Cottages in Cheltenham

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Cottages in Cheltenham

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Your Cheltenham, Gloucestershire search returned 64 cottages

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Map View
A brick house at the end of a gravel driveway with black metal gates and greenery around at Lawn Lodge in Ashleworth
17
Ashleworth, Gloucestershire, GL19
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7

    Sykes Rating

A delightful ground floor detached cottage commanding lovely views, ideally located on the outskirts of the Roman village of Ashleworth close to the River Severn. Warm and welcoming. Bike storage. Gloucester 7.5 miles. (Ref. 936440)

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

7 nights from £421

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A round yurt structure with windows near a hot tub and outdoor chairs by a lake at Lakeview Yurt in Beckford near Tewkesbury
22
Beckford near Tewkesbury, Cotswolds, GL20
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.4

    Sykes Rating

A 20 foot yurt in Gloucestershire. Underfloor heating, roll top bath. Veranda with private hot tub and sauna overlooking the lake just a short stroll from Beckford village. (Ref. 11980)

  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher

7 nights from £523

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A circular living space with a sofa table kitchenette and bed at Island Yurt in Beckford near Tewkesbury
22
Beckford near Tewkesbury, Worcestershire, GL20
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.2

    Sykes Rating

Unusual romantic Gloucestershire yurt by fishing lake. Hot tub, sauna, film projector, veranda. Ideal base for a couple to relax together. Beckford 0.5 miles. (Ref. 903586)

  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher

7 nights from £619

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A brick courtyard with a small balcony a table and chairs and trash bins at The Coach House in Tewkesbury
28
Tewkesbury, Gloucestershire, GL20
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7

    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

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An exterior view of a house with a wooden door covered by a wooden canopy a stone pathway green grass a small tree and a wooden shed at Old Sorting Office in Winchcombe
13
Winchcombe, Cotswolds, GL54
  • Sleeps2
  • Bedrooms1
  • PetsYes

    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

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Exterior of a corrugated metal cabin with red windows and doors on a grassy lawn at Crows Cabin in Gloucester
19
Gloucester, Gloucestershire, GL19
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Sykes Rating

A delightful cabin retreat resting on the outskirts of the city of Gloucester. Pet-friendly. Off-road parking. Cheltenham 7 miles. (Ref. 1001980)

  • Off-road parking
  • Ground floor bedroom

7 nights from £296

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A wooden building with potted plants and gravel driveway at Wellinghill Lodge in Cheltenham
27
Cheltenham, Cotswolds, GL52
  • Sleeps2
  • Bedrooms1
  • PetsYes

    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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A wooden footbridge over a pond leading to a stone building with a tiled roof at Jackdaw's Roost in Cheltenham
25
Cheltenham, Gloucestershire, GL19
  • Sleeps2
  • Bedrooms1
  • PetsYes

    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 £376

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A side entrance to a brick house with a black metal gate with a Beechnt Cottage sign and a garden with green grass and trees in the background at Beechnut Cottage in Tewkesbury
26
Tewkesbury, Gloucestershire, GL20
  • Sleeps2
  • Bedrooms1
  • PetsYes

    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 exterior of a red brick building with black framed windows and doors and a gravel driveway at Grove Cottage in Deerhurst near Tewkesbury
20
Deerhurst near Tewkesbury, Gloucestershire, GL19
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    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 £468

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A yurt with green fabric walls and a door open to a bedroom with a bed surrounded by trees at The Lakeside Yurt in Beckford
19
Beckford, Worcestershire, GL20
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.4

    Sykes Rating

A unique Gloucestershire holiday home! A 16 foot round modern yurt, on the edge of the village of Beckford. Roll-top bath. Use of hot tub. Cheltenham 9 miles. (Ref. 6017)

  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher

7 nights from £451

Last booked 7 hours ago
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A stone cottage with a gravel driveway and garden in front at Spring Cottage in Stroud
32
Stroud, Cotswolds, GL6
  • Sleeps2
  • Bedrooms1
  • PetsYes

    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

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A garden with a wooden picnic table and flowers in a vase near a building with a wooden porch at Woodcock Studio in Andoversford near Cheltenham
15
Andoversford near Cheltenham, Cotswolds, GL54
  • Sleeps2
  • Bedrooms1
  • PetsYes

