Cottage vacation rentals in Chesterfield

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Popular amenities for Chesterfield cottage rentals

Cottage rentals with a hot tub

Top guest favorite
Cottage in Derbyshire
4.96 out of 5 average rating, 143 reviews

Lizzy’s Luxury Cottage

VictoriaRating, 5 stars1 week ago
Lizzie’s Cottage was amazing! Beds were really comfy, lots of lovely hot water and had everything we needed for a perfect get away! The field opposite was perfect for my energetic pooch. We would definitely stay again.
Top guest favorite
A charming outdoor area features a gray hydrotherapy hot tub surrounded by lush greenery. Nearby, pastel pink chairs invite relaxation, with towels neatly arranged and a small table presenting refreshments. The rustic stone wall adds character to the private garden setting.
Cottage in Derbyshire
4.99 out of 5 average rating, 179 reviews

Jack's Cottage, Curbar

OwenRating, 5 stars4 days ago
We had a wonderful stay at Jack's Cottage. Matt was a great host who was good at communicating and attentive to us. We felt he genuinely cared about us as guests. The cottage was stunning with a beautiful garden. It was spotless inside and you could tell time had been taken to clean it. The cottage was full of character and nice furnishings. The log burner was lovely and the living room sofa comfortable. The hot tub was a highlight for us and was in a private place and clean. We went to Il Lipo's for an Italian and Charlie's for breakfast, both in Baslow which was a 5 minute drive away. We walked up and around Curbar edge which we would definitely recommend, and make sure you stop at Jolly's coffee van for a fantastic home made sausage roll. We'd definitely recommend this stay to anyone who wants a relaxing time away.
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, 168 reviews

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

DavidRating, 5 stars3 weeks ago
We had a wonderful stay at Rosewall Cottage. It was extremely peaceful and the cottage cozy and comfortable with everything we could have needed. We loved seeing the chickens in the garden and listening to their funny little noises! Lia was very responsive and sent a brilliant mini video showing the street view of the property, making the cottage super easy to find. A fantastic place to stay for my uncles 80th birthday surprise. Thank you Lia, you are a great host.
Top guest favorite
Cottage in Totley
4.99 out of 5 average rating, 187 reviews

Luxury Peak District Cottage with Hot Tub

LauraRating, 5 stars1 week ago
This was a perfect place for what we wanted. Very peaceful but plenty within easy reach. The grounds were beautifully kept and the court yard with the hot tub was such a nice place to be. The Stables had everything we needed - lovely touch with the treats provided on arrival - and the hosts were friendly and helpful. We visited the local pub which was only a 5 minute walk. We would definitely visit again and recommend to others. Thank you
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
4.99 out of 5 average rating, 197 reviews

Luxury Country Cottage with Hot Tub

NickyRating, 5 stars1 month ago
The converted barn is just beautifull, it has everything you may need for your stay. The outdoor Hot Tub and garden was perfect. The added touches of hot tub towels/robes and a basket of goodies was very much appreciated. Communication was quick and easy and the lock box with key was easy to work. We will certainly recommend this Airbnb to friends+ family.
Superhost
A private hot tub is positioned under a protective canopy, surrounded by wooden fencing. Bunting decorates the area, enhancing the inviting space. Bright blue skies and fluffy clouds are visible in the background, contributing to a relaxing atmosphere.
Cottage in Matlock
4.91 out of 5 average rating, 127 reviews

Jacks Cottage with hot tub & Alpaca Walking

TonyRating, 5 stars1 week ago
We had a fantastic short break in Peak District and Jack's cottage was the perfect place to stay. Very quiet, peaceful spot in the lovely village of Brassington, but central if you're looking to visit Matlock, Bakewell and Buxton. The cottage was very clean, well maintained and had everything you need - including robes for when you get out of the hot tub! We didn't find parking an issue at all, with plenty of street parking just up the hill towards the Miners Arms pub. Speaking of pubs, the Miners Arms (which is the closest pub to the cottage) appeared to have closed down, but we'd highly recommend The Old Gate Inn which is a little further (3-less than 5 min walk), but has large garden, good ales and great food. Natalie and her husband are friendly, quick to respond to any queries and offered advice on local walks and places to go. Would love to stay at Jack's cottage again, perhaps in the winter with the log burner going!
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
4.89 out of 5 average rating, 350 reviews

