Stratford-Upon-Avon Cottages

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We are delighted to announce that we have been awarded 'Best UK Holiday Cottage/Self Catering Booking Company' at the British Travel Awards.

Stratford-Upon-Avon Cottages

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Your Stratford-upon-Avon, Warwickshire search returned 100 cottages

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Map View
A wooden fence with a sign reading 54A Holly Cottage in front of a brick house and trees at Holly Cottage in Stratford-Upon-Avon
Offer
30
Stratford-Upon-Avon, Central England, CV37
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Sykes Rating

A contemporary two-bedroom holiday home settled on the outskirts of Stratford-upon-Avon in the West Midlands. Woodburning stove. Off-road parking. Rural. Royal Leamington Spa 14.1 miles; Warwick 17.9 miles. (Ref. 1095211)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Dishwasher
  • Washing machine

  • 10% off - Fri 1st Aug to 31st Aug 2025

7 nights from £610

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The front entrance of a brick house with a covered porch and various plants and shrubs around the pathway at Wren Cottage - Heritage Mews in Stratford-Upon-Avon
35
Stratford-Upon-Avon, Warwickshire, CV37
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Sykes Rating

Wren Cottage is a beautifully-presented holiday abode in the picturesque, medieval town of Stratford-upon-Avon. Smart TV. Enclosed garden. Off-road parking. Warwick 10.4 miles; Royal Leamington Spa 13.8 miles. (Ref. 1154408)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from £591

Last booked 2 days ago
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A thatched roof cottage with black timber framing windows flower beds and lawn at Church View in Welford-On-Avon
41
Welford-On-Avon, Central England, CV37
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Sykes Rating

Church View is a charming, Grade II listed, pet-friendly cottage in the village of Welford-On-Avon, Warwickshire, boasting an enclosed garden and hot tub. Stratford-upon-Avon 4.7 miles; Chipping Campden 9 miles. (Ref. 1170871)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine

7 nights from £579

Last booked yesterday
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A living room with two sofas a coffee table cushions and framed photos on the wall at 25 Shakespeare Street in Stratford-Upon-Avon
23
Stratford-Upon-Avon, Warwickshire, CV37
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

Modern cottage in the centre of Stratford-upon-Avon. WiFi. Short walk to town centre. Quiet location. (Ref. 982502)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £499

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Exterior view of a house with hanging flower baskets and a black front door at Howard Cottage in North Littleton near Offenham
52
North Littleton near Offenham, Worcestershire, WR11
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Sykes Rating

Howard Cottage is a delightful single-storey abode accepting pets, with a toasty fire and spacious garden, resting in North Littleton, Worcestershire. Bretforton 3.8 miles; Evesham 4.5 miles; Stratford-upon-Avon 12.7 miles. (Ref. 1163264)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £595

Last booked yesterday
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An outdoor dining area with a table set with plates glasses and cutlery on a wooden deck outside a brick building with solar panels on the roof at Avon View in Welford-On-Avon
30
Welford-On-Avon, Central England, CV37
  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0

    Sykes Rating

Avon View, a homely, reverse-level cottage, is set in the tranquil countryside of Welford-on-Avon in Warwickshire and features a Smart TV and dishwasher. Stratford-upon-Avon 5.9 miles; Chipping Campden 9.6 miles. (Ref. 1165400)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £533

Last booked 6 hours ago
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A timber framed historic building with a tiled roof and small leaded windows at 4 Masons Court in Stratford-upon-Avon
20
Stratford-upon-Avon, Warwickshire, CV37
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Sykes Rating

A 15th century cottage located in historical Stratford-upon-Avon in Warwickshire. Open plan sitting area. Shared garden and private patio. Ideal for a family and friends. Warwick 9 miles. (Ref. 948452)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £501

Last booked yesterday
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A brick residential building with windows bushes and parked cars at 9 Bancroft Place in Stratford-upon-Avon
9
Stratford-upon-Avon, Warwickshire, Cv37
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

Charming, ground floor apartment. Just 2 minutes' walk from the centre of Stratford-upon-Avon, close to canal. Ideal touring location. Warwick 9 miles. (Ref. 24856)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £474

