
Holiday rentals near Chesterfield Market
We found 1,834 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals near Chesterfield Market that can be your home away from home. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the best amenities for hanging out with the people that matter most, such as Wi-Fi and cable TV. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Chesterfield Market
Showing deals for:31 Oct - 7 Nov
Image gallery for Charming Croft Cottage on the doorstep of the Peak District near Barlow

1010 out of 10 rating
Exceptional
(6 reviews)
Charming Croft Cottage on the doorstep of the Peak District near Barlow
Chesterfield, England
8% off
Price is AU$1,973
AU$1,973
AU$282 per night
includes taxes & fees
Image gallery for Picturesque Luxury Retreat near Bakewell

1010 out of 10 rating
Exceptional
(5 reviews)
Picturesque Luxury Retreat near Bakewell
Bakewell, England
9% off
Price is AU$4,240
AU$4,240
AU$606 per night
includes taxes & fees
Image gallery for Former Coach House now a cosy holiday cottage in an idyllic location

1010 out of 10 rating
Exceptional
(71 reviews)
Former Coach House now a cosy holiday cottage in an idyllic location
Bakewell, England
9% off
Price is AU$1,324
AU$1,324
AU$189 per night
includes taxes & fees
Image gallery for Perfect for all large groups in 7 all ensuite bedrooms . Pet friendly

8.08.0 out of 10 rating
Very good
(13 reviews)
Perfect for all large groups in 7 all ensuite bedrooms . Pet friendly
Buxton, England
9% off
Price is AU$9,292
AU$9,292
AU$1,327 per night
includes taxes & fees
Image gallery for Thimble Cottage, Youlgreave lovely stone cottage for 2 with Woodburner and Wifi

9.89.8 out of 10 rating
Exceptional
(23 reviews)
Thimble Cottage, Youlgreave lovely stone cottage for 2 with Woodburner and Wifi
Bakewell, ENG
27% off
Price is AU$2,097
AU$2,097
AU$300 per night
includes taxes & fees
Image gallery for Beautiful Coach House idyllic village setting on edge of The Peak District BRIAR

9.49.4 out of 10 rating
Exceptional
(6 reviews)
Beautiful Coach House idyllic village setting on edge of The Peak District BRIAR
Matlock
37% off
Price is AU$7,651
AU$7,651
AU$1,093 per night
includes taxes & fees
Image gallery for Character cottage in the beautiful Peak District

9.89.8 out of 10 rating
Exceptional
(116 reviews)
Character cottage in the beautiful Peak District
Matlock, ENG
9% off
Price is AU$2,020
AU$2,020
AU$289 per night
includes taxes & fees
Image gallery for 2 Bedroom Luxury Cottage close to Bakewell, in the stunning Peak District

9.89.8 out of 10 rating
Exceptional
(132 reviews)
2 Bedroom Luxury Cottage close to Bakewell, in the stunning Peak District
Bakewell, ENG
14% off
Price is AU$1,738
AU$1,738
AU$248 per night
includes taxes & fees
Image gallery for Beautiful riverside village cottage in the heart of the Peak District

9.89.8 out of 10 rating
Exceptional
(103 reviews)
Beautiful riverside village cottage in the heart of the Peak District
Hope Valley, ENG
8% off
Price is AU$1,870
AU$1,870
AU$267 per night
includes taxes & fees
Image gallery for 18th Century Grade ll Listed Weavers Cottage, Cromford nr Matlock

9.49.4 out of 10 rating
Exceptional
(23 reviews)
18th Century Grade ll Listed Weavers Cottage, Cromford nr Matlock
Matlock, ENG
17% off
Price is AU$1,376
AU$1,376
AU$197 per night
includes taxes & fees
Image gallery for Large Family Cottage With Hot Tub, Ideally Located For Activities. Pet Friendly.

9.09.0 out of 10 rating
Wonderful
(8 reviews)
Large Family Cottage With Hot Tub, Ideally Located For Activities. Pet Friendly.
Newark, England
31% off
Price is AU$5,554
AU$5,554
AU$793 per night
includes taxes & fees
Image gallery for Charming cottage in rural village, ideal for Carsington Water and Peak District

9.89.8 out of 10 rating
Exceptional
(100 reviews)
Charming cottage in rural village, ideal for Carsington Water and Peak District
Ashbourne
31% off
Price is AU$2,982
AU$2,982
AU$426 per night
includes taxes & fees
Image gallery for Forest Farm Papplewick Nottingham - Spacious Self-Contained Rural Retreat!

1010 out of 10 rating
Exceptional
(12 reviews)
Forest Farm Papplewick Nottingham - Spacious Self-Contained Rural Retreat!
Nottingham, England
9% off
Price is AU$1,239
AU$1,239
AU$177 per night
includes taxes & fees
Image gallery for Spacious Holiday Home with Private Garden and Log Burning Stove in Peak District

1010 out of 10 rating
Exceptional
(8 reviews)
Spacious Holiday Home with Private Garden and Log Burning Stove in Peak District
Buxton
23% off
Price is AU$3,194
AU$3,194
AU$456 per night
includes taxes & fees
Image gallery for Stunning Scandinavian Boutique Cottage Retreat with Rolling Countryside Views

9.89.8 out of 10 rating
Exceptional
(99 reviews)
Stunning Scandinavian Boutique Cottage Retreat with Rolling Countryside Views
Matlock, ENG
28% off
Price is AU$1,005
AU$1,005
AU$144 per night
includes taxes & fees
Image gallery for The Coach House -Cottage for two in the Peak District, access to High Peak Trail

