Vacation rentals in Pittville

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.

Location · Family · Long stay

The Coach House at Pittville Park

A quiet and cosy self-contained guest suite with free off-street parking and a private entrance. Newly renovated to a high standard, combining period character with hotel-style modern comfort. The ground-floor space includes a spacious bedroom, en-suite shower room, kitchenette and outdoor seating/dining. Cheltenham Racecourse and the town centre are within walking distance. Key-box self check-in available. There's no television: the space is designed for calm and rest. The host lives next door.

Location · Cleanliness · Parks

Breathtaking Cotswolds Restored Chapel Valley View

Step into a rare and remarkable stay at ‘The Old Church’, a lovingly restored & renovated 1820s chapel nestled on the hillside in the idyllic Cotswolds village of Sheepscombe. This enchanting property blends timeless character & period charm with a relaxing contemporary feel. A truly unique picturesque countryside escape. Located in a tranquil woodland setting on the edge of Blackstable Nature Reserve with scenic valley walks, a rustic village setting, a playground & lovely pub down the lane.

Value · Location · Getting around

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).

Value · Family · Kitchen

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.

Family · Location · Bathroom

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.

Location · Accuracy · Parking

Central Penthouse with Hot Tub & Views 24

In the town centre & a short walk to the racecourse, this stylish penthouse was fully refurbished in February 2022 to a high standard. The private roof terrace offers outdoor bar area with spectacular views of the town centre & surrounding hills, & a private hot tub. An excellent base to explore Cheltenham & The Cotswolds. Secure parking, 75" TV with movie channels, both bedrooms have large hotel standard 6ft superking size beds. Both bathrooms have walk in shower, with large showerheads

Value · Family · Accuracy

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.

Location · Decor · Sleep quality

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

Family · Value · Checkout

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).

Family · Location · Heating

Prestbury Village Annexe.

Nestled in the beautiful cotswold hills and minutes from Cheltenham town centre, this stunningly located Prestbury Village Annexe is 5 minutes walk to The Cheltenham Racecourse and 3 doors down from The Plough pub. Comfortable and cozy with all amenities, this double bed dwelling is perfect for those attending the numerous horse races, or for those that want a quiet, peaceful break. Opposite the 13th century church of St Mary.

Location · Value · Kitchen

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.

Location · Value · Long stay