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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Upton St. Leonards cottages

A stone building with a pitched roof, a black door, and hanging flower baskets.

1. Cosy Cotswold Stone Cottage with wood burner and 2.5 bathrooms

Cosy Cotswold Stone Cottage with wood burner and 2.5 bathrooms
Winchcombe
9.8 out of 10, Exceptional, (97 reviews)
"We had a wonderful stay lovely cottage well located everything you could need is provided would highly recommend"
Australia
martyn s.
$251 nightly
The price is $251
Oct 22 - Oct 23
Total with taxes and fees
Cosy Cotswold Stone Cottage with wood burner and 2.5 bathrooms
A small, semi-open structure with a wooden interior, a tiled patio, and outdoor furniture.

2. Meadow Lodge @ Berrys Place Farm

Meadow Lodge @ Berrys Place Farm
3.5 star property
Gloucester
$364 nightly
The price is $436
Oct 30 - Oct 31
Total with taxes and fees
Meadow Lodge @ Berrys Place Farm
A house with a sloped roof, a garage door, and a gravel driveway.

3. Country home from home

Country home from home
Dymock
10.0 out of 10, Exceptional, (2 reviews)
"Immaculately clean and well presented property. Natasha was very friendly and helpful with the check-in. The property is very well equipped and well furnished with an excellent shower too. Peaceful rural setting and easy parking. Would definitely recommend a stay here!"
United Kingdom
Andrew
$159 nightly
The price is $159
Oct 20 - Oct 21
Total with taxes and fees
Country home from home
Ledbury Market House

4. Charming cottage in the heart of Ledbury

Charming cottage in the heart of Ledbury
Ledbury
10.0 out of 10, Exceptional, (2 reviews)
"The cottage is ideally placed for a short break in Ledbury - close to all the shops, restaurants and historic buildings. The only (very slight) downside is the restricted parking on the Homend - but there are a number of both short and long stay car parks within an easy walking distance. We had a very enjoyable stay there and would recommend it highly."
United States
Andrew J.
$196 nightly
The price is $196
Nov 1 - Nov 2
Total with taxes and fees
Charming cottage in the heart of Ledbury
A covered outdoor seating area with wicker furniture and a table set with a bottle and glasses.

5. 1 bedroom accommodation in Rudford, near Gloucester

1 bedroom accommodation in Rudford, near Gloucester
Rudford, near Gloucester
10.0 out of 10, Exceptional, (5 reviews)
"Best cottage we've stayed so far. Clean and very well stocked with anything you might desire. Superfast internet, Netflix included, beautiful area and dog proofed patio to let the hounds smell fresh air without escaping.Comfortable bed, cozy bathroom. The building was to be lived in permanently and that shows in each and every part.The hosts are incredibly welcoming and we had some sparkling with scones and freshly baked bread waiting upon arrival."
United States
Katja
$636 nightly
The price is $636
Nov 4 - Nov 5
Total with taxes and fees
1 bedroom accommodation in Rudford, near Gloucester
A traditional stone cottage with a garden, a pathway, and parked cars.

6. Rosemary Cottage, cosy with a real fire just 5 minute walk from Arlington Row

Rosemary Cottage, cosy with a real fire just 5 minute walk from Arlington Row
Bibury
10.0 out of 10, Exceptional, (4 reviews)
"Fantastic location. Beautiful countryside and centrally located among famous Cotswold sites. The host was very responsive and beds and sofas were comfortable. Would definitely recommend."
United States
Barrett S.
$342 nightly
The price is $342
Oct 19 - Oct 20
Total with taxes and fees
Rosemary Cottage, cosy with a real fire just 5 minute walk from Arlington Row
A two-story brick house with a tiled roof, multiple chimneys, and a well-maintained lawn with daffodils.

7. 2 bedroom accommodation in Camer’s Green, Berrow, near Malvern

2 bedroom accommodation in Camer’s Green, Berrow, near Malvern
Camer’s Green, Berrow, near Malvern
10.0 out of 10, Exceptional, (2 reviews)
"Lena is a fabulous host the cleanliness is spotless and a convenient location to the town and countryside walks with the added bonus of farm fresh eggs from the neighbour "
United Kingdom
Joao and Leah D.
$231 nightly
The price is $231
Nov 10 - Nov 11
Total with taxes and fees
2 bedroom accommodation in Camer’s Green, Berrow, near Malvern
A stone building with multiple windows and doors, a sign indicating a business, and a directional sign.

