Pet-friendly holiday rentals in Chesterfield

4.98 out of 5 average rating, 200 reviews

A traditional stone barn conversion is visible, showcasing a well-maintained exterior with multiple windows and doors. The surrounding gravel driveway leads to a serene countryside setting, highlighted by greenery in the background and a clear blue sky above.

Apartment

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!

The living room features a cozy arrangement with a soft beige sofa and armchair, adorned with floral cushions. A low coffee table sits in front of a fireplace, while patterned curtains frame a bright window. A small TV is mounted on the wall above the fireplace.

4.93 out of 5 average rating, 310 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.

5 out of 5 average rating, 246 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

A cozy sitting area features a blue armchair with decorative pillow. A wooden mantel surrounds a small fireplace, flanked by two lamps providing soft illumination. Artwork adorns the walls, and a vintage trunk adds character to the space.

4.98 out of 5 average rating, 320 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.

A stone exterior of the building is highlighted, featuring a prominent navy-blue door framed by two windows. Soft lighting enhances the entrance, surrounded by a neatly landscaped area with low shrubs and pavers leading to the door.

4.99 out of 5 average rating, 231 reviews

The Kennels

Kick off your walking boots, wash down your bike or just park up the car, this freshly converted kennels is the place to relax for a few days. Peaceful and away from it all but close enough to explore the beauty of the Peak District and Chatsworth House. Matlock is a couple of miles away with restaurants, shops and amenities. You can start exploring from the door step; we can help with guides, directions and recommendations. The room can be configured as a luxury Super King or twin beds.

4.96 out of 5 average rating, 286 reviews

A spacious studio is seen, featuring a wooden double bed and a breakfast bar with stools. Comfy chairs are positioned near a large television. Soft carpeted flooring complements the pastel-colored walls, and kitchen appliances are visible in the background, providing functional living space.

Flat

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.

A traditional 17th-century cottage is visible along a peaceful path, bordered by a gently flowing stream. Lush greenery lines the walkway, contributing to the serene environment. The cottage features a welcoming entrance gate, hinting at the private outdoor space available to guests.

4.94 out of 5 average rating, 985 reviews

Riverbank Cottage - Annex

Stay in this traditional 17th Century cottage, listen to the relaxing stream from your bedroom window before you enjoy all the jaw dropping scenery when you step out of the front door. Situated in the heart of the beautiful village of Castleton, right next to the stream and enjoying a superb location near the 6 local pubs and numerous cafes. Your double room, with en-suite shower room, lounge and kitchenette are self contained. Walk out of the door and be on a footpath within minutes.

4.82 out of 5 average rating, 258 reviews

A wooden entrance door is framed by large planters filled with vibrant flowers and lush greenery. The glass panels of the door are partially frosted, allowing light to filter through. The surrounding area is adorned with hanging baskets overflowing with colorful blooms.

Apartment

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.

A comfortable living area is furnished with a gray sectional sofa and two leather armchairs. A glass coffee table is positioned centrally, and a wooden cabinet stands against the wall, adding storage space. Double doors lead to the outside, allowing natural light to enter.

4.96 out of 5 average rating, 341 reviews

The Long Hall 2 bed ground floor annexed apartment

Long Hall has been lovingly converted into a 6-person, ground floor, annexed apartment, within a quiet housing estate, a short distance from the Peak District. Two large double bedrooms, with rainfall shower en-suites, and a large open-plan living area dining and kitchen area and a large, shared enclosed patio and garden area Long Hall suits leisure and tourist staycations, as well as trade or professional workers, who wish for a home from home. SKY Sports and Movies included

4.99 out of 5 average rating, 146 reviews

The exterior of a stone cottage is displayed against a clear blue sky. Large windows allow light to illuminate the façade, and a set of stone steps leads up to the entrance. Nearby trees provide a natural backdrop, enhancing the overall rustic charm.

