Vacation rentals in Pittville

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Top-rated vacation rentals in Pittville

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Superhost

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.

Condo in Cheltenham

4.94 out of 5 average rating, 185 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.

ValueFamilyGetting around

Guest favorite

A private hot tub is situated on a rooftop terrace, surrounded by a neatly arranged seating area. The tub invites relaxation while offering panoramic views of Cheltenham's skyline and spires under a cloudy sky.

Apartment in Cheltenham

4.92 out of 5 average rating, 197 reviews

Central penthouse with private hot tub and views

In the heart of the town centre & a short walk to the racecourse, this penthouse has stunning views of Cheltenham and surrounding hills & a roof terrace which has a private hot tub. Free secure on-site parking is available. The apartment has 75" flat screen TV with sky channels & Netflix. Also see my other listings in the same block, which have both been refurbished in 2022 to a very high standard listed as "central penthouse with hot tub & views 24" & "town centre penthouse with hot tub 22"

ValueFamilyWifi

Guest favorite

A self-contained studio flat features a spacious bed with colorful bedding and freshly folded towels placed on top. A cozy sofa complements the room, with a large window allowing natural light to fill the space. A small alcove with a mirror is positioned nearby.

Apartment in Cheltenham

4.85 out of 5 average rating, 188 reviews

Town Centre Studio Flat

Whatever you’re in Cheltenham for, this newly renovated self-contained studio flat is the perfect location for your stay. 5 minutes walk from the high street and from the fantastic bars and restaurants of Montpellier. Round the corner from the hospital and with the beautiful Sandford Park Gardens and Lido on the doorstep. The studio is the ideal bolthole with permit parking available, key pad entry, kitchen area, newly fitted bathroom, bedroom area and sofa (sofa bed for an additional fee).

FamilyLocationNearby

Top guest favorite

Condo in Cheltenham

4.97 out of 5 average rating, 183 reviews

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.

LocationValueLong stay

Guest favorite

A modern living area is presented with a sleek gas fireplace and large flat-screen TV mounted above. A round coffee table sits in front of a cozy sofa adorned with green cushions. A green armchair and a stylish lamp add warmth to the space.

Home in Cheltenham

4.92 out of 5 average rating, 63 reviews

The Lodge, Private Parking & Garden

This spacious 1-bedroom lodge in Cheltenham is perfect for a luxurious, romantic escape for 2. The open-plan kitchen, living, and dining area feature a smart TV & gas fire, perfect for cosy movie nights. The high-spec, well-equipped kitchen has everything needed for home-cooked meals and opens to a secluded patio with comfortable seating. Upstairs, you’ll find a serene king bedroom and bathroom with dual sinks, shower, and bath - ideal for a relaxing getaway. Private parking for 2 vehicles.

LocationSleep qualityTV

Superhost

A cozy living area features a deep red sofa adorned with patterned cushions, positioned against light grey walls. A reflective mirror hangs above a traditional fireplace. A soft area rug covers the floor, complemented by a warm table lamp casting a gentle glow.

Condo in Cheltenham

4.88 out of 5 average rating, 145 reviews

Stylish, town centre apartment with free parking

Fantastic location for a city centre stay. Beautiful, regency apartment, with original Georgian features, spacious rooms and luxury interior. Town centre location, 5 minute walk to John Lewis. Also walking distance to Cheltenham Racecourse. The apartment is fully equipped with Wi-Fi, fully heated and powerful water pressure! There are two bedrooms, a fully equipped kitchen, one bathroom, one luxury en-suite, This is a perfect base from which to explore Cheltenham and the Cotswolds.

FamilyValueCleanliness

Top guest favorite

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 Cheltenham

4.97 out of 5 average rating, 204 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.

LocationParkingView

Top guest favorite

A large, pale yellow building is featured with a grand entrance and multiple windows. A flowering tree with pink blossoms is visible in the foreground, surrounded by a gravel pathway and well-maintained greenery, enhancing the inviting exterior of the property.

Condo in Cheltenham

4.94 out of 5 average rating, 174 reviews

Cosy Cheltenham Hideaway

We love to welcome guests to our home and offer a large self-contained Lower Ground Floor 1 bed apartment, with its own front door, allowing guests to come and go as they please. The property has a kitchen dinner, with microwave for convenience. A large sitting room with 42” TV. There is also a log burner which guests are welcome to use. The bedroom has a new Hypnos mattress. Finally there is bathroom with walkin shower. There is also secure off-street parking on the drive

LocationFamilyLaundry

Top guest favorite

Guesthouse in Cheltenham

4.96 out of 5 average rating, 135 reviews

Two Double Bedrooms Guest Annexe with EV Charging

A 2 Bedroom guest annexe within 100 yards of Cheltenham Race Course and within a 10 minute walk to the Town Centre. This property is tucked in the grounds of the main house and offers secure gated parking. The accommodation comprises open plan living space with fantastic views of Cleeve Hill and two double bedrooms. Use of laundry facilities and home gym if required (Subject to Availability). EV Charging available (separate charge).

FamilyLocationComfort

Top guest favorite

A spacious living area is depicted, featuring a cozy white sofa adorned with dark cushions. A wooden coffee table sits in front, showcasing magazines. Natural light floods the room through a large arched window, offering views of greenery outside, complemented by soft wall lights.

Apartment in Cheltenham

4.97 out of 5 average rating, 151 reviews

Regency apartment in the centre of Cheltenham.

Beautiful newly refurbished ground floor flat within a large regency town house in Clarence Square situated in walking distance to Cheltenham town centre and the famous Cheltenham Racecourse. The flat has one bedroom, wet room, large kitchen and living space. Free on street parking is available on request, we will need your registration number prior to your arrival to book this.

ValueLocationView

Top guest favorite

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.

Apartment in Cheltenham

4.97 out of 5 average rating, 116 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.

LocationFamilyQuiet

Guest favorite

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.

Guesthouse in Gloucestershire

4.91 out of 5 average rating, 681 reviews

Luxury Cotswold Lodge |Stunning View of Cheltenham

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.

ValueLocationGrill