Cottage vacation rentals in Tewkesbury Borough

Willow Cottage, A Luxury Cotswold Retreat

Willow Cottage is a self-contained annexe connected to Waterloo House, a 19th century farmhouse. Named after the Weeping Willow tree right outside the door and located in the beautiful semi-rural village of Stoke Orchard, this recently renovated cottage offers an excellent base from which to explore the Cotswolds. There are great walks and cycle routes straight out of the door, and with Cheltenham Racecourse and Cheltenham town only a short drive away the possibilities for exploring are endless!

Luxury Thatched Cotswold Cottage, amazing location

Located in a historic village a stone's throw from Cheltenham's racecourse is our immaculately restored thatched cottage. A choice of 3 pubs, local shop and butcher can be found within walking distance. Ideal for 2 couples sharing or a family with accommodation on 2 floors. Featuring a master suite with roll-top bath and own sitting room which can be converted into a bedroom with a double sofa bed. Downstairs an accessible bedroom with its own separate shower w/c. Full kitchen diner with dog bed

Penny Cottage – Cozy Cotswold cottage

Penny Cottage is in the heart of the former Saxon town of Winchcombe. It is a traditional Cotswold cottage with a working inglenook fireplace. It is on the Cotswold Way and has access to miles of country walks. Sudeley Castle, the resting place of the only Queen of England to be buried outside a royal palace, is within walking distance. A variety of pubs and restaurants can all be found within a 5 minute walk. The town also boasts a variety of independent shops, and two small supermarkets.

Country cottage in a Cotswold village

Woodpecker Cottage is a 1 bed barn style cottage in the grounds of a 17th Century farmhouse with countryside views. Within easy reach of Broadway, Winchcombe, Stow-on-the-Wold, Chipping Campden & Cheltenham, it is an ideal base for those wanting to explore the Cotswold towns & villages. Ideally located for Cheltenham Racecourse, Sudeley Castle & the Bugatti Prescott Hill Climb. For keen walkers it’s on the Winchcombe Way with plenty of other local footpaths, Cleave Hill & Bredon Hill nearby.

Little Nook Cottage - Dog Friendly & Large Garden

Located in the heart of Winchcombe with far reaching views over the rolling Cotswold hills, Little Nook Cottage is a charming bolt hole, perfect for couples or a small family from which to explore the Cotswolds. You will find beautifully crafted beams and original stone floors paired with all the luxuries you need for a relaxing break. Featuring a cosy living/dining room with wood burning fire, a super comfy double room and even a dedicated work space should you wish to work away from home!

Stunning Dog Friendly Barn , Summerhouse / Paddock

“Hare Barn” is self contained barn conversion dating back to 1860. Offers guests on B & B basis the perfect place to relax and unwind. Many character features - romantic bedroom, private patio and access to our paddock offering spectacular views towards Bredon Hill . Use of The Stables Summerhouse with seating, BBQ, Firepit & Fridge. Perfect for reactive dogs .Extensive network of footpaths for dog lovers and ramblers, direct from barn. Up to 3 dogs stay free. Free car parking next to barn

53 Church Street - 500 yr old cottage/Luxury/View

53 Church Street served as a corner shop for many years, still evidenced by the door sign. It is likely to be around 500 years old, and has been lovingly restored to re-create an unmistakably historic building with all the modern comforts you could possibly want in a holiday home. From a four poster bed to a sleek, modern bathroom, from a beamed, cosy lounge to a characterful kitchen, and from a winding oak staircase to a breathtaking view of the spectacular Abbey.

Stylish pet friendly cottage near Malvern Hills

The Little Retreat is a stable conversion brimming with high quality contemporary decoration and soft furnishings. The open plan living/kitchen/dining room has a vaulted ceiling, stylish lighting and everything you need to cook up a storm. With cosy underfloor heating throughout, five star reviews and rated sparkling clean by all of our guests so far, this is a special place and perfect for a relaxing break. Well behaved dogs welcome by arrangement.

Cotswold77 - Heart of the Cotswolds

Set in the heart of the Saxon village of Winchcombe a beautifully restored and luxuriously furnished Grade II listed cottage set over three floors with a pretty, sunny garden. Glorious countryside, Cotswold country pubs and a Michelin star restaurant all in walking distance. 6 miles from Cheltenham Racecourse and perfect for the Literature, Jazz and Science Festivals in Cheltenham. An Idyllic spot for exploring the Cotswolds!