Barn

Charming grade II listed cottage with hot tub

Chander Hill Cottage is a stylish 3-bedroom barn conversion nestled above the village of Holymoorside, on the edge of the Peak District. This cosy cottage is a perfect base for exploring the countryside, with numerous walks from the door and two pubs just a mile away in the village. Relax in our hot tub with stunning views or warm up by the wood burning stove after a winter walk. The enclosed cottage garden has a patio where you can enjoy a BBQ in the summer. Dogs welcome!

4.98 out of 5 average rating, 361 reviews

Guest suite

Cosy self contained studio - Peak District

Set in the glorious Peak District in a rural and peaceful location is our lovely self contained studio. Glorious views and walks over rolling countryside. Close to Chatsworth House and Haddon Hall. With the popular wedding venue (Peak Edge Hotel ) within walking distance and the beautiful market towns of Bakewell, Matlock and Chesterfield (with its famous crooked spire) close by you can easily explore the Peak District from here. Perfect for the Chatsworth Christmas market.

A small glass dining table is paired with two transparent chairs. A vase filled with dried flowers in warm tones sits at the center, accompanied by a brown menu holder resting on the table's surface.

4.89 out of 5 average rating, 125 reviews

Luxurious Bolthole

Situated on the perimeter of the Peak District, this 1 bed apartment is on the grounds of a Grade 2 listed Georgian house. Complete with a steam room and fully appointed kitchen, this little gem is perfect for a luxurious countryside getaway, or a base for a walking holiday. Located just a 10 minute walk from the picturesque Lumsdale Falls and with Matlock Bath on our doorstep, this property is perfect for exploring Derbyshire and the Peak District.

Popular amenities for Chesterfield pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A charming stone cottage is visible, framed by lush greenery and flowering plants. The two-story structure features a sloped roof and a chimney, with a pathway leading to the entrance. Rolling hills are seen in the background, under a partly cloudy sky.

5 out of 5 average rating, 119 reviews

Country Cottage with great outside space & views

A view from a bridge showcases a serene countryside scene with a stone cottage nestled among lush greenery. The vibrant leaves of trees frame the picturesque surroundings, while the calm waters of the river reflect the natural beauty. The distant hills provide a backdrop.

4.88 out of 5 average rating, 261 reviews

Bridgefoot Cottage - Wild Swimming & Hot Tub

A rustic stone cottage is set against a backdrop of rolling hills. A spacious wooden deck extends from the cottage, surrounded by lush green grass and trees. Soft sunlight filters through the foliage, creating a serene outdoor environment.

4.84 out of 5 average rating, 457 reviews

Cosy cottage, stunning views near Chatsworth

The exterior of the lodge features a blend of traditional brickwork and modern architectural elements. Surrounded by lush greenery, the building showcases large windows and a welcoming entrance, set against a clear blue sky, emphasizing its peaceful and picturesque surroundings.

4.98 out of 5 average rating, 231 reviews

Pear Tree Lodge with private HOT TUB and garden

A modern kitchen space is shown with white cabinetry and a wooden island table. Stainless steel appliances, including built-in ovens and a refrigerator, are featured. Natural light floods in through a window above the sink and a stable door leading to the garden.

4.96 out of 5 average rating, 163 reviews

Sleeps 6- Views of Curbar gap & near to Chatsworth

A living room area features a dark gray sofa with plaid cushions, positioned beside a small white coffee table. A flat-screen TV is mounted on a wall unit, while light streams through a window with white shutters, creating a bright and welcoming space.

4.91 out of 5 average rating, 248 reviews

Charming fully equipped home 5min to Peak District

A traditional terraced cottage made of natural stone is showcased, featuring a vibrant teal door framed by lush greenery and flowering plants. Multiple windows allow natural light to fill the interior, while the surrounding road and nearby trees provide a serene backdrop.

4.97 out of 5 average rating, 151 reviews

Quince Cottage

Superhost

A bright bedroom features a spacious bed with white linens and colorful accent pillows. A bedside lamp provides soft lighting next to a small side table. A set of neatly folded towels is placed at the foot of the bed, while a dresser with drawers stands against the wall.

