Vacation Rentals in Cheltenham

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Cheltenham holiday rentals
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2305 Holiday rentals and Airbnb in Cheltenham

Superior Family-Friendly Holiday Rentals in Cheltenham, United Kingdom

Give the entire crew plenty of space to relax and unwind after a busy day of sightseeing at family holiday rentals in Cheltenham, United Kingdom.

Pittville Garden Flat - Walk To Town ,Racecourse And Pittville Park - Cheltenham
10 4 reviews

Pittville Garden Flat - Walk To Town ,Racecourse And Pittville Park

apartment, Cheltenham
This garden flat in Cheltenham offers a private garden and terrace with garden views, located 15 kilometres from Kingsholm Stadium and 32 kilometres from Cotswold Water Park.
This spacious one-bedroom apartment accommodates two guests, featuring a fully equipped kitchenette with a fridge, microwave, and dishwasher, complimentary Wi-Fi, an outdoor dining area, and provided towels and bed linen, covering 70 square meters.
Cheltenham-2 Bedroom Home-sleeps 6-parking-work Or Leisure - Cheltenham
8.5 41 reviews

Cheltenham-2 Bedroom Home-sleeps 6-parking-work Or Leisure

house, Cheltenham
This Cheltenham house, situated approximately 13.8 kilometres from Kingsholm Stadium and 14.5 kilometres from Sudeley Castle, offers convenient access to local attractions.
The 93 square metre property sleeps up to six guests in two bedrooms and one bathroom, boasting a fully equipped kitchen, private garden, free parking, and WiFi; a washing machine and baby safety gate are also provided.
Apartment ∙ 4 Bedrooms ∙ 8 Guests - Cheltenham
No reviews

Apartment ∙ 4 Bedrooms ∙ 8 Guests

apartment
This Grade II listed town house is located in the Montpellier District, a minute's walk from local attractions and 2.3 kilometres from GCHQ, 4 kilometres from Cheltenham Racecourse and 322 metres from the University of Gloucester.
This four-bedroom, two-bathroom property accommodates up to eight guests, offering a garden, parking, and a kitchen with a dishwasher and microwave, alongside a dedicated 'dog den' for pet owners.
The Chapel Street Hideaway By Fortuna Property Portfolio - Cheltenham
8.7 3 reviews

The Chapel Street Hideaway By Fortuna Property Portfolio

house, Cheltenham
This Cheltenham vacation home is located 14 kilometres from Kingsholm Stadium and 32 kilometres from Cotswold Water Park.
This 81 square metre holiday home offers a fully equipped kitchen, free WiFi, and free parking, with a terrace and garden for outdoor enjoyment, accommodating up to 13 guests.

Best Cheltenham holiday rentals with parking

Cirencester Road - Elegant 5 Bedroom Semi-detached House With Garden And Patio - Cheltenham
No reviews

Cirencester Road - Elegant 5 Bedroom Semi-detached House With Garden And Patio

apartment, Charlton Kings
This five-bedroom semi-detached house is located near the centre of Cheltenham, close to Charlton Kings, approximately 0.5 km from The Royal pub and within easy reach of Cheltenham town centre, the racecourse, and the A436 for exploring the Cotswolds.
The property offers open-plan living, a fully equipped kitchen, three bathrooms, parking for two cars, and a private rear garden, comfortably accommodating up to ten guests.
Cosy Peaceful Self Contained Home In Montpellier - Cheltenham
8.9 28 reviews

Cosy Peaceful Self Contained Home In Montpellier

house, Cheltenham
This self-contained house in Cheltenham is conveniently located 13km from Kingsholm Stadium, 14km from Gloucester Cathedral, and 14km from Sudeley Castle, offering easy access to other attractions within a 48km radius.
The 800 square metre property features two bedrooms, two bathrooms, sleeps eleven guests, and includes a fully equipped kitchen with a fridge, microwave, and dishwasher, plus free Wi-Fi and private parking.
Elliot Oliver - Stunning 4 Bedroom Home With Parking In Cheltenham - Cheltenham
9.4 17 reviews

