cheltenham

Cheltenham Holiday Cottages

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Holiday Cottages in Cheltenham

Find your perfect self-catering holiday cottage in and around Cheltenham. Book direct with owners and pay no booking fees. Book with confidence. All our holiday rentals are verified. Independent payment protection is available for guests booking directly with owners.

Cheltenham properties by features

Dog Friendly Cottages in Cheltenham

Dog Friendly Cottages

Cottages with Pools in Cheltenham

Cottages with Pools

Accessible Cottages in Cheltenham

Accessible Cottages

Large Cottages in Cheltenham

Large Cottages

Cottages with Hot Tubs in Cheltenham

Cottages with Hot Tubs

Holiday Cottages in Cheltenham, Gloucestershire

LATE AVAILABILITY

Delightful One-Bedroom Apartment with En-Suite, Fully Equipped Kitchen & Smart TV | Luxury Regency-Style Apartment with High Ceilings, Sash Windows, Shared Laundry & Modern Comforts – Ideal Relaxing Stay

Apartment in Cheltenham, Gloucestershire

LATE AVAILABILITY

15 off the Green - 130+ 5⭐Reviews, Peaceful Cotswolds Retreat: Beautifully Presented, Spacious & Welcoming Home in Charming Winchcombe – Perfect Base for Exploring wonderful Villages, Sudeley Castle & Scenic Walks”

Annexe in Winchcombe, Gloucestershire

Best Price

159 reviews

from

£617

a week

LATE AVAILABILITY

Historic Gem with modern amenities located in the heart of the Forest of Dean, 11 ensuite bedrooms, huge kitchen, 24 to dine round one table. pool table and hot tub for Fun-Filled Self-Catering Stays!

House in Gloucestershire, England

19 reviews

from

£5650 - £8400

a week

LATE AVAILABILITY

Large holiday cottage perfect for family gatherings in the Cotswolds

Holiday Cottage in Sheepscombe, Stroud

1 review

from

£3549

a week

High standard, luxurious holiday house in fantastic peaceful location with amazing views, 5 bedrooms and 5 bathrooms, private-large-fully enclosed garden and shared games room (separate building)! Downstairs bedroom and...

House in Hereford, Herefordshire

Best Price

32 reviews

from

£1785 - £4515

a week

LATE AVAILABILITY

Laburnum Cottage has private parking and is pet friendly,ideally situated in the Cotswold village of Broadway in The Cotswolds. Quietly situated up a private drive way with parking and its own private enclosed garden.

Holiday Cottage in Cotswolds, Broadway

Best Price

33 reviews

from

£685 - £1095

a week

LATE AVAILABILITY

Cornerstone, Idyllic Cotswold Cottage with all of the facilities of Lower Mill Estate - Onsite Spa, Hundreds of acres of Nature Reserve, 400MB/s Wifi & Private Chef

Holiday Cottage in Somerford Keynes, The Cotswolds

Best Price

179 reviews

from

£2440 - £4725

a week

New Listing LATE AVAILABILITY

Luxury Large Group Holiday House Near Ross-on-Wye Sleeps 40 with 18 Ensuite Bedrooms, Games Room, Bar, Hot Tub Hire & Woodland Grounds – Perfect for Family Gatherings, Hen Parties & Wye Valley Escapes

House in Ross-on-wye, Herefordshire

There's a fantastic games room and a covered heated pool that can be used any time of year. Harbrook Grange is a peaceful haven for all kinds of large group stays, for big family holidays, happy reunions and celebrations

House in Gloucestershire, England

6 reviews

from

£2800 - £21586

a week

LATE AVAILABILITY

Cotswold Countryside Cottage in Frampton Mansell with Private Garden, Open-Plan Living, Walks Nearby, Close to Stroud & Cirencester, Near Traditional Pubs, Ideal Rural Retreat with Scenic Surroundings

Holiday Cottage in Cirencester, Gloucestershire

Best Price

6 reviews

from

£898

a week

LATE AVAILABILITY

Multi Award winning Cotswold Cottage

Holiday Cottage in Southrop, lechlade, Gloucestershire

LATE AVAILABILITY

Enjoy your very own Village Pub in the Forest of Dean - The Anchor, Lydbrook, 7/8 bedrooms, all en-suite, sleeping up to 22 people, Ideally located for outdoor, activity or family holidays.

