
Vacation rentals in Cheltenham
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Top-rated vacation rentals in Cheltenham
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Popular amenities for Cheltenham vacation rentals
Other great vacation rentals in Cheltenham

Charming Coach House, fab location, highly rated!
This was a fantastic stay. Can’t wait to be back. The attention to detail was remarkable. Definitely recommend.

Private flat, close to town centre with parking
We had an awesome time at Emily’s place. It is in a central location which made it easy to travel through the Cotswolds as well as to Oxford and Stratford-upon-Avon. Emily and Steph were terrific hosts and even had the courtesy to let us know when we left the car door open. LOL

Clarence Square Penthouse
Lovely stay overall! The place was clean, tidy, and had everything we needed. The TV was great – although Netflix didn’t work on logged-in accounts, it was a Smart TV so we just mirrored from the phone, no problem at all. The location is spot-on too – nice and close to the town centre. Only one (tiny!) complaint: the milk provided was barely enough for one serious coffee drinker – and we were two! Some of us take our caffeine very seriously. Still, would definitely recommend – worth every penny!

Charming house in the centre of town.
We stayed at Gemma and Tom's lovely place whilst visiting Cheltenham with some good friends we hadn't seen in a while. The house is perfectly situated in central Cheltenham; just a few minutes from the busy town centre and the nearby park and lido. Both Tom and Gemma were very helpful prior to check-in, and gave lots of helpful guidance especially in relation to parking permits which they kindly arranged (and were very quick to help sort out when we had some issues on our last day). Also, the guide to the house was very thorough and gave us all the information we needed. The house is lovely. It's beautifully laid out with a pull-down bed in the living room and 2 further bedrooms upstairs. The kitchen is thoughtfully stocked, and there's a very pretty little garden at the back with beautiful flowers. We would heartily recommend Tom and Gemma's place to anyone visiting Cheltenham and would love to stay here again if we're in the area.

Stunning 2 Bed in the Heart of Cheltenham!
An exceptional Airbnb in the heart of Cheltenham. It is a beautiful and stylish home with thoughtful touches. We were met with delicious home made scones on arrival. Doug was very communicative, getting back to me almost instantly. The flat is a great size, well laid out, with incredibly comfy beds and a delightful courtyard that we enjoyed in the sunshine. Just a few minutes walk from the center of Cheltenham with on street parking. Highly recommend and can’t wait to return.

Gorgeous Georgian Cheltenham Flat
Our stay exceeded our expectations. The apartment was stunning and cosy, and well equipped with everything we needed. The location is great and Belinda left lots of recommendations for the area. Would definitely recommend!

Luxury spacious Two Bedroom Apartment, Montpellier
Great stay. Really good location to everything. Really spacious and clean.

Pittville Loft - 5* Free parking no cleaning fee
Gorgeous place, lovely details and amenities, easy access for Cheltenham
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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- Cotswolds AONB
- Oxford University
- Blenheim Palace
- Silverstone Circuit
- Lower Mill Estate
- Birmingham Airport
- West Midland Safari Park
- Port Meadow
- Cheltenham Racecourse
- Cadbury World
- Ludlow Castle
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- Bowood House and Gardens
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