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
4.93 out of 5 average rating, 186 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.

Top guest favorite
An aerial view captures the two detached luxury cabins positioned on a gravel drive within a scenic conservation orchard. Lush green fields extend towards the horizon, dotted with trees and framed by distant hills. A serene rural landscape surrounds the cabins, emphasizing their tranquil setting.
Farm stay in Whittington
5.0 out of 5 average rating, 113 reviews

Architectural gem on an acclaimed Cotswold farm /2

Enjoy a luxurious 'Bantam House' on our award-winning conservation farm. Your every comfort catered for with a handmade super king bed, air-conditioning and superfast fibre broadband. Overlooking a conservation orchard, this house is immersed in nature. The farm has been named one of the top wildlife destinations in the UK (Iolo Williams, Spring Watch). Ten minutes' drive to the spa town of Cheltenham, our cotswold getaway has bountiful access to the outdoors and great road links via the A40.

Top guest favorite
Apartment in Cheltenham
5.0 out of 5 average rating, 30 reviews

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.

Guest favorite
Home in Painswick
4.94 out of 5 average rating, 179 reviews

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.

Top guest favorite
Condo in Cheltenham
4.97 out of 5 average rating, 184 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.

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.

Top guest favorite
An outdoor terrace is shown featuring a circular hot tub and a long wooden table with seating. Surrounding greenery complements the space, while distant hills and the town's buildings are visible under a cloudy sky.
Condo in Cheltenham
4.92 out of 5 average rating, 74 reviews

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

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, 206 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 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

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).

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.

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
4.92 out of 5 average rating, 683 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.

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