
Guesthouse holiday rentals in Cheltenham
Find and book unique guesthouse rentals on Airbnb
Top-rated Guesthouses in Cheltenham
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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

Amberley Coach House, nr Stroud
Cosy self-contained room with comfy kingsize bed, double sofabed and en-suite shower on the upper floor of a separate building across the garden from the house. Beautiful Cotswolds village setting high on a hill between the towns of Nailsworth (2 miles) and Stroud (3 miles). Wifi. No kitchen facilities but there's a kettle and big coolbox. Moments from gorgeous National Trust common land. Three pubs, a hotel and a shop/café in the church within 5-20 minutes' walk. Step-free access via garden.

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.

The Cotswolds Couples' Getaway
In the centre of beautiful Minchinhampton, this detached cosy cottage is open plan in design and tastefully renovated throughout with plenty of modern conveniences. Set in our quiet pretty garden, and with on-site parking + Type 2 EV charger, a perfect getaway. The space is safe for a couple, equipped for living, and it is easy to remain quite isolated from the busy world. As hosts, we are right next door for queries and information. Please read our reviews to see why people book.

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

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.

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.

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).

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

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.

Self-contained unit, parking & 3 mins walk to town
Period apartment with own private access, feature fireplace with wood-burning stove and black beams in ceiling. Modern kitchen and ensuite wet room. Fully equipped with all necessary kitchen equipment and toiletries. Use of private courtyard garden with table and chairs. Off street parking on drive. At end of quiet cul-de-sac next to beautiful park. Very peaceful with no traffic noise. Very comfy bed!

Cotswold lodge with amazing views and famous walks
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.
Popular amenities for Cheltenham guesthouses
Family-Friendly guesthouses

Doe Bank, Great Washbourne

Seedwood Barn

Private Studio- Cirencester

The Small House with a Big Welcome

Cosy Annex 10 mins walk from quirky Stroud

The Cider Press with Games Room

Meadow Lodge quiet annexe in countryside

Charming, detached, converted stable in Evesham.
Guesthouses with a patio

Little Rosewood is a Cosy Cotswold Retreat

Garden Annex Dormston

Prestbury Village Annexe.

Adorable One Bedroom Cotswold Studio

Country Barn / Cottage, Worcestershire

Small Cotswold cottage / annex

Gorgeous 1 Bed Cotswold rural studio. With Parking

Charming guest house in stunning wooded valley
Guest house rentals with a washing machine and dryer

Golden Stone Country Retreat, Cotswolds

Scenic 2 Bed Lodge with hot tub and indoor pool

Cosy Cotswold Lodge with Private Garden & Hot Tub

Gardener's Pavilion | Malvern

Self-contained property in Rodborough

Anthracite Annex

Little gem at foot of Malvern Hills

Greencourt Loft, Cotswold Way, Middleyard, Stroud
Quick stats about guesthouse rentals in Cheltenham
Total rentals
20 properties
Nightly prices starting at
$92 AUD before taxes and fees
Total number of reviews
3.1K reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
Destinations to explore
- Paris Holiday rentals
- London Holiday rentals
- Amsterdam Holiday rentals
- Picardy Holiday rentals
- Grand Paris Holiday rentals
- River Thames Holiday rentals
- South West England Holiday rentals
- Inner London Holiday rentals
- Dublin Holiday rentals
- Rivière Holiday rentals
- Brussels Holiday rentals
- South London Holiday rentals
- Serviced apartment rentals Cheltenham
- Rentals with a patio Cheltenham
- Pet-friendly rentals Cheltenham
- Fitness-friendly rentals Cheltenham
- Bed and breakfasts Cheltenham
- Private suite rentals Cheltenham
- Townhouse rentals Cheltenham
- Villa rentals Cheltenham
- Cottage rentals Cheltenham
- Rentals with an EV charger Cheltenham
- Rentals with a hot tub Cheltenham
- Condo rentals Cheltenham
- Rentals with a fireplace Cheltenham
- Cabin rentals Cheltenham
- Rentals with outdoor seating Cheltenham
- Family-friendly rentals Cheltenham
- Apartment rentals Cheltenham
- Rentals with breakfast Cheltenham
- Rentals with lake access Cheltenham
- Rentals with a fire pit Cheltenham
- House rentals Cheltenham
- Smoking-friendly rentals Cheltenham
- Rentals with a washing machine and dryer Cheltenham
- Guesthouse rentals Gloucestershire
- Guesthouse rentals England
- Guesthouse rentals United Kingdom
- Cotswolds AONB
- Oxford University
- Blenheim Palace
- Silverstone Circuit
- Birmingham Airport
- Lower Mill Estate
- West Midland Safari Park
- Cheltenham Racecourse
- Cadbury World
- Sudeley Castle
- Ludlow Castle
- Waddesdon Manor
- Bath Abbey
- Coventry Cathedral
- No. 1 Royal Crescent
- Puzzlewood
- Bowood House and Gardens
- Shakespeare's Birthplace
- Lacock Abbey
- Hereford Cathedral
- Manor House Golf Club
- Royal Shakespeare Theatre
- Dyrham Park
- Painswick Golf Club