
Holiday rentals with outdoor seating in Chesterfield
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Top-rated Holiday Houses with Outdoor Seating in Chesterfield
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Holiday House Rentals with Outdoor Seating

Hunters Cottage. Wheatsheaf Mews
Great stay at Jennie’s house. Loved the location for Sherwood Forest, Nottingham Castle and the Tramway Museum. Kids loved the garden and hot tub and the beds were comfortable. Would recommend.

Close to town, hot tub retreat!
Amazing place to unwind and relax. The hot tub jacuzzi is superb! There are also the large tv and comfortable sofas for a family movie as well as lots of games to keep you entertain the whole day. There's also a convenience store and a pizza takeaway shop just around the corner. If you can booked it longer, please do so.

Cosy cottage, stunning views near Chatsworth
Absolutely stunning space. Lovely and cosy we stayed in may great to have breakfast outside looking at the great views. I can imagine in winter it would be extra cosy with the fireplace. Would love to stay again. Josh was great at replying and instructions were very clear. Beautiful town to visit, we came for a wedding but got to see some of the town of Bakewell while there it’s a must visit!

Pigeon Loft Cottage
Pigeon Loft Cottage was just as described, a very cute and cosy home away from home. The cottage was very easy to find following Susie’s directions and there is ample parking at the property as well as around the area. The check in was delayed by an hour or so due to us booking an extra night but Susie was extremely apologetic and did her best to get the cottage ready as quick as she could and allowed us to leave our shopping in the fridge during. Although she was trying to get it ready quickly, the cottage was still very clean and tidy when we did check in. The rest of the trip was perfect and we really enjoyed our stay :)

Sleeps 6- Views of Curbar gap & near to Chatsworth
Beautiful cottage, felt so at home. The garden in particular was stunning. Beds were comfortable and the whole place was so clean and well equiped. The location is beautiful but do have to drive to a few things. We did the Curbar walk which is walkable from the cottage and is a lovely walk. We drove to Kinder Scout, Roaches, Luds Church, Hen Cloud and Millers Dale. Our dog loved the cottage, thank you so much we will ne back again 😊

Central Bakewell Quiet Luxury
The house was beautiful, and if possible exceeded our expectations. We were blessed with weather much better than that predicted, and were therefore able to take advantage of the close proximity of the property to Bakewell town, the Monsal Trail and enjoy the views from the patio at the property. We look forward to visiting again.

Charming fully equipped home 5min to Peak District
a great place to stay for easy access to the city of Sheffield and the beautiful Peak District. So much to see and do!

Beautiful 19th-Century Terraced Cottage
Excellent accommodation , would stay there again, highly recommended for anyone visiting the area.
Apartment rentals with outdoor seating

Peak District studio for two in Bradwell
Had an amazing few days walking around all the peaks, with this beautiful place to come back to in the evenings and play some cards and go to the recommended pubs. Really friendly host with lots of good recommendations. Will defo be visiting again! Thank you for a great trip.

Garden studio in Antiques quarter
Really nice apartment, suited our needs perfectly. Clean and easy to find. Very helpful and responsive host too

La Terraza 2 bed with balcony. Nottingham hockley
We had a lovely stay. The apartment was beautiful and very well equipped. The beds and sofa's were very comfortable and Phillip was a lovely host. The location was excellent. I would not hesitate to stay again.

Carnegie Library: Shakespeare Apartment
Great stay and Jayne was very helpful.

1 Dalebrook View, Stoney Middleton
1 Dalebrook View is a thoughtfully furnished and very spacious apartment which immediately feels like home. Very comfortable beds and well designed living spaces with everything you could want for an enjoyable stay. Kate could not be more helpful and gives clear details and instructions for everything you need during your stay. Good dog walks can be taken from the front door and there is a small enclosed green area 2 minutes walk away called The Grove next to the Fish and Chip shop. It is an ideal place to briefly take a dog to at the beginning and each end of the day. We visited The Moon Inn in Stoney Middleton and nearby Calver Arms plus local cafes. All offering good food and drink options, although we found the Eyam cafés to be very expensive, busy, slow on service or closed. Our booking for three nights from Sunday meant we missed out on a few things not being open including the local Toll Bar fish and chips open Wednesday to Saturday. We will just have to return another time!

