Last minute availability

85 Holiday Rental Cottages, Apartments & Log Cabins near Upton St Leonards, Gloucestershire

Accommodation sleeping up to 32 people

Select Must Haves
Map View:
Farm View Lodge
2.6 miles from Upton St Leonards

Farm View Lodge

Painswick, Gloucestershire

4

Farm View Lodge is a welcoming countryside cottage located in Painswick, Gloucestershire, in the Heart of England. This welcoming retreat is situated on a working farm surrounded by stunning landscapes, offering a perfect escape for up to 4 guests. The cottage features 2…

  • Internet
  • Pub Nearby
Weekly from £619
A quiet Edwardian house in the Cotswolds
2.6 miles from Upton St Leonards

A Quiet Edwardian House in the Cotswolds

Stroud, Gloucestershire

4

Welcome to our family-owned Edwardian era house in Painswick, located in the heart of Stroud, Gloucestershire. This charming property sleeps 4 guests in 3 bedrooms and is near the Cotswolds Area of Outstanding Natural Beauty. Renovated with hospitality in mind, it offers modern…

  • Internet
  • EV Charging
Weekly from £896
Highgrove Barn
2.7 miles from Upton St Leonards

Highgrove Barn

Painswick, Gloucestershire

10

Highgrove Barn is a delightful retreat located in Painswick, Gloucestershire, within the scenic Cotswolds Area of Outstanding Natural Beauty. This charming property accommodates up to 10 guests across five bedrooms, making it an ideal choice for families and friends seeking a…

  • Internet
  • Pub Nearby
  • Open Fire
Weekly from £2070
Woody's Cottage
2.7 miles from Upton St Leonards

Woody's Cottage

Near Ebworth, Gloucestershire

4

Located near Ebworth in Gloucestershire, this charming Cotswold stone cottage offers a serene retreat for up to four guests. Nestled in a secluded woodland village just half a mile from Sheepscombe, the cottage dates back to the 19th century and was originally built for the…

Weekly from £699
Bright, modern apartment near Gloucester and M5
2.7 miles from Upton St Leonards

Bright, Modern Apartment near Gloucester and M5

Gloucester, Gloucestershire

2

Located in Gloucester, Gloucestershire, the Post House is a cozy 1-bedroom apartment ideal for exploring the heart of England. With easy access to the M5 and close proximity to Gloucester docks, this property is perfect for those looking to discover Gloucester City, Cheltenham…

  • Internet
Weekly from £1190
Charming Mt. Pleasant Cottage, Historic Painswick
2.8 miles from Upton St Leonards

Charming Mt. Pleasant Cottage, Historic Painswick

Stroud, Cornwall

4

Welcome to Mount Pleasant Cottage, a spacious 2-bedroom retreat in the heart of Painswick, known as the 'Queen of the Cotswolds'. This charming Cotswold stone cottage features an art studio and is ideal for romantic getaways or family vacations. With a full kitchen, cozy living…

  • Pets Allowed
  • Internet
  • Open Fire
Weekly from £1533
The Post House One
2.8 miles from Upton St Leonards

The Post House One

Gloucester, Gloucestershire

4

Based in the heart of England in Gloucester, Gloucestershire, this modern apartment is situated on the ground floor of the converted Royal Mail building known as The Post House. With 1 bedroom, a flat-screen TV, super fast internet, and an equipped kitchen, this apartment offers…

  • Internet
Weekly from £693
The Little Fleece
2.8 miles from Upton St Leonards

The Little Fleece

Stroud, Gloucestershire

5

Positioned within Stroud, Gloucestershire, this traditional Cotswold stone building has a rich history as a former bookshop. The exterior may appear modest, but the interior boasts a charming three-bedroom house filled with original features that add character and warmth.…

Weekly from £799
The Nook
2.8 miles from Upton St Leonards

The Nook

Jack's Green Near Painswick, Gloucestershire

4

The Nook is a welcoming cottage located in Jack's Green near Painswick, Gloucestershire, in the heart of England. This cozy property sleeps 4 people in 2 bedrooms and is situated near the Cotswolds Area of Outstanding Natural Beauty. The cottage features off-road parking for two…

  • Pets Allowed
  • Internet
  • Pub Nearby
Weekly from £687
THE NOOK, pet friendly, luxury holiday cottage in Painswick
2.8 miles from Upton St Leonards

The Nook, Pet Friendly, Luxury Holiday Cottage …

Stroud, Gloucestershire

4

The Nook in Jack's Green, Gloucestershire is a charming property that sleeps four in two bedrooms, making it an ideal family getaway in the heart of England. The living areas include a well-equipped kitchen, a cozy living/dining room with a woodburning stove, and a snug area for…

  • Pets Allowed
  • Internet
Weekly from £1582
Spring Cottage
2.9 miles from Upton St Leonards

Spring Cottage

Painswick, Gloucestershire

2

The luxury cottage in Painswick, Gloucestershire, sleeps 2 people and is located in the heart of England, near the Cotswolds Area of Outstanding Natural Beauty. The cottage has been lovingly refurbished and offers modern and stylish accommodations with traditional charm. It…

