Holiday rentals with outdoor seating in Tewkesbury Borough

Find and book unique rentals with outdoor seating on Airbnb

Top-rated rentals with outdoor seating in Tewkesbury Borough

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Guest favourite

Shepherd’s hut in Winchcombe

4.97 out of 5 average rating, 127 reviews

Stunning Cotswold Views, Idyllic, En suite TV/WiFi

Scandinavian styled, ensuite, luxury Shepherd's Hut set in idyllic private countryside. Extensive hillside views. Perfectly located in an Area of Outstanding Natural Beauty (AONB) in The Cotswolds. National Walking Trails on the doorstep. Picturesque walk or e-bike to medieval Winchcombe; home to the fascinating & majestic Sudeley Castle, many interesting shops, excellent restaurants, superb cafés & pubs. Just one other beautiful Shepherd’s Hut is also available & both can be booked together.

12–19 Jun

€ 113 per night

Guest favourite

Guest suite in Winchcombe

4.93 out of 5 average rating, 123 reviews

The Annex Self contained suite on a working farm

A self-contained annex on a working farm in the beautiful Cotswold town of Winchcombe. Sitting above the medieval town, the room has spectacular views of the surrounding cotswold hills. Situated 10 minutes walk from the centre of town with lots of pubs, shops and restaurants. Right on the Winchcombe Way and close to the Cotswold Way its ideal for walkers. Secure cycle storage is also available. Broadway, Stow-on-the Wold, Bourton-on-the -Water Cheltenham, Stratford and Oxford are all drivable

16–23 Jun

€ 92 per night

Guest favourite

Home in Boddington

4.98 out of 5 average rating, 101 reviews

Stunning Victorian Mill, 3 BDR

Oriri presents Boddington Mill, a stunning countryside retreat steeped in history and rural charm. Multiple levels intersect the original mill parts for a generous and sociable living space. A south-facing garden includes alfresco dining, wood-fired hot tub, and large lawn, home to fruit-bearing trees and wildlife. Bedrooms feature luxury bedding; vaulted, oak-beamed ceilings; and period windows. Guests will enjoy fine comforts, modern media, and a kitchen fit for the highest culinary ambitions.

21–28 Sep

€ 580 per night

Guest favourite

Cottage in Prestbury

4.95 out of 5 average rating, 129 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

29 Sep – 6 Oct

€ 331 per night

Guest favourite

Flat in Shurdington

4.95 out of 5 average rating, 353 reviews

Rivendell Annex close to Cheltenham

The Annex is a completely self contained open plan 2 double bedroomed groundfloor apartment with patio area and off road parking. The entrance has a small 7inch step - once inside bedrooms bathroom kitchen dining and lounge areas are on one level. Access to the patio via patio doors - 3 small steps, each 5inches in height and another smaller step leads to the main garden. Situated within easy access to the M5 motorway and close to local bus routes ideal for exploring pretty Cotswold villages.

10–17 Apr

€ 123 per night

Guest favourite

Home in Woodmancote

4.98 out of 5 average rating, 126 reviews

The Cotswold Holiday Home.

Innisfree was built in 1907 from local Cotswold stone, recently extended and renovated to a high standard with modern contemporary fittings making for a very warm and comfortable holiday home. Bedrooms have been fitted with new beds for flexible accommodation of singles and superking size doubles. A single child’s bed and travel cot may be added to the master suite. A double garage provides parking for two cars. The house has large enclosed gardens with outside furniture and BBQ fireplace.

1–8 Oct

€ 149 per night

Guest favourite

Guest house in Leigh

4.92 out of 5 average rating, 156 reviews

Cosy countryside retreat.

The Nest is a self contained detached annexe set in the peaceful Gloucestershire village of The Leigh. The property has been newly refurbished and is available for up to 2 people with access to a secluded garden space within our lovely orchard surroundings. The property has easy access and ample parking. Located within easy reach of Cheltenham, Tewkesbury, Gloucester, The Malverns, Cotswolds and M5, the accommodation is in a perfect position for exploring all that the area has to offer.

19–26 Jan

€ 107 per night

Guest favourite

Home in Gloucestershire

5.0 out of 5 average rating, 159 reviews

Delightful Coach House - Great Location - 5.0*

A highly rated , stylishly converted, detached 2-Bed Coach House. Perfectly located in the popular Leckhampton district of Cheltenham, just a stone’s throw away from the trendy Bath Road area of the town. Conveniently located for the town centre and within a pleasant 10 minutes stroll to the Montpellier & Suffolk’s areas of Cheltenham, famed for vibrant bars, cafés, restaurants, specialist shops, Regency buildings and Parks. Newly refurbished & equipped to high specification throughout.

16–23 Jun

€ 178 per night

Guest favourite

Home in England

4.94 out of 5 average rating, 250 reviews

Cotswold Garden Accomodation near Racecourse/Univ

Home from home , self contained, modern airy accomodation close to Cheltenham. The park & ride bus is 500m from us provides easy travel into the town centre and direct to Cheltenham Railway Station, or leave your car in our parking space . A great base to explore the Cotswolds with all the bars and restaurants of the Regency town close by. Stretch your legs in the beautiful Pittville Park and Pump rooms about ten minutes stroll from, perfect base for cycling and walking in the Cotswolds.

23–30 Oct

€ 99 per night

Guest favourite

Apartment in Cheltenham

4.98 out of 5 average rating, 306 reviews

Footsteps from the town & parks (+ hamper/parking)

Little Portland is a central 700 sq ft self-contained Grade-II apartment moments from the heart of town & Pittville Park (a historic area, with two lakes, cafes and a kids' play area). If you're coming to visit the town, races, festivals or Cotswolds, it's ideal. Parking centrally can be tricky so we offer guests 2 free parking permits. You'll also receive a food hamper with beer or cider, nibbles, brioche, fruit, milk & juice. The apartment has a cooling system for the summer months.

8–15 Dec

€ 110 per night

Guest favourite

Home in Gloucestershire

4.98 out of 5 average rating, 109 reviews

7 Diamond Jubilee, Cheltenham

Diamond Jubilee is a unique fully electric property located in a quiet little mews street but a short walk to the bars, shops, and restaurants of the vibrant area of The Suffolks and Montpellier. Cheltenham has a thriving cultural scene and hosts numerous festivals throughout the year such as the jazz, food and drink, literature, and science. Undoubtedly, the highlight of the year is the annual racing festival, The Gold Cup at Cheltenham Racecourse. Newly renovated bathroom.

23–30 Oct

€ 137 per night

Guest favourite

Place to stay in Charlton Kings

4.93 out of 5 average rating, 237 reviews

Studio Garden Room, relaxing & comfortable

Our clean and comfortable studio garden room is perfect for a break away from home. Great space for 1 or 2 guests, comfortable bed, equipped kitchen, tv and wifi. Cheltenham town centre is a pleasant walk away or easily accessible by bus or car. We have always taken pride in the level of cleanliness at each changeover and have increased our thoroughness in light of recent guidelines with regard to reducing the spread of infectious diseases.

28 Aug – 4 Sep

€ 99 per night