Holiday rentals near Cheltenham Playhouse
We found 2,338 holiday rentals — enter your dates for availability
If you'd like to stay close to Cheltenham Playhouse, take a look at holiday rentals to find the perfect one for your trip. Whether you're staying in a holiday rental with a group or just with your pet, you'll find the amenities that you need and want, which might include a pool 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 Playhouse
Showing deals for:7 Nov - 14 Nov
Image gallery for Indoor heated swimming Pool, Hot tub sleeps up to 30..Amazing Riverside House
9.69.6 out of 10 rating
Exceptional
(19 reviews)
Indoor heated swimming Pool, Hot tub sleeps up to 30..Amazing Riverside House
Gloucester, ENG
14% off
Price is AU$24,034
AU$24,034
AU$3,433 per night
includes taxes & fees
Image gallery for The Little House, Luxury Cotswolds Stunning Views
1010 out of 10 rating
Exceptional
(10 reviews)
The Little House, Luxury Cotswolds Stunning Views
Cheltenham, England
9% off
Price is AU$2,597
AU$2,597
AU$371 per night
includes taxes & fees
Image gallery for Ivy Cottage - Charming 18th Century Detached Cottage in Cotswold's area, UK
9.69.6 out of 10 rating
Exceptional
(20 reviews)
Ivy Cottage - Charming 18th Century Detached Cottage in Cotswold's area, UK
Tewkesbury, Gloucestershire
23% off
Price is AU$5,085
AU$5,085
AU$726 per night
includes taxes & fees
Image gallery for HEATED OUTDOOR POOL(SEASONAL) /LUXURY HOT TUB -SLEEPS 18 + 8 FAMILIES ONLY
1010 out of 10 rating
Exceptional
(74 reviews)
HEATED OUTDOOR POOL(SEASONAL) /LUXURY HOT TUB -SLEEPS 18 + 8 FAMILIES ONLY
Dursley, DURSLEY
28% off
Price is AU$22,963
AU$22,963
AU$3,280 per night
includes taxes & fees
Image gallery for Grade ll listed Gorgeous Cottage
9.49.4 out of 10 rating
Exceptional
(22 reviews)
Grade ll listed Gorgeous Cottage
Cheltenham, ENG
9% off
Price is AU$4,610
AU$4,610
AU$659 per night
includes taxes & fees
Image gallery for Romantic Cottage for Two in the Heart of Historic Tetbury
1010 out of 10 rating
Exceptional
(7 reviews)
Romantic Cottage for Two in the Heart of Historic Tetbury
Tetbury, England
8% off
Price is AU$1,465
AU$1,465
AU$209 per night
includes taxes & fees
Image gallery for Cornerstone Lower Mill Estate Cotswolds Spa pools lakes water sports nature a/c
9.89.8 out of 10 rating
Exceptional
(66 reviews)
Cornerstone Lower Mill Estate Cotswolds Spa pools lakes water sports nature a/c
Cirencester, ENG
13% off
Price is AU$4,804
AU$4,804
AU$686 per night
includes taxes & fees
Image gallery for Lovely quirky cotswold cottage (Old Telephone Exchange)
1010 out of 10 rating
Exceptional
(54 reviews)
Lovely quirky cotswold cottage (Old Telephone Exchange)
Cheltenham, England
9% off
Price is AU$3,594
AU$3,594
AU$513 per night
includes taxes & fees
Image gallery for The Lodge at Kiftsgate Court Gardens
9.89.8 out of 10 rating
Exceptional
(28 reviews)
The Lodge at Kiftsgate Court Gardens
Chipping Campden, ENG
14% off
Price is AU$2,484
AU$2,484
AU$355 per night
includes taxes & fees
Image gallery for Unique lakeside property with private outdoor pool, hot tub & exclusive mooring.
1010 out of 10 rating
Exceptional
(32 reviews)
Unique lakeside property with private outdoor pool, hot tub & exclusive mooring.
