Pet-friendly vacation rentals in Chesterfield

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Popular amenities for Chesterfield pet-friendly home rentals

Pet-friendly house rentals

Guest favorite

Home in Derbyshire

4.93 out of 5 average rating, 117 reviews

Lynwood - Victorian Home in the Peak District

MaryRating, 5 stars1 month ago
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.
Guest favorite

Home in Sheffield, South Yorkshire

4.94 out of 5 average rating, 108 reviews

Charlesworth’s

FionaRating, 5 stars1 day ago
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.
Superhost

Home in Chinley

4.78 out of 5 average rating, 287 reviews

Forge Cottage Chinley Peak District

DebbieRating, 5 stars1 month ago
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 !!
Guest favorite

Home in Derbyshire

4.91 out of 5 average rating, 292 reviews

Buxton-based family home

RichardRating, 5 stars1 month ago
Great location 10 minutes from the train station and 15 minutes into the town centre, comfortable living and sleeping rooms, highly recommended
Guest favorite

Home in Ravenshead

4.87 out of 5 average rating, 103 reviews

Luxury Stays at Silverwood House

ChristopherRating, 5 stars2 weeks ago
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 !!
Superhost

Home in Derbyshire

4.9 out of 5 average rating, 196 reviews

The Limes, Bakewell

TinaRating, 5 stars1 month ago
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*
Superhost

Home in South Yorkshire

4.85 out of 5 average rating, 84 reviews

Cosy fresh newly refurbed house

JackRating, 5 stars2 months ago
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.
Guest favorite

Home in Youlgreave

4.99 out of 5 average rating, 168 reviews

Barn Cottage

DebbieRating, 5 stars1 week ago
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

Guest favorite

Cottage in Kings Clipstone

5 out of 5 average rating, 31 reviews

Coach House with swimming pool, gym and Sauna!

MaryRating, 5 stars3 months ago
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!
Superhost

Holiday park in Derbyshire

4.85 out of 5 average rating, 13 reviews

Caravan near Tissington Trail

LiRating, 5 stars1 month ago
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.
Guest favorite

Cottage in Fenny Bentley

4.95 out of 5 average rating, 321 reviews

Luxury Peak District Home - 2 miles from Ashbourne

AkinRating, 5 stars6 days ago
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!
Superhost

Home in Doncaster

4.95 out of 5 average rating, 91 reviews

Large Modern Décor 3 Bed with Driveway & Garden

BirteRating, 5 stars1 month ago
Nice place to stay and was very useful for us being close to the sales complex. Definitely would go back.
Guest favorite

Home in Derbyshire

4.74 out of 5 average rating, 84 reviews

Large luxury apartment in the heart of Bakewell

SophieRating, 5 stars3 months ago
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 reviews

Badgers Wood

JackRating, 5 stars40 months ago
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 reviews

Buttercup Down - with heated pool & games room

HeatherRating, 5 stars1 week ago
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!
Guest favorite

Guesthouse in Derbyshire

4.79 out of 5 average rating, 138 reviews

Discounted W/E Dog Friendly Rural Retreat

EmmaRating, 5 stars4 months ago
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

Guest favorite

Cottage in High Peak

4.87 out of 5 average rating, 500 reviews

HOT TUB Luxury Converted Barn

SteveRating, 5 stars3 days ago
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.
Guest favorite

Bungalow in Crich

4.83 out of 5 average rating, 407 reviews

Sunnyside A

KaraRating, 5 stars1 week ago
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!
Guest favorite

Cottage in Alton

4.91 out of 5 average rating, 234 reviews

Quaint and Cosy Cottage

AntRating, 5 stars1 month ago
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 .
Superhost

Guest suite in Derbyshire

4.9 out of 5 average rating, 540 reviews

The Bijou Bungalow

JaneRating, 5 stars2 weeks ago
Wonderful stay at the Bijou, a real home from home. We will definitely return there, thanks so much Emma
Guest favorite

Cottage in Youlgreave

4.98 out of 5 average rating, 120 reviews

West Croft, the Relaxing, Quiet, Homely Cottage.

LouiseRating, 5 stars2 weeks ago
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.
Guest favorite

Cottage in Bakewell

4.89 out of 5 average rating, 297 reviews

Chatsworth Cottage, Little Longstone

RoseyRating, 5 stars1 month 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!!
Guest favorite

Farm stay in Eastwood

4.93 out of 5 average rating, 147 reviews

Luxury self-catering, 1 dbl bed, lounge, parking

OliviaRating, 5 stars6 days ago
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
Guest favorite

Cabin in Butterley

4.88 out of 5 average rating, 153 reviews

Lovely Little Lodge, Hot Tub Heaven

MitchellRating, 5 stars4 days ago
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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