
Cottage vacation rentals in Chesterfield
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Top-rated cottage rentals in Chesterfield
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Popular amenities for Chesterfield cottage rentals
Cottage rentals with a hot tub

HOT TUB Luxury Converted Barn
We had an excellent stay at Scott’s place. The house had all amenities required and more! Therefore, we didn’t need to contact Scott, however he did check in with us to see if all was well. Would definitely stay here again

Rural cottage! Wood-fired hot tub. Bliss awaits.
Lia's cottage was really lovely. It was clean, beautifully furnished, and with a great sized garden. The location was peaceful, in a nice little village. Lia was really helpful and communicated well. I'd happily recommend the stay.

Luxury Country Cottage with Hot Tub
This was our second stay at The Stable House. The cottage is beautiful, well presented, and spotless. We love the peaceful area, and the views are stunning. The hot tub is a brilliant place to relax on an evening. Sandra and Steve are excellent hosts. They sent detailed instructions on how to access the property, provided a beautiful welcome basket on arrival and gave a range of suggestions about the local area. We particularly enjoyed our meal at the Devonshire Arms on our final evening. The cottage is well situated to visit a range of different places in the area or to pop into Nottingham itself. Would definitely stay again.

Luxury SC Cottage Lake views 6-8 Guests
Very cosy, stylish and relaxing place to stay - lovely views, great pub 5 mins walk away and lots to do in the local area. Highly recommended!

Owslow Cottage with hot tub & Alpaca Walking
I lovely location and a well equipped comfortable cottage. There’s lots to do in the area. We would definitely recommend. The alpaca walk was just great !

Peaceful cottage in Parwich village with hot tub
Caroline's place was lovely, a peaceful break in the countryside! A reasonable distance from some of the attractions of the Peak District, including the Tissington Trail and Thor's Cave. The village was quaint and we had a lovely meal in the local pub, The Sycamore (recommended by Caroline). The only downside was the typical British summer weather raining down on us - wish us better luck next time!

Lime Tree Cottage new barn convention
Excellent host very responsive and friendly. Beautifully clean property looked just like the photos. Very friendly animals! Would definitely recommend.

The Old Coach House, Wheatsheaf Mews
What a wonderful stay in Tibshelf!! Everything was fantastic from start to finish. Check in was easy and smooth and the place was easy to find from Jennie’s clear instructions. We felt so relaxed the whole time we were there and we cannot wait to go back again! Thank you Jennie for the perfect stay and your guidebook, we had some lovely meals out from your recommendations. 5 Stars all round!!
Pet-friendly cottage rentals

Romantic Little Cottage in Eyam, Peak District
A beautiful, quaint cottage in an ideal location. We were attending a family wedding at Eyam Hall which was a very short walk from the cottage. The surrounding countryside was stunning and we wished we’d had more time to walk and explore! A wonderful stay. Thank you!

SnapTin - a lovely cottage in beautiful Bakewell
Such an amazing place with all elements beautiful crafted to create a warm and inviting space. Had the best stay here, with such a responsive and informative host !! Wish we could’ve stayed longer as we felt right at home. Everything was so well thought out and with the best intentions as well, Tupperware, a thermos, large brollies etc etc The most enchanting place !! <3

Cosy cottage in the heart of the Peak District
We had an amazing stay in this lovely property. Stunning views from propery and very peaceful location to come back to after a day exploring/hiking all the close by attractions such as Buxton, Mam Tor, NT Longshaw. Met up with friends at RHS Bridgewater a bit further afield but worth a visit. Kitchen well equipped and spacious and enjoyed cooking with the view towards Rushup Edge. This was particularly spectacular with the recent strawberry moon in full view.

Luxurious Bolthole
I had the best stay with my three dogs and Lizzie and her family couldn’t have been more welcoming and helpful! We will definitely be back xx

Quaint 2 bed cottage, ideally located for walking
The Old Chapel is a perfect escape from the busy pace of life. It’s cozy, full of character, and surrounded by beautiful, peaceful gardens that make you feel right at home. We planned to explore the Peak District but ended up spending two relaxing days just enjoying the cottage and its surroundings. Host Sarah’s artistic touch is evident in every corner. Well-equipped and welcoming—highly recommended for couples and families.

18th Century Cosy Cottage & dog friendly
Loved staying at this cottage as it felt so homely, its well equipped with loads of lovely touches. The area was nice and quiet and in a perfect location to explore the surrounding area. Probably one of the best properties we have ever stayed in.

Fern Cottage Foolow Near to Eyam. Dog Friendly
A lovely little old cottage, ideal for a couple and a good location to explore the Peak District. A good pub just 2 mins walk away.

