Cottage vacation rentals in Chesterfield

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Popular amenities for Chesterfield cottage rentals

Cottage rentals with a hot tub

Guest favorite
The exterior of a two-story stone coach house is displayed, featuring a steeply pitched roof and large windows framed with wood. A small balcony is visible above the entrance. A driveway made of cobblestones leads to the front door, surrounded by neatly trimmed hedges.
Cottage in High Peak
4.88 out of 5 average rating, 573 reviews

HOT TUB Luxury Converted Barn

NatalieRating, 5 stars5 days ago
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
Top guest favorite
The image showcases Rosewall Cottage, with its charming stone exterior and inviting living spaces. A cozy sitting area features a log burner and wooden beams, while the garden displays vibrant greenery and a peaceful atmosphere, ideal for relaxation.
Cottage in Letwell
4.96 out of 5 average rating, 177 reviews

Rural cottage! Wood-fired hot tub. Bliss awaits.

CarolineRating, 5 stars1 week ago
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.
Top guest favorite
A warm living area features a sectional yellow sofa adorned with decorative pillows, positioned beside a wooden coffee table. A round dining table with metal chairs is set against a kitchen backdrop, complemented by stone flooring and exposed beams. Natural light is captured through elegant curtains.
Cottage in Sookholme
5 out of 5 average rating, 203 reviews

Luxury Country Cottage with Hot Tub

KirstyRating, 5 stars3 weeks ago
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.
Superhost
A stone terrace is visible with a wooden table and chair, surrounded by green grass and vibrant pink flowers in a pot. In the background, a serene lake reflects the rolling hills and trees, set against a clear sky.
Cottage in Carsington
4.8 out of 5 average rating, 224 reviews

Luxury SC Cottage Lake views 6-8 Guests

DanRating, 5 stars2 weeks ago
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!
Superhost
A spacious living area features a large brown leather sectional sofa adorned with blue and yellow cushions. Natural light filters through a window framed by a stone archway, highlighting artwork of alpacas on the walls. A cozy knitted pouf adds a touch of texture to the wooden floor.
Cottage in Matlock
4.88 out of 5 average rating, 429 reviews

Owslow Cottage with hot tub & Alpaca Walking

PhilippaRating, 5 stars3 days ago
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 !
Guest favorite
The cottage entrance is framed by a stone wall, with steps leading up to a white door surrounded by climbing ivy. A wooden bench sits nearby, adding to the rustic charm of the setting.
Cottage in nr Ashbourne
4.9 out of 5 average rating, 358 reviews

Peaceful cottage in Parwich village with hot tub

SophieRating, 5 stars1 week ago
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!
Guest favorite
A newly constructed barn cottage features natural stone walls and a pitched roof. A wooden door with a small window invites entry. A ramp is visible, providing accessibility. Lush greenery is seen in the background, with a clear blue sky above.
Cottage in Derbyshire
4.89 out of 5 average rating, 187 reviews

Lime Tree Cottage new barn convention

HeidiRating, 5 stars2 weeks ago
Excellent host very responsive and friendly. Beautifully clean property looked just like the photos. Very friendly animals! Would definitely recommend.
Guest favorite
The exterior of the cottage features a charming stone facade with multiple windows. A hot tub sits on the patio beside a shaded dining area under an umbrella, inviting relaxation outdoors. A light-colored tent adds a shaded space near the entrance, enhancing comfort and leisure.
Cottage in Tibshelf
4.94 out of 5 average rating, 191 reviews

The Old Coach House, Wheatsheaf Mews

WilliamRating, 5 stars1 week ago
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

Top guest favorite
Cottage in Eyam
4.98 out of 5 average rating, 100 reviews

Romantic Little Cottage in Eyam, Peak District

JacquiRating, 5 stars3 days ago
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!
Top guest favorite
A bright bedroom features a yellow metal bed frame and a textured quilt draped over the edge. A dark accent wall contrasts with the decor, while a wooden nightstand adds warmth. Natural light enters through a large window with a view of the surroundings.
Cottage in Derbyshire
4.99 out of 5 average rating, 240 reviews

SnapTin - a lovely cottage in beautiful Bakewell

MeganRating, 5 stars4 days ago
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
Top guest favorite
A panoramic view of the surrounding countryside showcases lush green fields and rolling hills under a clear sky. The rustic farmhouse is visible in the foreground, complemented by a gravel path and a wooden fence lining the property.
Cottage in Peak Forest
4.96 out of 5 average rating, 208 reviews

Cosy cottage in the heart of the Peak District

DavidRating, 5 stars6 days ago
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.
Guest favorite
A small glass dining table is paired with two transparent chairs. A vase filled with dried flowers in warm tones sits at the center, accompanied by a brown menu holder resting on the table's surface.
Cottage in Derbyshire
4.94 out of 5 average rating, 106 reviews

