Cottages in Cheltenham

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Cottages in Cheltenham

REFINE SEARCH

Your Cheltenham, Gloucestershire search returned 60 cottages

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Map View
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 £462

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Hetty's Stables - 1091364 - photo 1
Offer
30
Aylworth nr Naunton, Gloucestershire, GL54
  • Sleeps7
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • 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

  • 10% off - Fri 14th Mar to 21st Mar 2025

7 nights from £904

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Greystones - 1135285 - photo 1
40
Upton St Leonards, Gloucestershire, GL4
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A beautifully-decorated, four-bedroom abode residing in Upton St. Leonards, Gloucestershire. Games room. Off-road parking for 3 cars due to private drive. Close to amenities. In an AONB. Pretty views. Gloucester 3.1 miles. (Ref. 1135285)

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

7 nights from £1122

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Flynn's Barn - 1091363 - photo 1
34
Naunton, Gloucestershire, GL54
  • Sleeps8
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Peacefully located in the hamlet of Aylworth, close to Naunton, rests Flynn’s Barn 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. 1091363)

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

7 nights from £1087

Last booked 2 hours ago
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The Nook - 1103863 - photo 1
26
Jack's Green near Painswick, Gloucestershire, GL6
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • 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 £706

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Five Mile House Barn - 1014891 - photo 1
31
Duntisbourne Abbots near Cirencester, Gloucestershire, GL7
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • 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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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 £405

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Under Catswood - 1066428 - photo 1
46
Elcombe near Stroud, Gloucestershire, GL6
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • 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 3 hours ago
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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 £565

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Oyster Barn - 1091282 - photo 1
27
Naunton, Gloucestershire, GL54
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • 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 £839

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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 £480

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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 £417

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The Compton Cottage - 1100672 - photo 1
31
Northleach, Gloucestershire, GL54
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Outstanding Cottage in the rolling Cotswolds' countryside. A beautifully crafted cottage for 4 people, good pubs nearby and Cheltenham a short drive away. Perfect retreat! (Ref. 1100672)

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

7 nights from £817

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Grove Cottage - 1046836 - photo 1
20
Deerhurst near Tewkesbury, Gloucestershire, GL19
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

This splendid all-ground-floor cottage rests in Deerhurst near Tewkesbury, Gloucestershire. Near to the Cotswolds AONB. Countryside views. Smart TV. Tewkesbury 3.7 miles; Cheltenham 7.2 miles. (Ref. 1046836)

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

7 nights from £736

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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 £610

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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 £476

Last booked yesterday
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The Lock House - 2749 - photo 1
22
Gloucester, Gloucestershire, GL1
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Delightful, detached, Grade II listed lock house at entrance to historic Gloucester Docks. Open fire, wood floors, riverside garden. Shops & restaurants 2 mins walk. (Ref. 2749)

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

7 nights from £620

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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 £631

Last booked 2 days ago
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Beechnut Cottage - 952307 - photo 1
26
Tewkesbury, Gloucestershire, GL20
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • 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 £369

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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 £1014

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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.