Vacation rentals in Cheltenham

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Popular amenities for Cheltenham vacation rentals

Stay near Cheltenham's top sights

Cheltenham Racecourse161 locals recommend
Pittville Park38 locals recommend
Everyman Theatre31 locals recommend

Other great vacation rentals in Cheltenham

Top guest favorite
Home in Henleaze
5 out of 5 average rating, 242 reviews

Charming Coach House, fab location, highly rated!

PrashantRating, 5 stars1 week ago
This was a fantastic stay. Can’t wait to be back. The attention to detail was remarkable. Definitely recommend.
Guest favorite
Apartment in Henleaze
4.86 out of 5 average rating, 311 reviews

Private flat, close to town centre with parking

JanineRating, 5 stars3 weeks ago
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
Guest favorite
Apartment in Henleaze
4.91 out of 5 average rating, 147 reviews

Clarence Square Penthouse

MirosławRating, 5 stars3 weeks ago
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!
Top guest favorite
Home in Henleaze
4.95 out of 5 average rating, 106 reviews

Charming house in the centre of town.

JohnRating, 5 stars2 weeks ago
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.
Top guest favorite
Condo in Henleaze
4.98 out of 5 average rating, 102 reviews

Stunning 2 Bed in the Heart of Cheltenham!

NikkiRating, 5 stars1 week ago
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.
Top guest favorite
Apartment in Henleaze
4.96 out of 5 average rating, 146 reviews

Gorgeous Georgian Cheltenham Flat

JaymeeRating, 5 stars1 week ago
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!
Guest favorite
Apartment in Henleaze
4.92 out of 5 average rating, 212 reviews

Luxury spacious Two Bedroom Apartment, Montpellier

FeleenaRating, 5 stars2 weeks ago
Great stay. Really good location to everything. Really spacious and clean.
Top guest favorite
Condo in Henleaze
4.94 out of 5 average rating, 108 reviews

Pittville Loft - 5* Free parking no cleaning fee

ShereenRating, 5 stars4 days ago
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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