
Guesthouse holiday rentals in Cheltenham
Find and book unique guesthouse rentals on Airbnb
Quick stats about guesthouse rentals in Cheltenham

Total holiday rentals
Explore 30 holiday rentals in Cheltenham

Nightly prices starting at
Cheltenham holiday rentals start at $125 AUD per night before taxes and fees

Verified guest reviews
Over 3,540 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Wi-Fi availability
30 of Cheltenham holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Cheltenham rentals

4.9 Average rating
Cheltenham stays are highly rated by guests—averaging 4.9 out of 5!

Nearby attractions
Cheltenham's top spots, include Cheltenham Racecourse, Pittville Park, and Everyman Theatre
Top-rated Guesthouses in Cheltenham
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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.
ValueLocationComfort

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
ValueFamilyRiver

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.
FamilyValueBathroom

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.
ValueLocationCheckout

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.
FamilyValueGetting around

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.
FamilyValueParks

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).
FamilyLocationParks

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.
ValueLocationCheck-in

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.
LocationValueGetting around

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.
LocationFamilyHospitality

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!
LocationFamilyParking

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.
LocationValueWalkability
Popular amenities for Cheltenham guesthouses
Family-Friendly guesthouses

Luxury Shepherd's Hut in The Cotswolds
ValueLocationWi-Fi

Cleeve Cottage (The Studio)
LocationValueBackyard

The Organic Cotswolds Cowshed
FamilyLocationCleanliness

Luxury self-catering for two in the Cotswolds
ValueLocationAccess

Bright, airy Annex in village with stunning views
FamilyValueSolo travel

The Garden Studio Graywalls Stroud
FamilyValueGetting around

Larks Nest - your gateway to the Cotswolds
FamilyLocationCondition

The Jays countryside annexe
FamilyValueKitchen
Guesthouses with a patio

Renovated cottage with views of Bredon Hill
FamilyLocationRiver

The Annex between the Cotswold Hills
FamilyLocationCheckout

Little Rosewood is a Cosy Cotswold Retreat
ValueFamilyAccuracy

Charming guest house in stunning wooded valley
FamilyLocationParking

Adorable One Bedroom Cotswold Studio
FamilyLocationParks

Dog Friendly Cosy cottage in the Cotswolds
FamilyValueNearby

Heron's Nest - Detached annexe in wooded valley
FamilyLocationCheck-in

The Lodge, A Cosy Cotswold Retreat
LocationValueLaundry
Guest house rentals with a washing machine and dryer

Cotswold retreat: a stylish stay at Little Orchard
ValueLocationWalkability

The Little House
FamilyLocationBathroom

Self-contained property in Rodborough
LocationFamilyParking

Cotswold guest Annex & tennis court in 5* grounds
FamilyLocationCheck-in

Gardener's Pavilion | Malvern
ValueLocationAccuracy

Cosy Cotswold Lodge with Hot Tub & Private Garden
ValueFamilyDecor

Greencourt Loft, Cotswold Way, Middleyard, Stroud
ValueFamilyBreakfast

Redmarley D'Abitot country lovers' retreat
FamilyValueHospitality
When is the best time to visit Cheltenham?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $183 AUD | $178 AUD | $233 AUD | $189 AUD | $207 AUD | $194 AUD | $164 AUD | $178 AUD | $164 AUD | $162 AUD | $160 AUD | $160 AUD |
| 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
- Rentals with breakfast Cheltenham
- Serviced apartment rentals Cheltenham
- Bed and breakfasts Cheltenham
- House rentals Cheltenham
- Apartment rentals Cheltenham
- Private suite rentals Cheltenham
- Villa rentals Cheltenham
- Cottage rentals Cheltenham
- Townhouse rentals Cheltenham
- Rentals with a hot tub Cheltenham
- Condo rentals Cheltenham
- Rentals with lake access Cheltenham
- Pet-friendly rentals Cheltenham
- Cabin rentals Cheltenham
- Family-friendly rentals Cheltenham
- Guesthouse rentals Gloucestershire
- Guesthouse rentals England
- Guesthouse rentals United Kingdom
- Silverstone Circuit
- Longleat Safari Park
- Cotswolds AONB
- University of Oxford
- Blenheim Palace
- National Exhibition Centre
- Lower Mill Estate
- Highclere Castle
- West Midland Safari Park
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Cheltenham Racecourse
- Utilita Arena Birmingham
- Cadbury World
- Cotswold Wildlife Park
- Ludlow Castle
- University of Birmingham
- Coventry Building Society Arena
- Bath Abbey
- Puzzlewood
- Sudeley Castle
- Bicester Village
- Warwick Castle
- Alexander Stadium
- No. 1 Royal Crescent