8. Cosy Cotswold cottage a short walk from cafes, shops, pubs and restaurants

Cosy Cotswold cottage a short walk from cafes, shops, pubs and restaurants
Malmesbury
10.0 out of 10, Exceptional, (14 reviews)
"Great overall stay."
United Kingdom
james c.
$360 nightly
The price is $360
Oct 20 - Oct 21
Total with taxes and fees
Cosy Cotswold cottage a short walk from cafes, shops, pubs and restaurants
An open wooden door leading to a stone courtyard with a stone building in the background.

9. 2 bedroom accommodation in Lydney

2 bedroom accommodation in Lydney
Lydney
9.8 out of 10, Exceptional, (30 reviews)
"If you're looking for a comfortable cozy relaxed break, this is where to come.Absolutely perfect!"
United States
Lorraine Galea
$244 nightly
The price is $244
Nov 2 - Nov 3
Total with taxes and fees
2 bedroom accommodation in Lydney
A traditional brick building with a tiled roof, a gated entrance, and a sign indicating it is 'The Cider Press'.

10. 2 bedroom accommodation in Welland, near Malvern

2 bedroom accommodation in Welland, near Malvern
Welland, near Malvern
9.4 out of 10, Exceptional, (26 reviews)
"Property is lovely and in a great location to explore surrounding area"
United Kingdom
sue w.
$249 nightly
The price is $249
Nov 5 - Nov 6
Total with taxes and fees
2 bedroom accommodation in Welland, near Malvern
A stone cottage with a sloped roof, a chimney, and a wooden gate.

11. 1 bedroom accommodation in Chedworth, near Cheltenham

1 bedroom accommodation in Chedworth, near Cheltenham
Chedworth, near Cheltenham
10.0 out of 10, Exceptional, (24 reviews)
"Very relaxed and quiet location. Cottage well appointed."
United States
Nigel Coote
$630 nightly
The price is $630
Oct 22 - Oct 23
Total with taxes and fees
1 bedroom accommodation in Chedworth, near Cheltenham
A view of a river with a bridge, surrounded by greenery and a fenced outdoor seating area with chairs and tables.

12. The Lock House

The Lock House
3.5 star property
Gloucester
10.0 out of 10, Exceptional, (1 review)
$584 nightly
The price is $701
Nov 15 - Nov 16
Total with taxes and fees
The Lock House
A two-story brick house with a blue front extension, a balcony, and a small garden area.

13. 4 bedroom accommodation in Newent

4 bedroom accommodation in Newent
Newent
8.8 out of 10, Excellent, (15 reviews)
"Lovely spot to base our holiday. Quiet & clean! Traveled around to Stepstow Castle, Westbury Court Gardens, Croft and Berrington Hall. Owner was very thorough with great instructions !"
United States
Douglas Jackson
$489 nightly
The price is $489
Nov 16 - Nov 17
Total with taxes and fees
4 bedroom accommodation in Newent
A stone building with a tiled roof, a wooden door, and large windows.

14. Cider Press Barn - UK12379

Cider Press Barn - UK12379
Lydney
10.0 out of 10, Exceptional, (8 reviews)
"Ideally situated for trips into the Forest.Wonderful accommodation, well equipped and excellent hosts on hand."
United States
John Littlewood
$324 nightly
The price is $324
Nov 7 - Nov 8
Total with taxes and fees
Cider Press Barn - UK12379
An outdoor patio with wicker furniture, a table, and a large umbrella.

15. 4 bedroom accommodation in Evesham

4 bedroom accommodation in Evesham
Evesham
10.0 out of 10, Exceptional, (6 reviews)
"Great spacious house and garden. Very clean and well equipped. Be aware the nearest pub/cafe is a short walk down a busy A road."
United States
Michelle Pattison
$636 nightly
The price is $636
Oct 29 - Oct 30
Total with taxes and fees
4 bedroom accommodation in Evesham
A traditional stone building with a stone pathway leading to a small garden with chairs and tables.