Elliot Oliver - Stunning 4 Bedroom Home With Parking In Cheltenham

house, Cheltenham
This four-bedroom family home is located in Cheltenham, 14.8 kilometres from Kingsholm Stadium and 12.6 kilometres from Sudeley Castle.
This detached house accommodates up to 13 guests, offering complimentary Wi-Fi, private parking, and a fully equipped kitchen, with check-out between 08:00 and 10:00 AM.
Charming Two Bedroom Apartment In Fairview - Cheltenham
9.4 21 reviews

Charming Two Bedroom Apartment In Fairview

apartment, Cheltenham
This Fairview apartment in Cheltenham enjoys a peaceful location, 12.4 km from Sudeley Castle and 15 km from Kingsholm Stadium.
The 65 square metre self-catering flat offers two bedrooms, one bathroom, and sleeps six, including a fully equipped kitchen with dishwasher, private patio, free Wi-Fi, and parking.

Frequently asked questions about holiday rentals in Cheltenham

  • What should a first-time visitor not miss in Cheltenham?

    You definitely shouldn't miss a visit to the Cheltenham Art Gallery & Museum, it's a real gem. And if you're a fan of the Cotswolds, take a day trip to the charming town of Bourton-on-the-Water, just a short drive away.
  • What are the best Airbnb and holiday rentals in Cheltenham?

    Portland Apartments, Tewkesbury Town House and Strozzi Palace Suites By Mansley are among the best Airbnb and holiday rentals in Cheltenham.

  • Which neighborhood in Cheltenham should you consider for a vacation rental?

    The Montpellier area is very popular with visitors, it's full of independent shops, cafes and restaurants. If you prefer something quieter, the Leckhampton area is a bit further out but still within easy reach of the town centre.
  • What are the most popular Airbnbs in Cheltenham?

    Among the Airbnbs in Cheltenham, Tewkesbury Town House, Mike's Flat 5 and Beautiful Two Bedroom Apartment are the most popular ones.

  • What are the top family-friendly attractions in Cheltenham?

    The Cotswold Wildlife Park is a great day out for all ages, and the Cheltenham Museum & Art Gallery has lots of interactive exhibits for kids. For a bit of fun, the Everyman Theatre puts on fantastic family shows throughout the year.
  • What are the best holiday rentals with a pool in Cheltenham?

  • When is the best time to book a vacation rental in Cheltenham?

    The best time to book a vacation rental in Cheltenham is during the shoulder season, from April to May or September to October. You'll avoid the crowds and the prices are usually lower.
  • What are the best rentals for families and kids in Cheltenham?

  • What events or festivals should visitors check out in and around Cheltenham?

    The Cheltenham Jazz Festival is a huge event in May, attracting world-class musicians. And if you're a horse racing fan, the Cheltenham Festival in March is a must-see.
  • What are the best rentals or Airbnbs with a jacuzzi in Cheltenham?

    The best holiday rentals or Airbnb with a jacuzzi in Cheltenham are Hatherley Manor Hotel & Spa, The Hut And Tub and Central Penthouse With Hot Tub & Views 23.

  • What are the best budget-friendly activities in Cheltenham?

    A stroll through Pittville Park is free and offers beautiful views. The Cheltenham Town Hall is also free to enter and has some impressive architecture. For a cheap bite to eat, head to the Montpellier Market, which has a variety of stalls selling delicious food.
  • What are the best restaurants with local dishes in Cheltenham?

    The Tavern is a popular spot for traditional pub grub, and The Wheatsheaf serves up delicious Cotswold lamb. For a more upscale dining experience, The Ivy Montpellier Brasserie is a great choice.
  • What are the best walking or cycling routes in Cheltenham?

