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
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★

    Good

  • Sykes rating

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

  • Wi-fi
  • Washing machine

7 nights from $567

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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★

    Perfect

  • 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 $599

Last booked yesterday
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An outdoor area with a hot tub chairs a wood burning stove near a round tent structure by a river at Secret Island Yurt Beckford near Tewkesbury
15
Beckford near Tewkesbury, Worcestershire, GL20
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.4★

    Good

  • Sykes rating

Charming yurt in quaint Gloucestershire village of Beckford. Open plan accommodation. Roll-top bath. Sauna. Private hot tub overlooking the lake. Cheltenham 9 miles. (Ref. 921614)

  • Off-road parking
  • Hot Tub
  • Dishwasher

7 nights from $819

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A dining table set with plates and cutlery and a bouquet of flowers next to a living area with a leather sofa a wooden chair a TV and large window at The Coach House in Cheltenham
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 $634

Last booked yesterday
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A gravel driveway leading to a large brick house surrounded by trees and grass at The Coach House Apartment in Bredon
29
Bredon, Worcestershire, GL20
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A stunning first-floor apartment situated in the rural village of Bredon in Worcestershire. Romantic retreat. Smart TV. Off-road parking. Tewkesbury 3.6 miles; Pershore 7.1 miles; Malvern 17 miles. (Ref. 1061403)

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

7 nights from $532

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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★

    Outstanding

  • 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 $529

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A stone house exterior with potted plants on a paved patio and metal chairs with a table at The Old Cider House in Prestbury near Cheltenham
18
Prestbury near Cheltenham, Cotswolds, GL52
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8★

    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 $625

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A stone house with a garage and gravel driveway with flower pots at Farm View Lodge in Painswick
25
Painswick, Cotswolds, 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 $855

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A patio with wooden table and chairs under umbrella and wooden bench outside a wooden barn house at Lords Hill Barn in Ashleworth
22
Ashleworth, Gloucestershire, GL19
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    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 $1112

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A stone building with white doors and climbing plants near a gravel area and a road with greenery at The Long Barn in Duntisbourne Abbots near Cirencester
31
Duntisbourne Abbots near Cirencester, Cotswolds, GL7
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A beautifully presented 17th Century barn conversion with a village location in the Cotswolds AONB. Original features. Lovely walks and cycle rides nearby. Cirencester 5 miles. (Ref. 948003)

  • Wi-fi
  • Off-road parking
  • Sky TV

7 nights from $1328

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Stone cottages with tiled roofs along a country lane with a stone wall and garden at Willow Cottage in Hampnett nr Bourton-on-the-Water
30
Hampnett nr Bourton-on-the-Water, Cotswolds, GL54
  • Sleeps4
  • Bedrooms2
  • PetsNo

    3.9★

    Good

  • Sykes rating

A lovely Grade ll listed Cotswold stone cottage, resting in Northleach, Cheltenham. Woodburning stove. 60” flatscreen TV. Garden. Northleach 2.2 miles; Bourton-on-the-Water 6.2 miles; Cheltenham 12.1 miles. (Ref. 1091264)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $1423

Last booked yesterday
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The Old Cider Press - 996452 - photo 1
35
Broadway, Cotswolds, WR12
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.4★

    Good

  • Sykes rating

Beautiful thatched cottage which has recently had the bathroom and kitchen refurbished in January 2025. is within a row of three, nestled in the pretty Cotswolds village of Stanton. (Ref. 996452)

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

7 nights from $867

Last booked yesterday
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A row of houses with stone and brick walls blue doors and windows and small planters on the sidewalk at Lower Pack Horse Cottage in Winchcombe
42
Winchcombe, Cotswolds, GL54
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Lower Pack Horse Cottage is a harmonious Grade-II listed cottage in the town of Winchcombe in Gloucestershire, boasting a woodburning stove and a Smart TV. Cheltenham 7.7 miles; Broadway 10 miles; Gloucester 16.8 miles. (Ref. 1131021)

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

7 nights from $917

Last booked yesterday
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A single-story house with a tiled roof next to a driveway and palm trees at Hillside in Bishops Cleeve
New property
28
Bishops Cleeve, Gloucestershire, GL52
  • Sleeps4
  • Bedrooms2
  • PetsNo

  • Sykes rating

Hillside is a homely, detached bungalow situated in a quiet residential area of Bishops Cleeve, Gloucestershire, featuring convenient ground-floor living. Cheltenham 5.9 miles; Tewkesbury 9 miles. (Ref. 1175869)

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

7 nights from $582

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A street with shops and buildings made of stone and brick at Postmaster's Lodging in Winchcombe
33
Winchcombe, Cotswolds, 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 $944

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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★

    Outstanding

  • 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 $570

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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★

    Good

  • 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 $610

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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★

    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 $509

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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★

    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 $647

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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★

    Perfect

  • 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 $846

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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.