Pet-friendly vacation rentals in Chesterfield
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Top-rated pet-friendly home rentals in Chesterfield
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
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Popular amenities for Chesterfield pet-friendly home rentals
Pet-friendly house rentals
Home in Derbyshire
4.93 out of 5 average rating, 117 reviewsLynwood - Victorian Home in the Peak District
Had a 3-day family get-together at Benjamin's place - it was the ideal venue. House was spacious, but felt cosy, with all the facilities as described. Bedlinen and towels were of good quality. Once installed, we could reach all the local amenities on foot: pubs, cafes, shops etc with easy access to local walks with views of the countryside. Enjoyed a cosy evening in the sitting room with the log burner when the weather turned cold. Would thoroughly recommend.
Home in Sheffield, South Yorkshire
4.94 out of 5 average rating, 108 reviewsCharlesworth’s
Very well equipped kitchen which was great. We cooked for 6 adults and there was plenty of space, cooking equipment, and hob and oven in very good condition.
Home in Chinley
4.78 out of 5 average rating, 287 reviewsForge Cottage Chinley Peak District
Forge Cottage was perfect for our family gathering. The cottage is big inside with large kitchen and long dining room along with a small snug if you wanted to get away from the crowd. Five large comfortable double rooms. The kitchen is well equipped with everything you need to cater. The village has eateries and great pubs if you don’t want to cater! Terry was a great host, helpful and accommodating, pointing us in the right direction of local walks and pubs. The cottage is a great place for dogs despite having no outside space as such. The lane is very quiet and walks from the doorstep. All in all a perfect cottage for a large family gathering. We will be back for the next one !!
Home in Derbyshire
4.91 out of 5 average rating, 292 reviewsBuxton-based family home
Great location 10 minutes from the train station and 15 minutes into the town centre, comfortable living and sleeping rooms, highly recommended
Home in Ravenshead
4.87 out of 5 average rating, 103 reviewsLuxury Stays at Silverwood House
We had a fantastic weekend in Nottingham celebrating our Daughter’s birthday. 5 adults and 2 children . Robbie and Kelly’s house is absolutely loverly, very high tech and they couldn’t do enough for us. We would highly recommend !!
Home in Derbyshire
4.9 out of 5 average rating, 196 reviewsThe Limes, Bakewell
We had such an amazing time in this beautiful house. Setting was Idyllic and so many wonderful walks from the property. Will definitely return. 5*
Home in South Yorkshire
4.85 out of 5 average rating, 84 reviewsCosy fresh newly refurbed house
Karl is an excellent host, very thoughtful and helpful, the house was clean and very well presented. I would recommend and great value for money.
Home in Youlgreave
4.99 out of 5 average rating, 168 reviewsBarn Cottage
The property was immaculate and had everything you could possibly need. Lots of little touches like milk in the fridge, lovely hamper and a Christmas tree which made it very special. Jackie was a super host, we would have no hesitation in recommending her or her property and will definitely be staying again.
Pet-friendly home rentals with a pool
Cottage in Kings Clipstone
5 out of 5 average rating, 31 reviewsCoach House with swimming pool, gym and Sauna!
Our family catch-up of three generations was wonderful at this beautiful and tranquil Coach house. The hosts were away but couldn’t do enough for us. The use of the pool, sauna and tennis court was incredible. Walking the stunning grounds and being able to walk into the forest was another plus. So many lovely treats were left for us, I think this is the best place we have stayed at, 100% perfect!
Holiday park in Derbyshire
4.85 out of 5 average rating, 13 reviewsCaravan near Tissington Trail
We had a great stay at Imke's lovely caravan. The place was spotless. We had everything we needed for the week's holiday. No problems at all. We visited Alton Towers and Bakewell, which are about a 30-minute drive. The views around were amazing. Local shops, like M&S, are about a 10-minute drive, which is very convenient.
Cottage in Fenny Bentley
4.95 out of 5 average rating, 321 reviewsLuxury Peak District Home - 2 miles from Ashbourne
It was my first time using Airbnb, and Izzy set a standard that others will find hard to beat. The cottage beautiful was well situated and with Izzy’s list of recommendation we had a great time. I’d definitely look to come back!
Home in Doncaster
4.95 out of 5 average rating, 91 reviewsLarge Modern Décor 3 Bed with Driveway & Garden
Nice place to stay and was very useful for us being close to the sales complex. Definitely would go back.
Home in Derbyshire
4.74 out of 5 average rating, 84 reviewsLarge luxury apartment in the heart of Bakewell
I came here with a large group of people and we fit perfectly. What a perfect location, right in the center of Bakewell and surrounded by beautiful walks. Really well stocked kitchen as well.
