<span>Large Holiday Houses & Group Accommodation in Cheltenham</span>

Large Holiday Houses & Group Accommodation in Cheltenham

Home to the biggest range at the lowest price

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Did you know? We have a dedicated site just for pet friendly holidays, take me to Dog Friendly Cottages >

Cheltenham Cottages & Lodges

  • Big Cottages - Daisy Bank

Gloucestershire

Daisy Bank

Ref: S2029881

3
5
The highest town in the Cotswolds, Stow-on-the-Wold, originally an Iron Age Fort, epitomises olde worlde England. This ancient market town has played host to many fairs since the 12th century and today holds a biannual Gypsy Horse Fair, craft...

From

£124

per night
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2
  • Big Cottages - Mouse Hole Cottage

Gloucestershire

Mouse Hole Cottage

Ref: S105943

Reviews 40

3
6
The town of Winchcombe lies above the River Isbourne, midway between Cheltenham and Broadway. Visitors can sample an array of local produce in the town's restaurants, wine bars, tea shops and deli's, or stroll around the range of local shops, all...

From

£80

per night
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3
  • Big Cottages - Bow Cottage

Gloucestershire

Bow Cottage

Ref: S1320116

Reviews 12

3
6
A beautifully styled Cotswold cottage with characterful interiors, rare parking for two cars, a sun-trap garden, and an easy, gentle walk into the heart of Bourton-on-the-Water and its many attractions.. Ground Floor: Living room: Smart TV, Sky,...

From

£170

per night
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  • Big Cottages - East View

Gloucestershire

East View

Ref: S2118777

4
6
The highest town in the Cotswolds, Stow-on-the-Wold, originally an Iron Age Fort, epitomises olde worlde England. This ancient market town has played host to many fairs since the 12th century and today holds a biannual Gypsy Horse Fair, craft...

From

£122

per night
View
  • Big Cottages - 5 Bed Cottage in Cheltenham

Gloucestershire

5 Bed Cottage in Cheltenham

Ref: S842679

5
9
Additional information and rules No dogs allowed - 5 bedrooms – 1 emperor, 2 doubles, 1 twin, 1 single - 3 bathrooms – 1 en-suite bathroom with bath, separate shower and WC, 1 bathroom with shower over bath and WC, 1 shower room with shower...

From

£276

per night
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  • Big Cottages - Elysian Heights

Gloucestershire

Elysian Heights

Ref: S1301315

5
10
Elysian Heights is nestled amidst the scenic beauty of Leckhampton Hill in Gloucestershire, offering panoramic views of the Cotswolds from its private garden. Embrace the serenity of nature with picturesque hiking trails, delve into local history...

From

£844

per night
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  • Big Cottages - 6 Bed Cottage in Charlton Kings

Gloucestershire

6 Bed Cottage in Charlton Kings

Ref: S2270583

6
11
Additional information and rules No dogs allowed - 6 bedrooms – 1 king-size, 4 doubles, 1 single - 4 bathrooms – 1 en-suite bathroom with bath with shower attachment and WC, 1 en-suite bathroom with shower over bath and WC, 1 bathroom with a...

From

£417

per night
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Partner deal
3
  • Big Cottages - Bow Cottage

Gloucestershire

Bow Cottage

Ref: S1268614

3
6
Bow Cottage, a property with a garden, is set in Bourton on the Water, 38 km from Walton Hall, 38 km from Kingsholm Stadium, as well as 38 km from Blenheim Palace. The property is situated 40 km from Royal Shakespeare Company, 48 km from Warwick...

From

£170

per night
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Partner deal
  • Big Cottages - 3 Bedrooms Calm House near Green, Shops, Town & Racecourse

Gloucestershire

3 Bedrooms Calm House near Green, Shops, Town & Racecourse

Ref: S2226681

3
7
Comfortable Living The 3 Bedrooms Calm House near Green, Shops, Town & Racecourse in Cheltenham offers a spacious holiday home with three bedrooms and a living room. Guests enjoy free WiFi, a fully equipped kitchen, and a washing machine. Modern...

From

£196

per night
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Partner deal
  • Big Cottages - The Cornfields by Signature Stays - Parking - Modern - Quiet Location

Gloucestershire

The Cornfields by Signature Stays - Parking - Modern - Quiet Location

Ref: S1286369

3
5
Situated in Bishops Cleeve and only 19 km from Kingsholm Stadium, The Cornfields by Signature Stays - Parking - Modern - Quiet Location features accommodation with garden views, free WiFi and free private parking. It is located 39 km from Coughton...

