful rural setting.

5 out of 5 average rating, 266 reviews

Magical cottage set within a woodland glade

Badgers Bothy is set within a woodland glade in the grounds of the 16th century Amberley Farmhouse and provides the most unique and charming country escape. Our idyllic cottage is set on the edge of Minchinhampton Common (located in an AONB) and with miles of footpaths which are perfect for those wishing to explore the Cotswolds. This beautiful cottage exudes an aura of peace and tranquillity and a haven for those wishing to escape the hustle and bustle of a busy life.

4.97 out of 5 average rating, 235 reviews

A seating area is furnished with a dark grey sofa and wooden coffee table, positioned on a patterned rug. Four dining chairs surround a wooden dining table. Light streams through two windows, complemented by burgundy curtains. A wall-mounted television is installed above the decorative media unit.

Flat

Montrose Lodge Regency Apartment, free parking(x2)

A beautifully refurbished Regency-style apartment in a superb central location. With permit street parking included for 2 vehicles within zone 1, extended parking times are available on request. The accommodation has been renovated to a high standard, featuring high ceilings, elegant period detailing, and a spacious, light-filled interior. Just a short walk to Montpellier and the Imperial Gardens, the perfect base to explore wonderful Cheltenham and all it has to offer.

A modern living room features a comfortable white leather sectional sofa, facing a large wall-mounted television. A sleek coffee table is placed on a soft black rug, complemented by a stylish floor lamp. Natural light streams in through large windows, framed with patterned curtains.

4.91 out of 5 average rating, 163 reviews

Beautiful & Vast Central Apartment Free Parking

Welcome to my spacious apartment within Montpellier! This exceptional ground floor living space offers a comfortable and inviting atmosphere, providing you with the perfect place to call home. Located in a desirable neighborhood, this apartment is conveniently situated close to a variety of dining, shopping, and entertainment options. With easy access to major transportation routes, you'll have no trouble exploring the surrounding area and beyond

4.98 out of 5 average rating, 130 reviews

Barn

Beautiful Barn in the Cotswolds

Beautifully private converted barn in the heart of Gloucestershire, perfectly situated for Cheltenham Races, the Cotswold Way and Gloucester Rugby as well as all the local town festivals. Dating back to the 1850s and part of the original village Rectory, the barn was converted in 2019 and provides both a light and airy base as well as a cosy and super comfortable retreat. Can sleep up to 4.

4.92 out of 5 average rating, 619 reviews

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

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.

4.86 out of 5 average rating, 286 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

Cheltenham Superb 2 Bed Townhouse, 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.

Popular amenities for Cheltenham pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A spacious barn-style structure nestled within lush greenery, featuring a contemporary metal roof. The building is surrounded by manicured grass and ornamental shrubs, with a pathway leading to the entrance. White clouds drift across a blue sky, adding to the serene landscape.

4.95 out of 5 average rating, 151 reviews

Larch Barn

The exterior of Rectory Cottage showcases a charming brick facade with elegant timber accents. The garden features a manicured lawn and assorted flowering plants. A spacious terrace with outdoor seating provides a welcoming spot for relaxation, surrounded by wooden fencing and lush greenery.

5 out of 5 average rating, 124 reviews

Rectory Cottage - Luxury Gloucestershire Retreat

A comfortable living space features a gray sofa paired with a rustic wooden bench. A stone fireplace with a wood-burning stove is framed by an elegant circular mirror, while warm lighting hangs from the ceiling, creating a cozy ambiance. A television stands on a wooden dresser nearby.

4.92 out of 5 average rating, 143 reviews

Beam House, Winchcombe, sleeps 6 + 2

The open-plan kitchen and living area features a light wooden floor and a contemporary design. A spacious kitchen island is complemented by a dining table, while a comfortable seating area includes a two-seater sofa adorned with an orange cushion. Large windows allow natural light to fill the space.

4.97 out of 5 average rating, 154 reviews

*NEW* Wardall's Cottage - Central Location!

A spacious living area features a large glass wall, providing a panoramic view of the surrounding greenery. A comfortable couch and accent chairs are arranged around a circular wooden table with decorative items. The dining area, visible in the background, is set for meals with elegant chairs and light fixtures.

4.9 out of 5 average rating, 180 reviews

Beautiful hillside house with stunning valley view

4.96 out of 5 average rating, 160 reviews

Luxury Cosy Cottage with Garden

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.

4.98 out of 5 average rating, 393 reviews

A Perfect Cotswold Getaway in Peaceful location

A bright living area features a comfortable gray sofa with green cushions, facing a wall-mounted television. French doors open to the garden, allowing natural light to fill the space. A rug decorates the floor, and a small wooden table adds to the cozy ambiance.

