Vacation rentals in Cheltenham

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Popular amenities for Cheltenham vacation rentals

Stay near Cheltenham's top sights

Cheltenham Racecourse284 locals recommend
Pittville Park157 locals recommend
Everyman Theatre124 locals recommend
Cheltenham Race Course station88 locals recommend
The Ivy Montpellier Brasserie Cheltenham74 locals recommend
Cheltenham Town Hall71 locals recommend

Other great vacation rentals in Cheltenham

Guest favorite
Cabin in Gloucestershire
4.91 out of 5 average rating, 47 reviews

Woodsman Cabin - Private Hot Tub & Panoramic Views

StuartRating, 5 stars1 week ago
Fantastic stay for secluded rest/relaxing with amazing views. Woodland walks from the doorstep great for walking the dog and the longer recommended walk over to Tintern. Kids also loved the rope swing! Many thanks
Superhost
Apartment in Bristol City
4.8 out of 5 average rating, 10 reviews

Quiet Eco Home - Parking - Wi-Fi - 3BR, Sleeps 8

BenRating, 5 stars1 month ago
We needed a place to stay last minute as having renovations in our home. The flexibility and response to this was great. The house was comfortable, warm and clean. Amos and Don were responsive in their communication. We felt at home and enjoyed our stay. šŸ‘šŸ»
Superhost
Cottage in Wiltshire
4.91 out of 5 average rating, 81 reviews

Apple Tree Cottage, character, cosy & convenient

EmilyRating, 5 stars1 month ago
We had a lovely short stay at Apple Tree Cottage when visiting Chippenham to attend a friend’s baby shower. Faye was there to greet us on arrival, was always nearby if we needed anything and very friendly. She was flexible with our arrival time. The cottage has private off-road parking with plenty of space, we had 2 cars in our group so that was handy. The cottage is very well equipped, cosy but also spacious with beautiful period features. The master bedroom could easily fit a cot at the bottom of the bed. The cottage is by a fairly busy road, but didn’t feel like it with a private entrance and garden to the rear and a gate to close off the driveway. We would stay again when visiting Chippenham in future.
Top guest favorite
Home in South Cerney
4.97 out of 5 average rating, 294 reviews

Waddle-On-Inn. A Lakeside Turret with Hot Tub

JessicaRating, 5 stars2 weeks ago
Peaceful. Beautiful. Perfect. We came here with our two young children and the location and accommodation couldn’t have been better! Susan and John were brilliant hosts and wouldn’t hesitate to come back! Thank you for a wonderful stay!
Superhost
Guesthouse in Lower Seagry
5 out of 5 average rating, 3 reviews

Avon Lodge - Cottage (1 bedroom, up to 2 guests)

EdRating, 5 stars15 months ago
The Avon lodge was the perfect retreat for a relaxing couple of days in the countryside. The house was beautiful, cosy, and spotless and we will definitely be returning. A bonus was our lovely host Carole, bringing us fresh pastries for breakfast in the morning which were delicious!
Guest favorite
Guesthouse in Salford
4.93 out of 5 average rating, 67 reviews

Salford Cottage one bedroom cottage in nr Kingham

TrevorRating, 5 stars6 days ago
Thoroughly enjoyed our stay in this wonderful accommodation and great to step out of the door and right into the pub/ restaurant for delicious food too!
Guest favorite
Cottage in Bristol
4.87 out of 5 average rating, 30 reviews

Hideaway Cottage - clean and cosy 2 bedroom home.

EleanorRating, 5 stars1 month ago
Great stay at the house and perfect for what we needed. A few things the host has made clear they are working on to make the place really great but they didn't interfere with our stay.
Superhost
Home in Somerford Keynes
4.79 out of 5 average rating, 14 reviews

Spinney Falls House (CW87), Lower Mill, Cotswolds

HollyRating, 5 stars1 month ago
We had a such enjoyable stay at Spinney Falls house. The house is beautiful and in a great location with a gorgeous view from upstairs balcony and bedrooms. The open plan layout is great and the pool table was a hit. The house is situated close to the pool and the football field wasn’t far away either. We had children ranging from 18 months old to 13 years old and everyone had a fabulous weekend. We’d definitely return. Many thanks!

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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