Cottage vacation rentals in Tewkesbury Borough

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Top-rated cottage rentals in Tewkesbury Borough

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Guest favorite

Cottage in Cheltenham

4.9 out of 5 average rating, 417 reviews

The Bothy cottage in the Cotswolds

The Bothy is a conversion of a 17th Century Cotswold stone stable and a 20th Century kennel building. On the ground floor is the living room with a beautiful wood burning stove, a fully equipped kitchen, a comfortable double bedroom and a modern shower room. Whilst upstairs, which is accessed from a narrow oak staircase, you can find the twin bedroom. The living room has been fitted to retain all its original features and is furnished in period style. I have included many Georgian and Victorian pieces and have also included a large settee and two arm chairs, dining table and chairs for 4, corner cupboard and a dash of the 21st Century with a Sky television. The Bothy is beautifully situated in the Postlip Coombe on the leeward side of the Cotswolds highest hill and yet only minutes from Winchcombe, a classic Cotswold "wool" town, renowned for its excellent shops, restaurants and architecture.

Oct 22 – 29

R2,358 ZAR per night

Guest favorite

Cottage in Prestbury

4.95 out of 5 average rating, 128 reviews

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

Oct 17 – 24

R6,393 ZAR per night

Guest favorite

Cottage in Winchcombe

4.84 out of 5 average rating, 157 reviews

Penny Cottage - Cosy 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.

Jan 26 – Feb 2

R2,393 ZAR per night

Guest favorite

Cottage in Twyning

4.94 out of 5 average rating, 134 reviews

Perfect Gloucestershire countryside 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 and lounge with sofabed(new 2023) 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 Therapy Room -Reflexolgy, massage, waxing, nails. Prior booking needed.

May 29 – Jun 5

R2,375 ZAR per night

Guest favorite

Cottage in Ashton under Hill

4.88 out of 5 average rating, 170 reviews

Character thatch cottage in a fantastic location.

Located at the foot of Bredon Hill with easy access to Cheltenham, Stratford upon Avon and the Cotswolds. No.1 The Cottages is a 16th Century Thatch beautifully restored and furnished in its owners unique, quirky and comfy style. The galley kitchen is fully equipped, the flagstoned lounge is complete with a log burner and the main bedroom has a kings size bed and feather everything!. The second bedroom is perfect for a little one and there's even a mini library full of books, games and DVDs.

Sep 6 – 13

R2,194 ZAR per night

Guest favorite

Cottage in Stanley Pontlarge

4.99 out of 5 average rating, 159 reviews

Stunning Cotswold cottage, log burner, Winchcombe

Gorgeous romantic Cotswold cottage with direct access to walks. Up to 2 well behaved dogs welcome. The Old Mill House is a luxury retreat in Stanley Pontlarge, 2 miles to Winchcombe, 5 miles Cheltenham Racecourse, 9 miles central Cheltenham. Living room with TV and logburner, bedroom with kingsize bed, kitchen with microwave, dishwasher, induction hob, oven Nespresso machine, Smeg fridge/freezer. Shower room. Neal's Yard toiletries. Fast broadband. EV charging. Muddy paw pet washer.

Dec 12 – 19

R3,495 ZAR per night

Guest favorite

Cottage in Bank Farm Barns

4.99 out of 5 average rating, 401 reviews

Idyllic Dog Friendly Barn , Summerhouse / Paddock

“Hare Barn” is self contained original barn conversion We offer guests on B & B basis the perfect place to relax and unwind. Many character features including romantic bedroom, private patio and access to my paddock offering spectacular views towards Bredon Hill and countryside. Use of The Stables Summerhouse with sheltered seating., BBQ, Firepit & Fridge. Extensive network of footpaths perfect for dog lovers and ramblers, leading direct from barn. Up to 3 dogs stay free

Feb 14 – 21

R2,825 ZAR per night

Guest favorite

Cottage in Gloucestershire

4.99 out of 5 average rating, 248 reviews

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.

Feb 23 – Mar 2

R3,015 ZAR per night

Guest favorite

Cottage in Worcestershire

5.0 out of 5 average rating, 128 reviews

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.

Mar 29 – Apr 5

R2,917 ZAR per night

Guest favorite

Cottage in Gloucestershire

4.94 out of 5 average rating, 109 reviews

Cheltenham - Cosy Bath Road Cottage

A beautifully presented cosy and welcoming, newly refurbished, 2 bedroom Georgian cottage located just off the desirable Bath Road. The local area has plenty of great shops, restaurants and pubs. In addition, trendy Montpellier is a short walk away. The historical spa town of Cheltenham, in the centre of the Costwolds, has a buzzing atmosphere and hosts many events throughout the year, with the famous racecourse is only a 10 minute drive away.

Oct 13 – 20

R2,330 ZAR per night

Guest favorite

Cottage in Winchcombe

4.92 out of 5 average rating, 424 reviews

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!

Dec 2 – 9

R5,953 ZAR per night

Guest favorite

Cottage in Cheltenham

4.94 out of 5 average rating, 111 reviews

The Stables - Luxury Central Cheltenham Bolthole

Gorgeous converted stables located in the heart of Cheltenham originally belonging to a Georgian Villa, this is the ideal place to stay for a long weekend or mid week break in the Cotswolds. Perfectly located within walking distance of the bars and restaurants of the Suffolk's and Montpellier, and all that Cheltenham has to offer, be that one of the many the festivals or of course the races .

Nov 27 – Dec 4

R3,632 ZAR per night