Guesthouse vacation rentals in Stratford-on-Avon

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Top-rated guesthouse rentals in Stratford-on-Avon

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Top guest favorite
The open living area features a cozy seating arrangement with a large white couch adorned with patterned cushions. Green beams are visible on the ceiling. Natural light floods in through multiple windows, illuminating a dining space with a wooden table surrounded by chairs.
Guesthouse in Gloucestershire
4.99 out of 5 average rating, 151 reviews

Luxury self-catering for two in the Cotswolds

Situated on a farm between the picturesque villages of Broadway and Winchcombe this private annex is the ideal getaway or escape for visiting the Cotswolds. Spread over two floors the open ground floor contains a small fully equipped kitchen and comfortable seating area with large wood burner. There is a private outdoor area for your enjoyment. Upstairs has a super king size bed and ensuite bathroom. All bedlinen is 100% cotton with down duvet, pillows soft towels and lots of wardrobe space.

Top guest favorite
The exterior of Cedar Cottage features a charming red brick facade with a distinctive glazed oak door and a Juliet balcony above. Large glass doors invite natural light into the open-plan interior. A gravel path leads to a secure perimeter, enhancing the cottage's welcoming appeal.
Guesthouse in Eckington
5 out of 5 average rating, 250 reviews

Renovated cottage with views of Bredon Hill

Cedar Cottage is a recently renovated self contained cottage adjacent to our home with its own entrance and secure parking on site. It has everything you need to make your stay comfortable with high quality stylish furnishings including a king sized bed with Emma mattress. The village has 2 pubs and a village shop and is perfectly situated for easy access to Cheltenham Festivals, Upton-upon-Severn and the Cotswolds. Wonderful walks directly from the cottage. Bike storage & EV Charger available

Top guest favorite
A charming cottage with a dark wood exterior is surrounded by well-maintained green hedges. A manicured lawn stretches in front, leading to a pair of patio chairs visible on the stone pathway. The blue sky is dotted with fluffy white clouds, creating a serene setting.
Guesthouse in Tudor Cottage Mill Lane
4.99 out of 5 average rating, 124 reviews

Country Barn / Cottage, Nr Worcester & Stratford

Set in the gardens of Tudor Cottage, our 450 year old black and white cottage, is Tudor View a self contained annex. With full kitchen facilities, with its own outside area and a comfortable super king size bed, countryside views & plenty of walks providing a relaxing space with modern facilities. Within 10 minutes from Ragley Hall and 20 mins to visit Shakespeare’s Stratford Upon Avon, Historic Worcester, and Malvern and the Cotswolds nearby. Situated conveniently for the M5, M42 and M40.

Top guest favorite
The cottage is seen from the front, featuring a characteristic brick façade and a pink door. A paved patio area is visible, surrounded by greenery and garden furniture. Large windows reflect natural light, indicating a bright and inviting atmosphere.
Guesthouse in Cleeve Prior
4.99 out of 5 average rating, 107 reviews

Dog Friendly Cosy cottage in the Cotswolds

Relax in our pretty little cottage located in a charming village perfectly placed to explore the north cotswolds. The former servants wing of a larger house, has its own 2 acres of fully fenced dog field and walks in every direction. Just 20 minutes to Stratford Upon Avon, Broadway and Chipping Campden. 30 minutes to Cheltenham Races and 50 minutes to Birmingham Airport. Beautifully decorated from top to bottom in 2023. Breakfast, dinner and dog sitting can be arranged for a separate fee.

Top guest favorite
A cozy living area features a light blue sofa adorned with cushions, paired with a wooden coffee table. A flat-screen TV is positioned on a teal cabinet beneath natural light filtering through curtains. Vintage paddles decorate the wall, adding a rustic touch to the serene space.
Guesthouse in Warwickshire
5 out of 5 average rating, 219 reviews

Newly renovated luxury annexe in the countryside

Welcome to The Annexe, a lovingly renovated space, nestled in the heart of the Warwickshire countryside. Whether you need to relax in this calm, stylish space, or you're exploring the historical towns nearby, The Annexe will be the perfect bolthole for your time in Shakespeare's county. Sit with a drink in the beautiful garden or cosy up next to the fire, the space is for you to enjoy and relax. Stratford-upon-Avon, Royal Leamington Spa and Warwick are all within 20 minutes by car.

Top guest favorite
The exterior of a two-story annexe features a brick facade with wooden doors at the ground level. A set of stairs leads to an upper entrance. Lush greenery surrounds the structure, creating a serene outdoor environment under a clear blue sky.
Guesthouse in Claverdon
4.89 out of 5 average rating, 208 reviews

Studio annexe with double bed and kitchenette

This studio annexe is on the edge of Claverdon within easy reach of Warwick, Stratford Upon Avon and Henley In Arden. Set in the grounds of a Grade II listed farm house, it has a double bed, kitchenette and bathroom. The annexe has glorious views of the Warwickshire countryside and spectacular sunsets. Plenty of good walking / cycling and a short walk through the fields to a peaceful pond. The space can accommodate a blow up bed and there is a travel cot available on request.

