
Guesthouse vacation rentals in Stratford-on-Avon
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Top-rated guesthouse rentals in Stratford-on-Avon
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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.

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

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.

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.

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.

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.

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.

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.

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.

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.

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.

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
Family-friendly guest house rentals

The Cobbles

The Organic Cotswolds Cowshed

Modern 1 bedroom annexe with additional sofa bed

Barn conversion for peaceful country stay

Meadow Lodge quiet annexe in countryside

Cleeve Cottage (The Studio)

Charming Cotswolds AONB Barn near Burford

Peaceful Escape: Relaxing Retreat near Tamworth
Guest house rentals with a patio

Luxury private studio guesthouse in Moseley

Little Rosewood is a Cosy Cotswold Retreat

Garden Annex Dormston

Cotswold Pod -Wood Pizza Oven, Sky, WiFi, BBQ

Adorable One Bedroom Cotswold Studio

Castle Queen - A Unique Romantic Hot Tub Retreat

Chapel End

Idyllic village, gateway to the Cotswolds, nr pub
Guest house rentals with a washer and dryer

Entire Garden Annex with Breathtaking Views

Golden Stone Country Retreat, Cotswolds

Spacious 2 Bedroom Courtyard Cottage in Village

Little Bulpits

Gardener's Pavilion | Malvern

Cosy Cotswold Lodge with Private Garden & Hot Tub

A home from home in historic Eydon

Barn conversion in Gloucestershire
When is the best time to visit Stratford-on-Avon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ433 | ﺩ.ﺇ444 | ﺩ.ﺇ470 | ﺩ.ﺇ481 | ﺩ.ﺇ510 | ﺩ.ﺇ503 | ﺩ.ﺇ499 | ﺩ.ﺇ507 | ﺩ.ﺇ492 | ﺩ.ﺇ481 | ﺩ.ﺇ470 | ﺩ.ﺇ463 |
| Avg. temp | 4°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 14°C | 11°C | 7°C | 5°C |
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
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