1010 out of 10 rating
Exceptional
(21 reviews)
The Coach House -Cottage for two in the Peak District, access to High Peak Trail
Matlock, ENG
44% off
Price is AU$1,369
AU$1,369
AU$196 per night
includes taxes & fees
Image gallery for Belper Grade 2 Listed Cottage close to The Peak District

1010 out of 10 rating
Exceptional
(14 reviews)
Belper Grade 2 Listed Cottage close to The Peak District
Belper, England
8% off
Price is AU$1,367
AU$1,367
AU$195 per night
includes taxes & fees
Image gallery for 2 Bedroom Country Cottage well behaved pets welcome

1010 out of 10 rating
Exceptional
(28 reviews)
2 Bedroom Country Cottage well behaved pets welcome
Sheffield, England
36% off
Price is AU$1,475
AU$1,475
AU$211 per night
includes taxes & fees
Image gallery for Cosy Corner Cottage -Chatsworth-Baslow- Bakewell

1010 out of 10 rating
Exceptional
(200 reviews)
Cosy Corner Cottage -Chatsworth-Baslow- Bakewell
Bakewell, ENG
24% off
Price is AU$1,214
AU$1,214
AU$173 per night
includes taxes & fees
Image gallery for New Build Luxury Detached Stone House in Idyllic Village

1010 out of 10 rating
Exceptional
(16 reviews)
New Build Luxury Detached Stone House in Idyllic Village
Doncaster, England
5% off
Price is AU$2,821
AU$2,821
AU$403 per night
includes taxes & fees
Image gallery for Valley View Barn - LUXURY DETATCHED BARN - DERBYSHIRE - Sleeps up to 14 persons

1010 out of 10 rating
Exceptional
(9 reviews)
Valley View Barn - LUXURY DETATCHED BARN - DERBYSHIRE - Sleeps up to 14 persons
Ashbourne, England
38% off
Price is AU$5,792
AU$5,792
AU$827 per night
includes taxes & fees
Image gallery for Gardeners Cottage in the grounds of Newstead Abbey- home of the Poet Lord Byron

9.89.8 out of 10 rating
Exceptional
(64 reviews)
Gardeners Cottage in the grounds of Newstead Abbey- home of the Poet Lord Byron
Nottingham, ENG
9% off
Price is AU$2,363
AU$2,363
AU$338 per night
includes taxes & fees
Image gallery for AWARD-WINNING, 5* LUXURY, THE WATER MILL, DERBYSHIRE, SLEEPS 14-16 PERSONS

1010 out of 10 rating
Exceptional
(9 reviews)
AWARD-WINNING, 5* LUXURY, THE WATER MILL, DERBYSHIRE, SLEEPS 14-16 PERSONS
Ashbourne, ENG
28% off
Price is AU$8,660
AU$8,660
AU$1,237 per night
includes taxes & fees
Image gallery for White Horse Cottage with Sauna

9.29.2 out of 10 rating
Wonderful
(12 reviews)
White Horse Cottage with Sauna
Newark, ENG
13% off
Price is AU$1,888
AU$1,888
AU$270 per night
includes taxes & fees
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Find the best place to stay - Chesterfield Market
Beautiful Country Holiday Home in the Nottinghamshire Countryside
Sleeps 6 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
30 reviews(30 reviews)
Victorian Detached Stone Built ‘Gentleman’s Residence’ sleeps 6-13
Sleeps 13 · 6 bedrooms · 3+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Countryside cottage on the edge of the Peak District
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Gardeners Cottage in the grounds of Newstead Abbey- home of the Poet Lord Byron
Sleeps 4 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
64 reviews(64 reviews)
The Milking Parlour Grande -9 bedroom property with hot tub
Sleeps 24 · 9 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Amber Cabin, sleeps 4, peaceful cabin in the Derbyshire Dales
Sleeps 4 · 2 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Top rated rentals - Chesterfield Market
Fantastic
1010 out of 10
Exceptionalexceptional
37 reviews(37 reviews)
Brilliant location, friendly host, perfect place to catch up with family who live in the area.
Christopher H.
Stayed June 2025
Walkers' paradise!
1010 out of 10
Exceptionalexceptional
113 reviews(113 reviews)
The apartment was spacious and very comfortable in a beautiful and tranquil garden setting. Access to many walks from the property - no need to drive every day. Interesting market towns nearby and some National Trust properties an hour or so away. Youlgreave is in walking distance- 3 pubs serving food and some shops with local produce.
Anne M.
Stayed June 2025
Peak Getaway
1010 out of 10
Exceptionalexceptional
200 reviews(200 reviews)
Lovely property, very comfortable. Great area. Had everything we needed.
Elaine S.
Stayed May 2025
Wonderful cottage in a unique and charming position
1010 out of 10
Exceptionalexceptional
123 reviews(123 reviews)
We had a fantastic week in the Wee Cottage on the Hill. There are so many wonderful local walks up to the quarry and down to Cromford.
The cottage is lovely, it is comfortable, well equipped and has stunning views.
Monica W.
Stayed July 2024
Visiting the Peak District
1010 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
We enjoyed our stay in Victoria Cottage, a compact, yet perfectly formed Grade 2 listed cottage. The bathroom is modern and spacious, the couch and bed both comfortable and the kitchen has everything you need to cook real food from the local farmers markets and farm shops! Jenna responded to questions quickly, directions for car parking we’re clear. As stated by other reviewers, the parking could be tricky, however we found that if we drove past and turned at the end of the lane and approached from that direction, it was easy in a Kia Ceed.
We used both the upper and lower courtyards, a lovely decision to make!
Maria & Peter C.
Stayed Aug 2023
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