Guest favorite
A charming stone guest house is set against a clear blue sky, showcasing its distinct architecture. Lush green lawns are framed by neatly trimmed hedges, while the pathway leads to an inviting entrance. A second building is visible in the background, surrounded by greenery.
Guesthouse in Gloucestershire
4.89 out of 5 average rating, 256 reviews

Cub Cottage, Near Broadway, North Cotswolds

Stylish and spacious separate guest house beautifully appointed in the North Cotswolds. Private accommodation with far reaching views of Bredon Hill, Dumbleton Hill & Stanton banks which provide magnificent evening sunsets. The garden is private with a Patio, seating and BBQ, lined with Beach hedging, roses & Peonies. An ideal base to explore local Cotswold villages, & the famous Cotswold Way walk. Close to Cheltenham and Stratford Racecourses & The Great Western Railway.

Top guest favorite
An open-plan living area features a comfortable sofa and a wooden dining table set for four. Panoramic windows provide views of the garden, allowing natural light to brighten the space. A drinks trolley with glassware and a cozy blanket adds to the inviting atmosphere.
Guesthouse in Sutton-under-Brailes
4.99 out of 5 average rating, 137 reviews

The Lodge, a newly converted, stylish & cosy barn.

Cosy converted barn in a beautiful village in the Cotswolds. Peaceful and private, The Lodge has just been renovated to create the perfect place to escape and unwind. New high spec bathrooms and bespoke kitchen with brand new appliances and underfloor heating on the whole of the ground floor. Two lovely bedrooms in the eaves, one with ensuite shower room, king size beds, ELLE Decoration pillow top mattresses, Egyptian cotton bedding, fluffy towels and black out blinds.

Top guest favorite
A charming Cotswold-stone building is surrounded by greenery, featuring a cozy porch with wooden supports. Large glass doors allow ample natural light into the interior, while a gravel pathway leads up to the entrance. The sky above is clear, enhancing the tranquil setting.
Guesthouse in Salford
4.97 out of 5 average rating, 627 reviews

The Barn in the Cotswolds.Great location.Superhost

The Barn is a pretty Cotswold-stone building in a quiet village. A great base for relaxing & visiting the Cotswolds, Oxford, Blenheim Palace or Bicester Village. Just 5 minutes drive from the historic market town of Chipping Norton, with plenty of shops & relaxing coffee stops. In winter a log burner makes it cosy. There are footpaths 'from the door' and great mountain & road biking too. We love welcoming UK and international guests & business people.

Top guest favorite
A spacious bed dressed in luxurious linens is accented by two large pillows. Bedside tables with lamps provide soft lighting, while a patterned blind offers privacy. The wooden beams overhead add warmth to the stylish and inviting bedroom environment.
Guesthouse in Withington
5 out of 5 average rating, 451 reviews

Stylish studio apartment with breakfast hamper.

Nestled in the Cotswold countryside, Pillars Loft offers a hideaway perfect for two, with stylish interiors, modern amenities and luxurious home comforts. Bordering the regency spa town of Cheltenham and the charming market town of Cirencester, Pillars is perfectly located for those looking to enjoy a spot of retail therapy, fine dining or festival scene that Cheltenham is renowned for while also catering for those looking for a peaceful rural retreat.

Top guest favorite
A cozy lounge area is highlighted by a vibrant blue accent wall. A comfortable sofa adorned with colorful cushions faces a small dining table surrounded by white chairs. Natural light streams in through large glass doors that lead to the exterior.
Guesthouse in Kings Norton
4.96 out of 5 average rating, 690 reviews

The Foxes Den - Private Quarters Annexe

The Foxes Den is a private annexe or a self-contained flat, next to our family home. Filled with home comforts. You will find your stay relaxing, comfortable and refreshing, in your private quarters. We are friendly, and honest and will try to accommodate all your needs. This is a space for 2 people and pets, we are happy to accommodate children, just ask and we will try and help.

Top guest favorite
The exterior of Holly Cottage is captured, displaying a welcoming facade with a large window. Flowering daffodils in the foreground add color, while a tree and fencing outline the driveway. The entrance is framed by a decorative trellis, enhancing the inviting appearance of the cottage.
Guesthouse in Warwickshire
4.98 out of 5 average rating, 134 reviews

Holly Cottage at Bramleys - 1 bed accommodation

Holly Cottage is situated in the small market town of Shipston-on-Stour in South Warwickshire. It is ideally located for visitors to the North Cotswolds and Stratford-upon-Avon. We are less than 5 minutes walk to Shipston town centre where you will find pubs, restaurants and cafe's as well as various small shops. You can also walk into the beautiful surrounding countryside.

Popular amenities for Stratford-on-Avon guesthouse rentals

When is the best time to visit Stratford-on-Avon?

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Quick stats about guesthouse rentals in Stratford-on-Avon

  • Total vacation rentals

    Explore 100 vacation rentals in Stratford-on-Avon

  • Nightly prices starting at

    Stratford-on-Avon vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

  • Verified guest reviews

    Over 8,830 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Stratford-on-Avon vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Stratford-on-Avon rentals

  • 4.8 Average rating

    Stratford-on-Avon stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Stratford-on-Avon's top spots, include Shakespeare's Birthplace, Royal Shakespeare Theatre, and Broadway railway station

Destinations to explore