From

£118

per night
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Partner deal
3
  • Big Cottages - Elegant 3 bedroom home in the centre of Cheltenham

Gloucestershire

Elegant 3 bedroom home in the centre of Cheltenham

Ref: S972999

3
8
Set in Cheltenham, Elegant 3 bedroom home in the centre of Cheltenham is a recently renovated accommodation, 15 km from Kingsholm Stadium and 34 km from Cotswold Water Park. Both free WiFi and parking on-site are available at the holiday home free...

From

£216

per night
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Partner deal
  • Big Cottages - Cheltenham-Cosy 2 Bedroom Home-Work or Leisure

Gloucestershire

Cheltenham-Cosy 2 Bedroom Home-Work or Leisure

Ref: S933574

2
6
Cheltenham-Cosy 2 Bedroom Home-Work or Leisure, a property with a garden, is located in Cheltenham, 46 km from Coughton Court, 12 km from Sudeley Castle, as well as 16 km from Gloucester Cathedral. It is set 34 km from Cotswold Water Park and...

From

£177

per night
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Partner deal
  • Big Cottages - Cheltenham-2 Bedroom Home-Sleeps 6-Parking-Work or Leisure

Gloucestershire

Cheltenham-2 Bedroom Home-Sleeps 6-Parking-Work or Leisure

Ref: S910215

2
6
Cheltenham-2 Bedroom Home-Sleeps 6-Parking-Work or Leisure, a property with a garden, is located in Cheltenham, 31 km from Cotswold Water Park, 48 km from Coughton Court, as well as 49 km from Lydiard Park. This holiday home features free private...

From

£176

per night
View
Partner deal
  • Big Cottages - Francis House, Stay Cheltenham, Spacious Home, Free Parking

Gloucestershire

Francis House, Stay Cheltenham, Spacious Home, Free Parking

Ref: S2248508

3
6
Spacious Accommodation Francis House in Cheltenham offers a spacious holiday home with three bedrooms and a living room. The property includes a fully equipped kitchen, washing machine, and free WiFi. Modern Amenities Guests can enjoy a private...

From

£172

per night
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Partner deal
  • Big Cottages - Brookbank Close by Signature Stays - Central - Parking - Racecourse

Gloucestershire

Brookbank Close by Signature Stays - Central - Parking - Racecourse

Ref: S2044642

4
9
Located in Cheltenham, Brookbank Close by Signature Stays - Central - Parking - Racecourse is a recently renovated accommodation, 14 km from Kingsholm Stadium and 34 km from Cotswold Water Park. This holiday home provides free private parking,...

From

£200

per night
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Partner deal
  • Big Cottages - Detached charming cottage, garden and fireplace

Gloucestershire

Detached charming cottage, garden and fireplace

Ref: S2245261

1
6
Spacious Accommodation The Detached Charming Cottage in Stow on the Wold offers a spacious holiday home with one bedroom and one bathroom. Guests can relax on the terrace or enjoy the garden views. Modern Amenities The property features free...

From

£296

per night
View
Partner deal
3
  • Big Cottages - Modern stylish family home private garden - Pass the Keys

Gloucestershire

Modern stylish family home private garden - Pass the Keys

Ref: S1060862

1
7
Offering a garden and garden view, Modern stylish family home private garden - Pass the Keys is situated in Cheltenham, 38 km from Royal Shakespeare Company and 40 km from Coughton Court. Free WiFi is available throughout the property and...

From

£164

per night
View
Partner deal
  • Big Cottages - The Mitre, Cheltenham, Stylish, Close to Festivals, Entire House

Gloucestershire

The Mitre, Cheltenham, Stylish, Close to Festivals, Entire House

Ref: S1365942

4
8
Located in Cheltenham, 14 km from Kingsholm Stadium, The Mitre, Cheltenham, Stylish, Close to Festivals, Entire House provides recently renovated accommodation with free WiFi and a terrace. Guests staying at this holiday home have access to a...

From

£304

per night
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Partner deal
  • Big Cottages - 15 Pittville Lawn - By Luxury Apartments

Gloucestershire

15 Pittville Lawn - By Luxury Apartments

Ref: S1283405

5
10
Offering a garden and garden view, 15 Pittville Lawn - By Luxury Apartments is situated in Cheltenham, 32 km from Cotswold Water Park and 44 km from Coughton Court. Among the facilities at this property are a concierge service and private check-in...

