Cheltenham vacation rentals

KAYAK searches hundreds of travel sites at once for vacation home deals in Cheltenham

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Booking Insights
Recommended by KAYAK

Best Cheltenham vacation rentals

Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

$41 - $456$456 - $871$871 - $1,286$1,286 - $1,700$1,700+ per night

Property Types

ApartmentCottageHomestayHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Cheltenham

Show all
Pittville Student Village in Cheltenham - Cheltenham - Bedroom
Pittville Student Village in Cheltenham
Cheltenham, ENG, United Kingdom
5.9Fair(37)
Free Wi-Fi
$61+
Check availability
Spa Court - Cheltenham - Bedroom
Spa Court
Downtown
7.6Good(311)
Free Wi-Fi
$122+
Check availability
Strozzi Palace Suites by Mansley - Cheltenham - Bedroom
Strozzi Palace Suites by Mansley
Downtown
9.0Wonderful(475)
Free Wi-Fi
$140+
Check availability
Portland Apartments - Cheltenham - Living room
Portland Apartments
Cheltenham, ENG, United Kingdom
9.5Wonderful(552)
Parking
Free Wi-Fi
$185+
Check availability
Beechurst Serviced Apartments - Cheltenham - Bedroom
Beechurst Serviced Apartments
Cheltenham, ENG, United Kingdom
8.4Very good(247)
Parking
Free Wi-Fi
$147+
Check availability
Beautifully Converted Barn - Cheltenham - Bedroom
Beautifully Converted Barn
Cheltenham, ENG, United Kingdom
8.6Very good(3)
$152+
Check availability
Central Hotel Cheltenham by Roomsbooked - Cheltenham - Bedroom
Central Hotel Cheltenham by Roomsbooked
Downtown
5.6Fair(216)
Free Wi-Fi
$337+
Check availability
The Queens Apt stylish + Free Parking. Hop Skip & Jump to Restaurants - Cheltenham - Living room
The Queens Apt stylish + Free Parking. Hop Skip & Jump to Restaurants
Downtown
9.8Wonderful(14)
Free Wi-Fi
$474+
Check availability
Comfortable Home away from Home, town centre, free parking,multiple Rooms - Cheltenham
Comfortable Home away from Home, town centre, free parking,multiple Rooms
Cheltenham, ENG, United Kingdom
8.1Very good(145)
Parking
Free Wi-Fi
$108+
Check availability
Leckhampton Road Apartments - Cheltenham - Cheltenham
Leckhampton Road Apartments - Cheltenham
Cheltenham, ENG, United Kingdom
8.4Very good(465)
Parking
Free Wi-Fi
Pet friendly
$141+
Check availability
Warwick Place Serviced Apartments by Roomsbooked - Cheltenham
Warwick Place Serviced Apartments by Roomsbooked
Cheltenham, ENG, United Kingdom
7.5Good(39)
$92+
Check availability
Courtyard Garden Flat - Cheltenham
Courtyard Garden Flat
Cheltenham, ENG, United Kingdom
9.1Wonderful(26)
Free Wi-Fi
$60+
Check availability
Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment - Cheltenham
Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment
Cheltenham, ENG, United Kingdom
9.1Wonderful(68)
Free Wi-Fi
$188+
Check availability
Elms Farm - Cheltenham
Elms Farm
Cheltenham, ENG, United Kingdom
9.4Wonderful(72)
Parking
$165+
Check availability
Hewlett Apartments - Cheltenham
Hewlett Apartments
Cheltenham, ENG, United Kingdom
9.4Wonderful(236)
Free Wi-Fi
$174+
Check availability
Host & Stay - Montpellier Villa Apartment - Cheltenham
Host & Stay - Montpellier Villa Apartment
Cheltenham, ENG, United Kingdom
6.1Okay(28)
Free Wi-Fi
$148+
Check availability

Vacation rentals near University of Gloucestershire

Show all
Strozzi Palace Suites by Mansley - Cheltenham - Bedroom
Strozzi Palace Suites by Mansley
0.7 mi from University of Gloucestershire, Cheltenham, United Kingdom
9.0Wonderful(475)
Free Wi-Fi
$140+
Check availability
Booking Insights

KAYAK’s insights for vacation rentals in Cheltenham

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Cheltenham with confidence.

What is the cheapest day of the week to book a vacation rental in Cheltenham?

Tuesday offers the lowest rates in Cheltenham, with an average nightly price of $116. The highest prices are found on Sunday, with average rates at $175.

How early should you book a vacation rental in Cheltenham?

Book at least 6 days before your stay begins to get the best price for your Cheltenham vacation rental.
Find deals

Good to know

Low season

High season

Average price (weeknight)

August
December
$126
Cheapest month to stay with an average 11% drop in price.
Most expensive month to stay with an average 22% rise in price.
Average Sun - Thu price over the last 2 weeks.

KAYAK's top tips for finding Cheltenham vacation rental deals

  • Vacation rentals in Cheltenham are around 45% more expensive than hotels on average. Search here to compare prices for all accommodation types in Cheltenham.
  • The best vacation rental properties in Cheltenham are Luxury Cabin with Hot-Tub & Cold Plunge! (9.6, 41 reviews), Portland Apartments (9.5, 552), and Hewlett Apartments (9.4, 236), based on ratings and reviews from real travelers.
  • Downtown is the neighborhood in Cheltenham with the most affordable vacation rental properties (99 properties with an average price of $186 per night). Spa Court, Strozzi Palace Suites by Mansley, and Central Hotel Cheltenham by Roomsbooked are the most popular rental properties in Downtown.
  • If you’re looking for a cheap vacation rental in Cheltenham, you should consider visiting during the low season. The cheapest vacation homes in Cheltenham can be found in August and September.
  • The cheapest night for renting a vacation home in Cheltenham is Tuesday. In contrast, the most expensive is Monday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Cheltenham for 14 days.

Where to stay in Cheltenham?

Our map will help you find the perfect place to stay in Cheltenham by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Cheltenham

Not what you’re looking for? Find thousands of other hotels, airline tickets, car rentals and package deals with KAYAK.