4.84 out of 5 average rating, 317 reviews

Unique tucked away home in S10 sleeps 2+2

Pet-friendly home rentals with a pool

4.85 out of 5 average rating, 27 reviews

A light and airy caravan is positioned within a grassy area, featuring a spacious decking area surrounded by a low fence. An umbrella provides shade for outdoor seating, with well-maintained landscaping visible. The clear blue sky enhances the inviting outdoor space.

Holiday park

Caravan near Tissington Trail

4.95 out of 5 average rating, 380 reviews

Luxury Peak District Home - 2 miles from Ashbourne

Superhost

4.94 out of 5 average rating, 94 reviews

Large Modern Décor 3 Bed with Driveway & Garden

5 out of 5 average rating, 27 reviews

Holiday park

The Tissington Retreat, Ashbourne Heights

5 out of 5 average rating, 45 reviews

An open living area features a light and airy design, showcasing two sofas with plaid cushions. A round coffee table is placed in front of the seating. The kitchen area is visible in the background, equipped with modern appliances, while a dining table for four is positioned nearby.

Cabin

Loki’s Lodge@ Ashbourne Heights holiday park

An open plan dining area features a wooden table surrounded by several chairs, complemented by a decorative plate display on the wall. Exposed beams highlight the ceiling. A comfortable seating area with light upholstery is visible in the background, providing a cozy space for relaxation.

4.89 out of 5 average rating, 18 reviews

Buttercup Down - shared heated pool & games room

Superhost

Farm stay

4.9 out of 5 average rating, 39 reviews

Family Home Getaway - Hot Tub, Sauna & Swim Spa

4.79 out of 5 average rating, 140 reviews

A panoramic view of the Derbyshire countryside is displayed, showcasing lush green hills and scattered trees under a clear sky. The landscape appears tranquil, highlighting the expanse of nature and the distant outline of fields, creating a serene backdrop.

Guest house

Dog Friendly Rural Retreat All March £1200

Private, pet-friendly home rentals

A tastefully decorated bedroom features a French antique king-sized bed with a decorative headboard and footboard. Two bedside tables with lamps flank the bed, and a comfortable armchair is positioned near the window, allowing natural light to illuminate the space.

4.97 out of 5 average rating, 206 reviews

Matlock Bath cottage gorgeous views/walled garden

4.94 out of 5 average rating, 427 reviews

17th century cottage in Matlock

A cozy living room features an original stone fireplace with a real fire, flanked by comfortable seating. A green cabinet offers decorative items, while a warm lamp provides soft lighting. A traditional rug enhances the calm ambiance, creating a welcoming space for relaxation.

4.98 out of 5 average rating, 117 reviews

Romantic Little Cottage in Eyam, Peak District

4.98 out of 5 average rating, 184 reviews

The exterior of the stone-built single-storey building is visible, featuring a slate roof and surrounded by landscaped gardens. A well-maintained pathway leads to the entrance, bordered by colorful flowers. Lush trees can be seen in the background, contributing to a peaceful ambiance.

Barn

Kingfisher Lodge, Froggatt, Peak District

A modern kitchen diner features wooden cabinetry and a spacious table with room for six. A bouquet of flowers sits at the center of the table. Appliances include a refrigerator, microwave, and dishwasher, while tiled walls display a mix of earthy colors.

4.91 out of 5 average rating, 254 reviews

Holly Cottage a great place for a country break

4.8 out of 5 average rating, 388 reviews

A stone exterior of the building is visible, featuring a wooden door and an upper window. A grassy courtyard with a stone path leads to a seating area, equipped with a round table and metal chairs, surrounded by various plants and trees.

Tiny home

The Bunker

The exterior of a quaint chapel conversion is visible, featuring natural stone walls adorned with climbing greenery. A warm light is seen by the entrance, framed by vivid plants that line the pathway. The atmosphere reflects a serene rural setting.

4.88 out of 5 average rating, 551 reviews

Quaint 2 bed cottage, ideally located for walking

An outdoor seating area is depicted, featuring a round table and four wicker chairs beneath a large umbrella. Lush greenery and flowerbeds surround the space, while a gravel pathway leads to a wooden gate in the background, providing a sense of privacy.