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

Popular amenities for Cheltenham vacation rentals

Stay near Cheltenham's top sights

Cheltenham Racecourse284 locals recommend
Pittville Park157 locals recommend
Everyman Theatre124 locals recommend
Montpellier Gardens56 locals recommend
The Brewery Quarter55 locals recommend
Sandford Parks Lido62 locals recommend

Other great vacation rentals in Cheltenham

Guest favourite
Condo in Gloucestershire
Stylish apartment in the heart of Cheltenham
Dec. 24 – 31
$155 CAD per night
4.97 out of 5 average rating, 149 reviews
Guest favourite
Apartment in Gloucestershire
Beautiful Apartment close to town centre
May 30 – Jun. 6
$244 CAD per night
4.95 out of 5 average rating, 118 reviews
Guest favourite
Home in Cheltenham
Detached Cotswold Stone Coach House
Jun. 3 – 10
$141 CAD per night
4.99 out of 5 average rating, 140 reviews
Superhost
Home in Gloucestershire
Cosy House Centre of Cheltenham Parking & Garden
Nov. 18 – 25
$172 CAD per night
4.84 out of 5 average rating, 170 reviews
Guest favourite
Apartment in Gloucestershire
Luxury garden flat in the heart of Cheltenham
Apr. 7 – 14
$182 CAD per night
4.88 out of 5 average rating, 230 reviews
Guest favourite
Apartment in Cheltenham
Luxury spacious Two Bedroom Apartment, Montpellier
May 22 – 29
$228 CAD per night
4.92 out of 5 average rating, 187 reviews
Guest favourite
Townhouse in Gloucestershire
Beautiful Townhouse Close to Montpellier, Sleeps 6
Sep. 27 – Oct. 4
$364 CAD per night
4.96 out of 5 average rating, 251 reviews
Guest favourite
Apartment in Gloucestershire
Beautiful basement flat. Leckhampton, Cheltenham
Sep. 3 – 10
$152 CAD per night
4.98 out of 5 average rating, 168 reviews
Superhost
Apartment in Gloucestershire
Modern Artistic Apartment - Centre Of Cheltenham
Mar. 21 – 28
$139 CAD per night
4.83 out of 5 average rating, 163 reviews
Guest favourite
Apartment in Gloucestershire
Self-contained basement flat in regency home
Mar. 20 – 27
$139 CAD per night
4.97 out of 5 average rating, 170 reviews
Guest favourite
Apartment in Cheltenham
Studio apartment in Cheltenham .
May 20 – 27
$96 CAD per night
4.97 out of 5 average rating, 68 reviews
Guest favourite
Apartment in Gloucestershire
Charming Apartment in the heart of Montpellier
Jun. 8 – 15
$202 CAD per night
5.0 out of 5 average rating, 30 reviews

Quick stats about vacation rentals in Cheltenham

Total rentals

1.6K properties

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

Destinations to explore

  1. Airbnb
  2. United Kingdom
  3. England
  4. Gloucestershire
  5. Cheltenham