Home in Buxton
4.64 out of 5 average rating, 11 reviewsBadgers Wood
Great value for money. Can't stress enough how friendly and reliable the staff were. We had a lovely week stay, the house was clean, the beds were comfy and the scenery was perfect. We were informed of the booking system for the swimming pool and games room, so you could have the room to yourself which was great. The pool was clean, the games room was kept tidy and the house surroundings were really lovely to walk around. You can tell the grounds were well maintained and kept in good shape as the workers never stopped, but were always so friendly. This property is perfect for bike riders, walkers and pub crawlers. You couldn't get bored.
Home in Bakewell
5 out of 5 average rating, 9 reviewsButtercup Down - with heated pool & games room
We loved our stay at the cottage. Festively decorated and we had a nice welcome surprise on arrival. Check-in was super easy and we had quick replies with any queries we had. Comfy beds and vintage decor and furniture. Only negative was that I thought the radiator in the double room wasn’t working, until check out day when I realised it was just turned down to zero! So I was chilly most nights! 🤣. The swimming pool was great and we had it all to ourselves which was a bonus. I didn’t see the games room but friends kids that visited had a great time there. I would recommend and I would stay again for sure!
Guesthouse in Derbyshire
4.79 out of 5 average rating, 138 reviewsDiscounted W/E Dog Friendly Rural Retreat
We had a wonderful stay at Annabel’s and will definitely be going back asap! It was perfectly peaceful with gorgeous surroundings and was even better than the pictures! The pool was much bigger than we thought and was such a joy to have, the decking area was huge with stunning views and the garden truly magical! This was great value for money! Annabel was a fantastic host and very helpful and friendly and the animals were all very friendly too! The cats didn’t come to close though as we had our dog, who had a dream just roaming free! Thanks Annabel, be back soon !
Private, pet-friendly home rentals
Cottage in High Peak
4.87 out of 5 average rating, 500 reviewsHOT TUB Luxury Converted Barn
Charming house in the Peak District close to many great walks and with lots of local restaurants and bars all gearing up for Christmas. Perfect for our injured son with a broken leg as walk in shower and bedroom were all easily accessible on the ground floor whilst we were pampered by the upstairs 4 poster bed. Magnificent large kitchen/diner and sensational audio/visual system with massive TV to cuddle up and watch sports and movies from ultra comfortable large sofas. Everything we needed for a perfect 3 night stay. I have no doubt we will be back for another stay in the nearest future.
Bungalow in Crich
4.83 out of 5 average rating, 407 reviewsSunnyside A
We had a lovely stay at Sunnyside A, it was exactly what we expected. The place had everything we needed for a comfortable stay and we were toasty warm despite the storm. Loved the boot tray by the door, well thought out!
Cottage in Alton
4.91 out of 5 average rating, 234 reviewsQuaint and Cosy Cottage
Lovely quaint little cottage in the stunning Alton Village. Very comfortable, and everything was as described. I loved the details and little nods to the history of Alton and Alton Towers around the cottage. We stayed for Fireworks weekend at Alton Towers and had a fantastic time and combined our Towers trip with some local walks and evenings out in the local pubs, the best one being a couple of minutes walk away, The Talbot. Kelly was a great host and came across as really friendly. Would definitely recommend and hope to stay in the future .
Guest suite in Derbyshire
4.9 out of 5 average rating, 540 reviewsThe Bijou Bungalow
Wonderful stay at the Bijou, a real home from home. We will definitely return there, thanks so much Emma
Cottage in Youlgreave
4.98 out of 5 average rating, 120 reviewsWest Croft, the Relaxing, Quiet, Homely Cottage.
Our party of 3 couples really enjoyed our stay in this lovely, comfortable cottage. The kitchen is spacious and very well equipped and the lounge very cosy, with enough comfy seating for us all. Youlgreave is a beautiful village with many options for walks directly from the house. Communication with Simon and Jen was excellent and we would definitely recommend their cottage as a great base from which to explore this beautiful area.
Cottage in Bakewell
4.89 out of 5 average rating, 297 reviewsChatsworth Cottage, Little Longstone
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!!
Farm stay in Eastwood
4.93 out of 5 average rating, 147 reviewsLuxury self-catering, 1 dbl bed, lounge, parking
We have thoroughly enjoyed stopping at the lodge it's made the whole weekend special. I'm originally from Eastwood and we really struggle getting up with the dogs and the property was so perfect for us. It had everything we needed and more. The garden was perfect for the dogs to run around and enjoy them selves and us have peace of mind that they can go out there and we don't have to worry. We can't wait to book again. Especially in the warmer months so we can enjoy the garden ourselves. I can't express enough how perfect the whole weekend has been for us. The added extras made it really special. Great hosts and great accommodations
Cabin in Butterley
4.88 out of 5 average rating, 153 reviewsLovely Little Lodge, Hot Tub Heaven
Was a lovely quiet few days away. Hot tub was a treat. Plenty of nice restaurants around. Matlock and Bakewell was worth the visits. Luke was polite and helpful would visit again.
Quick stats about vacation rentals that are pet-friendly in Chesterfield
Total rentals
30 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
2.5K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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