Cirencester, England
9% off
Price is AU$6,417
AU$6,417
AU$917 per night
includes taxes & fees
Image gallery for A charming cottage on the Lower Mill private nature reserve in The Cotswolds
9.29.2 out of 10 rating
Wonderful
(27 reviews)
A charming cottage on the Lower Mill private nature reserve in The Cotswolds
Cirencester, ENG
12% off
Price is AU$2,675
AU$2,675
AU$382 per night
includes taxes & fees
Image gallery for Private Cotswold annex - Quiet, rural and Spacious
1010 out of 10 rating
Exceptional
(5 reviews)
Private Cotswold annex - Quiet, rural and Spacious
Stroud, England
14% off
Price is AU$1,691
AU$1,691
AU$242 per night
includes taxes & fees
Image gallery for Newly converted pigsty with amazing views. One small dog welcome.
1010 out of 10 rating
Exceptional
(42 reviews)
Newly converted pigsty with amazing views. One small dog welcome.
Dursley, England
9% off
Price is AU$2,494
AU$2,494
AU$356 per night
includes taxes & fees
Image gallery for Lovely Cotswold cottage on an award-winning private country estate
8.88.8 out of 10 rating
Excellent
(60 reviews)
Lovely Cotswold cottage on an award-winning private country estate
Cirencester, Gloucestershire
9% off
Price is AU$2,391
AU$2,391
AU$342 per night
includes taxes & fees
Image gallery for 5* Gold Award Barn Conversion at the Heart of The Cotswolds
1010 out of 10 rating
Exceptional
(53 reviews)
5* Gold Award Barn Conversion at the Heart of The Cotswolds
Cheltenham, England
25% off
Price is AU$5,364
AU$5,364
AU$766 per night
includes taxes & fees
Image gallery for Chapel Cottage, spacious light and airy cottage in the Cotswolds AONB
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Chapel Cottage, spacious light and airy cottage in the Cotswolds AONB
Cheltenham, Gloucestershire
20% off
Price is AU$2,043
AU$2,043
AU$292 per night
includes taxes & fees
Image gallery for Luxury 3 bedroom spacious period Cotswold Cottage – EV & Garden
9.69.6 out of 10 rating
Exceptional
(11 reviews)
Luxury 3 bedroom spacious period Cotswold Cottage – EV & Garden
Cheltenham, England
10% off
Price is AU$4,347
AU$4,347
AU$621 per night
includes taxes & fees
Image gallery for 6 Bed, 4 Bath, Cottage in the Cotswolds with Wood Fired Hot Tub. Sleeps 11-14
1010 out of 10 rating
Exceptional
(32 reviews)
6 Bed, 4 Bath, Cottage in the Cotswolds with Wood Fired Hot Tub. Sleeps 11-14
Lechlade, England
38% off
Price is AU$9,454
AU$9,454
AU$1,351 per night
includes taxes & fees
Image gallery for 43 Clearwater - Lower Mill Estate + spa + pools + tennis + restaurant + lakes
1010 out of 10 rating
Exceptional
(15 reviews)
43 Clearwater - Lower Mill Estate + spa + pools + tennis + restaurant + lakes
Cirencester
9% off
Price is AU$5,835
AU$5,835
AU$834 per night
includes taxes & fees
Image gallery for Buckthorn Cottage Chipping Campden
9.49.4 out of 10 rating
Exceptional
(12 reviews)
Buckthorn Cottage Chipping Campden
Chipping Campden, England
9% off
Price is AU$2,068
AU$2,068
AU$295 per night
includes taxes & fees
Image gallery for Cotswold Cottage, with wood burning stove and private courtyard garden
9.89.8 out of 10 rating
Exceptional
(24 reviews)
Cotswold Cottage, with wood burning stove and private courtyard garden
Cheltenham, ENG
8% off
Price is AU$1,704
AU$1,704
AU$243 per night
includes taxes & fees
Image gallery for 94 Howells Mere, Lower Mill Estate/4 bed/3 bath/3 storey/lakeside/sleeps8 +1 spa
9.89.8 out of 10 rating
Exceptional
(16 reviews)
94 Howells Mere, Lower Mill Estate/4 bed/3 bath/3 storey/lakeside/sleeps8 +1 spa
Cirencester, ENG
43% off
Price is AU$2,839
AU$2,839
AU$406 per night
includes taxes & fees
Image gallery for Beautiful Cotswold House with Huge Garden in the centre of the village
1010 out of 10 rating
Exceptional
(5 reviews)
Beautiful Cotswold House with Huge Garden in the centre of the village
Chipping Campden, England
14% off
Price is AU$4,022
AU$4,022
AU$575 per night
includes taxes & fees
Image gallery for Idyllic North Cotswolds Cottage for Couples (and dogs!)