Weekly from £366
Granary at Hunt Court - sleeps 4 guests  in 2 bedrooms
2.9 miles from Upton St Leonards

Granary at Hunt Court - Sleeps 4 …

Cheltenham, Gloucestershire

4

Positioned within the heart of England in Cheltenham, Gloucestershire, The Granary is a beautifully renovated holiday let situated on the outskirts of the town near the village of Shurdington. Originally a yellow-brick barn used for storing grain, The Granary now offers…

  • Pets Allowed
  • Baby Friendly
  • Internet
  • Open Fire
Weekly from £1190
The Gables
2.9 miles from Upton St Leonards

The Gables

Sheepscombe, Gloucestershire

8

The Gables is a stunning holiday home located in the picturesque village of Sheepscombe near Painswick, Gloucestershire, offering panoramic views and easy access to the Cotswolds Area of Outstanding Natural Beauty. With four bedrooms and sleeping up to eight guests, this…

  • Pets Allowed
  • Internet
  • Pub Nearby
Weekly from £1452
Painswick Cottage
2.9 miles from Upton St Leonards

Painswick Cottage

Painswick, Gloucestershire

6

Nestled in the historic wool village of Painswick, Painswick Cottage offers beautiful accommodation for six guests. The cottage, dating back to the late 16th century, has been lovingly restored with stunning interior design and sumptuous furnishings. Situated in the heart of the…

  • Hot Tub / Jacuzzi
  • Internet
  • Open Fire
Weekly from £2097
Cosy dog friendly self contained Annexe ,  near Cheltenham & Cotswolds
2.9 miles from Upton St Leonards

Cosy Dog Friendly Self Contained Annexe …

Cheltenham, Gloucestershire

2

Located in the heart of England, in Cheltenham, Gloucestershire, this self-catering ground floor annexe is the perfect retreat for a couple looking to relax or explore the surrounding countryside. Situated on a peaceful 5 and a half acre smallholding, the property offers a…

  • Pets Allowed
  • Internet
Weekly from £756
ARC Painswick - Private Swimming Pool, Ideal for Groups
2.9 miles from Upton St Leonards

Arc Painswick - Private Swimming Pool, Ideal …

Painswick, Gloucestershire

24

ARC Painswick is a luxurious Grade II listed property in the heart of the Cotswolds village of Painswick, offering accommodation for up to 24 guests. The house features nine bedrooms, all of which can be configured with double or single beds, and boasts a central courtyard,…

  • Pets Allowed
  • Swimming Pool
  • Internet
  • Open Fire
Weekly from £9464
Live Like A King In The Heart Of The Cotswolds
2.9 miles from Upton St Leonards

Live Like a King in the Heart …

Painswick, Gloucestershire

26

Court House Manor in Painswick, Gloucestershire is a stunning Grade 1 listed home available for events and exclusive hire. Refurbished by owner Linda Lloyd in 2013 and again in 2020/2021, the property has been restored to an exceptional standard while maintaining its historical…

  • Swimming Pool
  • Internet
  • Open Fire
Weekly from £17024
Luxury family friendly holiday cottage in the heart of the Cotswolds - Church Mews
2.9 miles from Upton St Leonards

Luxury Family Friendly Holiday Cottage in the …

Stroud, Gloucestershire

4

Found in Stroud, Gloucestershire, Church Mews is a charming former library made of Cotswold stone that can accommodate up to 4 guests in 2 well-appointed bedrooms. The open-plan living area on the ground floor features high vaulted ceilings and modern design elements, including…

  • Internet
Weekly from £959
The Country Stables
3 miles from Upton St Leonards

The Country Stables

Stroud, Gloucestershire

12

The Country Stables is a picturesque property located in the heart of Painswick, a stunning Cotswold town in Stroud, Gloucestershire. With beautiful views across the Slad Valley, this six-bedroom accommodation is ideal for those seeking a countryside escape. The property is…

  • Internet
  • Open Fire
Weekly from £7324
Wilfred Manor & The Country Stables
3 miles from Upton St Leonards

Wilfred Manor & The Country Stables

Stroud, Gloucestershire

32

Wilfred Manor & The Country Stables is a stunning property located in the heart of Painswick, Gloucestershire, offering accommodation for up to 32 guests. The Grade 1 manor house has been modernized while retaining its original charm, with spacious entertaining areas, games…

  • Hot Tub / Jacuzzi
  • Internet
  • Open Fire
Weekly from £21568

We've found 85 properties

Start exploring...

There is so much to recommend holidaying in Gloucestershire including the Cotwolds, the adventure of the Forest of Dean, the colour of Westonbirt Arboretum. The regency splendor of Cheltenham and the historic docks and Cathedral of Gloucester. Fabulous walking countryside.

Northern Ireland Wales South West of England South of England East of England Heart of England North of England Scotland Isle of Man Ireland