From

£315

per night
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Partner deal
  • Big Cottages - Tiesel & Truffles Cottages

Gloucestershire

Tiesel & Truffles Cottages

Ref: S1066949

4
8
Situated 37 km from Cotswold Water Park, 47 km from Coughton Court and 8.7 km from Sudeley Castle, Tiesel & Truffles Cottages features accommodation set in Cheltenham. The property is non-smoking and is located 26 km from Kingsholm Stadium. With...

From

£266

per night
View
Partner deal
  • Big Cottages - Pinewood Walk by Signature Stays - Parking - Townhouse

Gloucestershire

Pinewood Walk by Signature Stays - Parking - Townhouse

Ref: S1023111

4
9
Pinewood Walk by Signature Stays - Parking - Townhouse is a recently renovated holiday home in Gloucestershire, where guests can make the most of its garden and shared lounge. It is located 11 km from Kingsholm Stadium and offers a shared kitchen....

From

£181

per night
View
Partner deal
  • Big Cottages - Coach House Hawling

Gloucestershire

Coach House Hawling

Ref: S941789

3
6
Set in Hawling in the Gloucestershire region, Coach House Hawling offers accommodation with free WiFi and free private parking. The property is situated 40 km from Cotswold Water Park, 48 km from Coughton Court and 49 km from Walton Hall. The...

From

£230

per night
View
Partner deal
  • Big Cottages - NEW Modern Fairview Home by Signature Stays - Sleeps 8 - Parking

Gloucestershire

NEW Modern Fairview Home by Signature Stays - Sleeps 8 - Parking

Ref: S2235690

1
8

From

£185

per night
View
Partner deal
  • Big Cottages - No2 Clarence grade II Regency townhouse short walk to racecourse and town centre

Gloucestershire

No2 Clarence grade II Regency townhouse short walk to racecourse and town centre

Ref: S969186

3
6
Housed in a historic building, No2 Clarence grade II Regency townhouse short walk to racecourse and town centre provides accommodation with a garden and free WiFi in Cheltenham, 15 km from Kingsholm Stadium. The property has inner courtyard views...

From

£243

per night
View
Showing 1 - 24 of 215 properties

Large Holiday Houses & Group Accommodation in Cheltenham

Cheltenham, nestled on the edge of the Cotswolds Area of Outstanding Natural Beauty, is a regency spa town and an excellent place to visit for a group break. Cheltenham is well known for its racecourse. Although there are many races available to watch during the warmed months, the most famous of these is the Cheltenham World Cup. This events draws people in from all over to see the wonderfully high standard of horse racing.

This vibrant town is also home to four internationally acclaimed festivals. This is the place to come and celebrate jazz, science, music or literature. With a boating lake, outdoor lido and beautiful parks there is plenty of ways to get outside without leaving the town. Of course with the Cotswolds so close by its worth venturing further afield for the day too. Whatever draws you to this wonderful town, Big Cottages has great deals on large cottages and apartments to make your holiday a memorable one.

Read more > less >

Best price guarantee

No one can beat our prices

✕
Best price guarantee

We partner with the largest cottage providers to offer you over 30,000 properties on one website. Our cottages are professionally managed by these partners and payments are taken by them, but rest assured, by booking via The Snaptrip Family you'll pay the lowest possible price for your trip.

We never charge you more than you would pay booking directly on the partner's site and if you become a Big Cottages member you can save even more. If you find a property priced lower anywhere else on the internet (we’d be amazed if you do), simply email us at marketing@big-cottages.com and we'll refund you the difference.

The UK’s best selection of large holiday homes

Our best price guarantee on your group stays

Support from our expert team every step of the way

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Frequent questions

  • Why book your large holiday home with Big Cottages?

    We&rsquo;ve got a huge range of Cheltenham accommodation to choose from, like spacious townhouses and countryside cottages. It&rsquo;s straightforward to filter and book exactly what you&rsquo;re after.

  • Where are the best places to stay in Cheltenham for groups?

    Stay in the town centre for shops, restaurants and festivals, or in nearby Cotswold villages for quiet retreats.

  • What type of Cheltenham holiday home can I book?

    Large period houses, modern townhouses, converted barns and <a href="https://big-cottages.com/cotswolds-holiday-cottages">Cotswold cottages</a> with open-plan kitchens and lounges.

  • What are the best things to do in Cheltenham for groups?

    Explore Regency architecture, visit gardens and museums, enjoy festivals, walk in nearby <a href="https://big-cottages.com/gloucestershire-holiday-cottages">Gloucestershire</a> villages and sample local cuisine.

  • What are the best walks in Cheltenham?

    Pittville Park, Montpellier Gardens, the Cotswold Way nearby and countryside loops provide scenic group-friendly walks.

✕

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