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Holiday rental houses in Cheltenham

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Top-rated houses in Cheltenham

Guests agree: these stays are highly rated for location, cleanliness, and more.

Entire 2 Bed Apartment in Cheltenham town centre
SUPERHOST
Entire rental unit · 4 guests · 2 beds · 1.5 bathrooms

Entire 2 Bed Apartment in Cheltenham town centreQuaint and quirky two double bedroom flat based on a very quiet, tree lined street. The flat is based in the centre of Cheltenham town in an ideal location to explore Cheltenham and the surrounding areas and a perfect base for Cheltenham festivals. Just a 2 minute walk into the town centre, the flat is kitted out with everything you will need to make your stay comfortable.

Crafty Fox Cottage - Cosy Cotswold Getaway
Entire cottage · 4 guests · 3 beds · 1.5 bathrooms

Crafty Fox Cottage - Cosy Cotswold GetawayCrafty Fox Cottage is a quintessential Cotswold cottage with a contemporary but cosy interior and eclectic garden. Situated in a rural hamlet surrounded by countryside but just a short drive (5 miles) to the centre of Cheltenham. Perfect for a relaxing break, there are many picturesque walking trails accessible from the Cottage and a traditional pub within a half-mile. Centrally located it is the perfect base for exploring the Cotswolds or attending one of the many exciting Cheltenham festivals.

Chic Mews Flat with Parking in Central Cheltenham
PLUS
Entire rental unit · 2 guests · 1 bed · 1 bathroom

Chic Mews Flat with Parking in Central CheltenhamSituated in a quiet little mews street, this beautiful town centre apartment is the ideal modern hide-away for holiday makers and corporate guests alike. Newly refurbished throughout with modern features and fittings, it provides a comfortable and luxurious living space for guests. The living / dining area has a stylish open-plan layout and is the ideal space to relax. You’ll find a fully equipped kitchen with all the necessary appliances for self catering and the neutral colour scheme and furnishings in the bedroom create a relaxed and welcoming place to unwind after a long day.

Holiday rentals for every style

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Popular house amenities in Cheltenham

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Apartments in Cheltenham

SUPERHOST
  1. Entire rental unit
  2. Gloucestershire
Self contained regency basement flat sleeps 2
SUPERHOST
  1. Entire townhouse
  2. Gloucestershire
Elegant Coach House. Garden & Parking
SUPERHOST
  1. Entire residential home
  2. Gloucestershire
5* Luxury Modern Two Bedroom Townhouse
  1. Entire serviced apartment
  2. Gloucestershire
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!
SUPERHOST
  1. Entire rental unit
  2. Gloucestershire
A self contained apartment on the Bath Road
  1. Entire apartment
  2. Cheltenham
Central Cheltenham 1-bedroom Garden Flat
SUPERHOST
  1. Entire apartment
  2. Gloucestershire
Chic Apt in Central Cheltenham
SUPERHOST
  1. Entire cottage
  2. Charlton Kings
Luxury detached coach house & private parking
SUPERHOST
  1. Entire rental unit
  2. Cheltenham
1 bed studio flat Central Cheltenham parking space
SUPERHOST
  1. Entire rental unit
  2. Gloucestershire
The Best address in Montpellier, Cheltenham
SUPERHOST
  1. Entire rental unit
  2. Cheltenham
Cozy hideaway: 5 min walk to town & Pittville park
SUPERHOST
  1. Private room
  2. Gloucestershire
Bright spacious private annex in a great location

Your guide to Cheltenham

Welcome to Cheltenham

As a well-to-do town with one foot in the countryside, Cheltenham offers the best of both worlds. This attractive urban hub, best known for its internationally acclaimed festivals and immaculate Regency architecture, fizzes with culture and fine dining, with the rural idylls of the Cotswolds close by.

Mineral springs discovered in the early 18th century built Cheltenham into an early tourist spa town in the style of Bath; it became popular in the 18th and 19th centuries, when latter-day hipsters came to sip the curative waters that bubble up here. Exquisite parks and promenades developed during that era still add to its appeal, including Pittville Park, home to a boating lake, and the magnificent Pittville Pump Room, now an events space and cafe, adorned with fluted Ionic columns and housing the original marble water pump.

In town, leafy shopping districts around the Promenade, Montpellier, and the Suffolks — a square of colourful Georgian townhouses — feature independent stores, bars, cafes, and the Wilson Art Gallery and Museum.


How do I get around Cheltenham?

It’s easy to get around Cheltenham itself on foot, using local buses or by hiring a bike or ebike in town. You can drive or take trains or buses to some other great places less than an hour away, such as the Cotswolds a few miles east, Stroud, Gloucester, or the beautiful Malvern Hills and Wye Valley. The M5 motorway passes the town to the west. Cheltenham railway station has regular trains from London and other cities, including from Birmingham International 75 minutes north, which is connected to Birmingham Airport (BHX), the closest air hub, by a short monorail or bus ride. By taxi it’s about an hour from Birmingham Airport, or 105 minutes from London Heathrow (LHR). National Express coaches from London take two hours and 20 minutes.


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

With plenty to see and do indoors, Cheltenham is pleasant at any time of year. The nearby Cotswold villages get packed in summer, so if you want to avoid crowds, dodge Bank Holiday weekends and peak school holiday periods at Easter and in May, July, and August. A wide range of major festivals also draw many visitors to Cheltenham. Among the big ones are the Cheltenham Literature Festival in October, the Jazz Festival in May, a Science and a Food and Drink festival in June, and the Cricket Festival, held in July in the manicured grounds of Cheltenham College. Others cover film, poetry, and hot air ballooning. Also fun are the regular Sunday street markets and annual fairs of the shopping districts.


What are the top things to do in Cheltenham?

Holst Birthplace Museum

Go back in time to see a typical 19th-century domestic setting at this home of the famous composer. The piano on which he composed his best-known seven-movement suite is still in the music room.

Sandford Parks Lido

The bathing suits may have changed, but the nostalgic design of this 1930s lido is little altered. A 50-metre heated outdoor swimming pool backed by lawns is accompanied by a children’s pool with slides and a paddling pool. In summer it hosts outdoor movie screenings, with deckchairs for the top seats. The main summer period usually runs from May to October, but there are cold-water swimming sessions for hardcore swimmers during the winter.

Sudeley Castle

To the northeast of the city, Sudeley Castle is one of the closest Cotswolds attractions, and an absolute stunner with 10 distinct gardens bursting with flowers. A millennia of history is packed into the castle’s crenellated walls, and Katherine Parr, the last wife of King Henry VIII, is buried in the grounds.

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