Pet-friendly vacation rentals in Chesterfield

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Top-rated pet-friendly home rentals in Chesterfield

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Guest favourite

Cottage in Chesterfield

4.92 out of 5 average rating, 224 reviews

Chatsworth Cottage

Situated on the edge of the Peak District Park, this is the ideal base for exploring Derbyshire. The Cottage is situated on Chatsworth Road just 10 minutes drive from the ‘Palace of the Peak District’. A short journey and you will discover other wonders of the Peak at places like Matlock, Bakewell, Castleton and Buxton. The historic market town of Chesterfield and the famous Crooked Spire is just a 20 minute walk down the Brampton Mile where you will find some great places to shop, eat & drink.

Dec. 16 – 23

$170 CAD per night

Guest favourite

Condo in Holymoorside

4.98 out of 5 average rating, 101 reviews

Dog Friendly, Cosy, Peaceful, Walks, Peak District

The Spinney is our super dog-friendly ground floor self-catering accommodation! We've designed it so that you & your dog have a great holiday! Part of a traditional stone barn conversion located in the Peak District & Derbyshire Dales, the Spinney offers space as well as the comfort of modern living. With cosy underfloor heating throughout, and everything you need for you and your furry friend, we are sure you will have a great time here! Peaceful setting, close to popular visitor attractions!

Sep. 29 – Oct. 6

$139 CAD per night

Guest favourite

Cottage in Cutthorpe

4.92 out of 5 average rating, 154 reviews

Peak District Perfection with luxury bath-Sleeps 6

Enjoy this beautiful and warm traditional cottage, with plenty of space for the family including pets. Two large reception rooms open onto a lovely enclosed garden. Upstairs are 3 large bedrooms and a bathroom with walk-in power shower and a luxury roll-top bath. Drink in the views from a sun lounger, snuggle up with a movie, game or a book or soak in the luxury bath. Walking or cycling trails from your door and a wonderful country pub, with open fires and good food, under a 5 minute walk.

Mar. 30 – Apr. 6

$282 CAD per night

Guest favourite

Home in Totley

4.95 out of 5 average rating, 138 reviews

Charming fully equipped home 5min to Peak District

Welcome to my lovely home in Totley which hosts up to five guests, infant and child friendly, just 5 minutes away from the stunning Peak District, 20 min drive to Chatsworth and Bakewell. Dore and Dronfield are within 10 min drive and Sheffield city centre 5 miles away. Bus stop to Bakewell is 2-min walk. The fully equipped kitchen contains everything you need for your self-catering stay. Walking distance to the chippy, local cafés, shops and restaurants. Free on-street parking, Pets welcome.

Dec. 18 – 25

$132 CAD per night

Guest favourite

Cottage in Clay Cross

4.94 out of 5 average rating, 167 reviews

Holly Cottage a great place for a country break

Holly Cottage is a stylish contemporary barn conversion combining cottage charm with spacious accommodation and excellent modern facilities in a lovely rural setting. Set in the grounds of a small farm and private stables with lovely views of the of the surrounding countryside. Ideally situated for exploring the Peak District and local area. Holly Cottage offers a spacious modern Kitchen diner, a cosy sitting room with TV also two good size double bedrooms, modern bathroom and outside space.

Oct. 27 – Nov. 3

$158 CAD per night

Guest favourite

Cottage in Derbyshire

5.0 out of 5 average rating, 142 reviews

Luxury 2 Bedroom Cottage (Sleeps 4) Stunning Views

*AirBnB Best New Host Finalist 2022* A stunning 2 bedroom (Sleeps 4) luxury cottage, nestled in the Peak District countryside, with superb views over Chatsworth House. Outdoor dining, farm animals, private parking (with electric charging) & tranquil walks - all within a short drive of Bakewell, Matlock & the beautiful Derbyshire Dale villages. Fully equipped with everything you will need for your stay, including: Netflix, Amazon Prime & Disney+ BBQ for outdoor dining. Family & Dog Friendly

