Holiday Homes in Cheltenham

Book holiday homes in Cheltenham with free parking, gardens, and high guest scores. Choose from 55+ options near town centre, Suffolks, or countryside. Check rates now.

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1-20 out of 54
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
7.9
Very good
Map
700 m from City Centre700 m from Holst Birthplace Museum
TerraceGardenHoliday Home
  • Spacious holiday home with terrace
  • Nearby golfing and walking tours
  • Private outdoor dining area
From£ 165 /nightSelect
9.6
Perfect
Map
800 m from City Centre400 m from Holst Birthplace Museum
Private ParkingGarden PatioFull Kitchen
  • Town-centre garden holiday home
  • Private parking in town centre
  • Pet-friendly self-catering home
From£ 153 /nightSelect
9.3
Perfect
2 adults
1 bedroom
1 bed
Map
8.4 km from City Centre900 m from Gotherington Railway Station
GardenBoard GamesPrivate Entrance
  • Farm-stay with mountain views
  • Packed lunches for excursions
  • Board games and garden access
From£ 124 /nightSelect
8.3
Great
Map
1.6 km from City Centre1.1 km from Holst Birthplace Museum
Private ParkingFireplaceTerrace
  • Townhouse with private entrance
  • Equipped kitchen with fireplace
  • On-site private parking included
From£ 161 /nightSelect
8.6
Great
Map
800 m from City Centre100 m from Holst Birthplace Museum
DishwasherFlat-screen TVPet-friendly
  • Recently renovated holiday home
  • Outdoor dining area provided
  • Board games and cots included
From£ 398 /nightSelect
9.5
Perfect
Map
2.7 km from City Centre1.7 km from University of Gloucestershire
Private ParkingGarden TerraceKitchenette
  • Self-contained chalet with private entrance
  • Private patio with garden views
  • Adults-only quiet retreat
From£ 103 /nightSelect
The Coach HouseHoliday home
9.8
Perfect
Map
1.1 km from City Centre500 m from University of Gloucestershire
Full KitchenGarden TerracePrivate Parking
  • Spacious home with garden views
  • Picnic area with outdoor dining
  • Private parking included free
From£ 495 /nightSelect
Church Farm CottageHoliday home
9.2
Perfect
5 adults
3 bedrooms
3 beds
Map
18.3 km from City Centre
Pet FriendlyFull KitchenBarbecue Facilities
  • Pet-friendly holiday home with garden
  • Fully equipped kitchen for self-catering
  • Private garden with barbecue facilities
From£ 212 /nightSelect
9.3
Perfect
Map
7.8 km from City Centre
Hot TubEV ChargingOutdoor Fireplace
  • Private hot tub in cottage
  • Electric vehicle charging station
  • Outdoor fireplace with garden views
From£ 175 /nightSelect
9.9
Perfect
Map
1000 m from City Centre600 m from Holst Birthplace Museum
Garden TerraceCosy FireplaceBoard Games
  • Steps from town centre and racecourse
  • Historic townhouse with garden terrace
  • Cosy fireplace with board games
From£ 255 /nightSelect
Clematis CottageHoliday home
8.6
Great
Map
21.9 km from City Centre6.4 km from Cotswold Farm Park
Beauty ServicesFireplaceFree Parking
  • Private holiday home with garden
  • On-site beauty treatments available
  • Fireplace in the accommodation
From£ 146 /nightSelect
8.8
Great
Map
1.7 km from City Centre1.2 km from Holst Birthplace Museum
PatioFireplaceBaby Safety Gate
  • Garden-view patio with fireplace
  • Baby safety gate available
  • 4-bedroom holiday home
From£ 325 /nightSelect
Bears CourtHoliday home
8.2
Great
Map
24.5 km from City Centre
Hot TubEV ChargerGames Room
  • Electric vehicle charging station
  • Games room with darts
  • Sun terrace and garden
From£ 461 /nightSelect
9.1
Perfect
Map
5.7 km from City Centre2.2 km from Lilley Brook Golf Club
Golf CoursePrivate GardenPicnic Area
  • Golf course on-site
  • Private garden with terrace
  • Fully equipped kitchen
From£ 78 /nightSelect
Mulberry CottageHoliday home
9.8
Perfect
2 adults
1 bedroom
1 bed
Map
1.1 km from City Centre600 m from Cheltenham General Hospital
Private GardenKitchenetteSoundproofing
  • Historic building with private garden
  • Adults-only self-catering cottage
  • Fully equipped kitchenette and living
From£ 150 /nightSelect
9.1
Perfect
Map
700 m from City Centre300 m from Cheltenham General Hospital
Private GardenFree ParkingFully Equipped Kitchen
  • Private garden with terrace
  • Free on-site parking
  • Complimentary wine or champagne
From£ 121 /nightSelect
9.3
Perfect
Map
4.8 km from City Centre400 m from Cleeve Hill
Outdoor fireplacePicnic areaGolf course
  • 5-bedroom home with fireplace
  • Outdoor fireplace and picnic area
  • On-site golf course access
Select
8.6
Great
Map
600 m from City Centre300 m from Everyman Theatre
Free ParkingRiver ViewPrivate Entrance
  • Off High Street next to Sandford Park
  • Some units with river views
  • Free private parking for guests
From£ 116 /nightSelect
8.9
Great
Map
700 m from City Centre400 m from Cheltenham Gas Club
Free parkingPrivate entranceWashing machine
  • Private check-in and check-out
  • Fully equipped kitchen with dishwasher
  • Streaming services on flat-screen TV
From£ 232 /nightSelect
8.9
Great
Map
600 m from City Centre600 m from Cheltenham Gas Club
DishwasherWalk-in ShowerStreaming TV
  • Private entrance for guests
  • 2-bedroom holiday home setup
  • Private check-in and check-out
From£ 116 /nightSelect
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Cheltenham offers a range of holiday homes that cater to different travel styles, from central townhouses with gated parking to countryside cottages with gardens and hot tubs. Whether you're visiting for the festivals, exploring the Cotswolds, or just need a base near the M5, these self-catering properties provide the space and flexibility of a home, with the convenience of free WiFi and parking at most locations.

Budget-wise, you can find well-rated options like Bramley Cottage, which offers a cosy retreat with free WiFi, or the spacious Robins Nest with five bedrooms and a private garden. For groups, the 5 Bed Modern Cheltenham Town Centre Home provides central access and family rooms, while the Four Bedroom Townhouse in the famous Suffolks area is ideal for those wanting a stylish base near the town centre. Expect to pay from around £80 per night for smaller cottages to £200+ for larger homes, with many offering self-catering kitchens, washing machines, and outdoor spaces.