Guesthouse vacation rentals in Gloucester

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Quick stats about guesthouse rentals in Gloucester

  • Nightly prices starting at

    Gloucester vacation rentals start at G$14,624 GYD per night before taxes and fees

  • Verified guest reviews

    Over 270 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Gloucester rentals

Top-rated guesthouse rentals in Gloucester

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

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Top guest favorite
Guesthouse in Toddington
4.95 out of 5 average rating, 262 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.

LocationValueWalkability

Top guest favorite
Guesthouse in Redmarley D'Abitot
4.95 out of 5 average rating, 161 reviews

Redmarley D'Abitot country lovers' retreat

This recently refurbished, ground level, self contained unit, is set in a rural location. The property consists of a fully fitted, well equipped kitchen and living area, shower room and bedroom (king size bed). Guests have their own designated parking space. Private entrance with keylock. The property also has a private, fully enclosed garden. Ideal for walkers or those just seeking a quiet getaway. Close to the market town of Ledbury. Ideal base for visiting the Malverns or Cotswolds.

LocationFamilyKitchen

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

FamilyLocationQuiet

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
4.96 out of 5 average rating, 243 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

FamilyLocationTV

Guest favorite
The exterior of The Annex is presented, featuring a fenced courtyard adorned with string lights that create a gentle glow. The entrance showcases large glass doors leading into the interior, framed by lush greenery in the background.
Guesthouse in Twigworth
4.94 out of 5 average rating, 189 reviews

The Annex at Stonehaven

The Annex offers dog friendly accommodation with plenty of outdoor space. It has a bedroom with en-suite shower, a large kitchen and open plan living room with double bed, dining and sofa areas. There is parking, a courtyard and garden. We are between Cheltenham, Gloucester and Tewkesbury. Mon-Fri your host grooms dogs in a room connected to the Annex. Dogs or driers might be heard during the day on weekdays and access needed to cleaning cupboard and tumble dryer in annex.

FamilyValueWalkability

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.

FamilyValueOutdoor spaces

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.

ValueLocationGetting around

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.

FamilyValueLayout

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.

LocationValueWifi

Top guest favorite
Guesthouse in Cheltenham
4.96 out of 5 average rating, 138 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).

FamilyLocationAccess

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.

LocationFamilyGetting around

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.

ValueFamilyCondition

Popular amenities for Gloucester guesthouse rentals