Cottages in Cheltenham

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Cottages in Cheltenham

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Your Cheltenham, Gloucestershire search returned 62 cottages

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Map View
Beechnut Cottage - 952307 - photo 1
26
Tewkesbury, Gloucestershire, GL20
  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    4.9

    Sykes Rating

A stylish ground-floor cottage resting in Aston on Carrant, Tewkesbury. Open-plan living. Ideal for couples. Tewkesbury 4 miles. Malvern Hills Area of Outstanding Natural Beauty 20.8 miles. (Ref. 952307)

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

7 nights from £363

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The Nook - 1103863 - photo 1
26
Jack's Green near Painswick, Cotswolds, GL6
  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.9

    Sykes Rating

A wonderful cottage resting in Jack's Green, Gloucestershire. Woodburning stoves. Freestanding bath. AGA. Countryside views. Stroud 4.7 miles; Gloucester 9.4 miles; Cheltenham 10.1 miles. (Ref. 1103863)

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

7 nights from £718

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Five Mile House Barn - 1014891 - photo 1
31
Duntisbourne Abbots near Cirencester, Cotswolds, GL7
  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

A characterful, Grade II listed dwelling, resting on the outskirts of Cirencester. Woodburning stove. Pets welcome. Stroud 12.8 miles; Gloucester 14.9 miles. (Ref. 1014891)

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

7 nights from £609

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Hammonds Farmhouse - 1134526 - photo 1
85
Stroud, Cotswolds, GL6
  • 16 Guests
  • 8 Bedrooms
  • Pets No

    5.0

    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 £3026

Last booked 2 days ago
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Thatchers Barn - 1050562 - photo 1
28
Toddington, Gloucestershire, Gl54
  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.9

    Sykes Rating

A unique, detached barn conversion found on 14 acres of beautiful land on the outskirts of Toddington, Gloucestershire. Lake. Woodburning stove. Jukebox. Evesham 9.1 miles; Cheltenham 11.7 miles; Gloucester 19.3 miles. (Ref. 1050562)

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

7 nights from £534

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Spring Cottage - 1132436 - photo 1
32
Stroud, Cotswolds, GL6
  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    5.0

    Sykes Rating

A beautiful property set just outside the town of Stroud, Gloucestershire. Reverse level accommodation. Tasteful furnishings. Barbecue. Gloucester 14.3 miles; Cirencester 14.4 miles. (Ref. 1132436)

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

7 nights from £636

Last booked yesterday
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The Coach House - 1121786 - photo 1
23
Cheltenham, Gloucestershire, GL51
  • 2 Guests
  • 1 Bedroom
  • Pets No

    4.9

    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 £469

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Jackdaw's Roost - 991352 - photo 1
25
Cheltenham, Gloucestershire, GL19
  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    4.8

    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 £374

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Hetty's Stables - 1091364 - photo 1
30
Aylworth nr Naunton, Cotswolds, GL54
  • 7 Guests
  • 3 Bedrooms
  • Pets No

    4.9

    Sykes Rating

Peacefully located in the hamlet of Aylworth, close to Naunton, rests Hetty’s Stables which is a stunning barn conversion in the grounds of Aylworth Cottage. Underfloor heating. Woodburning stove. WiFi. Off-road parking. En-suite bedrooms. Naunton 1.5 miles; Bourton-on-the-Water 4.1 miles; Stow-on-the-Wold 6.8 miles. (Ref. 1091364)

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

7 nights from £956

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Old Sorting Office - 977985 - photo 1
13
Winchcombe, Cotswolds, GL54
  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    4.9

    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 £478

Last booked 2 days ago
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Lords Hill Barn - 1103093 - photo 1
25
Ashleworth, Gloucestershire, GL19
  • 6 Guests
  • 2 Bedrooms
  • Pets No

    4.7

    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 £480

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Farm View Lodge - 1069818 - photo 1
25
Painswick, Cotswolds, GL6
  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.9

    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 £696

Last booked today
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Delabere Road - 1093731 - photo 1
41
Bishops Cleeve, Gloucestershire, GL52
  • 8 Guests
  • 4 Bedrooms
  • Pets Yes

    4.8

    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 £876

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Postmaster's Lodging - 976759 - photo 1
33
Winchcombe, Cotswolds, GL54
  • 6 Guests
  • 3 Bedrooms
  • Pets No

    4.9

    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 £610

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Wellinghill Lodge - 1010167 - photo 1
27
Cheltenham, Cotswolds, GL52
  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    4.9

    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 £403

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Under Catswood - 1066428 - photo 1
46
Elcombe near Stroud, Cotswolds, GL6
  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    4.6

    Sykes Rating

Under Catswood is a stunning, detached single storey dwelling resting in Elcombe near Stroud, Gloucestershire. Open-plan. WiFi. Smart TV. Gardens. Secluded. Off-road parking. Woodburning stove. Painswick 4.8 miles; Gloucester 10.5 miles. (Ref. 1066428)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly

7 nights from £1154

Last booked yesterday
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Hazel Manor Wing - 988694 - photo 1
Offer
33
Painswick, Cotswolds, GL6
  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.7

    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

  • 15% off - Fri 18th Apr to 25th Apr 2025

7 nights from £691

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River Cottage - 988216 - photo 1
21
Tewkesbury, Gloucestershire, GL20
  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.8

    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 £429

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The Old Cider House - 948400 - photo 1
18
Prestbury near Cheltenham, Cotswolds, GL52
  • 2 Guests
  • 1 Bedroom
  • Pets No

    4.8

    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 £462

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Oyster Barn - 1091282 - photo 1
27
Naunton, Cotswolds, GL54
  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.8

    Sykes Rating

A charming converted barn nestled in the peaceful Cotswold village of Naunton. WiFi. Woodburning stove. Dog-friendly. Child-friendly. Parking. Bourton-on-the-Water 4.4 miles; Stow-on-the-Wold 5.7 miles; Cheltenham 12.6 miles. (Ref. 1091282)

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

7 nights from £1134

Last booked 2 days ago
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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.