Guesthouse vacation rentals in Tewkesbury Borough

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Top-rated guesthouse rentals in Tewkesbury Borough

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Top guest favorite

The open living area features a cozy seating arrangement with a large white couch adorned with patterned cushions. Green beams are visible on the ceiling. Natural light floods in through multiple windows, illuminating a dining space with a wooden table surrounded by chairs.

Guesthouse in Gloucestershire

4.99 out of 5 average rating, 142 reviews

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.

Top guest favorite

A spacious living room is illuminated by natural light from large glass doors that open to the garden. Comfortable sofas are arranged around a round coffee table, and a bookshelf is visible against the wall. Decorative curtains provide a pop of color.

Guesthouse in Twigworth

4.93 out of 5 average rating, 118 reviews

The Annex at Stonehaven

The Annex offers privacy, peace and serenity in a dog friendly rural location with plenty of relaxing outdoor space. The Annex has a bedroom with en-suite shower, a large kitchen, and living room with two sofa beds. There is parking, a courtyard and a fenced orchard at the back. We are between Cheltenham, Gloucester and Tewkesbury so perfect for exploring any of these towns. Mon-Fri your host grooms dogs in a room connected to the Annex. Dogs or driers might be heard during the day on weekdays.

Top guest favorite

The exterior of Cedar Cottage features a charming red brick facade with a distinctive glazed oak door and a Juliet balcony above. Large glass doors invite natural light into the open-plan interior. A gravel path leads to a secure perimeter, enhancing the cottage's welcoming appeal.

Guesthouse in Eckington

5 out of 5 average rating, 230 reviews

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

Top guest favorite

A cozy living area features a deep blue sectional sofa adorned with several plush cushions. A soft area rug lies beneath, complementing the wooden floor. A small potted plant adds a touch of greenery, while a wall-mounted mirror reflects light in the space.

Guesthouse in Toddington

4.96 out of 5 average rating, 163 reviews

Cotswold retreat: a stylish stay at Little Orchard

Little Orchard sits on a quiet lane, in the charming Cotswold village of Toddington, Glos. This light and airy apartment has an open plan living, dining and kitchen area, a separate king-sized bedroom with en-suite shower room. Situated above the garage to the side of the main property, with ample parking, the apartment has pleasant views and is only a few minutes walk from the ancient village church with many country walks from the door. You can enjoy the evening sun on the private patio.

Guest favorite

A charming brick exterior showcases the annexe, surrounded by well-maintained greenery. The sloped roof and wooden door complement the rustic feel. Flowering plants in colorful pots are positioned near the entrance, and a gravel path leads to the entrance, inviting relaxation in a serene setting.

Guesthouse in Leigh

4.91 out of 5 average rating, 221 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.

Guest favorite

An outdoor garden area is featured, showcasing a stone patio with a large dining table surrounded by chairs. Potted plants and lush greenery create a natural setting, while the rustic wooden structures of the property provide a charming backdrop.

Guesthouse in Cranham

4.97 out of 5 average rating, 202 reviews

The Organic Cotswolds Cowshed

The Organic Cotswolds Cowshed Set in the heart of The Cotswolds, one of the most beautiful areas in the UK, we are offering the most organic and toxic free environment that we can for our guests which may be important to you if you are allergic or intolerant to such things as added fragrance to laundry soap or the chemicals used in non-bio cleaning chemicals and sprays. I also have a shepherds hut on the property that sleeps two. See my other listing 1 DOG welcome. No other pets

Guest favorite

A charming stone guest house is set against a clear blue sky, showcasing its distinct architecture. Lush green lawns are framed by neatly trimmed hedges, while the pathway leads to an inviting entrance. A second building is visible in the background, surrounded by greenery.

Guesthouse in Gloucestershire

4.88 out of 5 average rating, 243 reviews

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.

Guest favorite

An inviting sleeping area is framed by whitewashed walls and wooden beams, featuring a spacious bed dressed in crisp white linens and topped with a soft grey throw. Bedside tables with warm, metallic lamps flank the bed, while an antique chest of drawers adds character to the space.

Guesthouse in Winchcombe

4.95 out of 5 average rating, 343 reviews

Charming ‘mini cottage’ bedroom and shower room

A pretty and private little Cotswold stone bakehouse converted to a bedroom and shower room with beautiful Cotswold views set in rolling farmland on edge of historic hamlet of Hailes. We are right on the Cotswold Way and an ideal stop off after the first leg or walk the myriad of footpaths around us straight from the door. Within easy access of Cheltenham racecourse and the lovely villages of the Cotswolds, the many country pubs or a visit to the amazing Giffords Circus.

Top guest favorite

A spacious bed dressed in luxurious linens is accented by two large pillows. Bedside tables with lamps provide soft lighting, while a patterned blind offers privacy. The wooden beams overhead add warmth to the stylish and inviting bedroom environment.

Guesthouse in Withington

5 out of 5 average rating, 418 reviews

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.

Top guest favorite

The exterior features a newly refurbished annexe with a clean, modern design. A stone pathway leads to a private entrance, surrounded by gravel and paving. A small area of artificial grass and a garden shed are visible, providing a welcoming outdoor space.

Guesthouse in Gloucestershire

4.91 out of 5 average rating, 333 reviews

Beautiful Self-Contained Annexe in Cheltenham

A lovely, newly refurbished annexe, perfect for 1 or 2 guests within good distance to the town center. A cosy, fully functioning, self-contained home from home featuring a double bed, kitchenette, en suite bathroom, 32" TV, heated floor and radiator with a private entrance. Located a 30 minute walk from the town centre and the Brewery Quarter, which is full of restaurants and bars, 2 cinemas, Mr Mulligans Adventure Golf and Hollywood Bowl.

Top guest favorite

A comfortable bedroom features a double bed with a patterned comforter and neatly arranged pillows. Natural light floods in through two windows with blinds. A small desk with a chair is positioned beside the bed, and a flat-screen TV is mounted on the wall.

Guesthouse in Cheltenham

4.98 out of 5 average rating, 374 reviews

Private Annexe - double bedroom with en-suite

A detached annexe in Cheltenham with double bedroom and en-suite bathroom, this is a self-contained property has a private entrance via side gate and free on road parking. There are tea and coffee making facilities, mini fridge, flat screen smart TV and free Wi-Fi. 5 mins walk from Cheltenham train station - on race days there is a free shuttle from the station to the racecourse. Prices vary depending on time of year.

Top guest favorite

The exterior of a small wooden studio features a large window with a view of the surrounding countryside. A bench is positioned near a gravel path. The lawn is neatly maintained, leading to a wooden gate with a paddock visible in the background.

Guesthouse in Worcestershire

4.95 out of 5 average rating, 236 reviews

Cleeve Cottage (The Studio)

A small detached studio/annex, in the picturesque village of Bushley, ideal location for anyone looking to have a short break in the countryside just 1.5 miles from the old market town of Tewkesbury and only 20 minutes from Cheltenham so perfect for a weekend at the races. Plenty of stunning rural locations to be explored nearby, with easy access to the beautiful Malvern hills, fantastic for cycling and hiking