Guest house holiday rentals in Tewkesbury Borough

A spacious cottage interior features an elegant four-poster bed with blue accent pillows. A cozy sitting area contains a patterned sofa and a round table. Natural light filters through the windows, enhancing the airy atmosphere, while a soft rug adds comfort to the stone floor.

4.95 out of 5 average rating, 278 reviews

Boutique Cotswold bolt hole - Ford Manor Cottage

Entire cottage set in grounds of owner's home with own gravelled and gated parking area, in the heart of the Cotswolds and National Hunt racing. Luxury open plan living/bedroom (approx. 25 sq m) which is light and airy with 4 post bed , well equipped galley kitchen and wet room. Complete privacy. Ideal retreat for short or long stays. A great base for walking and exploring the Cotswolds, with the Cotswold Way on the doorstep, Sudeley Castle a few miles away and Daylesford a 15 minute drive.

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.

5 out of 5 average rating, 250 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

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.

4.94 out of 5 average rating, 141 reviews

The Annex at Stonehaven

The Annex offers dog friendly accommodation with plenty of relaxing outdoor space. It has a bedroom with en-suite shower, a large kitchen and shower room, and open plan living room with double bed, dining and sofa areas. There is parking, a courtyard and a fenced orchard at the back. We are between Cheltenham, Gloucester and Tewkesbury so perfect for exploring 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.

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.

4.95 out of 5 average rating, 190 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.

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.

4.91 out of 5 average rating, 242 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.

A copper bathtub takes center stage in a beautifully appointed bathroom with dark blue paneling. Adjacent to the tub, a potted plant adds a touch of greenery, while a folding chair offers a functional accent. Natural light streams in through a skylight.

4.9 out of 5 average rating, 145 reviews

Stunning rural retreat perfect for couples & dogs

Welcome to The Loft at The Croft! Kick back and relax in this immaculately decorated annexe located in the peaceful village of The Leigh. Separate from the main house and looking out onto open fields, we welcome individuals, couples and furry companions to take a break. Located close to Cheltenham (and the racecourse) and within a convenient distance of Tewkesbury, Gloucester and the Cotswolds you will be spoilt for choice on places to visit, footpaths to walk and pubs to discover.

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.

4.97 out of 5 average rating, 214 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

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.

5 out of 5 average rating, 459 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.

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.

4.91 out of 5 average rating, 362 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.

A bright open-plan living area is showcased with large windows allowing natural light to fill the space. A modern dining table is set with plates, and two lounge chairs are positioned invitingly in the corner. Light wooden floors complement the minimalistic decor.

4.95 out of 5 average rating, 108 reviews

Two Double Bedrooms Guest Annexe with EV Charging

A 2 Bedroom guest annexe within 100 yards of Cheltenham Race Course and within a 10 minute walk to the Town Centre. This property is tucked in the grounds of the main house and offers secure gated parking. The accommodation comprises open plan living space with fantastic views of Cleeve Hill and two double bedrooms. Use of laundry facilities and home gym if required (Subject to Availability). EV Charging available (separate charge).

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.

4.98 out of 5 average rating, 391 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.

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.

4.96 out of 5 average rating, 246 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

Popular amenities for guest house rentals in Tewkesbury Borough

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

The exterior of a quaint detached cottage is presented with a stone facade. Two wooden chairs are arranged on a gravel area, surrounded by neatly trimmed hedges and flower beds, creating a welcoming entrance. Mature trees provide partial shade, enhancing the rural charm.

4.85 out of 5 average rating, 530 reviews

The Small House with a Big Welcome

The entrance of the Annex is seen, featuring a wooden staircase leading up to double doors framed by large windows. A sign labeled 'The Annex @ Wolden' is mounted on a wooden fence, surrounded by greenery. Bright blue skies are visible above.

5 out of 5 average rating, 147 reviews

Cosy Annex 10 mins walk from quirky Stroud

A charming two-story building features a distinctive half-timbered design and large windows inviting natural light. Surrounded by neatly arranged plants and a spacious outdoor area, the inviting entrance is framed by gravel pathways leading to the well-maintained grounds.

4.99 out of 5 average rating, 182 reviews

The Cider Press with Games Room

The exterior of Meadow Lodge is visible, showcasing a stone building with a sloping roof and a charming entryway. Lush greenery surrounds the entrance, with planters adorned with flowers. A gravel drive leads up to the lodge, set against a backdrop of open fields and a cloudy sky.

4.99 out of 5 average rating, 399 reviews

Meadow Lodge quiet annexe in countryside

A charming barn conversion is framed by lush greenery, with a stone façade and gabled roof. Large glass doors offer access to the outdoor space, while a wooden gate complements the property. A well-maintained garden features colorful flowers, inviting a tranquil setting.

