Family-Friendly rentals near Cheltenham Racecourse

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Top-rated family-friendly rentals near Cheltenham Racecourse

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Guest favorite
A modern kitchen space features sleek white cabinets and an integrated oven. A wooden countertop provides an inviting area for meal preparation, while stainless steel appliances complement the clean design. Natural light enters through a nearby window, enhancing the bright and functional atmosphere.
Condo in Gloucestershire
4.87 out of 5 average rating, 373 reviews

Modern studio in the heart of Cheltenham

Enjoy your stay in this centrally located studio apartment on the top ( second ) floor. Ideally located for all the wonderful bars cafes and restaurants that Cheltenham has to offer, this easy living, modern studio apartment is on the doorstep to all the activity. You will see instructions for entry 48 hours before arrival. GL52 2SQ There is a secure side door for bike storage on ground floor. Cheltenham Racecourse is a 5 minute drive ( traffic dependent ) or a 30 minute walk from apartment.

Top guest favorite
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 Gloucestershire
4.95 out of 5 average rating, 148 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.

Guest favorite
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.
Apartment in Gloucestershire
4.9 out of 5 average rating, 110 reviews

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!

Top guest favorite
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.
Cottage in Winchcombe
4.98 out of 5 average rating, 223 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!

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 Gloucestershire
4.96 out of 5 average rating, 177 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 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.
Condo in Cheltenham
4.98 out of 5 average rating, 374 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.

Top guest favorite
The entrance of a historical building showcases a bright yellow door flanked by decorative wrought iron balconies. Potted plants are positioned on either side of the entrance, complementing the stone facade. Steps lead to the front door, framed by classic wrought iron fencing.
Condo in Gloucestershire
4.95 out of 5 average rating, 161 reviews

Regency flat, private courtyard, free parking

A beautiful recently renovated Regency flat in a grade II* building. We are 5 minutes walk to the city centre and 25 minutes to the Racecourse. The flat has its own front door and private courtyard. Virgin VIP package and high speed broadband plus Sky & BT Sports. One kingsize bed with soft linen sheets, plus one sofa bed for additional guests (book for 3 if you want the sofa bed). Well equipped kitchen. Separate shower room (off living room). Free parking nearby. Nest heating.

Top guest favorite
A charming exterior of the converted dairy is highlighted with red brick and a slate roof. Flower baskets adorn the windows, while a seated area with wooden chairs offers a serene view of the surrounding greenery and lavender. A cat is seen resting nearby.
Barn in Gloucestershire
5 out of 5 average rating, 147 reviews

Farm close to Cheltenham with stunning views

Relax in our lovingly-converted dairy on our small working family farm overlooking Cheltenham. Superb views and sunsets from the quiet and private accommodation. Meet our alpacas, donkeys and pygmy goats and enjoy our free range eggs. Walk in our 80 acres of natural hillside, see the wildlife and enjoy the scenery. We are near the Cotswold Way, GWSR Steam Railway and Cheltenham Racecourse, and approx. 2 miles to the centre of Cheltenham - the heart of the Cotswolds.

Top guest favorite
The exterior features a newly refurbished annexe with a clean, modern design. A stone pathway leads to a private entrance, surrounded by gravel and paving. A small area of artificial grass and a garden shed are visible, providing a welcoming outdoor space.
Guesthouse in Gloucestershire
4.91 out of 5 average rating, 385 reviews

Beautiful Self-Contained Annexe in Cheltenham

A lovely, newly refurbished annexe, perfect for 1 or 2 guests within good distance to the town center. A cosy, fully functioning, self-contained home from home featuring a double bed, kitchenette, en suite bathroom, 32" TV, heated floor and radiator with a private entrance. Located a 30 minute walk from the town centre and the Brewery Quarter, which is full of restaurants and bars, 2 cinemas, Mr Mulligans Adventure Golf and Hollywood Bowl.

Top guest favorite
Guesthouse in Gloucestershire
4.96 out of 5 average rating, 115 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).

Guest favorite
A spacious room features a comfortable king-size bed covered with a textured yellow quilt. A kitchenette is visible in the background, alongside a wooden table. Natural light enters from a nearby window, illuminating the simple decor, which includes a dresser and casual seating.
Guest suite in Gloucestershire
4.88 out of 5 average rating, 377 reviews

The Garden retreat

The Garden room has its own front and back door, and access to a lovely south facing garden. It has a kitchenette and en suite. It has a very comfortable king-size bed. We are 10-15 minutes walk from the town centre and have views onto Cleeve Hill the highest point of the Cotwolds. There are good local pubs, a national award winning fish and chip shop and a supermarket all nearby. Perfectly situated for all Cheltenham festivals.

Top guest favorite
Condo in Gloucestershire
4.96 out of 5 average rating, 157 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.

Popular amenities for family-friendly rentals near Cheltenham Racecourse

Quick stats about family-friendly rentals near Cheltenham Racecourse

  • Total vacation rentals

    Explore 10 vacation rentals in Cheltenham Racecourse

  • Nightly prices starting at

    Cheltenham Racecourse vacation rentals start at G$8,369 GYD per night before taxes and fees

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  • Wi-Fi availability

    10 of Cheltenham Racecourse vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Cheltenham Racecourse rentals

  • 4.9 Average rating

    Cheltenham Racecourse stays are highly rated by guests—averaging 4.9 out of 5!