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A brick house with multiple windows a wooden door and a gravel driveway surrounded by grass at Oakdene in Upper Quinton
20
Upper Quinton, Cotswolds, CV37
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

This stunning, detached house is located in Upper Quinton, Warwickshire. Close to amenities. Underfloor heating. Off-road parking. Family-friendly. Chipping Campden 6 miles; Stratford-upon-Avon 7.4 miles; Evesham 12 miles. (Ref. 1072661)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from £531

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A wooden garden shed surrounded by potted plants and bushes at The Garden House in Upper Quinton near Lower Quinton
32
Upper Quinton near Lower Quinton, Cotswolds, CV37
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Sykes Rating

An attractive ground-floor dwelling nestled in the village of Upper Quinton, Warwickshire. Accessible accommodation. Flexible sleeping arrangements. Enclosed garden. Chipping Campden 6.2 miles; Stratford-upon-Avon 7.3 miles; Worcester 26.6 miles. (Ref. 1055879)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £473

Last booked yesterday
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A wooden house with a gravel driveway and potted plants at The Hyde in Armscote near Newbold on Stour
38
Armscote near Newbold on Stour, Warwickshire, CV37
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Sykes Rating

An outstanding, detached cottage resting in Armscote near Newbold on Stour. Enclosed garden. Off-road parking. Woodburning stove. Shipston on Stour 3.3 miles; Stratford upon Avon 8.2 miles; Moreton in Marsh 8.7 miles; Broadway 12.2 miles. (Ref. 1083599)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine

7 nights from £926

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A living room with a blue sofa yellow pillows a wooden armchair a coffee table a patterned rug a TV stand with a television and a wooden door at The Belfry in Evesham
22
Evesham, Worcestershire, WR11
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

A charming semi-detached cottage situated in North Littleton near the market town of Evesham, Worcestershire. Spa shower. Off-road parking. No pets. Evesham 4.4 miles; Chipping Campden 8.2 miles; Stratford-upon-Avon 11.4 miles; Worcester 20 miles. (Ref. 1083162)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Dishwasher

7 nights from £392

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A row of brick terraced houses with four doors and windows on a street at Midsummer Cottage in Stratford-Upon-Avon
23
Stratford-Upon-Avon, Warwickshire, CV37
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

This delightful terraced cottage rests in the centre of Stratford-upon-Avon, Warwickshire. Enclosed courtyard. WiFi. Warwick 9 miles; Royal Leamington Spa 12 miles. (Ref. 1000373)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £497

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A row of wooden cabins next to a large grassy area with trees at Booster's Lodge in Stratford-upon-Avon
15
Stratford-upon-Avon, Warwickshire, CV37
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Sykes Rating

Homely detached lodge on the outskirts of Stratford-upon-Avon. Open-plan. En-suite. Views of River Avon. (Ref. 1012678)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £613

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A row of brick terraced houses with colored doors on a street at 24 College Lane in Stratford-Upon-Avon
21
Stratford-Upon-Avon, Warwickshire, CV37
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Sykes Rating

Gorgeous Grade II terraced cottage on quiet lane, yet only minutes from centre of historic Stratford-upon-Avon. Secluded garden. Fantastic location for exploring Cotswolds and beyond. (Ref. 924294)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £498

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A brick house with a gravel driveway and a tree in front at Highcroft in Stratford-Upon-Avon
33
Stratford-Upon-Avon, Warwickshire, CV37
  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.7

    Sykes Rating

A delightful, character cottage within easy reach of Stratford-upon-Avon. AGA. Open fire. En-suite. Tennis court. Enclosed garden. Ideal for families. Stratford-upon-Avon 2 miles. (Ref. 30949)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £998

Last booked 2 days ago
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A single story brick and wood house with a pitched roof and white picket fence around a gravel yard at Megs Cottage in Tiddington
23
Tiddington, Warwickshire, CV37
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Sykes Rating

Gorgeous ground floor barn conversion, vaulted beamed ceiling and en-suite bedrooms. Lovely garden. 10 mins walk to pub, restaurants and shops. Lovely walks. Stratford-upon-Avon 1 mile. (Ref. 990901)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher

