Cottages in Cheltenham

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Cottages in Cheltenham

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Your Cheltenham, Gloucestershire search returned 57 cottages

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Map View
The Coach House - 1121786 - photo 1
23
Cheltenham, Gloucestershire, GL51
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

An idyllic first-floor apartment nestled in the heart of Cheltenham, Gloucestershire. Romantic. Central location. Close to local amenities. Close to Cotswolds AONB. Private patio. Tewkesbury 8.2 miles; Cirencester 16 miles; Stratford-upon-Avon 31.8 miles. (Ref. 1121786)

  • Wi-fi
  • Washing machine

7 nights from £416

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Wellinghill Lodge - 1010167 - photo 1
27
Cheltenham, Gloucestershire, GL52
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A stunning, detached lodge situated in Cheltenham, Cotswolds. WiFi. Pet-friendly. Open-plan living. Tewkesbury 5.9 miles; Cirencester 14.7 miles. (Ref. 1010167)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom

7 nights from £374

Last booked yesterday
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The Old Cider House - 948400 - photo 1
18
Prestbury near Cheltenham, Gloucestershire, GL52
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Beautiful Cotswold stone character property set on 150-acre equestrian centre. En-suite shower room. WiFi. Country walks and equestrian activities on site. 10 minutes to Cheltenham, 7 minutes to Cheltenham racecourse. (Ref. 948400)

  • Wi-fi
  • Off-road parking

7 nights from £449

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The Alms House East - 1159773 - photo 1
New property
34
Forthampton near Tewkesbury, Gloucestershire, GL19
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Alms House West is a delightful holiday home located on the outskirts of the village of Forthampton in Gloucestershire with a toasty woodburning stove. Ledbury 12.1 miles; Gloucester 12.3 miles; Cheltenham 12.6 miles; Malvern 12.4 miles. (Ref. 1159773)

  • Wi-fi
  • Dishwasher

7 nights from £460

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Suncroft - 1132891 - photo 1
39
Southam near Prestbury, Gloucestershire, GL52
  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.1★

    Good

  • Sykes rating

Suncroft is a characterful, four-bedroom holiday home residing in Southam near Prestbury, Gloucestershire. In an AONB. Woodburning stove. Close to amenities. Cheltenham 3.7 miles; Tewksbury 8.8 miles; Gloucester 10.8 miles; Cirencester 18.2 miles. (Ref. 1132891)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £1042

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Jubilee Mews - 918059 - photo 1
8
Andoversford near Cheltenham, Gloucestershire, GL54
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

Charming semi-detached cottage with en-suite facilities. Private enclosed garden. WiFi. Great base for walking and cycling, with the Cotswold and Gloucestershire Ways passing nearby. Cheltenham 6 miles. (Ref. 918059)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from £541

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7A Lansdown Place Lane - 1139525 - photo 1
18
Cheltenham, Gloucestershire, GL50
  • Sleeps2
  • Bedrooms1
  • PetsNo

  • Sykes rating

7A Lansdown Place Lane is a first-floor apartment resting in Cheltenham, Gloucestershire. Near to an AONB. Couple’s retreat. Close to a shop and a pub. Gloucester 7.5 miles; Cotswolds AONB 8.3 miles. (Ref. 1139525)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £771

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3 Lake Cottages - 1073671 - photo 1
20
Prestbury, Gloucestershire, GL52
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A pretty, end-of-terrace cottage nestled in the village of Prestbury on the edge of Cheltenham. Romantic dwelling. Enclosed garden. Roadside parking. Cheltenham 2.1 miles; Gloucester 12.1 miles. (Ref. 1073671)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £408

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Jackdaw's Roost - 991352 - photo 1
25
Cheltenham, Gloucestershire, GL19
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

This quaint adult only country cottage is situated in The Leigh, Gloucestershire. Woodburner. Pet-friendly. Period features. Tewkesbury 9.5 miles; Cirencester 14.7 miles. (Ref. 991352)

  • Off-road parking
  • Ground floor bedroom
  • Washing machine

7 nights from £372

Last booked 6 hours ago
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Delabere Road - 1093731 - photo 1
41
Bishops Cleeve, Gloucestershire, GL52
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A contemporary property situated on a cul-de-sac in Bishops Cleeve, Gloucestershire. Pet-friendly. Off-road parking. Smart TV. Cheltenham 4.4 miles; Tewkesbury 7.4 miles. (Ref. 1093731)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine

7 nights from £824

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Primrose Cottage - 1092551 - photo 1
33
Winchcombe, Gloucestershire, GL54
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.3★

    Good

  • Sykes rating

A centrally positioned three-storey cottage resting in Winchcombe, Gloucestershire. Pet-friendly. Within Cotswolds AONB. Private patio. Character features. Cheltenham 8.1 miles; Broadway 8.3 miles; Gloucester 15.1 miles. (Ref. 1092551)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £534

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Hammonds Farmhouse - 1134526 - photo 1
85
Stroud, Gloucestershire, GL6
  • Sleeps16
  • Bedrooms8
  • PetsNo

