Family-Friendly rentals near Cheltenham Racecourse

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Top-rated family-friendly rentals near Cheltenham Racecourse

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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 Cheltenham

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.

4.93 out of 5 average rating, 195 reviews
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 Cheltenham

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.

4.87 out of 5 average rating, 404 reviews
Superhost
An open plan master bedroom is illuminated by natural light from large windows. A free-standing roll-top bath sits beside the bed, accompanied by a potted plant. Exposed wooden beams add character, while tasteful wall art complements the tranquil decor.
Cottage in Prestbury

Luxury Thatched Cotswold Cottage, amazing location

Located in a historic village a stone's throw from Cheltenham's racecourse is our immaculately restored thatched cottage. A choice of 3 pubs, local shop and butcher can be found within walking distance. Ideal for 2 couples sharing or a family with accommodation on 2 floors. Featuring a master suite with roll-top bath and own sitting room which can be converted into a bedroom with a double sofa bed. Downstairs an accessible bedroom with its own separate shower w/c. Full kitchen diner with dog bed

4.94 out of 5 average rating, 213 reviews
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

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).

4.85 out of 5 average rating, 200 reviews
Guest favorite
The interior of the annexe showcases two single beds dressed in a patterned bedspread. A compact kitchen area is visible, equipped with essential appliances. A small dining space is positioned near a window, which allows natural light to illuminate the room. A wall-mounted TV is also present.
Guest suite in Cheltenham

Self contained Annexe in quiet area

Come and enjoy a stay in a quiet cul de sac 5/10 min walk from Cheltenham train station, 5 min drive from M5/GCHQ- within walking distance of Cheltenham Town center and Montpellier. Newly built self contained annexe with private entrance within our family home. Modern kitchen and ensuite with multiple bed configurations to suit up to 2 guests. Free parking around the cul de sac and WiFi included. Extensive knowledge of the local area, if we can be of any assistance do let us know 😁

4.95 out of 5 average rating, 112 reviews
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

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.

4.97 out of 5 average rating, 211 reviews
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

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

4.94 out of 5 average rating, 175 reviews
Guest favorite
A light-filled kitchenette is shown, featuring a variety of dishware including white plates and glassware. Two croissants rest on plates alongside an artisan bakery sign. Fresh flowers in a glass vase add a touch of greenery, enhancing the inviting dining experience.
Tiny home in Gloucestershire

Cheltenham Annexe -Near Racecourse - Free Parking

The annex is perfect for Cheltenham Festivals and exploring the Cotswolds. Just a 10 minute walk to Cheltenham Racecourse, and a convenient location for Cheltenham's other festivals, including Jazz, Literature and Science. It has its own front entrance and access to garden at the rear with views of the Cleeve Hill, perfect for winding down after a busy day enjoying everything the Cotswolds has to offer. We live in the attached property with our family if you need anything.

4.92 out of 5 average rating, 107 reviews
Guest favorite
A bright bedroom features a comfortable double bed with decorative cushions arranged on top. Two neatly rolled towels are placed on the bed. A wooden bedside table with a lamp stands next to the bed, while floral wallpaper and a decorative mirror enhance the space.
Apartment in Cheltenham

Central Regency basement flat with free parking

* Stylish, cosy and clean basement flat in a listed Regency townhouse * 5 minute walk to the heart of Cheltenham - The Prom * Great night’s sleep in a comfortable double bed * Living room with small dining table * Well-equipped kitchen * Separate bathroom with walk-in shower * Free wi-fi * Free parking right outside the flat * Sofa bed for 3rd guest if required (additional fee) * Ideal base for business/leisure, solo travellers or couples

4.92 out of 5 average rating, 335 reviews
Top guest favorite
Guesthouse in Cheltenham

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).

4.96 out of 5 average rating, 141 reviews
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 Cheltenham

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.

4.88 out of 5 average rating, 411 reviews
Superhost
A pathway lined with lush greenery leads to a charming dwelling partially hidden by trees and bushes. The gravel drive is framed by manicured hedges, creating a serene entrance. Natural light filters through the foliage, highlighting the tranquil setting of the home.
Guesthouse in Cheltenham

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.

4.87 out of 5 average rating, 136 reviews

Popular amenities for family-friendly rentals near Cheltenham Racecourse

Quick stats about family-friendly rentals near Cheltenham Racecourse

  • Total vacation rentals

    Explore 50 vacation rentals in Cheltenham Racecourse

  • Nightly prices starting at

    Cheltenham Racecourse vacation rentals start at G$20,924 GYD per night before taxes and fees

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    Over 1,570 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 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!