Nov. 2 – 9

$282 CAD per night

Guest favourite

Cottage in Derbyshire

4.99 out of 5 average rating, 149 reviews

2 En-suite rural luxury cottage Ashover Derbyshire

Rural luxury 2 bedroomed en-suite cottage with kingsize bed & twin or superking. Both bedrooms have en-suite facilities one with walk in rain shower and twin with shower over bath. Ideally situated for the Peak District, Bakewell, & Chatsworth. Underfloor heating throughout and looks out onto its own woodland with picnic bench plus 2 more seating areas ideal for 2 couples. BBQ & table & chairs with cushions. Perfect for chilling out with views and walks from the doorstep. Pub 10 minute walk.

Feb. 14 – 21

$305 CAD per night

Guest favourite

Cottage in Holymoorside

4.97 out of 5 average rating, 223 reviews

Wasp Nest Cottage, Peak District

Sitting on the edge of the Peak District, a stone’s throw from open fields, woodland and moors - sits a 19th Century cosy mill worker’s cottage. Two pubs and a shop are within easy walking distance and Chatsworth House is a beautiful 7 mile wander over the hill. Marvel at the lovely centuries old tree slice, coffee table and huge slice of elm breakfast bar, enjoy chopping boards, pottery and soft furnishings from the local artisans - just some of the magic the Peak District has to offer.

Oct. 18 – 25

$201 CAD per night

Guest favourite

Apartment in Chesterfield

4.96 out of 5 average rating, 243 reviews

Cosy studio apartment close to Peak District

Cosy,private ,self contained upstairs studio with own entrance , double bed with en suite, dual ring halogen hob ,combination microwave and oven , television with free sat ,free wifi ,integrated fridge freezer ,breakfast bar and stools . Comfy chairs to relax! On the main bus route into Chesterfield and the Peak District ,10 mins to Chatsworth,20 mins to Bakewell and lots of walks in the area. Many bars ,coffee shops and restaurants within walking distance . We look forward to meeting you.

Apr. 21 – 28

$129 CAD per night

Guest favourite

Cottage in Great Longstone

4.97 out of 5 average rating, 356 reviews

Periwinkle Cottage

A truly delightful, terraced, natural stone-built cottage in the picturesque village of Great Longstone in the Peak District. Oak floors and exposed stone walls add to the character of this cottage, not too mention the wood burner to curl up by after a day exploring this beautiful part of the country. The pretty village of Great Longstone is set in a wonderful location in the heart of the Peak District National Park, flanked by Longstone Edge, with Bakewell and Chatsworth House close by.

Apr. 28 – May 5

$189 CAD per night

Guest favourite

Guesthouse in Derbyshire

5.0 out of 5 average rating, 132 reviews

Springwood Cottage Private and Unique.

Springwood Cottage is ideally situated in a beautiful location on the edge of Derbyshire is completely self contained with its own entrance and private garden area with parking outside. The Cottage is completely newly built and designed to the highest standard. Well behaved Dogs welcome. A deluxe super kingsized bed (6 x6 foot) with the most up to date memory foam layered mattress, featuring a sofa bed in the lounge which also is built to the highest standard from Darlings of Chelsea.

Oct. 16 – 23

$306 CAD per night

Guest favourite

Condo in Dronfield

4.81 out of 5 average rating, 209 reviews

Exclusive & Beautiful Modern Studio Flat

Located on Green Lane, traffic is busy at peak times of the day, however this private studio is perfect for access to the Peak District. There is a kitchen, a spacious bathroom, pull-down double bed (only a small 4 ft double). The flat is best suited for a single person but if you are in a couple and the bed is ok, then this will suit you. The Peak district is just a short car ride away. Restaurants, supermarkets; train station and buses will take you to Sheffield or chesterfield.

Oct. 20 – 27

$82 CAD per night