Search Chesterfield Cottage Rentals from CA $139

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select Chesterfield Cottages

5* Detached Stone Cottage with a Private Indoor Pool (Not Shared)
Indoor pool, a heated pool

5* Detached Stone Cottage with a Private Indoor Pool (Not Shared)

10.0 out of 10, Exceptional, (243)
"Amazing and very relaxing , the cottage and swimming pool along with the picturesque locations was totally an experience to cherish."
5* Detached Stone Cottage with a Private Indoor Pool (Not Shared)
Bakewell One Bedroom Cottage In A Peaceful Location With Parking Space.
Outdoor dining

Bakewell One Bedroom Cottage In A Peaceful Location With Parking Space.

9.8 out of 10, Exceptional, (128)
"Wow amazing very much enjoyed our. Stay"
Bakewell One Bedroom Cottage In A Peaceful Location With Parking Space.
Cosy Corner Cottage -Chatsworth-Baslow- Bakewell
Terrace/patio

Cosy Corner Cottage -Chatsworth-Baslow- Bakewell

10.0 out of 10, Exceptional, (201)
"Great place to stay and really does live up to its name"
Cosy Corner Cottage -Chatsworth-Baslow- Bakewell
Historic Barn With Breathtaking Views Over Derbys/Staffs Border. Pet Friendly
Exterior

Historic Barn With Breathtaking Views Over Derbys/Staffs Border. Pet Friendly

9.8 out of 10, Exceptional, (139)
"Beautiful house, so lovely and warm with everything we needed set in a spectacular location. Despite the wind and rain we had a great time and managed to do some lovely walks in the better days. "
Historic Barn With Breathtaking Views Over Derbys/Staffs Border. Pet Friendly
Highview Stables
Cottage | Terrace/patio

Highview Stables

3.0 star property
10.0 out of 10, Exceptional, (1)
"A gem of a property, with such stunning views and a peaceful and quiet atmosphere, it really is the perfect spot for a break. Close to hiking options and the local town, the host is really lovely and accessible if you have questions. Will definitely be returning! "
Highview Stables
Hathersage, Peak District National Park, Derbyshire, England
Property grounds

Hathersage, Peak District National Park, Derbyshire, England

9.8 out of 10, Exceptional, (134)
"Great accommodation loads of room , lovely cake on arrival We hope to be back soon"
Hathersage, Peak District National Park, Derbyshire, England
Old Hall Cottages
Outdoor dining

Old Hall Cottages

3.0 star property
The price is CA $553
CA $664 total
includes taxes & fees
Aug 17 - Aug 18
Old Hall Cottages
2 bedroom accommodation in Loxely, near Sheffield
Dishwasher, cookware/dishes/utensils

2 bedroom accommodation in Loxely, near Sheffield

10.0 out of 10, Exceptional, (3)
"Lovely cottage, so clean and tidy. The welcome package was a lovely surprise. Very peaceful even though it's on a working farm. Andrew and Jane very welcoming hosts, it was perfect.We definitely be staying again, Thank you."
2 bedroom accommodation in Loxely, near Sheffield
Stonecroft Lodge
Cottage | Balcony

Stonecroft Lodge

3.5 star property
10.0 out of 10, Exceptional, (1)
"Great weeks stay to tour the Peak District by car and walks, very comfortable accommodation in good location. Would def stay again."
Stonecroft Lodge
Johnsons Cottage - UK39727
Interior

Johnsons Cottage - UK39727

10.0 out of 10, Exceptional, (1)
"Lovely clean and comfortable cottage. Great location as you don’t have to travel far to find beautiful walks or to Bakewell/buxton. Beautiful village. And the local pub had a warm welcome and great food."
Johnsons Cottage - UK39727
Roaches Cottages
Front of property

Roaches Cottages

3.0 star property
9.4 out of 10, Exceptional, (75)
"We loved the place. Friendly staff, clean and cosy cottage, breathtaking views from the cottage. The property is dog friendly. We will be back !"
Roaches Cottages
Gratton Grange Farm Holiday Cottage
Classic Cottage | Private kitchen

Gratton Grange Farm Holiday Cottage

3.0 star property
9.4 out of 10, Exceptional, (50)
"Excellent stay. Would definitely stay again. "
The price is CA $139
CA $167 total
includes taxes & fees
Aug 14 - Aug 15
Gratton Grange Farm Holiday Cottage
Beautiful cottage in the heart of Matlock
Fridge, microwave, oven, stovetop

Beautiful cottage in the heart of Matlock

10.0 out of 10, Exceptional, (53)
"Very comfortable, cosy cottage. The owner has thought of everything for making your stay pleasant. Great location in walking distance of town centre and the lovely local pub Red Lion."
Beautiful cottage in the heart of Matlock
28 Rock Mill Holiday Apartments
Interior

28 Rock Mill Holiday Apartments

3.0 star property
The price is CA $559
CA $671 total
includes taxes & fees
Aug 17 - Aug 18
28 Rock Mill Holiday Apartments
Style and Comfort - Welcome to The Bobbin
Fridge, oven, coffee/tea maker, electric kettle

Style and Comfort - Welcome to The Bobbin

9.6 out of 10, Exceptional, (31)
"We were very impressed with the location and facilities of The Bobbin and would highly recommend the cottage."
Style and Comfort - Welcome to The Bobbin
PeakDistrict,Derbyshire,LuxuryCottage,Carsington Lake views-superfastWiFi SC
Outdoor spa tub

PeakDistrict,Derbyshire,LuxuryCottage,Carsington Lake views-superfastWiFi SC

9.4 out of 10, Exceptional, (82)
"Clean and beautifully presented cottage in a fantastic area with stunning views. Our family had a lovely stay and Pamela our host was efficient and welcoming. Would recommend for everyone. We had a great holiday.!"
PeakDistrict,Derbyshire,LuxuryCottage,Carsington Lake views-superfastWiFi SC
Gardeners Cottage in the grounds of Newstead Abbey- home of the Poet Lord Byron
Exterior

Gardeners Cottage in the grounds of Newstead Abbey- home of the Poet Lord Byron

9.8 out of 10, Exceptional, (66)
"Excellent secluded location in the stunning grounds if Newstead Abbey."
Gardeners Cottage in the grounds of Newstead Abbey- home of the Poet Lord Byron
Charming 3-bedroom cottage with WiFi in lovely Buxton
Microwave, oven, stovetop

Charming 3-bedroom cottage with WiFi in lovely Buxton

Charming 3-bedroom cottage with WiFi in lovely Buxton
Beautiful, Large Cottage, village location in The heart of the Derbyshire Dales
Outdoor dining

Beautiful, Large Cottage, village location in The heart of the Derbyshire Dales

9.2 out of 10, Wonderful, (30)
"Nice spacious cottage "
Beautiful, Large Cottage, village location in The heart of the Derbyshire Dales
The Cottages Collection at Blackclough Farm
TV, fireplace

The Cottages Collection at Blackclough Farm

9.6 out of 10, Exceptional, (5)
"Great big house, ideal for a family holiday"
The Cottages Collection at Blackclough Farm
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chesterfield Hotel Reviews

DoubleTree by Hilton Hotel - Nottingham Gateway

DoubleTree by Hilton Hotel - Nottingham Gateway

10/10 Excellent
"I’ll stay here regularly and outside the hotel as a little bi"
Thomas 3-night trip
Posted 3 days ago
DoubleTree by Hilton Hotel - Nottingham Gateway