Pet-friendly vacation rentals in Tewkesbury

Self contained annex with own entrance & parking.

Welcome to our self contained one bedroom annex complete with kitchen, shower room & living room. The bedroom & shower room are freshly decorated for 2026. Guests have a separate entrance which is separated by two doors from the main house. You are welcome to use the garden & bar-be-que and sit anywhere. We have a very friendly dog who generally stays away. We don’t charge extra cleaning fees to bump the price up, we just ask that you leave the annex tidy. Cot bed available to hire for £15

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!

Stylish Cottage in The Cotswolds.

This quaint cottage in the beautiful village of Alderton has been refurbished to a high standard, an open plan living area including a kitchen/diner leading into a living space .Off the hallway is a downstairs WC. Upstairs there are two bedrooms, one with king size bed, the second with twin beds and a family bathroom. The outside space offers a small pretty area to relax, read, eat, & drink wine. This idyllic village has everything on offer, a village shop, pub & play park in stunning setting.

Little Nook Cottage - Cosy & 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 Cotswold cottage, log burner, Winchcombe

Gorgeous romantic luxury Cotswold cottage with direct access to walks. Up to 2 well behaved small/medium dogs are welcome or enquire (see dog rules). The Old Mill House is 2 miles to Winchcombe, 5 miles Cheltenham Racecourse, 9 miles central Cheltenham. Living room with logburner, bedroom with kingsize bed, kitchen - microwave, dishwasher, induction hob, oven, Nespresso machine, Smeg fridge/freezer. Shower room. Neal's Yard toiletries. Fast broadband. EV charging. Muddy paw pet washer.

Attractive Period House with breath-taking views

Take it easy at this unique and tranquil getaway. Dating back to the 1800s, this delightful Grade II listed Georgian House is set on a Hillock in an acre of beautiful gardens overlooking the River Avon and the Cotswolds. The Uplands offers the perfect blend of luxurious rural privacy and the convenience of the town centre with its numerous restaurants and riverside pubs a short walking distance away. We have plenty of space for you to relax and pride ourselves on our high standards.

Luxury Cosy Cottage with Garden

Luxury newly renovated 2 bedroom coach house set in the grounds of a Georgian Manor House with its own private gardens and duck pond over looking the National Trust Tithe Barn. The Coach House is within walking distance of the quaint village of Bredon which boasts 2 pubs, a village shop and playground. Bredon is ideally located for Malvern, Cheltenham and the Racecourse, Worcester and the rest of the Cotswolds. The Owners live in the Manor House so are at hand for any questions.

Delightful Studio with private Terrace and parking

The Beech Hut is a unique little studio situated in a quiet private corner of the garden of the main house. This unusual studio offers guests the perfect getaway for a relaxing mini-break in open plan spacious living. It is within walking distance of the local pub, shop and GWS steam railway and beautiful country walks are accessible directly from the door. It is also a great base to explore the Cotswolds with the lovely villages of Winchcombe and Broadway only a short drive away.

Dog friendly stylish cottage near Malvern Hills

The Little Retreat is a beautiful stable conversion. 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, this is a special place, with only 5 star reviews! The Malvern Hills, and the new Cotswold Designer Outlet are on the doorstep, the Cotwolds Hills, Jeremy Clarkson's pub and Diddly Squat Farm are less than an hour away. Well behaved dogs welcome by arrangement.

Two Back of Avon

Welcome to Two Back of Avon. A beautiful & unique Early 18th century home built in 1712. This is one of Tewkesbury's many historic buildings. It incorporates one of tewkesbury's famous alleyways. Two Back of Avon has recently been carefully renovated. It is now a lovely, warm, comfy large home set over 3 floors with exposed beams & great character. It comprises of main reception room, kitchen/diner, 4 bedrooms and 2 shower rooms. This property would sleep upto 9 people.

The Engine House, rural escape to Bredon Hill

The Engine House is the perfect base for a romantic break or active outdoors holiday. It's fantastic dog-walking and off-road cycling country, set at the foot of Bredon Hill on the Glos/Worcs border. The house is beautifully-furnished and ready to self-cater with a well-equipped kitchen. Step out of the door, and it's easy access straight onto the hill, to enjoy spectacular views. Or for a friendly welcome and good food, just stroll next door to the Yew Tree Inn.

Relaxing Gloucestershire getaway

A cosy, comfortable cottage, The Tallet is in a rural setting with beautiful views of the Cotswolds and plenty of wildlife. Fully equipped kitchen + utility/laundry room. 2 bedrooms, 2 bathrooms (1 up, 1 down)a lounge with sofabed and smart TV. WiFi free. It’s a short drive from Tewkesbury with its Abbey and Tudor heritage. Handy to motorways to M50/M5. Owners live next door and are on call if you need anything. Sleeps 4 -6