Beautiful & open plan studio apartment - sleeps 2
Such a lovely room. I really appreciated the extra touches - some canned drinks and milk in the fridge, some muesli for breakfast, provided shampoo and shower gel. It's a straightforward walk down to the bus stop to get into town. It's also only about £7 Uber to town and the train station (off peak). Any messages or questions were always answered quickly by the lovely Rosie.

Apartment Within Large Family Home
Had an amazing time at Holmdene in the Peak District. was perfectly located for all the walking and trips/tours we wanted to do in Castleton. Charlotte & Stuart were wonderful hosts who greeted us warmly on arrival and Charlotte gave us a detailed chat on all the walks we could do tho we didn't get to experience all of them in our short stay due to weather. We had a lovely evening in the pod with friends and we felt very at home in the apartment which was spotless and well equipped for all our needs and we would highly recommend Holmdene to anyone looking to stay in Castleton. we will definitely be back for more visits. Wayne & Michelle xx

The Hollies - Luxury self contained apartment
Had the most wonderful stay in this little oasis. The space was beautiful with lots of colour and character, along with a file of thoughtfully written guide of everything you'll need to know. Lisa was also very accommodating and super responsive throughout, especially over check in/out days. We stayed only for the weekend but could imagine this place being a great option for longer term stay as well. The neighbourhood in general is gorgeous and quiet, very close to Brocco Park which is a beautiful walk and relatively well connected to public transport. We chose to walk mostly and took around 30minutes on average to get to most of where we want to go. Highly recommend!
Condo rentals with outdoor seating

Historic Victorian 3 Bed 4 Bath Flat ~Matlock Bath
An absolute gem! Highly recommend. We were a party of 2 families (2 adults and 4 kids, ages 13-17). This accommodation was perfect for our needs. It’s spacious, clean, a great location and even better than the photos. A well equipped kitchen, lots of board games to keep us entertained in the evening, and lots of bathrooms. Kiran is a great host. Very responsive and nothing was a problem. Thank you so much for letting us stay in your lovely apartment.

1 Coach House Mews - Matlock Bath
Had a great time. Was so close to everything we had planned to visit. Maureen was amazing and super fast response times. Thank you.

Lovely 1 bed apartment, parking & rural views
A fantastic place to stay. It is as described and shown in the photos. We immediately felt at home on arrival and was very comfortable throughout our stay. Amanda was friendly and helpful from booking to departure. The pre arrival information is some of the best we have received. The area is remote, quiet and exactly what we wanted for a quiet weekend away. We loved seeing and meeting some of the farm animals. Definitely somewhere we want to return to if we are travelling in the area.

Stunning self contained annex in Southwell
Brilliant and beautiful place in the heart of Southwell. Would highly recommend this place to anyone!

The Hayloft.Tintwistle.Glossop. Derbyshire.SK131JX
perfect for what we needed place to rest our heads before heading out on the motorbikes

Stylish, Opulent & Spacious 18C. Peaks apartment
Had an amazing stay here! The apartment is even better in person – super spacious, full of character, and really well put together. Loved all the little touches that made it feel cosy and luxurious at the same time. Location was perfect for exploring the Peak District, and Wirksworth itself is a lovely little town. Great communication from the host too – everything was really smooth. Would definitely stay again!

Brand New Guest Suite: Mapperley
Loved our short stay - 15 min drive from city centre. Quiet, clean - Lizz & Tom were helpful and offered lots of options for things in the local area. Thank you.

House of Suede in the Heart of Kelham Island
The place was fully equipped and beautifully arranged. We stayed for my birthday, and I honestly couldn't find any faults. My husband loved the PlayStation. Khateeb was an excellent host, always responsive to my questions and a wonderful person. I would definitely recommend the place.
Quick stats about holiday rentals with outdoor seating in Chesterfield
Total rentals
30 properties
Nightly prices starting at
$50 NZD before taxes and fees
Total number of reviews
3.7K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Peak District national park
- Alton Towers
- Peak District
- The Quays
- Etihad Stadium
- Chatsworth House
- Drayton Manor Theme Park
- Tatton Park
- Harewood House
- Lincoln Castle
- Mam Tor
- Sundown Adventureland
- IWM North
- Crucible Theatre
- Royal Armouries Museum
- Holmfirth Vineyard
- Cavendish Golf Club
- The Nottinghamshire Golf & Country Club
- Derwent Valley Mills
- Shrigley Hall Golf Course
- Manchester Central Library
- Rufford Park Golf and Country Club
- Bosworth Battlefield Heritage Centre
- Science and Industry Museum