    Sykes Rating

Woodcock Studio is a single-storey, Grade II unit situated on a working farm in Andoversford, Gloucestershire, boasting open-plan living and Smart TV. Cheltenham 6.6 miles; Bourton-on-the-Water 9.7 miles; Gloucester 13.9 miles. (Ref. 1168846)

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

7 nights from £421

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A wooden picnic table with a tray holding cups and a plant outside a building with trees and grass at Swallow Studio in Andoversford near Cheltenham
19
Andoversford near Cheltenham, Cotswolds, GL54
  • Sleeps2
  • Bedrooms1
  • PetsYes

    Sykes Rating

Swallow Studio is a single-storey, Grade II unit resting on a working farm in Andoversford, Gloucestershire, with countryside views and open-plan living. Cheltneham 6.6 miles; Bourton-on-the-Water 9.7 miles; Gloucester 13.9 miles. (Ref. 1168847)

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

7 nights from £421

Last booked 2 days ago
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A cottage with a red door and climbing plants around it and windows with flowers in them at Runnymede in Tewkesbury
38
Tewkesbury, Gloucestershire, GL20
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Sykes Rating

A charming Grade II listed cottage resting in the historic riverside town of Tewkesbury, Gloucestershire. Pet-friendly. Enclosed garden. Close to amenities. Cheltenham 10 miles; Gloucester 11.7 miles; Malvern 13.2 miles. Can be booked with ref: 1063185 (Ref. 1071199)

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

7 nights from £630

Last booked 7 hours ago
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The exterior of a cottage with white and cream brick walls red doors black window frames and potted plants at Avonmede in Tewkesbury
Offer
36
Tewkesbury, Gloucestershire, GL20
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Sykes Rating

A fantastic terraced cottage resting in Tewkesbury, Gloucestershire. Dog-friendly. Electric fire. Enclosed garden. Welcome gift. Close to amenities. Cheltenham 10 miles; Gloucester 11.7 miles; Malvern 13.2 miles. Can be booked with ref: 1071199 (Ref. 1063185)

  • Wi-fi
  • Hot Tub
  • Washing machine

  • 5% off - Fri 13th Jun to 1st Aug 2025

7 nights from £604

Last booked 6 hours ago
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A street view with a white and black building and a timber framed building with a flag at The Old Paper Shop in Tewkesbury
18
Tewkesbury, Gloucestershire, GL20
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.6

    Sykes Rating

A fantastic ground-floor cottage boasting elegant, traditional decor in the heart of Tewkesbury, Gloucestershire. Pet-friendly. Town centre location. Smart TV. Cheltenham 9.1 miles; Gloucester 10.8 miles; Ledbury 17.2 miles. (Ref. 1023985)

  • Wi-fi
  • Ground floor bedroom

7 nights from £390

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An old stone cottage with a wooden door behind a metal gate and stone wall at Brooklands in Chedworth
32
Chedworth, Cotswolds, GL54
  • Sleeps2
  • Bedrooms2
  • PetsNo

    4.3

    Sykes Rating

Enchanting cottage with incredible views. Gorgeous, romantic bolt hole. Heavenly. (Ref. 988712)

  • Wi-fi
  • Washing machine

7 nights from £419

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A stone house with wooden framed windows and a small outdoor seating area at Rowan Studio Cranham near Gloucester
12
Cranham near Gloucester, Cotswolds, GL4
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

Welcoming studio accommodation, a charming cottage in Cranham close to the Cotswold Way. Excellent walking, cycling and touring. WiFi. Gloucester 5 miles. (Ref. 30298)

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

7 nights from £391

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A paved driveway in front of a stone house with wooden framed windows and dormer windows surrounded by trees at Beeches Studio in Cranham near Gloucester
26
Cranham near Gloucester, Cotswolds, GL4
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

First floor studio accommodation in Cranham village. WiFi, easy access to walking and woodland, raised decking perfect for relaxing. Gloucester 5 miles. (Ref. 30299)

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

7 nights from £500

Last booked yesterday
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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.