4.99 out of 5 average rating, 169 reviews

Beautiful 1-bedroom home in Broadway

Pet-friendly home rentals with a pool

4.99 out of 5 average rating, 123 reviews

A long wooden dining table is set along a lakeside deck, surrounded by black wicker chairs. Lanterns are placed in the center, offering a warm ambiance. Reflections of nearby houses and trees are visible in the serene water, under a cloudy sky illuminated by the setting sun.

Holiday home

Own Island: Direct Lake Access, Activities, Spa

4.9 out of 5 average rating, 129 reviews

Charming Stone Cotswold Cottage with Pool Access

4.85 out of 5 average rating, 120 reviews

Dovecote Cottage

An open-plan space features a large dining table set for six, surrounded by wooden chairs. Natural light streams through expansive windows, providing views of the surrounding landscape. The mezzanine above contains a sofa, and textured stone walls add character to the area.

4.98 out of 5 average rating, 125 reviews

Boundary Court Barn, Selsley common, Stroud

The exterior of the cottage showcases a contemporary design with large glass doors and a balcony on the upper floor. A well-maintained lawn complements the structure, while patio areas invite outdoor relaxation. Sunlight filters through the trees, enhancing the overall appeal of the property.

4.84 out of 5 average rating, 181 reviews

Wishbone Cottage, beautiful lakeside Cotswold home

The living area features a high ceiling with skylights allowing natural light to fill the space. A light wooden floor contrasts with dark leather sofas arranged around a rustic wooden coffee table. A blue accent wall frames artwork, while a black stove adds warmth, complemented by a television.

4.88 out of 5 average rating, 160 reviews

43 Clearwater - Lower Mill Estate + Pools + Spa

4.92 out of 5 average rating, 220 reviews

Fairhazel Cottage – Lower Mill Estate

4.89 out of 5 average rating, 179 reviews

A private hot tub with bubbling water is situated on the spacious deck, surrounded by lush greenery. A comfortable chair and small table provide a cozy seating area, while the sky above is partly cloudy, creating a peaceful outdoor setting.

Chalet

The Warren Lodge with Hot Tub, Free Hoburne Passes

Private, pet-friendly home rentals

A comfortable seating area features a dark brown leather couch paired with soft decorative pillows. A lamp provides gentle illumination, while a wooden coffee table holds a vase of fresh flowers. A cozy fire burns in the stone fireplace, creating a welcoming ambiance.

4.95 out of 5 average rating, 181 reviews

Lovely 2-bed cottage in Cotswold village with pub

Two comfortable chairs are positioned on a patio, overlooking a green paddock with trees and distant hills. A table with a blue drink sits between the chairs, while dogs can be seen playing in the open space under a partly cloudy sky.

4.99 out of 5 average rating, 583 reviews

Stunning Dog Friendly Barn , Summerhouse / Paddock

4.91 out of 5 average rating, 492 reviews

A wooden cabin with a welcoming porch is framed by trees and greenery. Large doors open to reveal the interior, complemented by steps leading up to the entrance. The structure features natural wood finishes, blending harmoniously with the surrounding landscape.

Tiny home

Detached warm cabin - views, kitchenette & hot tub

4.97 out of 5 average rating, 352 reviews

The exterior of Blacklains Annexe features a stone facade with a wooden door and modern windows. A covered entrance area provides shelter, while the gabled roof complements the charming design. The surrounding area showcases a paved driveway and natural setting with trees in the background.

Guest house

Blacklains Annexe, Birdlip, Cotswold

The open plan living area features exposed oak beams, a large smart TV, and a log burner. A comfortable seating arrangement is complemented by a central coffee table, and dining options are provided with a stylish table set for meals. Natural light illuminates the space.

4.99 out of 5 average rating, 231 reviews

Converted barn in beautiful Cotswolds countryside

4.88 out of 5 average rating, 636 reviews

A modern wooden studio is enveloped by lush greenery and a low wooden fence. A shaded seating area is visible, alongside vibrant plants climbing the structure. The surrounding natural landscape enhances the sense of privacy and tranquility.

Guest house

The Garden Studio Graywalls Stroud

A spacious bedroom features a wooden headboard against a neutral wall. Two bedside lamps provide soft lighting beside the bed, which is adorned with decorative pillows. A large window with curtains allows natural light to enter, and neatly arranged towels are displayed on a nearby surface.

4.86 out of 5 average rating, 558 reviews

Apple Tree Cottage, 2 bedroom (double & king beds)

A stone annex is depicted beside a gravel path leading up a steep, grassy slope. A large tree provides shade, while the clear blue sky adds brightness to the scene. The entrance door is prominently featured, framed by natural stone walls.