Holiday rentals near Cheltenham Racecourse

We found 2,229 holiday rentals — enter your dates for availability

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November 2025

December 2025

Select the perfect holiday rental that's close to Cheltenham Racecourse. Holiday rentals offer the amenities that you expect for your stay with friends, family or just your pet, such as cable TV and a washer and dryer. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Cheltenham Racecourse

Showing deals for:6 Feb - 13 Feb

16th Century listed building with a large beautiful garden

Exceptional

(8 reviews)

Stunning 16th century grade II listed farmhouse

Gloucester, England

14% off

for 7 nights, 1 room

AU$858 per night

includes taxes & fees

Exceptional

(35 reviews)

Converted Luxury Barn - The Potting Shed - Grade II listed

Cirencester, England

9% off

for 7 nights, 1 cottage

AU$387 per night

includes taxes & fees

Exceptional

(8 reviews)

Stunning Dog Friendly, Luxury Lakeside House with Roof Terrace

Cirencester, England

13% off

for 7 nights, 1 home

AU$641 per night

includes taxes & fees

Exceptional

(11 reviews)

The Little House, Luxury Cotswolds Stunning Views

Cheltenham, England

9% off

for 7 nights, 1 home

AU$367 per night

includes taxes & fees

Exceptional

(8 reviews)

Beautiful cotswold home sleeps 5 parking central beautiful gardens pet friendly

Cheltenham, England

9% off

for 7 nights, 1 cottage

AU$519 per night

includes taxes & fees

Exceptional

(98 reviews)

Wonderful Grade II Cotswold Stone Cottage in Perfect Location

Chipping Campden, ENG

9% off

for 7 nights, 1 cottage

AU$392 per night

includes taxes & fees

Exceptional

(5 reviews)

Luxury lakeside lodge with Hot Tub, Kayak and BBQ

Cirencester, England

9% off

for 7 nights, 1 room

AU$488 per night

includes taxes & fees

Exceptional

(23 reviews)

Rural hideaway but only 5 minutes from the centre of Cheltenham

Cheltenham, England

19% off

for 7 nights, 1 home

AU$211 per night

includes taxes & fees

Exceptional

(8 reviews)

★ Renovated Cosy & Rustic Cotswold cottage with fire ★

Moreton-in-Marsh, England

17% off

for 7 nights, 1 cottage

AU$422 per night

includes taxes & fees

Exceptional

(45 reviews)

Newly converted pigsty with amazing views. One small dog welcome.

Dursley, England

9% off

for 7 nights, 1 home

AU$324 per night

includes taxes & fees

Wonderful

(27 reviews)

A charming cottage on the Lower Mill private nature reserve in The Cotswolds

Cirencester, ENG

12% off

for 7 nights, 1 cottage

AU$414 per night

includes taxes & fees

Exceptional

(6 reviews)

Campden Place - 2 Bedroom Home in the Centre of Chipping Campden

Chipping Campden, England

9% off

for 7 nights, 1 apartment

AU$473 per night

includes taxes & fees

Exceptional

(14 reviews)

Water Garden 10, Detached/roof terrace, 4/5 bed 3 bathrooms, 10 adults spa/pools

Cirencester, England

32% off

for 7 nights, 1 home

AU$570 per night

includes taxes & fees

Exceptional

(27 reviews)

A Quaint Grade 11 Listed Detached Stone Cottage In Lower Slaughter with parking.

Cheltenham, Gloucestershire

24% off

for 7 nights, 1 cottage

AU$439 per night

includes taxes & fees

Exceptional

(14 reviews)

A luxury barn conversion, positioned in the heart of Broadway, Cotswolds

Broadway, England

5% off

for 7 nights, 1 cottage

AU$588 per night

includes taxes & fees

Get cozy and unwind with our vibrant red couch while catching up on your favorite shows

Wonderful

(7 reviews)

Chic Cotswold Tiny Home - Oddity House

Moreton-in-Marsh, England

8% off

for 7 nights, 1 cottage

AU$283 per night

includes taxes & fees

Exceptional

(84 reviews)

Beautiful home in the stunning village of Winson in the heart of the Cotswolds.

Cirencester

10% off

for 7 nights, 1 home

AU$846 per night

includes taxes & fees

The Terrace - this cottage is to the right

Exceptional

(37 reviews)

COTSWOLD HISTORIC COTTAGE, WITH LARGE GARDEN

Cheltenham, England

18% off

for 7 nights, 1 cottage

AU$228 per night

includes taxes & fees

Exceptional

(144 reviews)

Truly STUNNING VIEWS at " beautiful Cotswold cottage" in AONB, Cotswolds England

Stroud, Gloucestershire

9% off

for 7 nights, 1 cottage

AU$381 per night

includes taxes & fees

Exceptional

(40 reviews)

Velvet Lodge - 3 Storey/5 Bed/4 Bath sleeps 10 adults + 2 kids + 2 infants

Cirencester, Gloucestershire

32% off

for 7 nights, 1 home

AU$570 per night

includes taxes & fees

Bear's Cottage with lovely sunny terrace overlooking the pretty cottage garden

Exceptional

(22 reviews)

Enchanting 17th Century Cotswold Cottage in the beautiful village of Bretforton

Evesham, ENG

23% off

for 7 nights, 1 cottage

AU$197 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Cheltenham Racecourse

Showing deals for: 3 Feb - 6 Feb

ASHTON HOUSE, pet friendly, character holiday cottage in Blockley

Sleeps 6 · 4 bedrooms · 2 bathrooms

for 3 nights, 1 home

AU$425 per night

includes taxes & fees

Premier Host

Cotswold water park, Hoburne cotswolds luxury lodge.

Sleeps 6 · 2 bedrooms · 2 bathrooms

for 3 nights, 1 home

AU$339 per night

includes taxes & fees

Top rated rentals - Cheltenham Racecourse

Lovely stay at Broadway

Just a great stay.

Kerry O.

Stayed June 2025

Delightful Cotswolds Cottage

Beautiful in every way. Lovely hosts on a gorgeous property. Peaceful and comfortable, a lovely stay.

Katrina P.

Stayed Dec 2024

Nethercote House a 6 bedroom traditional stone character property

Premier Host

Amazing property and overall experience

I booked this property many months ago for a pre-Christmas weekend in the Cotswolds with my family. The communication throughout with the owner and then the property manager was excellent and the listing details were totally accurate. The only issues we had were the bed mattresses were a little hard and we couldn't find instructions for recycling, but overall it was an amazing experience and highly recommended.

Sue W.

Stayed Dec 2024

Premier Host

Location Location Location

Rose Cottage is in the most picturesque locations in the Cotswolds. Surprisingly spacious cottage with everything you need. Comfortable and cosy. We LOVE it.

Rachel S.

Stayed July 2024

Your very own detached Cottage with off street parking, cottage garden and Well.

Premier Host

Beautiful cottage, close to everything yet quiet

Perfectly positioned and equipped - particularly grateful for the wonderful loaf of bread and marmalade welcoming us on our arrival, graciously provided by our hosts!

Susan W.

Stayed Mar 2024

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Enjoy full kitchens, laundry, pools, gardens and more
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