Cheltenham Vacation Rentals

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Vacation Rentals in Cheltenham

Stunning 3 Bed Town House with Private Parking

Cheltenham Glos

With a stay at this vacation home in Cheltenham, you'll be within a 5-minute drive of Cheltenham Racecourse and Cheltenham Art Gallery and Museum.

Kitchen

Washer

Jasmine Cottage-2BD in Heart of Bourton

Mousetrap Ln Cheltenham England

With a stay at this vacation home in Cheltenham, you'll be within a 5-minute walk of River Windrush and Bourton Model Railway Exhibition.

Washer

Pet friendly

Boutique cottage in the heart of Winchcombe

Winchcombe England

Located in Cheltenham, this vacation home is in a rural location, within a 15-minute walk of Winchcombe Folk and Police Museum and St Peter's Church Winchcombe.

Kitchen

Washer

Beauport Cottage - Stow-on-the-Wold, Beautiful Mezzanine Cottage in the heart of Stow

Stow-on-the-Wold

$334 nightly

$334 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

Located in Cheltenham, this vacation home is in a rural location, within a 15-minute walk of St. Edward's Church and Fosse Gallery Fine Art.

Kitchen

Washer

Lythwood House - Detached Home Close in Gloucester

Gloucestershire England

With a stay at Lythwood House - Detached Home Close in Gloucester, you'll be centrally located in Gloucester, within a 15-minute drive of Cheltenham Racecourse and University of Gloucestershire, Oxstalls Campus.

Kitchen

Washer

Iconic Luxury Detached Period House on the River Bank with parking.

Bourton-on-the-Water, Cheltenham Gloucestershire

With a stay at this vacation home in Cheltenham, you'll be just steps from River Windrush and Cotswold Motoring Museum.

Kitchen

Outdoor Space

Luxury Cotswolds Cottage with Hot Tub, Luxury Boutique Cotswold Cottage with Hot Tub!

Winchcombe England

Located in Cheltenham, this vacation home is in a rural location, within a 15-minute walk of Belas Knap and Winchcombe Folk and Police Museum.

Hot Tub

Kitchen

Pass the Keys | The Pippins a Cotswold cottage and garden parking

Stow-on-the-Wold

With a stay at this vacation home in Cheltenham, you'll be within a 10-minute walk of St. Edward's Church and Fosse Gallery Fine Art.

Washer

Free WiFi

Comfy modern townhouse/w free parking & garden, newly refurbished, self catering

Cheltenham England

$288 nightly

$288 total

Dec 14 - Dec 15

Total with taxes and fees

With a stay at this vacation home in Cheltenham, you'll be within a 5-minute drive of Cheltenham Racecourse and EV Charger Points Stadium.

Hot Tub

Kitchen

Cheltenham Country Retreats

Crippetts Lane Cheltenham England

With a stay at this vacation home in Cheltenham, you'll be within a 10-minute drive of Cheltenham Racecourse and University of Gloucestershire.

Kitchen

Washer

2 Bed House - Sleeps 6 - Garden, Pets, Parking

71 London road Cheltenham England

$265 nightly

$317 total

Dec 22 - Dec 23

Total with taxes and fees

With a stay at this vacation home in Cheltenham, you'll be within a 5-minute drive of Cheltenham Racecourse and Cheltenham General Hospital.

Kitchen

Washer

Stunning BIG COTSWOLD COTTAGE + Annexe sleeps 16

Greet England

Located in Cheltenham, this vacation home is in a rural location, within a 5-minute drive of Belas Knap and Winchcombe Folk and Police Museum.

Kitchen

Washer

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.