4.99 out of 5 average rating, 136 reviews

Charming Cotswolds AONB Barn near Burford

The bedroom features a spacious king size bed adorned with a soft red throw and decorative pillows. A full-sized mirror and a wooden clothes rail are present, along with a warm wood-beamed ceiling that adds character. A closed wooden door leads to additional space.

4.97 out of 5 average rating, 167 reviews

Charming, detached, converted stable in Evesham.

A charming wooden annexe is nestled among lush greenery, featuring a sloped roof and large windows. A balcony extends from the upper level, adding to the character. The entrance is marked by double wooden doors, surrounded by a pebbled area that enhances the natural setting.

4.92 out of 5 average rating, 405 reviews

A Cosy Cotswold Woodland Cabin

A single-story annex is presented, featuring a stone patio with outdoor seating for four. Large windows brighten the facade, surrounded by green foliage. The roof is covered with slate, and the entrance is marked by a white door, leading into the welcoming space.

4.97 out of 5 average rating, 360 reviews

Detached Annex in idyllic Countryside

Guest house rentals with a patio

A double bed is featured with decorative pillows and a cozy gray throw. Light fills the room through a nearby window. Steps lead to a welcoming dining area visible in the background, enhancing the sense of space and connection within the cottage.

4.94 out of 5 average rating, 176 reviews

Little Rosewood is a Cosy Cotswold Retreat

Vibrant purple flowers grow prominently at the forefront, leading towards a gravel path. The garden room is visible with large windows reflecting the surrounding greenery. A small table and chairs sit on the patio area, creating a serene outdoor space.

4.92 out of 5 average rating, 121 reviews

Garden Annex Dormston

4.96 out of 5 average rating, 187 reviews

The Nook at Shrawley - cosy studio guesthouse

A cozy living area features a light blue sofa adorned with cushions, paired with a wooden coffee table. A flat-screen TV is positioned on a teal cabinet beneath natural light filtering through curtains. Vintage paddles decorate the wall, adding a rustic touch to the serene space.

5 out of 5 average rating, 222 reviews

Newly renovated luxury annexe in the countryside

A two-story building features a large glass front entrance, providing an inviting view of the interior. A small outdoor seating area with a table and chairs is visible, surrounded by neatly landscaped gardens and natural stone walls.

4.98 out of 5 average rating, 231 reviews

Adorable One Bedroom Cotswold Studio

A stone annex is shown, framed by a well-kept lawn and gravel pathway. The entrance features a wooden porch, leading to an open doorway. Lush greenery surrounds the property, with a white gate in the background, contributing to a serene outdoor environment.

4.99 out of 5 average rating, 252 reviews

Small Cotswold cottage / annex

4.89 out of 5 average rating, 220 reviews

Charming guest house in stunning wooded valley

A welcoming entrance features a wooden door with a glass panel, framed by a low stone wall. Potted greenery is placed on either side of the door, while a welcome mat lies on the stone pathway, inviting guests to enter.

4.93 out of 5 average rating, 229 reviews

Adorable 1 bedroom guest house with hot tub

Guest house rentals with a washing machine and dryer

4.88 out of 5 average rating, 131 reviews

Golden Stone Country Retreat, Cotswolds

Superhost

The cabin exterior is designed with wooden panels and large glass doors, offering an inviting entrance. Surrounding plants and flowers add greenery to the setting, with a seating area under an umbrella on the patio, creating a peaceful outdoor space.

4.79 out of 5 average rating, 890 reviews

Little Bulpits

4.99 out of 5 average rating, 144 reviews

Gardener's Pavilion | Malvern

The exterior of April Cottage Lodge features a charming stone façade, with a welcoming entrance door framed by a small porch. A lush green lawn surrounds the house, complemented by a potted plant and outdoor furniture nearby, creating an inviting outdoor space.

4.98 out of 5 average rating, 263 reviews

Cosy Cotswold Lodge with Private Garden & Hot Tub

The exterior of Blacklains Annexe features a stone facade with a wooden door and modern windows. A covered entrance area provides shelter, while the gabled roof complements the charming design. The surrounding area showcases a paved driveway and natural setting with trees in the background.

4.97 out of 5 average rating, 342 reviews

Blacklains Annexe, Birdlip, Cotswold

A wide view of rolling green hills stretches across the landscape, framed by large trees and patches of wildflowers. A wooden fence defines the foreground, offering a connection to the peaceful surroundings under a partly cloudy sky.

4.93 out of 5 average rating, 110 reviews

Self-contained property in Rodborough

A quaint entrance reveals a wooden door with decorative glass, leading to a private courtyard. Two folding chairs are positioned at a small table beside a window, surrounded by charming stone paving and lush greenery in the background.

4.88 out of 5 average rating, 529 reviews

Self-contained unit, parking & 3 mins walk to town

A serene bedroom features a spacious bed with floral bedding, positioned beneath a sloped ceiling. Two bedside lamps provide soft illumination, while a decorative mirror adds depth. A cozy chair sits in the corner, complementing the warm color palette of the room.