Peaceful cottage in Parwich village with hot tub

JanetRating, 5 stars3 days ago
Fabulous few days in a lovely little cottage - well positioned in a peaceful village with a couple of pubs within a minute or twos walk- cottage was clean and well equipped with a lovely hot tub to unwind in - Caroline and Paul very responsive and really clear instructions on how to find and access the cottage - great pub selling lovely food and a lovely welcome at the local British Legion - fantastic walks from the doorstep meaning our car didn’t move all the time we were there - would definitely recommend 😍
Guest favorite
Cottage in Derbyshire
4.9 out of 5 average rating, 116 reviews

Beech Hill Cottage

RhyannaRating, 5 stars4 days ago
absolutely beautiful air bnb, would highly recommend! super clean, friendly and beautiful surroundings. absolutely adorable inside and out and the host is absolutely lovely!!! thank you for our stay, we loved it

Pet-friendly cottage rentals

Superhost
The exterior of the stone cottage is framed by a vibrant garden filled with colorful flowers. Large windows provide natural light, and solar panels can be seen on the roof. A rustic stone wall adds charm to the property, creating an inviting entrance.
Cottage in Matlock
4.95 out of 5 average rating, 390 reviews

17th century cottage in Matlock

ClareRating, 5 stars2 weeks ago
We had a wonderful stay. It was a very comfortable and cosy cottage, both attractive and functional. We felt immediately relaxed there. Thank you to Jane - she went beyond expectations, providing items beyond what was listed in the description. Also, the decor made it a very homely and appealing place to be. There were DVDs, board games and books to use which we enjoyed. We would thoroughly recommend this place.
Superhost
A log burner sits within a stone fireplace, its warm glow illuminating the cozy lounge space. A round mirror reflects the light above the mantle. A woven basket and a simple black fire tool set are thoughtfully placed nearby.
Cottage in Crich
4.92 out of 5 average rating, 228 reviews

Cosy and Stylish Holiday Cottage in Crich

JoshRating, 5 stars1 week ago
We really enjoyed our stay in Crich. The cottage was as described and had a real cosy feel to it. Great communication from Jo, who contacted us the day before to ask if we needed the cot bed etc. as we were travelling with our daughter. Clear instructions on check-in and overall a great stay. We would book again if we needed accommodation in the area.
Superhost
A charming entrance is framed by lush greenery and blooming flowers, set against a stone wall. A light-colored door with glass panels invites guests inside, with a path of stones leading through the well-kept garden.
Cottage in Bakewell
4.89 out of 5 average rating, 297 reviews

Chatsworth Cottage, Little Longstone

RoseyRating, 5 stars5 months ago
We had a wonderful stay at Sam and Annie’s place. The cottage is so spacious for two people, and was very comfortable. Lots of hot water and plenty of firewood to keep the fire going. Just down the road from the Monsal Trail, we enjoyed walking into Bakewell and exploring the area. The local pub does great food too! We would happily return. Sam and Annie were always reachable and willing to help with whatever we needed. Thanks again!!
Superhost
A charming limestone cottage is showcased, set against a lush backdrop of greenery. The cottage features large front windows, and the front yard is bordered by a low stone wall. Two garage doors are visible, providing easy access for parking.
Cottage in Hartington
4.95 out of 5 average rating, 239 reviews

Hartington village cottage with 2 parking spaces!

JaneRating, 5 stars2 weeks ago
Lovely cottage in a great location. Well equiped and comfortable. Beautiful garden and evening sunshine on the deck. Would definitely recommend.
Superhost
A scenic view captures rolling green fields dotted with sheep, extending towards a distant stone farm building surrounded by hills. The landscape is characterized by rustic stone walls and a serene, open sky, evoking a peaceful rural atmosphere.
Cottage in Buxton
4.87 out of 5 average rating, 175 reviews

