Pet-friendly vacation rentals in Chesterfield

4.98 out of 5 average rating, 183 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.

Condo in Holymoorside

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!

4.92 out of 5 average rating, 134 reviews

The image presents a modern kitchen featuring sleek cabinetry and essential appliances. A cozy lounge area with neutral tones showcases a comfortable seating arrangement and a television. The spacious bedroom boasts a wooden bed frame and soft linens. A stylish bathroom includes a bathtub and waterfall shower. A scenic walking trail bordered by trees is depicted in the last image.

Home in Pilsley

Cosy Quiet Cottage In Pilsley

A beautiful, refurbished, one bedroomed cottage in a peaceful small village location, just a couple of minutes walk onto the Five Pits Trail and other great walks, yet still in close proximity to local amenities. The perfect place to enjoy a home from home getaway; self check in, full kitchen, glorious large bathroom space with bath and waterfall shower, comfy lounge area with large TV, extremely spacious cosy king bedroom and front and rear enclosed patio areas for your four legged friends!

4.95 out of 5 average rating, 270 reviews

A panoramic view of rolling green hills and fields is framed by lush trees. The landscape features varying shades of green, with distant hills under a subtly cloudy sky. This serene countryside setting showcases the natural beauty of the surrounding area.

Cottage in Darley Dale

The Hideaway, Great views, garden & location

The Hideaway is an attractive cottage with wonderful views, contemporary decoration, consisting of a kitchen/living space, bedroom, shower room & west facing balcony all accessed from your private entrance with self check-in. Hidden away on the lovely wooded hillside of the Derwent Valley between Bakewell and Matlock, within 3 miles of Chatsworth House & Haddon Hall. Great for walkers, situated down a quiet lane, with fantastic walks from the front door through woodland, fields or moorland.

5 out of 5 average rating, 229 reviews

A spacious lawn leads to a charming stone cottage, surrounded by well-maintained greenery. The bright blue sky and scattered clouds enhance the inviting atmosphere, while the driveway provides access to the property and its scenic surroundings.

Cottage in Darnall

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

4.98 out of 5 average rating, 305 reviews

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.

Cottage in Holymoorside

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.

Apartment in Chesterfield

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.

4.96 out of 5 average rating, 283 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.

4.82 out of 5 average rating, 253 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.

Condo in Dronfield

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.

4.96 out of 5 average rating, 332 reviews

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.

Home in Chesterfield

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

4.98 out of 5 average rating, 354 reviews

A well-arranged bedroom features a spacious bed with decorative pillows and a cozy quilt. A window with striped blinds provides natural light and a view of greenery outside. An ice bucket and two glasses are placed on a bedside table, adding a touch of elegance.

Guest suite in Ashover

Hunger Hill Farm Studio - Derbyshire Dales

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.

5 out of 5 average rating, 113 reviews

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.

Home in Ashover

Country Cottage with great outside space & views

Relax in our stunning two-bedroom slice of Derbyshire heaven! Amazing walks and local pubs >1 mile away. Large terrace with fabulous views over the valley & a range of seating. 2 double bedrooms, 1 ensuite & large family bathroom. Significant renovations recently & has a highly specified kitchen inc. range. Log burner in living room & Smart TVs in Kitchen, Living room & main bedroom. WIFI & office to keep in touch with work whilst relaxing in comfort & style.

4.97 out of 5 average rating, 238 reviews

The exterior of the building showcases a traditional stone structure, featuring a vibrant blue door and several windows. A small garden area with gravel and low plants is visible, creating a quaint and inviting entrance alongside a simple table.

Guesthouse in Derbyshire

The Annexe - Belle Vue House

The Annexe to Belle Vue House was built for Servants to the main house in 1823. The grade 2 listed building commands an elevated position overlooking Matlock Bath. The property has been lovingly updated to keep period features while providing modern living. The property is accessible via a flight of stone stairs from the lower drive way. Due to the period nature and historic listing road side parking is necessary.

4.97 out of 5 average rating, 145 reviews

The exterior of a renovated cottage is displayed, featuring a stone facade with light blue window frames and a matching front door. Two potted plants adorn the entrance, and large windows offer glimpses of the interior. A neighboring building is visible on the left.

Cottage in Matlock

Quiet hideaway in Matlock with far reaching views

The Snug is in a great location on the edge of Matlock town centre. The space is cosy and has a great view over towards Matlock bath and the surrounding areas. It’s a great base for exploring the Derbyshire Dales and Peak District. The walk to town is approximately 10 minutes downhill, bit more on the way back! Lots of shops and supermarkets within easy walking distance and easy access to lovely countryside walks.

Popular amenities for Chesterfield pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.83 out of 5 average rating, 433 reviews

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.

Home in Derbyshire

Cosy cottage, stunning views near Chatsworth

4.98 out of 5 average rating, 221 reviews

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.

Home in Eckington

Pear Tree Lodge with private HOT TUB and garden

4.89 out of 5 average rating, 167 reviews

A private terrace features a small table with two chairs, surrounded by stone walls. The stunning view showcases green hills and a partly cloudy sky. The rustic charm of the cottage's stone rooftop and chimneys adds to the peaceful ambiance.

