
Guest house holiday rentals in Tewkesbury Borough
Find and book unique guest house rentals on Airbnb
Quick stats about guest house rentals in Tewkesbury Borough

Total holiday rentals
Explore 70 holiday rentals in Tewkesbury Borough

Nightly prices starting at
Tewkesbury Borough holiday rentals start at $90 SGD per night before taxes and fees

Verified guest reviews
Over 10,650 verified reviews to help you choose

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
70 of Tewkesbury Borough holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Tewkesbury Borough rentals

4.8 Average rating
Tewkesbury Borough stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Tewkesbury Borough’s top spots include Cheltenham Racecourse, Sudeley Castle and Cotswold Farm Park
Top-rated guest house rentals in Tewkesbury Borough
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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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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.
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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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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.
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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.
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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.
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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.
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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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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).
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Prestbury Village Annex.
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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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
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Mulberry is our self contained small town house
Located a short walk from the centre of Cheltenham, this small town house has its own entrance, a ground floor living space with discreetly concealed kitchen and a first floor double bedroom with an en suite luxury shower room. We have enhanced our cleaning routine and thoroughly disinfect all the property between visitors. We closely follow the AIRBNB and GOVERNMENT guidelines for the safety of us all.
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Popular amenities for guest house rentals in Tewkesbury Borough
Family-friendly guest house rentals

Cub Cottage Nr Broadway Cotswolds Tennis Court
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The Organic Cotswolds Cowshed
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Larks Nest - your gateway to the Cotswolds
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Bibury Hidden Dovecote (Grade II Listed)
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The Cider Press with Games Room
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Boutique Cotswold bolt hole - Ford Manor Cottage
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The Annex at The Oaks
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Luxury Shepherd's Hut in The Cotswolds
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Guest house rentals with a patio

Little Rosewood is a Cosy Cotswold Retreat
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The Nook at Shrawley - cosy studio guesthouse
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Self contained annex with own entrance & parking.
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Renovated cottage with views of Bredon Hill
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Adorable One Bedroom Cotswold Studio
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Nuthatch Chalet
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The Hide; a Unique Annex with rural views
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Romantic Cotswold Retreat with parking
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Guest house rentals with a washing machine and dryer

Gardener's Pavilion | Malvern
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Cosy Cotswold Lodge with Hot Tub & Private Garden
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Cotswold guest Annex & tennis court in 5* grounds
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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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The Lodge, a newly converted, stylish & cosy barn.
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Greencourt Loft, Cotswold Way, Middleyard, Stroud
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When is the best time to visit Tewkesbury Borough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $165 SGD | $165 SGD | $188 SGD | $180 SGD | $194 SGD | $192 SGD | $169 SGD | $169 SGD | $164 SGD | $162 SGD | $156 SGD | $162 SGD |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 18°C | 17°C | 15°C | 11°C | 7°C | 5°C |
Destinations to explore
- Cabin rentals Tewkesbury Borough
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- Guest house rentals Gloucestershire
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- Guest house rentals United Kingdom
- Silverstone Circuit
- Cotswolds AONB
- University of Oxford
- National Exhibition Centre
- Blenheim Palace
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Lower Mill Estate
- Cheltenham Racecourse
- West Midland Safari Park
- University of Warwick
- Utilita Arena Birmingham
- Cadbury World
- Ludlow Castle
- Coventry Building Society Arena
- Cotswold Wildlife Park
- Bath Abbey
- University of Birmingham
- Puzzlewood
- Bicester Village
- Sudeley Castle
- The Iron Bridge
- Warwick Castle
- Alexander Stadium
- No. 1 Royal Crescent





