
Guesthouse holiday rentals in Gloucestershire
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Top-rated Guesthouses in Gloucestershire
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Cotswold guest Annex & tennis court in 5* grounds
2 bed annexe,attached to main house. Fitted kitchen, spacious sitting room, Lovely walks on the Monarch’s Way. Private tennis court on your doorstep. 2 miles from the vibrant town of Cirencester, or a 25 minute walk. shops and delicious restaurants, outdoor swimming pool, gyms and leisure centre, Golf club 1 mile away with driving range. Cheltenham 20 min drive, great for the races, theatres, restaurants, shopping. Bibury trout farm 10 mins Cotswold lakes, paddle boards, water skiing, aqua park
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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.
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The Annex at The Oaks
The Annex is a separate building on two floors. The bedroom and bathroom are upstairs. There is a kingsize bed and a sofa bed available. We do provide extra laundry for the sofa bed at a cost of £15. Please let me know if you require the sofa bed making up. To access the bedroom are external stairs. Downstairs is a great open plan living space. There is private parking. Ross town is a mile away. PLEASE NOTE: the Annexe is next to a busy main road and traffic can be heard from the Annexe.
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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
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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.
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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.
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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.
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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.
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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.
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The Cider Press with Games Room
Tucked away The Cider Press is a calm, self-contained retreat designed for guests who want space, comfort and fresh air. Enjoy your own private games room, unwind in a super king-size bed and step straight out into private grounds leading to a 15 acre grass field with beautiful views. Perfect for switching off, slowing down, peaceful breaks, celebrations and four-legged companions too.
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Luxury Cotswold Lodge |Stunning View of Cheltenham
Enjoying spectacular views this 2 bedroom, dog friendly lodge sits on the top of Leckhampton Hill, enjoying easy access to the famous ‘Cotswold Way’ walk and is a 5 minute drive from the town centre of regency Cheltenham. The Lodge also includes a 3.5m outdoor kitchen looking over The Malvern Hills. The kitchen includes a large built in BBQ, a pizza oven and sink.
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Chapel End
Set on Cleeve Hill, this converted chapel is a unique and peaceful getaway. Located on the Cotswold Way, it is ideal for walkers, is dog friendly and has fabulous views. Next door is the Rising Sun pub and it is a short walk to Cleeve Hill Golf Club. It is also perfect for horse-racing enthusiasts with the Cheltenham Racecourse close by.
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Popular amenities for Gloucestershire guesthouses
Family-Friendly guesthouses

Stylish studio apartment with breakfast hamper.
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Private Studio- Cirencester
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The Organic Cotswolds Cowshed
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The Jays countryside annexe
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The Garden Studio Graywalls Stroud
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Peregrine Hideaway
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Swallow Barn
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Meadow Lodge quiet annexe in countryside
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Guesthouses with a patio

Little Rosewood is a Cosy Cotswold Retreat
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Scenic 2 Bed Lodge with hot tub and indoor pool
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Prestbury Village Annex.
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Self contained annex adjoining a family home.
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Adorable One Bedroom Cotswold Studio
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Nuthatch Chalet
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Small Cotswold cottage / annex
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The Hide; a Unique Annex with rural views
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Guest house rentals with a washing machine and dryer

Golden Stone Country Retreat, Cotswolds
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Cosy Cotswold Lodge with Hot Tub & Private Garden
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Self-contained property in Rodborough
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Self-contained unit, parking & 3 mins walk to town
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Anthracite Annex
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Little gem at foot of Malvern Hills
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Lovely self-contained annexe with private entrance
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Greencourt Loft, Cotswold Way, Middleyard, Stroud
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Destinations to explore
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- Cotswolds AONB
- Longleat Safari Park
- University of Oxford
- Stonehenge
- Blenheim Palace
- Brean Beach
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Lower Mill Estate
- Principality Stadium
- Cheltenham Racecourse
- Highclere Castle
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- West Midland Safari Park
- Cardiff Castle
- Cardiff Bay
- Cadbury World
- Roath Park
- Ludlow Castle
- Cotswold Wildlife Park
- Bath Abbey
- Puzzlewood
- Bicester Village
- Sudeley Castle
- Bute Park
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