16. Cosy Cotswold Cottage in Bibury w/ Private Parking - Perfect Romantic Getaway

Cosy Cotswold Cottage in Bibury w/ Private Parking - Perfect Romantic Getaway
Bibury
10.0 out of 10, Exceptional, (1 review)
"Host was great with communication leading up. Place met and exceeded our expectations. Nice short walk to the center of Bibury and it’s beauty. Would make a great hub for a multi-day stay"
United States
Mattaus R.
$366 nightly
The price is $366
Oct 19 - Oct 20
Total with taxes and fees
Cosy Cotswold Cottage in Bibury w/ Private Parking - Perfect Romantic Getaway
A riverside property with multiple houses, a dock, and a grassy area.

17. A Cotswold stone lakeside cottage that sleeps 6 guests in 3 bedrooms

A Cotswold stone lakeside cottage that sleeps 6 guests in 3 bedrooms
Somerford Keynes
10.0 out of 10, Exceptional, (20 reviews)
"⭐⭐⭐⭐⭐ We've stayed here several times now and keep coming back, which says it all really! The house is always spotlessly clean, comfortable and well-equipped, with stunning views over the lake that we never get tired of. It's in a great location within Lower Mill Estate, making it easy to enjoy everything the estate has to offer. One of the biggest draws for us is the fantastic facilities on the estate – the pools, spa, restaurant and beautiful walks around the lakes all make for a really...
United States
Anonymous traveler
$1,404 nightly
The price is $1,404
Oct 19 - Oct 20
Total with taxes and fees
A Cotswold stone lakeside cottage that sleeps 6 guests in 3 bedrooms
A wooden bench in a grassy field with a fence and trees in the background.

18. Ivy Shepherds Hut - UK38826

Ivy Shepherds Hut - UK38826
Cricklade
10.0 out of 10, Exceptional, (5 reviews)
"A really lovely little break-beautiful location. Very nice owner and so nice to be near the horses and chickens"
United States
Sarah Travers
$342 nightly
The price is $342
Nov 1 - Nov 2
Total with taxes and fees
Ivy Shepherds Hut - UK38826
Outdoor dining

19. Mill Village 81, Trout Cottage - Lakeside Cottage, On-site Facilities, Sleeps 4

Mill Village 81, Trout Cottage - Lakeside Cottage, On-site Facilities, Sleeps 4
Somerford Keynes
9.6 out of 10, Exceptional, (5 reviews)
"A fabulous secure location with wonderful properties. Holidaying here caters for all from total chill out to hectic activity all wrapped up in nature."
United States
JULIE M.
$1,189 nightly
The price is $1,189
Oct 20 - Oct 21
Total with taxes and fees
Mill Village 81, Trout Cottage - Lakeside Cottage, On-site Facilities, Sleeps 4
A balcony with wicker furniture overlooking a lake.

20. 5 bedroom accommodation in Somerford Keynes, near Cirencester

5 bedroom accommodation in Somerford Keynes, near Cirencester
Somerford Keynes, near Cirencester
9.8 out of 10, Exceptional, (6 reviews)
"We all had a fantastic time. Kitchen equipment well stocked. Beautiful views over lakes, swimming pool on site was clean & cared for. Lovely walks. Definitely recommend the house. We want to go back."
United States
Rosemary Wood
$1,414 nightly
The price is $1,414
Nov 9 - Nov 10
Total with taxes and fees
5 bedroom accommodation in Somerford Keynes, near Cirencester
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Upton St. Leonards Hotel Reviews

Queens Hotel Cheltenham

Queens Hotel Cheltenham

10/10 Excellent
"Great location! Helpful staff. Good breakfast."
cheryl 3-night trip
Posted 3 hours ago
Queens Hotel Cheltenham

Find out more about Upton St. Leonards

Upton St. Leonards Cottages information

Number of reviews
257
Accommodation
1029 Cottages
Lowest Price
$159
Highest Price
$1,414

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