Cosy Little Cottage in the Peak District

JeremyRating, 5 stars6 days ago
We had a wonderful 2-night stay at Allie’s cosy cottage in such a beautiful spot in the peaks! The property was exactly as described - clean, comfortable, and full of charm, with everything we needed for a relaxing break. The view from the kitchen was stunning... and a real bonus was getting to say hi to the lambs on the farm, which made the experience even more special. It is the perfect base for some beautiful hikes in the Peak District, and I’d highly recommend it to anyone looking for a countryside escape. Thank you, Allie! - Jeremy and Amelia
Superhost
The exterior of a rustic stone cottage is presented, featuring two windows with white curtains and a green door that provides access inside. Flower pots with vibrant blooms are positioned in front of the cottage, complemented by a bright blue sky overhead.
Cottage in Castleton
4.87 out of 5 average rating, 160 reviews

Harry Eyre Cottage, Castleton, Peak District

DeanRating, 5 stars3 days ago
We had a lovely 4 nights stay at the cottage with our two dogs. The cottage was clean and we had everything we would need for our stay, including wood for the log burner. The enclosed garden was a nice place to sit and enjoy wonderful views and to watch the sunset with a glass of wine. Castleton is only a 15min walk along a footpath from the rear of the cottage and there are plenty of places to eat and drink in the village. We will definitely be back soon. Highly recommended 👌
Superhost
A traditional stone cottage features a charming arrangement of white-framed windows set amidst a well-kept green lawn. Surrounding trees provide shade, while stone steps lead up to a terrace with outdoor seating. The countryside scenery contributes to a tranquil atmosphere.
Cottage in Chapel-en-le-Frith
4.96 out of 5 average rating, 207 reviews

Traditional Cottage on a Working Hill Farm

BelindaRating, 5 stars1 week ago
Beautifully renovated with great detail to warmth and comfort. Fantastic location if you just want to plant yourself and not get in the car again. Endless walks out from the front door. Drop dead gorgeous location high on the hillside at the end of a track.
Superhost
A tranquil bedroom is presented with two spacious beds adorned with soft white linens and elegant gray throw pillows. Fluffy towels are neatly rolled at the foot of each bed, while natural light illuminates the room, highlighting minimalist decor and a stylish vanity area.
Cottage in Tideswell
4.99 out of 5 average rating, 107 reviews

The Old Toffee Shop

KateRating, 5 stars5 months ago
An amazing property, best I’ve booked on Airbnb. Beautifully presented, extremely clean and very well stocked. You can tell the love and care that has gone into creating this rental and Julie clearly has very good taste. Everything you could possibly need - Julie has included it and she’s gone the extra mile with lovely extra touches. The cottage is well located right in the heart of Tideswell with walks and restaurants on your doorstep. If you have a dog, the boot room outside is fantastic with its warm shower and Julie even supplies dog towels and shampoo. I cannot recommend this property enough and we’ll most certainly be back!

Private cottage rentals

Top guest favorite
A charming stone cottage with a white exterior is set against a clear blue sky. Surrounding greenery includes manicured hedges and flowering shrubs, creating a welcoming appearance. A white picket fence frames the front, while the sloping road leads gently upward beside the property.
Cottage in Tideswell
5 out of 5 average rating, 172 reviews

Valentine Cottage, Tideswell luxury, lovely garden

GarethRating, 5 stars3 days ago
Beautiful cottage. Perfectly laid out - lovely garden. Great space. The kids (5 &9) loved the garden and having the playground next door. Tideswell is a great spot too. The local recommendations were brilliant. The staff and landlord at the Star Inn were welcoming and very friendly. Great trip.
Top guest favorite
Cottage in Bakewell
5 out of 5 average rating, 210 reviews

Rocking Stone Cottage - Idyllic Rural Retreat

RoyRating, 5 stars1 month ago
Rachael has a top AirBnB rating because her place is superbly located and thoughtfully set-up. The cottage is very light, spacious, super comfortable and clean, and has all that you could want for a relaxing stay. Standout details are the list of walks and places to eat and drink, the views from the house, the really well equipped kitchen – and not forgetting Rachael’s greeting with a tin of home baked brownies, 2 ponies and 2 dogs! And the stag with antlers running in the next field… We will be booking our next stay at Rachael and Gerry’s cottage soon and hope to book the neighbouring Stables Cottage and superb looking cabin too for a visit with family.
Top guest favorite
The stone cottage features a traditional facade with large windows framed by brown wood and greenery. A wooden fence surrounds the property, while a charming trellis structure stands nearby. The setting is completed with a small garden area, showcasing natural elements of the landscape.
Cottage in Youlgreave
4.98 out of 5 average rating, 125 reviews

West Croft, the Relaxing, Quiet, Homely Cottage.

