Vacation rentals in Cheltenham
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Top-rated vacation rentals in Cheltenham
Guests agree: these stays are highly rated for location, cleanliness, and more.
Guest favourite
Apartment in Gloucestershire
Best located Flat in Cheltenham + Free Parking
Luxury, modern, 5* apartment in the heart of Montpellier, Cheltenham.
Centrally located, just a minutes walk from Cheltenham’s prestigious shopping on The Promenade. Montpellier bustles with bars & restaurants including The Ivy and 131.
The apartment is set back off Montpellier Street in The Courtyard so has more privacy. A huge benefit is the free of charge, private parking space.
If you’re here for one of Cheltenham’s festivals Imperial Gardens and Montpellier Gardens are opposite the flat.
Aug. 31 – Sep. 7
$195 CAD per night
4.93 out of 5 average rating, 140 reviews
Guest favourite
Apartment in Cheltenham
Stunning Regency Retreat; parking+heated pool
A peaceful and spacious 1200 sqft two bed apartment taking up the entire top floor of our eight bedroomed Regency Villa, on one of central Cheltenham's finest residential roads. Perfectly situated and providing the best of both worlds : a short stroll, 0.8 miles, to the shops, bars and restaurants of Cheltenham, combined with a relaxing private garden and heated swimming pool. The Cotswold Way, for walking trails, is close by. A great base for girls weekends, families, and couples.
Aug. 19 – 26
$333 CAD per night
4.93 out of 5 average rating, 275 reviews
Guest favourite
Condo in Cheltenham
Footsteps from the town & parks (+ hamper/parking)
Little Portland is a central 700 sq ft self-contained Grade-II apartment moments from the heart of town & Pittville Park (a historic area, with two lakes, cafes and a kids' play area).
If you're coming to visit the town, races, festivals or Cotswolds, it's ideal. Parking centrally can be tricky so we offer guests 2 free parking permits. You'll also receive a food hamper with beer or cider, nibbles, brioche, fruit, milk & juice.
The apartment has a cooling system for the summer months.
Apr. 21 – 28
$161 CAD per night
4.98 out of 5 average rating, 302 reviews
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Quick stats about vacation rentals in Cheltenham
Total rentals | 1.6K properties |
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Wifi availability | 1.6K properties include access to wifi |
Rentals with dedicated workspaces | 560 properties have a dedicated workspace |
Pet-friendly rentals | 280 properties allow pets |
Family-friendly rentals | 760 properties are a good fit for families |
Total number of reviews | 44K reviews |
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