Luxurious Bolthole

KristyRating, 5 stars2 weeks ago
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
Guest favorite
The exterior of a quaint chapel conversion is visible, featuring natural stone walls adorned with climbing greenery. A warm light is seen by the entrance, framed by vivid plants that line the pathway. The atmosphere reflects a serene rural setting.
Cottage in Wirksworth
4.88 out of 5 average rating, 492 reviews

Quaint 2 bed cottage, ideally located for walking

MathewRating, 5 stars3 weeks ago
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.
Top guest favorite
A private walled garden is visible, featuring a round glass-top table surrounded by four rattan chairs. A large red umbrella provides shade, and flower beds with greenery add a natural touch to the outdoor space.
Cottage in Belper
4.97 out of 5 average rating, 310 reviews

18th Century Cosy Cottage & dog friendly

DarrenRating, 5 stars3 days ago
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.
Top guest favorite
The image depicts the charming exterior of Fern Cottage, showcasing its stone façade and traditional roof. A welcoming entryway is visible, framed by lush greenery and flowering plants. A small outdoor seating area with a table and chairs is arranged on a stone terrace, surrounded by a low stone wall.
Cottage in Eyam
4.94 out of 5 average rating, 179 reviews

Fern Cottage Foolow Near to Eyam. Dog Friendly

JohnRating, 5 stars1 week ago
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.
Guest favorite
The exterior of a charming stone cottage is set among lush greenery and flowering plants. Windows reflect a typical rural design, and the entrance is framed by vibrant foliage. The cottage showcases elements of historical architecture, providing a warm and characterful welcome.
Cottage in Eyam
4.96 out of 5 average rating, 260 reviews

Rowan Cottage

WendyRating, 5 stars2 weeks ago
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

Top guest favorite
Cottage in Eyam
4.99 out of 5 average rating, 149 reviews

Lux 2BR cot, Eyam centre, mins 2 pubs/cafes, walks

IvanRating, 5 stars1 week ago
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.
Top guest favorite
The exterior of the cottage is adorned with natural stone walls and climbing greenery. A flagstone patio area is surrounded by vibrant flower beds, featuring a wooden dining table and chairs. A barbecue grill is positioned nearby, contributing to an inviting outdoor space.
Cottage in Matlock
4.91 out of 5 average rating, 431 reviews

Two Gates Cottage Self Catering

EmmaRating, 5 stars1 week ago
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.
Top guest favorite
A spacious outdoor seating area is highlighted by a large umbrella providing shade over a table with four chairs. The surrounding garden features a variety of colorful plants and flowers in pots, enhancing the natural setting. The stone barn wall is visible in the background.
Cottage in Winster
4.99 out of 5 average rating, 273 reviews

3 bed, 2 bath with off road parking for 2 cars

RupertRating, 5 stars3 weeks ago
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!
Guest favorite
A quaint outdoor seating area is depicted with a white, decorative table and two matching chairs. The gravel pathway is bordered by lush greenery, while a distant seating arrangement can be seen through the garden's foliage, enhancing the tranquil atmosphere.
Cottage in Youlgreave
4.91 out of 5 average rating, 586 reviews

Grade 2 listed cottage, Peak District nr Bakewell

MarkRating, 5 stars6 days ago
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.
Guest favorite
Cottage in Rowsley
4.88 out of 5 average rating, 171 reviews

Cosy Woodside Cottage, indoor pool, nr Chatsworth

SusanRating, 5 stars1 month ago
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
Top guest favorite
A spacious outdoor area is visible, featuring a large tree and landscaped planter boxes filled with greenery. The rustic stone building displays a modern roof with skylights, allowing natural light into the interior. Gravel pathways create a picturesque flow throughout the property.
Cottage in Leek
4.99 out of 5 average rating, 336 reviews

Cottage in Onecote

JohnRating, 5 stars5 days ago
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!
Top guest favorite
A charming stone cottage is framed by colorful flowering shrubs and well-maintained grassy areas. Large glass windows and doors reflect natural light, creating an inviting atmosphere. The surrounding garden path, lined with gravel, enhances the appeal of this tranquil rural setting.
Cottage in Over Haddon
4.97 out of 5 average rating, 297 reviews

5 STAR Boutique Home in Quiet Countryside.

PaulRating, 5 stars2 days ago
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.
Top guest favorite
An open-plan kitchen and dining area features exposed wooden beams and large bi-fold doors leading to a patio. A wooden dining table accommodates six, while a stylishly designed kitchen showcases modern appliances and a light color scheme, enhancing the bright and airy ambiance.
Cottage in Derbyshire
4.99 out of 5 average rating, 159 reviews

Long Roods Cottage, Monsal Head, near Bakewell

TonyRating, 5 stars1 week ago
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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