Holiday rentals and lettings in Warwickshire

Table of Contents

• At a glance: what should you know about renting a holiday letting in Warwickshire?
• Holiday rentals and lettings in Warwickshire: find your perfect retreat
• Exploring Warwickshire: our top recommendations
• Activities: what are the top things to do and see in Warwickshire?

• Choice of accommodation: From characterful cottages to log cabins and glamping, Warwickshire suits couples, families and groups, many welcoming dogs.
• Where to stay: In Shakespeare's Stratford-upon-Avon, historic Warwick, elegant Royal Leamington Spa or out in the Cotswold-edge countryside.
• What guests love: Magnificent castles, Shakespeare's heritage, Regency spa-town charm and rolling green countryside.
• Best time to visit: Summer for festivals and gardens, spring and autumn for castles and countryside, and cosy, quiet winters.
• Things to do: Explore Warwick Castle, visit Shakespeare's Stratford-upon-Avon, wander Kenilworth Castle and stroll Royal Leamington Spa.

Warwickshire's holiday lettings are full of character, from timber-framed cottages in Warwickshire in Shakespeare country to cosy log cabins in Warwickshire and relaxed glamping in Warwickshire in the rolling countryside. Many enjoy period charm or Cotswold-edge views, with space for the family, and there is something for couples, groups and dog owners alike. Whether you want a market-town bolthole or a rural base near the castles, there is a self-catering letting to match, and most come well equipped for a comfortable stay. Expect features such as:

• Wi-Fi and a cosy lounge for evenings in
• Period features and beamed characterful interiors
• A garden or courtyard for warm evenings
• Parking or a central spot near the shops
• Dog-friendly cottages in Warwickshire so the whole family can come along

Wherever you base yourself, a castle, a market town or the countryside is rarely far away. Fancy exploring further afield? You can also compare cottages in the Lake District and apartments in Manchester.

What are the best areas to stay in Warwickshire?

It depends on the holiday you have in mind: Stratford-upon-Avon is best for Shakespeare and theatre, while the countryside suits walkers and castle-lovers. The table below details areas for specific interests:

What do our guests say?

Guests booking holiday lettings in Warwickshire through Holidu often highlight the wealth of castles, the Shakespeare heritage of Stratford-upon-Avon and the Regency charm of Royal Leamington Spa. Many mention the rolling countryside on the edge of the Cotswolds, the market towns and the sense of stepping into England's history, and return for the rare mix of culture, castles and countryside all close together.

At the heart of the West Midlands, Warwickshire is the county known the world over as Shakespeare's England. It is a land of magnificent castles, from mighty Warwick Castle to the romantic ruins of Kenilworth, of the elegant Regency spa town of Royal Leamington Spa, and of Stratford-upon-Avon, the birthplace of William Shakespeare and home of the Royal Shakespeare Company on the River Avon. Add the market town of Rugby, where the game was born, and rolling countryside on the edge of the Cotswolds, and you have a whole county rich in heritage, charm and green landscapes, and a delightful base for a holiday.

✈️What is the best way to get to Warwickshire?

Most visitors arrive by car or by train from London, Birmingham and across the Midlands. Here are the most common ways to get to the county:

• By car: Warwickshire is reached via the M40, M6 and A46, within easy reach of Birmingham, Coventry and the Cotswolds. A car is handy for exploring the castles, market towns and countryside, and most holiday lettings offer parking nearby.
• By train: Warwickshire is well served by stations at Stratford-upon-Avon, Warwick, Leamington Spa and Rugby, with fast services from London and Birmingham. The stations sit close to the town centres, making it a relaxed, car-free way to arrive and explore on foot.

🥗Where to eat in Warwickshire?

According to Google Maps reviews, The Eyna Leamington Spa is one of the best rated restaurants in Warwickshire. Below is a table showing top highly-rated spots hand-picked by our travel experts.

⭐Our guests' recommendation: Our guest traveller Charlotte rates Tavola Italian Restaurant in Leamington Spa: a stylish spot for authentic Italian dining, perfect for a relaxed evening of fresh pasta and warm hospitality in the elegant spa town.

☀️When is the best time to visit?

There is no bad time to visit, but the summer months of June to August bring the warmest weather for the gardens and festivals, while spring and autumn are ideal for exploring the castles and countryside. Winter is cosy and quiet, with snug pubs and atmospheric ruins.

Summer (June–August)

• Best for: Festivals, gardens and theatre
• Weather: Warm and often sunny
• Atmosphere: Lively across the market towns

Spring & Autumn (April–May, September–October)

• Best for: Castles, walking and fewer crowds
• Weather: Mild and often bright
• Atmosphere: Relaxed, with easy availability

Winter (November–March)

• Best for: Cosy pubs, theatre and atmospheric castles
• Weather: Cool and crisp, sometimes frosty
• Atmosphere: Quiet and snug, with a festive glow

⭐Our Hosts' recommendation: Our Warwickshire hosts recommend an early visit to Warwick Castle before the crowds arrive, then an afternoon in Stratford-upon-Avon to follow Shakespeare's footsteps along the River Avon. Ask your host about the best matinee times at the Royal Shakespeare Company and their favourite country pub near the Cotswold edge.

1. Explore magnificent Warwick Castle
2. Follow Shakespeare in Stratford-upon-Avon
3. Wander the ruins of Kenilworth Castle
4. Stroll elegant Royal Leamington Spa
5. Discover Rugby and the Cotswold edge

1. Explore magnificent Warwick Castle

   Towering above the River Avon, Warwick Castle is one of England's finest medieval fortresses, founded by William the Conqueror and shaped over a thousand years of history. Climb the ramparts and towers, watch the trebuchet fired, explore the grand state rooms and wander the sprawling grounds and gardens. With daily displays, birds of prey and dungeon tours, it is a magnificent day out that brings the county's rich past thrillingly to life for all ages.

2. Follow Shakespeare in Stratford-upon-Avon

   The pretty riverside town of Stratford-upon-Avon is the birthplace of William Shakespeare and a place of pilgrimage for lovers of literature. Visit his birthplace and the family houses, see a play performed by the world-famous Royal Shakespeare Company and stroll the banks of the River Avon. With its timber-framed streets, gardens and theatres, it is an enchanting town where England's greatest playwright feels ever present.

3. Wander the ruins of Kenilworth Castle

   The romantic red-stone ruins of Kenilworth Castle tell a story of royalty, rebellion and Elizabethan splendour. Once home to grand banquets held for Queen Elizabeth I, its soaring towers, great hall and recreated Elizabethan garden are wonderfully atmospheric to explore. Climb for sweeping views over the Warwickshire countryside and let your imagination run wild among one of England's most evocative and best-loved medieval ruins.

4. Stroll elegant Royal Leamington Spa

   Graceful Royal Leamington Spa is a gem of Regency elegance, all handsome terraces, leafy avenues and beautifully kept gardens. Wander the celebrated Jephson Gardens beside the River Leam, browse the independent shops and boutiques and enjoy the town's thriving café and restaurant scene. Refined and welcoming, this spa town is a delightful place to relax and soak up the county's genteel charm.

5. Discover Rugby and the Cotswold edge

   The market town of Rugby is the birthplace of the game that bears its name, with a museum telling the story of its origins at Rugby School. Beyond the towns, the county rolls out into gentle green countryside on the edge of the Cotswolds, perfect for walks, drives and country-pub lunches. It is the quieter, pastoral side of Warwickshire, and a lovely contrast to its castles and cultural towns.