Home in Darnall

Pigeon Loft Cottage

4.98 out of 5 average rating, 311 reviews

A charming stone exterior is displayed, featuring a light green door framed by a window with divided panes. Alongside, a matching green vented door is visible, with a small potted plant positioned at the entrance. A wooden bench rests nearby on the grey pavement.

Home in Litton

Delightful 1 bedroom annexe with own patio

4.9 out of 5 average rating, 231 reviews

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.

Home in Totley

Charming fully equipped home 5min to Peak District

4.94 out of 5 average rating, 953 reviews

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.

Home in Castleton

Riverbank Cottage - Annex

Home in Ashford in the Water

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, 132 reviews

Quince Cottage

4.96 out of 5 average rating, 173 reviews

An open living area displays a staircase leading to the upper level, framed by rustic wooden beams. Light-colored walls and a stone fireplace lend warmth. A dining table, adorned with tasteful items, sits near large glass doors that provide outdoor access.

Home in Youlgreave

The Old Timber Store - tiny home in a village

Pet-friendly home rentals with a pool

Holiday park in Derbyshire

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.

4.85 out of 5 average rating, 26 reviews

Caravan near Tissington Trail

4.95 out of 5 average rating, 371 reviews

Cottage in Fenny Bentley

Luxury Peak District Home - 2 miles from Ashbourne

4.9 out of 5 average rating, 132 reviews

Cottage in Holmfirth

Lower Mallard cottage, hot-tub & spa options

Holiday park in Derbyshire

A comfortable lounge area features two free-standing sofas adorned with cushions and throws. A coffee table sits centered in front of a TV stand, while natural light pours in through large sliding doors that lead to an outdoor deck.

5 out of 5 average rating, 22 reviews

The Tissington Retreat, Ashbourne Heights

5 out of 5 average rating, 73 reviews

A vibrant display of yellow daffodils covers the foreground, leading to a spacious red-brick holiday home. The house features a sloped roof and windows that reflect the surrounding greenery. A manicured lawn and neatly trimmed hedges enhance the inviting outdoor space.

Home in Nottinghamshire

Stunning views - outdoor pool - cosy log burner

5 out of 5 average rating, 38 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 in Derbyshire

Loki’s Lodge@ Ashbourne Heights holiday park

4.91 out of 5 average rating, 32 reviews

The image captures a tranquil swim spa, set against a backdrop of lush greenery and tall trees. A clear blue sky is visible, enhancing the serene outdoor atmosphere. The swim spa's surface reflects the environment, creating a calming scene perfect for relaxation.

Farm stay in Derbyshire

Family Home Getaway - Hot Tub, Sauna & Swim Spa

4.97 out of 5 average rating, 59 reviews

An outdoor patio area is set up with a large wooden dining table surrounded by several wooden chairs. Lush green plants and blooming flowers frame the space, enhancing the natural beauty of the stone farmhouse structure in the background.

Condo in Holmfirth

Uppergate Farmhouse Apartment

Private, pet-friendly home rentals

4.97 out of 5 average rating, 108 reviews

The kitchen features a rustic design with shaker-style cabinetry and wooden countertops. A farmhouse sink is positioned under a window, complemented by modern appliances. A wooden dining table and chairs offer a cozy dining space, illuminated by warm lighting and natural materials.

Barn in Eyam

Jacobs Barn, Eyam

Farm stay in Jackson Bridge

An outdoor area features a vintage copper bathtub positioned against a stone wall adorned with greenery. Two windows with blue frames bring natural light, while potted plants and a white metal chair add a decorative touch to the wooden deck.

4.96 out of 5 average rating, 481 reviews

Top O' Th Hill Farm Cottage- Summer Wine Country

4.94 out of 5 average rating, 417 reviews

The exterior of the stone cottage is framed by a vibrant garden filled with colorful flowers. Large windows provide natural light, and solar panels can be seen on the roof. A rustic stone wall adds charm to the property, creating an inviting entrance.

Cottage in Matlock

17th century cottage in Matlock

4.99 out of 5 average rating, 263 reviews

A bright bedroom features a yellow metal bed frame and a textured quilt draped over the edge. A dark accent wall contrasts with the decor, while a wooden nightstand adds warmth. Natural light enters through a large window with a view of the surroundings.

Cottage in Derbyshire

SnapTin - stylish vintage cottage in Bakewell

4.99 out of 5 average rating, 224 reviews

The exterior of the cottage features a blend of rustic brick and wooden elements, with a welcoming entrance and landscaped planters. The path is bordered by well-kept greenery, leading toward the charming structure under a partly cloudy sky.

Cottage in Totley

Luxury Peak District Cottage with Hot Tub

4.98 out of 5 average rating, 178 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 in Derbyshire

Kingfisher Lodge, Froggatt, Peak District

4.92 out of 5 average rating, 306 reviews

The exterior of a charming stone cottage is visible, featuring a dark wooden door and a small window. A bistro table with two chairs is positioned on the gravel pathway, surrounded by vibrant greenery and climbing plants. A clear blue sky adds to the serene setting.

Cottage in Wetton

The Gate House, Wetton. Great base for exploring.