CathyRating, 5 stars1 month ago
Celebrated Husband’s 50th birthday with our family. Fantastic accommodation, don’t feel the pictures do it justice. Spotlessly clean, well equipped kitchen, everything you could possibly need. Village lovely to walk around, good choice of shops and pubs. Communication good and prompt. Highly recommend and would definitely stay again.
Top guest favorite
Cottage in Derbyshire
4.99 out of 5 average rating, 227 reviews

SnapTin - a lovely cottage in beautiful Bakewell

JohnRating, 5 stars6 days ago
SnapTin is the most beautiful cottage we have ever stayed in. The house itself has been lovingly restored and thoughtfully made into the most glorious holiday home with stylish furnishings and art work. Helen is a wonderful and generous host being communicative and also providing extremely thoughtful touches. We enjoyed the breakfast basket, the fizz and the little treats which made us feel welcome straight away. The situation of the house is almost at the end of a terrace right near a woodland so you can sit outside and really feel that you are in the countryside even though you are 5 mins walk from the centre of Bakewell. There are plenty of fabulous walks from the cottage with an abundance of guide books to choose from in the cottage. There is a designated car parking space which is easy to navigate and just a short walk from the door. We truly felt sad on leaving.
Top guest favorite
A stone cottage with a traditional facade is set against a grassy area. Two symmetrical windows provide a view of the garden, while a pathway leads to the entrance. Daffodils bloom along the stone wall, adding a touch of colour to the exterior.
Cottage in Hartington
4.95 out of 5 average rating, 172 reviews

Dove View Hartington: 3 bed family cottage

Ali & JohnRating, 5 stars3 weeks ago
Great property on the edge of the village. 2 min walk to the pub and village shop. Walking straight from the door too. Property was lovely. Lots of space, well equipped and worked really well for us.
Guest favorite
The old cottage is seen from the side, showcasing its charming stone exterior and a mix of window styles. A modest entrance door is framed by potted plants, while greenery surrounds the structure, adding to its quaint character.
Cottage in Winster
4.91 out of 5 average rating, 167 reviews

Delightful old stone cottage

PrudenceRating, 5 stars3 days ago
Had a brilliant Easter Weekend at Rods cottage! We were able to park our car and get in and out of Winster easily as needed. Loved the Miners & Bowling Green pubs for meals and drinks, an easy walk to and from the cottage. Enjoyed the gorgeous garden when the sun cleared up, beautiful outlook. The cottage itself was exactly the English Countryside Experience us Aussies were after, so beautiful, well kept, and well decorated. Would definitely come back to Winster!!!! The only thing I'd say is remember to duck if you're over 5'11 as we knocked heads a couple of times in the doorways downstairs!
Top guest favorite
The exterior of a character cottage showcases a charming stone facade with two green-framed windows above a well-maintained door. A welcoming sign is attached beside the door, and a planter with vibrant yellow flowers is positioned below the windows.
Cottage in Tideswell
4.97 out of 5 average rating, 247 reviews

Cosy and comfortable,a little gem

CatherineRating, 5 stars1 week ago
Lovely cosy cottage. Lots of provisions in the cupboards and milk in the fridge- ready to start your holiday immediately. Add to this a very responsive host, a beautiful village and magnificent surroundings I can only say - “highly recommend” Catherine
Guest favorite
The exterior of Maple Cottage showcases a charming stone facade with climbing roses, framed by two wooden chairs placed on a patio. A wooden door with decorative paneling leads into the cottage, accented by a small window above and another window to the side.
Cottage in Hathersage
4.9 out of 5 average rating, 249 reviews

Maple Cottage, Hathersage

StefanieRating, 5 stars1 week ago
I had a fabulous week staying in Julie’s cottage in Hathersage. Endless walks from the front door and glorious surroundings. The cottage was perfect and had everything I needed and the welcome parcel of scones, clotted cream and jam was delightful. I would highly recommend Julie’s cottage and plan to return!!

Destinations to explore

  1. Airbnb
  2. United Kingdom
  3. England
  4. Derbyshire
  5. Chesterfield
  6. Cottage rentals