Guesthouse vacation rentals in Gloucestershire

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Top-rated guesthouse rentals in Gloucestershire

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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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 Stanton
4.99 out of 5 average rating, 167 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.

Guest favorite
A wooden guest house is nestled among lush greenery, with large glass windows reflecting warm light. The surrounding countryside extends into rolling hills, hinting at scenic walking trails. Soft autumn hues from nearby trees add a touch of seasonal charm to the tranquil atmosphere.
Guesthouse in Horsley
4.9 out of 5 average rating, 261 reviews

Charming guest house in stunning wooded valley

Our beautiful guest house is surrounded by stunning countryside - waiting to be walked or cycled. It sleeps two at mezzanine level (+ has a travel cot), an open plan kitchen and cosy living area + bathroom with bath and shower. Outside is a sunny garden area with table and seating. The space is really light with lots of windows and oak features. Lots of thought and love have gone into decor to make it a really lovely space. The apartment is separate from the main house and very private.

Superhost
The exterior of a unique stone dovecote is displayed, featuring a rounded structure topped with a conical roof. A single door is visible at the base, framed by flowers and greenery. Sunlight casts soft shadows on the textured stone walls, enhancing its rustic charm.
Guesthouse in Bibury
4.98 out of 5 average rating, 559 reviews

Bibury Hidden Dovecote (Grade II Listed)

We are delighted to reopen the dovecote after some essential improvements. We can now offer availability from this spring. A completely unique experience. This converted dovecote has a stunning bathroom, copper bath, wet room shower and beautiful double bedroom with terrace. Situated in a quiet but central location in Bibury with parking and breakfast. Perfect for a secret romantic break. Situated conveniently for Burford, Cirencester and Cheltenham, you can explore South Cotswolds.

Guest favorite
An open studio space is showcased, featuring a double bed with two decorative pillows. A kitchenette is visible with essential appliances. A smart TV is mounted on the wall, and a small glass table with two chairs is positioned in the area. Natural light is entering through a sliding door.
Guesthouse in Cheltenham
4.83 out of 5 average rating, 159 reviews

Lovely self-contained annexe with private entrance

A lovely, fully furnished, self-contained, compact but perfectly formed annexe, perfect for 1 or 2 guests in a quiet Cheltenham suburb. Ideal for work related stay, visiting the Cotswolds, viewing properties etc. 15 min walk to/from train station and 1 min from main bus route. 30 minute walk to Montpellier / centre of town. Features a king bed, en-suite bathroom, fully equipped kitchenette, smart 32" TV, broadband internet, and workspace. Unrestricted parking on the drive or on-street

Top guest favorite
A cozy living area features a stylish log burner with a warm flame, complemented by a glass coffee table displaying stacked books. Light curtains gently drape over large windows, allowing natural light to fill the space, while a comfortable couch adorned with a checked throw invites relaxation.
Guesthouse in Naunton
4.99 out of 5 average rating, 102 reviews

The Little House

Tucked away in the rolling countryside, this charming guest house is the perfect retreat for a peaceful get away. Nestled in a picturesque Cotswold Village, this recently built stylish cottage has large glass doors which open over picturesque views, a log burner for cosy nights in, a large stand alone bath and it's own private terrace. Set in a quiet village, with scenic walks and historic market towns nearby, this beautiful and comfortable guest house is one of a kind.

Guest favorite
A charming wooden shepherd's hut is set on a spacious deck, surrounded by lush greenery. Flower beds in vibrant colors enhance the outdoor space, while a fire pit, constructed with stone, invites cozy gatherings. A wood-burning stove is visible near the entrance.
Guesthouse in Standish
4.98 out of 5 average rating, 818 reviews

Luxury Shepherd's Hut in The Cotswolds

Sans Souci is a bespoke Shepherd's hut, lovingly hand built to an incredibly high spec. Completed in April 2021, it has a double bed and double sofa bed. There is a well-equipped kitchen, a shower room with sink and compost toilet, and a log burning stove. There are far reaching views of the Cotswold hills, which can be taken in from the South-facing deck. Enjoy al fresco meals, cooking over the fire pit in the garden or walks galore in the local countryside.

Top guest favorite
A bright living area features a comfortable couch adorned with decorative pillows, facing a television. Light from the patio doors illuminates the space, which includes a small table and chair set visible through the doors. Neutral tones are complemented by a textured rug on the floor.
Guesthouse in Cheltenham
4.93 out of 5 average rating, 107 reviews

Self contained annex adjoining a family home.

Come and enjoy a relaxing stay in our beautiful one bedroom self contained annex with separate living space, and off road parking, all of which is adjoining our family home. We are approx. 1.5 miles from the M5 and 10 minutes from Cheltenham town centre. Cheltenham boasts an array of shops and boutiques, coffee shops and bars, for you to enjoy during your stay. Cheltenham hosts many events such as racing, the science, literature and jazz festivals.

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
5.0 out of 5 average rating, 532 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
4.92 out of 5 average rating, 418 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
Guesthouse in Cheltenham
4.96 out of 5 average rating, 137 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).

Top guest favorite
A charming studio is enveloped by greenery, featuring a gravel courtyard with a stone planter at its center. The exterior showcases a red-tiled roof and wooden siding, while a small table and chairs are positioned nearby next to a barbecue, inviting outdoor relaxation.
Guesthouse in Painswick
4.9 out of 5 average rating, 360 reviews

Artist's studio in Edge in stunning countryside.

This is a well equipped studio in the Cotswolds. It's at the end of a singletrack no through road about 1/2 mile from the Cotswold way and at the junction of several footpaths. The nearest towns are Painswick,which is 1 mile away, and Stroud where there is a train station and supermarkets. The studio has a sleeping area with a king size double bed. It is separated by a bookcase from the main living area. where there is also a sofa.

Superhost
A pathway lined with lush greenery leads to a charming dwelling partially hidden by trees and bushes. The gravel drive is framed by manicured hedges, creating a serene entrance. Natural light filters through the foliage, highlighting the tranquil setting of the home.
Guesthouse in Cheltenham
4.87 out of 5 average rating, 130 reviews

Prestbury Village Annexe.

Nestled in the beautiful cotswold hills and minutes from Cheltenham town centre, this stunningly located Prestbury Village Annexe is 5 minutes walk to The Cheltenham Racecourse and 3 doors down from The Plough pub. Comfortable and cozy with all amenities, this double bed dwelling is perfect for those attending the numerous horse races, or for those that want a quiet, peaceful break. Opposite the 13th century church of St Mary.

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