    The Cotswold Way is a famous long-distance trail that passes through Cheltenham. For a shorter walk, try the Pittville Park loop. For cycling, the Cotswold Cycleway is a great option, offering scenic views of the countryside.
  • Are there pet-friendly attractions in Cheltenham?

    Many pubs and cafes in Cheltenham are dog-friendly, and Pittville Park is a great place to let your furry friend run around. The Cotswold Wildlife Park also welcomes well-behaved dogs.
  • What are the benefits of choosing a vacation rental in Cheltenham?

    Vacation rentals offer more space and privacy than a hotel. They often come with a kitchen, so you can save money by cooking your own meals. And they're usually located in more residential areas, giving you a taste of local life.
  • What are the top sports attractions and facilities in Cheltenham?

    Cheltenham Racecourse is world-famous for its horse racing events, particularly the Cheltenham Festival. For other sports, there's the Cheltenham Town Football Club and the Cheltenham Ladies' College Sports Centre.

Popular destinations

Holiday Rentals with a Balcony in Cheltenham, United Kingdom

Relax in the open air and watch the neighborhood bustle from the elevated vantage of holiday rentals with a balcony in Cheltenham, United Kingdom.

The Cheltenham Suites - Fabulous 1 Bed Apartment - Cheltenham
No reviews

The Cheltenham Suites - Fabulous 1 Bed Apartment

apartment, Cheltenham
This Cheltenham town centre flat is a short walk from the Regent Arcade shopping centre and the Everyman & Playhouse Theatres, offering easy access to Cheltenham Racecourse (approximately 2.4km away).
The 46 square metre self-catering apartment features one bedroom, one bathroom, a private terrace, parking, and sleeps two guests, with amenities including a fully equipped kitchen and high-speed internet.
Beautiful Apartment & Garden, Central Cheltenham - Cheltenham
No reviews

Beautiful Apartment & Garden, Central Cheltenham

apartment, Gloucestershire
This newly refurbished, high-spec two-bedroom basement flat is situated on a sought-after road in Cheltenham, a short walk from the town's shops, restaurants, and parks, and a 5-minute drive from Cheltenham Racecourse.
This 79 square meter apartment accommodates up to 4 guests, featuring an open-plan living area with a fully equipped kitchen, two bedrooms each with an en-suite bathroom, and a private two-tiered garden with outdoor seating.
5 Bed - Quiet Twin Homes: 5 Beds, 3 Baths & Parking For 3 - Cheltenham
No reviews

5 Bed - Quiet Twin Homes: 5 Beds, 3 Baths & Parking For 3

house, Gloucestershire
This five-bedroom Cheltenham house, situated in central Cheltenham, Gloucestershire, is conveniently located 13.5 km from Kingsholm Stadium and 14.6 km from Gloucester Cathedral.
The 167 square metre property boasts three bathrooms, sleeps 23 guests, offers free Wi-Fi, private parking, a garden, and a fully equipped kitchen with a dishwasher and microwave.
Rosebay Gardens, Cheltenham - Delightful, Charming And Very Spacious 4br Retreat - Cheltenham
9.2 6 reviews

Rosebay Gardens, Cheltenham - Delightful, Charming And Very Spacious 4br Retreat

house, Golden Valley
Rosebay Gardens is a 4-bedroom house in Golden Valley, located 11.9 kilometres from Kingsholm Stadium and 12.1 kilometres from Gloucester Cathedral.
This property offers accommodation for 13 guests with 2 bathrooms, a fully equipped kitchen, free WiFi, and private parking, plus a terrace for outdoor relaxation.