House in Lydbrook, Gloucestershire

46 reviews

from

£4250 - £6704

a week

All-timber Mere Lodge, a peaceful, quiet retreat edge of lovely Village

Lodge in Worcestershire

Best Price

24 reviews

from

£720 - £760

a week

LATE AVAILABILITY

Located in an idyllic setting overlooking our Woodchester Valley Vineyard across the Stroud valleys with a gas log burner, underfloor heating, large TV (sky channels included)

Barn in Woodchester, stroud, Stroud

5 reviews

from

£1210 - £1830

a week

LATE AVAILABILITY

Field Barn sleeps 2 ,Private Steam room, AirCon, no neighbours, beautiful views!

Bungalow in Woolhope, Hereford, Gloucestershire

Best Price

5 reviews

from

£682 - £1030

a week

LATE AVAILABILITY

Riverside cottage near Pershore with access to a heated outdoor pool, fishing, and scenic gardens. Enjoy nearby tea rooms, pubs, and historic sites in South Worcestershire.

Holiday Cottage in Worcestershire, England

21 reviews

from

£375 - £520

a week

LATE AVAILABILITY

A luxury Cotswolds haven for two, nestled in the quiet village of Great Wolford within 5 minutes' drive of two market towns - Moreton in Marsh & Shipston on Stour. The perfect base for exploring the beautiful Cotswolds.

Studio in Shipston-on-stour, United Kingdom

20 reviews

from

£959 - £1239

a week

Modern, 5* Gold, M1 rated, stylish house with 5 en-suite bedrooms ( 1 downstairs) ,in a breathtaking location with beautiful views all around

House in Herefordshire, England

Best Price

31 reviews

from

£1600 - £4515

a week

LATE AVAILABILITY

Bretforton Cottage in Vale of Evesham – Dog-Friendly, Walled Garden with patio & seating, Stylish Interiors, Log fire, bedroom with ensuite, Wi-Fi, Near Fleece Inn & 5 Miles from Broadway.

Holiday Cottage in Bretforton, Gloucestershire

Best Price

4 reviews

from

£685 - £1045

a week

LATE AVAILABILITY

Spacious farmhouse in an award-winning vineyard with stunning valley views, log burners, private garden, and fully equipped kitchen. Perfect for a relaxing countryside retreat.

House in Gloucestershire, England

9 reviews

from

£1610 - £2940

a week

LATE AVAILABILITY

Luxury, Lovely Cottage in very peaceful location in Herefordshire with private garden, shared games room (separate building) and amazing views

Holiday Cottage in Checkley, Hereford, South West

Best Price

57 reviews

from

£1319 - £2992

a week

LATE AVAILABILITY

Lakeside Cotswolds holiday home Fabulously family friendly with canoe, Spa, pools, lakes, nature reserve - dog friendly

House in Cirencester, Gloucestershire

10 reviews

from

£2800

a week

LATE AVAILABILITY

Cosy Cottage, Spa access - heated Pools, Plunge Pool, Families, Fun, Lakes, Parking, EV charger inc, Pets, on-site Restaurant & Activity Centre for bicycle, kayak, SUP, tennis hire

Holiday Cottage in Somerford keynes, Gloucestershire

20 reviews

from

£2128 - £3500

a week

LATE AVAILABILITY

2 Bridge Cottage – Perfect Family Base, Sleeps 7 plus pets, Private Hot Tub, Spectacular Views, Tranquil Setting & Walks Galore

Holiday Cottage in Forest Of Dean, Gloucestershire

2 reviews

from

£893

a week

LATE AVAILABILITY

Close to the Cotswolds, Stratford upon Avon, Warwick and many NT properties our cottage nestles in the garden of our smallholding in Pillerton Hersey. Gorgeous country walks from the doorstep and great dining pubs nearby

Holiday Cottage in Warwickshire, England

Best Price

5 reviews

from

£728 - £784

a week

LATE AVAILABILITY

Delightful, comfortable courtyard cottage in a tranquil setting. Sleeps 4 NO PETS/UNDER 5's

Holiday Cottage in Ilmington, Shipston-on-stour, Gloucestershire

Best Price

12 reviews

from

£980 - £1517

a week

LATE AVAILABILITY

River Wye Lodge is a spectacular and spacious converted Riverside Inn in the Forest of Dean- River Wye Lodge.