Rowan Cottage
Lovely cosy cottage in a beautiful and historic village. Spotlessly clean and with everything you could need for a great stay. I particularly needed a fridge for a celebration cake and Cheryl was very helpful. The place is set up with a great deal of thought and attention to detail. You do need to be aware that there are lots of stairs with steps into every room- and Cheryl had already warned us of this. Highly recommend
Private cottage rentals

Lux 2BR cot, Eyam centre, mins 2 pubs/cafes, walks
Parked up in the private parking space and did not need to move for our entire stay, as everything is within a few steps of the doorstep - a wide variety of great walks, excellent tearoom for scones afterwards, and a welcoming pub for supper. The cottage is spacious, comfortable and we have never slept better. Very highly recommended.

Two Gates Cottage Self Catering
We have thoroughly enjoyed our stay. Chris and Jenny are fantastic hosts. The cottage is in a beautiful village and a short distance from so many picturesque locations. The cottage is easy to find and is absolutely immaculate with everything you need for a fantastic stay. It was perfect for us as a family. We were not ready to come home and will certainly be in touch with Chris and Jenny to organise a further stay in the future.

3 bed, 2 bath with off road parking for 2 cars
We thoroughly enjoyed our stay at the Old Barn. The host, Sharon, gave us a warm welcome and a warm farewell, and even baked a delicious lemon cake for us. The cottage is lovely, and had everything we needed as visitors. The décor was very tasteful, and we felt really comfortable during our stay. All of the bedrooms were lovely, but the upstairs bedroom and bathroom were fit for a king! We’d certainly recommend this cottage to other guests, as it’s in a quiet location but there’s so much around to do. Give it a try!

Grade 2 listed cottage, Peak District nr Bakewell
Mandy's place was perfect for our visit to the Peak District. A lovely historic cottage restored to being very comfortable with all the amenities we needed and more. wonderful village shop and tea rooms across the road for delicious bites and little items to make our stay just right. Mandy was very responsive with helpful guides on local pubs and food options.

Cosy Woodside Cottage, indoor pool, nr Chatsworth
Set in the beautiful rolling countryside of Derbyshire the cottage is a lovely retreat . Beautiful gardens and the heated pool were a real treat. This well equipped cottage in the Derwent valley is really well located for Chatsworth and Bakewell and has numerous walking routes provided. The cottage is extremely comfortable, well furnished and has a lovely view overlooking the valley

Cottage in Onecote
Summer Cottage is in such a beautiful setting for ALL seasons of the year! Jo & Paul have set it up lovingly with their own personal touches and the views of the open countryside, especially from the swing-seat in the garden, are amazing! So quiet, so relaxing and so well-equipped for short or long stays - they really have thought of everything. We found that accessing other parts of the Peak District is so easy from the cottage: The Jervis Arms is a 5-minute walk from the end of the drive and is a wonderful 'local' for drinks and for food. Going further afield, Ashbourne, Castleton, Edale, Chatsworth House are all in easy reach. Thank you both for making our stay a delight!

5 STAR Boutique Home in Quiet Countryside.
We had a lovely stay at this fabulous place. The house is exactly as the pictures show and as it is described. Tim was very communicative and all instructions were very clear. The house and garden are in excellent condition and lived up to expectations. There were some nice touches too, fresh flowers, a welcoming Bakewell Tart and containers of ‘help yourself’ sweets! Our party consisted of 4 couples and the property easily accommodated us all, both inside and out.

Long Roods Cottage, Monsal Head, near Bakewell
What a gem of a property, clean, very comfortable, extremely well equipped and in a perfect location to explore the Peak District. The beauty of the surroundings is majestic, could not ask for anything more. The EV charger is a very welcome feature given the dearth of public chargers in the area. Local pubs lived up our expectations. Patrick & Anne were most helpful throughout. We thoroughly enjoyed our stay at Anne's cottage and we will be back!
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- Peak District national park
- Alton Towers
- Peak District
- The Quays
- Etihad Stadium
- Chatsworth House
- Drayton Manor Theme Park
- Tatton Park
- Lincoln Castle
- Harewood House
- Sundown Adventureland
- Mam Tor
- IWM North
- Crucible Theatre
- Royal Armouries Museum
- Holmfirth Vineyard
- Cavendish Golf Club
- Shrigley Hall Golf Course
- The Nottinghamshire Golf & Country Club
- John Rylands Library
- Rufford Park Golf and Country Club
- Derwent Valley Mills
- Manchester Central Library
- Bosworth Battlefield Heritage Centre