Best Cheltenham holiday rentals with air conditioning

Comfy Modern Townhouse/w Free Parking & Garden, Newly Refurbished, Self Catering - Cheltenham
9.0 4 reviews

Comfy Modern Townhouse/w Free Parking & Garden, Newly Refurbished, Self Catering

apartment, Cheltenham
This Cheltenham holiday home is situated 0.8km from Jonny-Rocks Stadium and 3km from Cheltenham Racecourse, offering easy access to the Holst Birthplace Museum and Pittville Park, all within a 1.6km radius.
The two-bedroom property sleeps four, boasting a fully equipped kitchen with dishwasher, a jacuzzi, garden with barbecue, Smart TV, and fireplace; express check-in/out is available.
Montpellier Cheltenham - Character Georgian Town House - Cheltenham
No reviews

Montpellier Cheltenham - Character Georgian Town House

house, Cheltenham
This character Georgian townhouse is situated in Cheltenham's Montpellier district, 13.04 kilometres from Gloucester Cathedral and 13.36 kilometres from Kingsholm Stadium.
This 46 square metre townhouse offers accommodation for up to 9 guests, featuring a fully equipped kitchen, air conditioning, and free WiFi, making it a suitable base for exploring Cheltenham.
Luxurious 1 Bed Detached Home With Gated Parking - Cheltenham
10 2 reviews

Luxurious 1 Bed Detached Home With Gated Parking

apartment, Cheltenham
This one-bedroom Cheltenham apartment, 1 North Hall, is situated a 2.4km walk from Cheltenham town centre, close to Pittville Park and Cheltenham Racecourse.
The self-contained flat offers a king-size bed, a fully equipped kitchen with fridge and microwave, private decked area, gated parking, complimentary Wi-Fi, and accommodates two guests, with a weekly cleaning service for longer stays.
Central Cheltenham, Self Contained Flat, Sleeps 4, Private Basement Flat With Full Kitchen, Ideal For Shopping, Races, Festivals Or Short City Breaks, Free Parking Available By Reservation Only, Limited Spaces - Cheltenham
8.7 170 reviews

Central Cheltenham, Self Contained Flat, Sleeps 4, Private Basement Flat With Full Kitchen, Ideal For Shopping, Races, Festivals Or Short City Breaks, Free Parking Available By Reservation Only, Limited Spaces

apartment, Cheltenham
This recently renovated one-bedroom flat is situated in Cheltenham town centre, just 14km from Kingsholm Stadium and 34km from Cotswold Water Park. The property has received very good ratings for cleanliness, user experience, and location.
The 36 square metre flat can accommodate up to 7 guests and features a modern design with a fully equipped kitchen, a comfortable living room, and a washing machine. The apartment also offers free private parking, a private entrance, and air conditioning.

Uncover Exclusive Holiday Rentals in Cheltenham, United Kingdom

Treat yourself to high-end design, smart home features, and curated artwork at luxury holiday rentals in Cheltenham, United Kingdom.

Pittville House  Space And Comfort In The Beautiful Regency Town Of Cheltenham. - Cheltenham
No reviews

Pittville House Space And Comfort In The Beautiful Regency Town Of Cheltenham.

apartment, Cheltenham

Downtown Holiday Rentals in Cheltenham, United Kingdom

Spend less time navigating public transport and more time exploring attractions from central holiday rentals in Cheltenham, United Kingdom.

The Honeycomb Residence Byfortunapropertyportfolio - Cheltenham
9.3 30 reviews

The Honeycomb Residence Byfortunapropertyportfolio

apartment
Central Cheltenham, Regency 1st Floor Apartment With Parking, Cavalier Suite - Sleeps 6 - Cheltenham
8.7 48 reviews

Central Cheltenham, Regency 1st Floor Apartment With Parking, Cavalier Suite - Sleeps 6

apartment, Cheltenham
Beautiful Bath Road Retreat With Log Burner - Cheltenham
9.1 37 reviews

Beautiful Bath Road Retreat With Log Burner

house, Cheltenham
Detached House Two Minute From Races. 4.9% Rating - Cheltenham
9.8 12 reviews

Detached House Two Minute From Races. 4.9% Rating

apartment