
Holiday rentals near Pennine Way
We found 2,803 holiday rentals — enter your dates for availability
Select the perfect holiday home that's close to Pennine Way. Holiday homes provide the amenities that you need and want for you and your friends, family or even pets, such as cable TV and a washer and dryer. At the end of the day, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Pennine Way
Showing deals for:7 Nov - 14 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$1,976
AU$1,976
AU$282 per night
includes taxes & fees
Image gallery for Tranquil Period Cottage On The Edge Of Tideswell, 5 mins stroll to centre.

8.88.8 out of 10 rating
Excellent
(19 reviews)
Tranquil Period Cottage On The Edge Of Tideswell, 5 mins stroll to centre.
Buxton, Derbyshire
8% off
Price is AU$2,741
AU$2,741
AU$392 per night
includes taxes & fees
Image gallery for Charming cottage by a stream with trails from the doorstep in the peak district

1010 out of 10 rating
Exceptional
(5 reviews)
Charming cottage by a stream with trails from the doorstep in the peak district
Bakewell, England
8% off
Price is AU$1,368
AU$1,368
AU$195 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$9,427
AU$9,427
AU$1,347 per night
includes taxes & fees
Image gallery for Romantic getaway set in 5 acres.

1010 out of 10 rating
Exceptional
(10 reviews)
Romantic getaway set in 5 acres.
Buxton, ENG
9% off
Price is AU$1,595
AU$1,595
AU$228 per night
includes taxes & fees
Image gallery for Historic Barn With Breathtaking Views Over Derbys/Staffs Border. Pet friendly.

9.89.8 out of 10 rating
Exceptional
(163 reviews)
Historic Barn With Breathtaking Views Over Derbys/Staffs Border. Pet friendly.
Buxton, England
31% off
Price is AU$1,062
AU$1,062
AU$152 per night
includes taxes & fees
Image gallery for Historic Barn With Breathtaking Views Over Derbys/Staffs Border. Pet Friendly

9.89.8 out of 10 rating
Exceptional
(139 reviews)
Historic Barn With Breathtaking Views Over Derbys/Staffs Border. Pet Friendly
Buxton
31% off
Price is AU$1,062
AU$1,062
AU$152 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$1,287
AU$1,287
AU$184 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
10% off
Price is AU$4,196
AU$4,196
AU$599 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$2,099
AU$2,099
AU$300 per night
includes taxes & fees
Image gallery for Groom's Cottage a fabulously quiet paradise in the heart of the Peak District

1010 out of 10 rating
Exceptional
(7 reviews)
Groom's Cottage a fabulously quiet paradise in the heart of the Peak District
Hope Valley
9% off
Price is AU$1,869
AU$1,869
AU$267 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$2,023
AU$2,023
AU$289 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$1,872
AU$1,872
AU$267 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
(133 reviews)
2 Bedroom Luxury Cottage close to Bakewell, in the stunning Peak District
Bakewell, ENG
14% off
Price is AU$1,684
AU$1,684
AU$241 per night
includes taxes & fees
Image gallery for Yew Tree Farm Cottage..

9.89.8 out of 10 rating
Exceptional
(9 reviews)
Yew Tree Farm Cottage..
Congleton, England
9% off
Price is AU$1,852
AU$1,852
AU$265 per night
includes taxes & fees
Image gallery for Country Cottage with Indoor heated swimming pool and panoramic views.

9.89.8 out of 10 rating
Exceptional
(7 reviews)
Country Cottage with Indoor heated swimming pool and panoramic views.
Hope, England
9% off
Price is AU$5,216
AU$5,216
AU$745 per night
includes taxes & fees
Image gallery for The Stable cottage is in a private rural location 10 mins from the Town centre

1010 out of 10 rating
Exceptional
(15 reviews)
The Stable cottage is in a private rural location 10 mins from the Town centre
Huddersfield, ENG
26% off
Price is AU$1,599
AU$1,599
AU$228 per night
includes taxes & fees
Image gallery for A perfect, peaceful countryside retreat with walks from the door.

1010 out of 10 rating
Exceptional
(11 reviews)
A perfect, peaceful countryside retreat with walks from the door.
Hope Valley, Derbyshire
14% off
Price is AU$2,595
AU$2,595
AU$371 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
38% off
Price is AU$1,430
AU$1,430
AU$204 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
28% off
Price is AU$1,160
AU$1,160
AU$166 per night
includes taxes & fees
Image gallery for Bakewell One Bedroom Cottage In A Peaceful Location With Parking Space.

9.89.8 out of 10 rating
Exceptional
(128 reviews)
Bakewell One Bedroom Cottage In A Peaceful Location With Parking Space.
Bakewell, ENG
17% off
Price is AU$1,647
AU$1,647
AU$235 per night
includes taxes & fees
Image gallery for Trail View - Stunning Cottage -Patio- views to the High Peak Trail/Peak District

1010 out of 10 rating
Exceptional
(16 reviews)
Trail View - Stunning Cottage -Patio- views to the High Peak Trail/Peak District
Matlock, ENG
40% off
Price is AU$1,818
AU$1,818
AU$260 per night
includes taxes & fees
Image gallery for NEW Sleeps 8 or 10, Peak District, Nr Buxton

1010 out of 10 rating
Exceptional
(6 reviews)
NEW Sleeps 8 or 10, Peak District, Nr Buxton
Buxton, England
36% off
Price is AU$2,938
AU$2,938
AU$420 per night
includes taxes & fees
Image gallery for Lovely converted barn in secluded gardens in Dovedale Peak District Derbyshire

1010 out of 10 rating
Exceptional
(21 reviews)
Lovely converted barn in secluded gardens in Dovedale Peak District Derbyshire
Ashbourne, Derbyshire
37% off
Price is AU$1,982
AU$1,982
AU$283 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Pennine Way
The Hunting Tower - Two Bedroom Castle, Sleeps 4
Sleeps 4 · 2 bedrooms · 2 bathrooms
8.08.0 out of 10
Very goodvery good
2 reviews(2 reviews)
Historic Barn With Breathtaking Views Over Derbys/Staffs Border. Pet Friendly
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
139 reviews(139 reviews)
Bakewell One Bedroom Cottage In A Peaceful Location With Parking Space.
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
128 reviews(128 reviews)
Newly renovated village cottage with stunning countryside views
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
53 reviews(53 reviews)
Cosy Corner Cottage -Chatsworth-Baslow- Bakewell
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
200 reviews(200 reviews)
NEW COTTAGE FARM, family friendly, with open fire in Buxton
Sleeps 5 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Top rated rentals - Pennine Way
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
Perfect if your need is a base in Yorkshire
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Well thought out cottage design very well presented but testing for size - just an extra 5% of space would yielded 20% increase in convenience and enjoyment. Hosts and neighbours are excellent. Parking is unusual but workable. As a couple (one Aussie and one Aussie born in Yorkshire) we really enjoyed our time at this cottage and would highly recommend it. Walk to village is 10 minutes and huge number of attractions within 40 mins.
Peter L.
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
A lovely little cottage
1010 out of 10
Exceptionalexceptional
96 reviews(96 reviews)
We had a very comfortable stay in a lovely little cottage which was also very conveniently located
Close to the airport and with the Peak District right there. I would recommend it to anyone looking to spend some time in a lovely part of the world.
Ann J.
Stayed Sept 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
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value