1010 out of 10 rating
Exceptional
(42 reviews)
Idyllic North Cotswolds Cottage for Couples (and dogs!)
Chipping Campden, England
14% off
Price is AU$1,776
AU$1,776
AU$254 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Cheltenham Playhouse
Secluded Cottage 5 Minute Walk To Broadway Centre
Sleeps 2 · 1 bedroom
1010 out of 10
Exceptionalexceptional
94 reviews(94 reviews)
Romantic Holidays For Two In 17th Century Cotswold Cottage
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
149 reviews(149 reviews)
Beautiful 6 bedroom detached property, a flat 5 minute stroll to centre of town
Sleeps 14 · 6 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
166 reviews(166 reviews)
Stunning BIG COTSWOLD COTTAGE + Annexe sleeps 16
Sleeps 16 · 6 bedrooms · 4+ bathrooms
8.68.6 out of 10
Excellentexcellent
10 reviews(10 reviews)
Characterful 16th Century Cottage, off street parking, 2 Min Walk to Village!
Sleeps 5 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
133 reviews(133 reviews)
Delightful, barn cottage in peaceful rural village. Walks, pubs, scenery. Relax!
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
122 reviews(122 reviews)
Top rated rentals - Cheltenham Playhouse
Wonders of Bourton
1010 out of 10
Exceptionalexceptional
168 reviews(168 reviews)
Love all things and place, great location.Cabin captured us and felt like a quant holiday home that you would want to stay at.Thanks to the host Peter for having such a captivating place.
Gary B.
Stayed June 2025
Lovely stay at Broadway
1010 out of 10
Exceptionalexceptional
94 reviews(94 reviews)
Just a great stay.
Kerry O.
Stayed June 2025
The Hidden Gem
1010 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
Phillip has a wonderful property that has old world charm mixed in with modern conveniences.with the Cotsworlds Way on the doorstep there is plenty of exploring to do right from your accommodation. Two very lovely pubs just up & down the road.If you are looking for a place to disconnect - make this place a priority.
Caron H.
Stayed Apr 2025
Amazing property and overall experience
1010 out of 10
Exceptionalexceptional
166 reviews(166 reviews)
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
The beautiful Cotswolds.
1010 out of 10
Exceptionalexceptional
70 reviews(70 reviews)
A delightful, restful cottage with very congenial hosts, who were warm and welcoming. It provided a great base for our exploration of the Cotswolds.
Derek J.
Stayed July 2024
A lovely spot in the stunning Cotswolds
1010 out of 10
Exceptionalexceptional
42 reviews(42 reviews)
We enjoyed our stay at Dolly’s. It’s in an area close to plenty of beautiful Cotswold’s villages and gardens and with a lot of walking opportunities. However, we found the lounge chair particularly uncomfortable - too low and the seating too deep - and discovered it’s not the one shown in the photos which looks far more comfortable. And we’re wondering why the “home-made chair” (not in the photos) was there at all. It would be far too uncomfortable to sit on it and it took up so much space in an already small area.
Mary G.
Stayed July 2024
Beautiful cottage, close to everything yet quiet
1010 out of 10
Exceptionalexceptional
133 reviews(133 reviews)
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
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value