  • Sykes rating

Hammonds Farmhouse, a stunning home resting in the outskirts of the town of Stroud in Gloucestershire. In AONB. Woodburning stove. Countryside views. Stonehouse 4.9 miles; Gloucester 9.9 miles; Cheltenham 12.5 miles. (Ref. 1134526)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from £2628

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Old Sorting Office - 977985 - photo 1
13
Winchcombe, Gloucestershire, GL54
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

This historic ground floor apartment is located in Winchcombe, Gloucestershire. Romantic. Spacious rooms. Open-plan living. Cheltenham 8 miles; Broadway 9 miles. (Ref. 977985)

  • Wi-fi
  • Ground floor bedroom
  • Baby-friendly

7 nights from £412

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River Cottage - 988216 - photo 1
21
Tewkesbury, Gloucestershire, GL20
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A 14th century, Grade II listed property situated within the town of Tewkesbury. Along the River Avon. Enclosed rear garden. Pub within a 2-minute walk. Cheltenham 9 miles; Gloucester 11 miles. (Ref. 988216)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Sky TV

7 nights from £391

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Postmaster's Lodging - 976759 - photo 1
33
Winchcombe, Gloucestershire, GL54
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Postmasters Lodging is set over three floors in Winchcombe, Cotswolds. Open-plan living area. Cheltenham 8 miles; Broadway 9 miles. (Ref. 976759)

  • Wi-fi
  • Dishwasher
  • Baby-friendly

7 nights from £592

Last booked 2 days ago
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The Coach House - 1123137 - photo 1
28
Tewkesbury, Gloucestershire, GL20
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A wonderfully converted coach house resting in Tewkesbury, Gloucestershire. Close to amenities. Private parking. Near AONB. Pet-friendly. Romantic. Cheltenham 9.4 miles; Gloucester 11.6 miles; Great Malvern 14.2 miles; Ledbury 17 miles. (Ref. 1123137)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from £427

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Lords Hill Barn - 1103093 - photo 1
25
Ashleworth, Gloucestershire, GL19
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

This contemporary bungalow sits in Ashleworth, Gloucestershire. Off-road parking with electric charging. Rural location. Open-plan. Ground-floor living. Gloucester 6.6 miles; Tewkesbury 9.7 miles; Stratford-upon-Avon 37.1 miles. (Ref. 1103093)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £491

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Hazel Manor Wing - 988694 - photo 1
33
Painswick, Gloucestershire, GL6
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A very smart and spacious country retreat! Set in the grounds of a large Cotswolds' manor - you are in a beautiful location and some good pubs near too. (Ref. 988694)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £688

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Fern Cottage - 1012253 - photo 1
26
Winchcombe, Gloucestershire, GL54
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

This is a mid-terrace cottage situated in the town of Winchcombe, Gloucestershire in the Cotswolds. Enclosed patio and garden. One well-behaved dog welcome. Traditional features. Cheltenham 8.5 miles; Bourton-on-the-Water 11miles. Gloucester 15.6 miles. (Ref. 1012253)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from £657

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Farm View Lodge - 1069818 - photo 1
25
Painswick, Gloucestershire, GL6
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A wonderful cottage sitting on a working farm in Painswick, Gloucestershire. Wonderful views. Partial ground-floor living. Amenities within walking distance. Stroud 4.1 miles; Gloucester 7.7 miles; Cheltenham 9.9 miles. (Ref. 1069818)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £626

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Map View

This range of Cheltenham accommodation rests within one of the UK's best-preserved spa towns, promising a holiday experience to remember.

Why Cottages in Cheltenham?

This town, on the western fringes of the Cotswolds AONB, boasts elegant streets lined with Regency architecture, with one of the finest examples being the Pitville Pump Room. Other popular attractions include Cheltenham's Museum and Art Gallery know, The Holst Birthplace Musuem as well as the stylish Montpellier district of the town, a region full of beautiful buildings, boutique shops and restaurants. To discover the best things to do near your Cheltenham cottage, browse through our Cheltenham Travel Guide.

Places to visit near Cheltenham

Cottages in Cheltenham rest at the western gateway to the Cotswolds, making them ideally placed to explore this beautiful Area of Outstanding Natural Beauty. Avid ramblers will be in their element throughout the beauty of the Cotswolds, with many paths and trails coming surrounded by luscious greenery. You will also stumble across a choice of historic and characterful market towns, as well as an assortment of quaint little villages. During your Cheltenham cottage holiday, you may consider visiting popular spots such as Bourton-on-the-Water, Chipping Campden, Gloucester, Moreton-in-Marsh, Stow-on-the-Wold and Stroud.

Types of Cotswolds Holidays

If you're looking to explore the beauty of the Cotswolds on your next trip, find different holiday types to find a perfect break for you. Book a Cotswolds family holiday if you're looking to celebrate that special occasion, or treat yourselves to that extra touch with a choice of luxury Cotswolds cottages. For a unique holiday experience, try a glamping pod in Gloucestershire or Glamping pod in the Cotswolds. You can also choose from these dog-friendly cottages in the Cotswolds.

The wide variety of properties and experience of Sykes will ensure that your adventure is one to remember.