House in Lydbrook, Gloucestershire

32 reviews

from

£5650 - £8750

a week

LATE AVAILABILITY

A Hidden Gem, Beautiful, Cosy, and Fully Equipped Barn With Stunning Countryside Views, Underfloor Heating and Use of 25 Acres of grounds

Barn in Charfield

from

£556 - £1121

a week

LATE AVAILABILITY

Stunning, Modernised, Spacious House With Heated Private Pool and Hot Tub in The Cotswolds

House in Moreton-in-marsh, Gloucestershire

18 reviews

from

£7050 - £11200

a week

LATE AVAILABILITY

Lovely New-England Style Timber Lodge Located On the Edge of Spring Lake.

Lodge in Cirencester, Gloucestershire

14 reviews

from

£1260 - £1400

a week

Cottage in quiet hamlet near Stow-on-the-Wold

Holiday Cottage in Stow-on-the-wold, Gloucestershire

Best Price

from

£744 - £998

a week

LATE AVAILABILITY

The Mole Hill is an eco-friendly, earth-covered holiday lodge offering a peaceful escape

Lodge in Bransford, worcester, Worcestershire

1 review

from

£655

a week

LATE AVAILABILITY

A charming and beautifully renovated cottage in peaceful location with garden and car park space, perfect for couples with breath-taking views

Holiday Cottage in Herefordshire, England

Best Price

34 reviews

from

£669 - £1029

a week

Pet-friendly self-catering cottages in Broadway, Cotswolds, with private parking, gardens, stream, and easy access to shops, pubs, and attractions. Short breaks available.

Holiday Cottage in Cotswolds, Broadway

Best Price

21 reviews

from

£685 - £1095

a week

LATE AVAILABILITY

Lakeside house on Lower Mill Estate.Nature Reserve. Spa facilities, indoor and outdoor heated pools, tennis courts.

House in Gloucestershire, England

3 reviews

from

£2081 - £3280

a week

LATE AVAILABILITY

Spacious Cotswolds Vineyard Retreat with Stunning Views, Log Burners, Hot Tub Option & Sleeps 12 – Ideal for Families & Groups near Local Attractions

House in Stroud, Gloucestershire

4 reviews

from

£3900 - £6280

a week

LATE AVAILABILITY

House in Brize Norton, The Cotswolds

LATE AVAILABILITY

Sundown Lodge – A Dog-friendly Cotswold Retreat with Stunning Views to the West, Amazing Sunsets, Wifi, Private Parking, Sofa Bed + 2, Direct Access to Footpaths. Ideal for lovers, small families, walkers & bicyclists.

Lodge in Cotswolds, Weston subedge

Best Price

23 reviews

from

£1040

a week

Pet-friendly self-catering cottages in Broadway, Cotswolds, with private gardens, stream, parking, and easy access to local pubs, shops, and attractions. Short breaks available.

Holiday Cottage in Cotswolds, Broadway

Best Price

23 reviews

from

£685 - £1095

a week

LATE AVAILABILITY

Quiet location, parking, garden, private games room, downstairs bedroom with en-suite bathroom

House in Hereford, England

Best Price

from

£1500 - £3612

a week

A Hidden Gem, Beautiful, Cosy, and Fully Equipped Barn With Stunning Countryside Views, Underfloor Heating and Use of 25 Acres of grounds

Barn in Charfield

1 review

from

£506 - £973

a week

LATE AVAILABILITY

Holly Lodge self-catering cottage is tucked away up a private drive in a very quiet part of the Herefordshire countryside. The owners live next to it in a C18th century oak-beamed cottage

Holiday Cottage in Herefordshire, England

5 reviews

from

£665

a week

LATE AVAILABILITY

EXCLUSIVE PRIVATE USE 3 ACRES , HEATED SWIMMING POOL, TENNIS COURT, POOL TABLE, PARKING ,WIFI ,TABLE TENNIS, DOGS WELCOME, TRAMPOLINE, CHILDREN'S PLAY AREA

House in Stratford-upon-avon, Warwickshire

Best Price

14 reviews

from

£1374 - £5323

a week

LATE AVAILABILITY

Bungalow in Birlingham, pershore, South west england

Places in Cheltenham

Winchcombe

Property Types in Cheltenham

🌈NHS Discount Rainbow

Properties marked with a rainbow have discounts for NHS & social care workers.
See individual properties for details.
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