7 nights from £689

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The front view of a two story stone house with multiple windows and doors and a garden with outdoor chairs and table at Jasmine Cottage Mickleton Gloucestershire
37
Mickleton, Gloucestershire, Gloucestershire, GL55
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Sykes Rating

This stunning two-bedroom cottage rests in Mickleton in Gloucestershire. Smart TV. Enclosed garden. Close to amenities. Chipping Campden 3.2 miles; Stratford-upon-Avon 9 miles; Shipston-on-Stour 10 miles. (Ref. 1070175)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from £579

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A garden with trimmed bushes and a lawn in front of brick cottages at Burford Cottage in Willicote Pastures near Clifford Chambers
20
Willicote Pastures near Clifford Chambers, Central England, CV37
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Sykes Rating

A charming, terraced, 19th century barn conversion, set one mile from Clifford Chambers, Warwickshire. Set in landscaped gardens. Ideal touring location. Stratford-upon-Avon 4 miles. (Ref. 920813)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £425

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The front of a house with flower beds shrubs and a lawn at 3 Granbrook Lane in Mickleton Gloucestershire
22
Mickleton, Gloucestershire, Gloucestershire, GL55
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Sykes Rating

A wonderful two-bedroom semi-detached cottage resting in the heart of Mickleton, Gloucestershire. Romantic. Pet-free. Near Cotswolds AONB. Off-road parking. Chipping Campden 3.5 miles; Shipston-on-Stour 7.7 miles; Stratford-upon-Avon 8.5 miles. (Ref. 1085478)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £577

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Map View

These Stratford-upon-Avon cottages offer you the chance to rejuvenate and relax, all while being surrounded by rich history and wonder. Set on the outskirts of the West Midlands, this medieval market town provides you with a unique cultural experience like no other. 

Why Holiday Cottages in Stratford-upon-Avon? 

As the birthplace of Shakespeare himself, if you're a lover of literature or simply a culture vulture, a Stratford-upon-Avon cottage could be perfect for you. Here, you can visit his old half-timbered home, the theatre dedicated to his work, or even take a tour exhibiting his work set in his classroom. However, it's not all Shakespeare here.  

The town also boasts delights such as a beautiful butterfly farm, the idyllic River Avon, and the Bancroft Gardens, all ideal for exploring the picturesque parts of this vibrant area.  

For inspiration on what to do whilst holidaying in your Stratford-upon-Avon cottage, take a look at our Cotswolds Travel Guide to explore the activities in the nearby rolling hills. 

Places to Visit from Stratford-upon-Avon Cottages 

Once you've soaked in all the glory of the historic market town, why not head out to explore the magnificent area surrounding your Stratford-upon-Avon cottage? Discover historic sights and lavish landscapes within a stone's throw of your Stratford-upon-Avon accommodation, making it the perfect base for holidaymakers of all kinds. Explore castles and caves, as well as fascinating stories telling of the area's compelling past.  

Only 22 miles away is the town of Chipping Norton, with a number of fantastic bars and restaurants on offer, from the ‘Bitter and Twisted’ to the ‘Blue Boar’ and a wide range of countryside walks to allow you to take in this fantastic part of the UK. The town is also close to the Diddly Squat Farm Shop, famous for the hit Amazon series Clarkson's Farm! 

Make the most of your experience in a Stratford-upon-Avon cottage today! 

Other popular destinations close to Stratford-upon-Avon holiday cottages: 

Gloucester 

Warwick 

Worcester 

Types of UK Holidays 

Begin your next adventure by booking one of these Stratford-upon-Avon cottages today! 

You can also browse this wonderful selection of short breaks in Stratford-upon-Avon if you're still searching for your perfect getaway.

If you want to bring the whole family along on your action-packed adventure, then these large holiday cottages cater for the whole party. If you don't want to leave your four-legged companion behind at home, take a look at these dog-friendly cottages.  

For a getaway sure to keep the little ones entertained, we provide an array of wonderful amenities such as cottages with games rooms, swimming pools, and even hot tubs! You can also choose from this wonderful array of lodges as well as these exciting glamping breaks.  

Don’t worry if you’ve left it late to book as you can choose from these last-minute cottages and these wonderful short breaks. 

You can also check out the full collection of Warwickshire holiday cottages!