Vacation rentals in Cheltenham

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Popular amenities for Cheltenham vacation rentals

Stay near Cheltenham's top sights

Cheltenham Racecourse163 locals recommend
Pittville Park38 locals recommend
Everyman Theatre31 locals recommend

Other great vacation rentals in Cheltenham

Top guest favorite
Apartment in Gloucestershire
5 out of 5 average rating, 114 reviews

Rosebank - Spacious apartment in Montpellier.

DanRating, 5 stars5 days ago
Josie welcomed us to the apartment and gave us a thorough introduction to its amenities and an overview of the surrounding area. It was an easy walk to the local bus stations from which we could reach all the beautiful villages in the Cotswolds. Cheltenham is a wonderful and walkable city whose residents are quick to offer assistance to anyone puzzling over a tourist map; of which the city library offers freely (in case you misplace yours).
Guest favorite
Apartment in Cheltenham
4.86 out of 5 average rating, 313 reviews

Private flat, close to town centre with parking

HemanthRating, 5 stars1 week ago
Emily's flat is spacious, well-furnished, comfortable, with all amenities you might need and is very close to the Town Centre. Emily goes above and beyond the usual Airbnb experience by providing a selection of cereals, milk, tea, fresh coffee, juice, bread, butter and jams! Emily provided excellent check-in instructions was quite communicative. Thank you for making my trip to Cheltenham so memorable. I will be definitely looking to book your flat the next time I am in Cheltenham.
Guest favorite
Townhouse in Cheltenham
4.85 out of 5 average rating, 258 reviews

Superb 2Bed Townhouse in Cheltenham, The Suffolks

NikRating, 5 stars1 week ago
I would like to thank Hamish for a really lovely stay. It really is the perfect hide away if you’re staying in Cheltenham. So quiet yet so close to everything. I wouldn’t hesitate to recommend staying there.
Top guest favorite
Apartment in Gloucestershire
4.95 out of 5 average rating, 149 reviews

Gorgeous Georgian Cheltenham Flat

AmyRating, 5 stars5 days ago
Booked for a colleague working in the area, he said everything was great :)
Guest favorite
Apartment in Cheltenham
4.92 out of 5 average rating, 212 reviews

Luxury spacious Two Bedroom Apartment, Montpellier

FeleenaRating, 5 stars1 month ago
Great stay. Really good location to everything. Really spacious and clean.
Top guest favorite
Place to stay in Charlton Kings
4.93 out of 5 average rating, 254 reviews

Studio Garden Room, relaxing & comfortable

LindaRating, 5 stars1 week ago
Our stay was great here, it is at the back of Marriane’s garden which some people may not like, for us it was fine and had well enough privacy, had a visit from her dog which was also fine for us, this was all on the details so wasn’t a surprise, everything you would need plus more, there was bread, bacon eggs and milk etc on our arrival which was a lovely thought, the whole place was beautifully clean and Marriane was so helpful with recommendations, parking was ok along the road nearby as well
Top guest favorite
Condo in Gloucestershire
4.94 out of 5 average rating, 108 reviews

Pittville Loft - 5* Free parking no cleaning fee

ShereenRating, 5 stars2 weeks ago
Gorgeous place, lovely details and amenities, easy access for Cheltenham
Top guest favorite
Tiny home in Gloucestershire
4.93 out of 5 average rating, 666 reviews

The Garden House in Kingsholm, Gloucester

Joe-anne Rating, 5 stars3 days ago
The place was cosy and comfortable. Very clean and tidy. It was like a home from home. I didnt have to buy much foodstuff as there was sufficient supplied. The parking was a great help and location was ideal. Well worth the stay. Would highly recommend it and would go back again.

Quick stats about vacation rentals in Cheltenham

  • Total rentals

    1.6K properties

  • Total number of reviews

    51K reviews

  • Family-friendly rentals

    750 properties are a good fit for families

  • Pet-friendly rentals

    310 properties allow pets

  • Rentals with dedicated workspaces

    590 properties have a dedicated workspace

  • Wifi availability

    1.6K properties include access to wifi

Frequently Asked Questions

  • How is the weather in Cheltenham?

    Cheltenham experiences a temperate maritime climate with mild to warm summers averaging 70°F (21°C) and cool winters around 43°F (6°C). Expect the most rainfall in October and November.

  • What are some of the best things to do in Cheltenham?

    Visitors to Cheltenham can explore the Regency architecture, soak in the vibrant arts scene at the Everyman Theatre, or enjoy a day in the gardens of Cheltenham Spa. Other popular activities include discovering local wildlife at the Cotswold Wildlife Park and exploring the Gloucestershire Warwickshire Steam Railway.

  • What is the best time of year to visit Cheltenham?

    Cheltenham is often visited in March when it hosts the popular Cheltenham Festival, a four-day horse racing event. Additionally, the Cheltenham Literature Festival in October attracts many lovers of literature.

  • What are the best places to stay in Cheltenham?

    Montpellier is a popular area with its boutique shops and Regency architecture. Another favourite is Tivoli, known for its traditional pubs and Victorian houses. The centre of Cheltenham is ideal for those wanting to stay within walking distance of the main attractions.

  • What are the best places to visit in Cheltenham?

    Cheltenham has several popular places to explore. These include the Wilson Art Gallery and Museum, Cheltenham Town Hall, and the beautiful Montpellier District with its boutiques and cafes. Don't miss a stroll in the Pittville Park, home to the largest ornamental lake in Cheltenham.

  • What are some hiking trails in Cheltenham?

    Cheltenham is a gateway to the Cotswolds, offering a variety of hiking trails. The Cotswold Way is a 100 mile (160 km) long trail that winds through picturesque villages and countryside. Moreover, the Leckhampton Hill and Charlton Kings Common trail is a favourite among locals.

  • What are some family activities to do in Cheltenham?

    For family-friendly fun, the Cotswold Wildlife Park, the Jet Age Museum, and the Sandford Parks Lido, a heated outdoor swimming pool, are often recommended. Families also love exploring the interactive exhibits at the Wilson Art Gallery and Museum.

  • What are some of the best day trip ideas in Cheltenham?

    From Cheltenham, visitors can easily explore the quintessential English countryside. Day trips to the nearby Cotswolds, Bourton-on-the-Water, known as the Venice of the Cotswolds, and the Roman city of Bath are frequently suggested.

  • How much does it cost to stay in bed and breakfast rentals in Cheltenham?

    Experience the best of Cheltenham with our bed and breakfast rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there bed and breakfast rentals with a dedicated workspace in Cheltenham?

    Yes! Work meets play with ease at over 10 bed and breakfast rentals in Cheltenham featuring dedicated workspaces. Stay connected and productive in your home away from home.

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