Vacation rentals in Chesterfield District

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Top-rated vacation rentals in Chesterfield District

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Top guest favorite
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.
Cottage
4.93 out of 5 average rating, 308 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.

Superhost
A bright studio area features a double bed with soft linens and decorative pillows. A small dining table is set for two, accompanied by a bottle of sparkling wine and glasses. Natural light floods through glass doors leading to an outdoor patio.
Guest suite
4.87 out of 5 average rating, 354 reviews

Studio Annexe on the Edge of the Peak District

A bright and airy ground floor annexe, used solely for guests. With its own entrance, a comfortable double bed, fully equipped kitchen and outdoor patio area, you are guaranteed a relaxing and private stay. Nestled away in the village of Tupton on the edge of the Peak District, we hope that you can find a place to relax, eat and explore. If you're with us for work, moving house or to see family, then we have everything you need from pots and pans to a washing machine as well as a space to park.

Guest favorite
An open-plan living area is presented, featuring a cozy leather sofa and a stylish glass coffee table atop a circular rug with muted colors. Modern kitchen appliances are visible, alongside wooden shelves and decorative plants, enhancing the welcoming ambience.
Condo
5 out of 5 average rating, 12 reviews

The Old Dance Studio

Welcome to our newly renovated apartment in the centre of Chesterfield, where you will be able to relax in style. Modern but full of character, the Old Dance Studio is a bright and spacious 1 bedroom ground floor flat with an open plan living space, kitchen, bathroom and access to a courtyard. Great for anyone commuting or working in the area or visiting the Peak District with a short walk to the train station and town centre. Paid parking from £3.80/24h and on street parking available nearby.

Guest favorite
The modern kitchen is equipped with light-colored cabinetry and a wooden countertop. Stainless steel appliances include a gas stove, microwave, and kettle. A stone backsplash adds texture, while a wine rack and dishware are neatly organized. Adequate lighting illuminates the workspace.
Home
4.97 out of 5 average rating, 30 reviews

Cosy 2 bed home CHESTERFIELD

This cosy, modern 2 bed home is the perfect base to explore Chesterfield, Derbyshire and the Peak District. Kitchen well equipped with oven, washing machine, large fridge/freezer, toaster, kettle, microwave and all kitchenware. The living room is bright with a large comfy sofa, smart TV and a fold out dining table with 4 chairs. Two double bedrooms, plenty of wardrobe space and bathroom with a walk-in shower. Fast free wi-fi and free parking at the back of the property. EV charging available.

Top guest favorite
A ground floor entrance is framed by a brick exterior. Two white chairs and a small table are positioned on a stone patio, inviting relaxation. A glass sliding door offers a view into the studio, with a landscaped area visible nearby.
Condo
4.99 out of 5 average rating, 142 reviews

Chesterfield -Peak District-Chatsworth-EV Charger

Enjoy our ground floor studio, private entrance, bathroom, kitchenette with fridge freezer, microwave, double bed, wall-mounted TV. PAYG EV Charger - Ideal for business travellers and couples seeking a relaxing break. Located on a quiet, tree-lined avenue. Minutes from Chatsworth Road's bars and restaurants. Close to the Peak District, Chatsworth House, Buxton, Bakewell, and Matlock, guest access via a coded key lock. Nestled near the Hipper Valley bike trail for a peaceful retreat.

Superhost
A light-filled living area features a comfortable sectional sofa in soft gray, complemented by decorative pillows. A dark coffee table occupies the center space, while large glass doors open to a private outdoor seating area, enhancing the connection to nature.
Home
4.91 out of 5 average rating, 22 reviews

Blissful Barry’s

A quiet detached house on a cul-de-sac on the edge of the Peak District. A short stroll from pubs and an India restaurant. 10 mins walk to the chesterfield canal, only 10 mins into the town centre by car with the famous crooked spire. The house has 2 double bedrooms both with a double bed and a single bedroom with a full sized raised single bed. Matlock and Bakewell is about a 30 minute drive and both lovely places to visit. Beds are made up for arrival with linen and towels included

Top guest favorite
Houseboat
4.98 out of 5 average rating, 49 reviews

Slinky The Narrow Boat

Slinky The Narrow Boat - Is a repurposed narrow boat that has been fixed into a set location near Dixon Lock Chesterfield, where you can enjoy all the the outdoors has to offer along with all the amenities you would want from a stay away. Slinky has a log burner for those cosy colder nights along with full working Kitchen, ensuite bathroom and a cosy double bed. Dogs are welcome to stay as Slinky is situated in its own private garden with patio overlooking the Chesterfield Canal.

Guest favorite
A bedroom is featured with a spacious bed dressed in floral bedding. A wooden wardrobe with mirrors stands beside the bed. A bedside lamp provides soft illumination, while neatly folded towels are placed at the foot of the bed, offering a sense of comfort and convenience.
Apartment
4.88 out of 5 average rating, 72 reviews

The Hideaway

Surround yourself with style in this standout space. Modern recently refurbished basement apartment with private secure drive. It comprises of 1 bedroom with king size bed, kitchen/lounge with pull out sofa bed that sleeps 2. The kitchen is equipped with microwave, fridge, air fryer, kettle, toaster, Sandwich maker and all utensils. Includes all bedding and towels. Shower room. 10 min walk to the chesterfield canal. Shops, pubs and restaurants are all within walking distance.

Guest favorite
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
4.96 out of 5 average rating, 337 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

Guest favorite
A well-appointed bedroom features a king-sized bed with a tufted grey headboard. Soft bedding is complemented by two accent pillows in warm tones. A cozy sofa with matching cushions is positioned nearby, next to a window that allows natural light to fill the space.
Apartment
4.94 out of 5 average rating, 51 reviews

The Old Bank Luxury Serviced Apartments, Dronfield

1 bedroom luxury serviced apartment within the heart of Dronfield, next door to the train station, restaurants and shops. We can accommodate up to 2 guests with a super comfy king sized bed and desk and 43” smart TV. There is a fully equipped dining kitchen with dishwasher, oven, microwave and dining table and chairs. Stunning walk in shower room all brand new and refurbished to the highest standard! We also offer discounts for bookings longer than 2 nights.

Top guest favorite
A wooden lodge is illuminated by warm light in the evening dusk, surrounded by a wooden fence. Softly glowing string lights outline the perimeter, while purple flowers are visibly present in the foreground, adding a pop of color to the serene scene.
Farm stay
4.96 out of 5 average rating, 298 reviews

Woolley Lodge Farm Retreat

A brand new fully furnished wooden lodge situated within the grounds of a working farm, with views across open countryside. The cabin has been furnished to a high standard and includes a double bedroom with double bed. The kitchen has a full size fridge with small freezer, full size oven and a microwave. It has a small bathroom with a full size corner shower. It has its own entrance, parking and a beautiful decked area and fire pit outside

Superhost
A warm living space is depicted, featuring a beige sofa and a brown recliner chair. A cozy fireplace is visible, with a small dining table in the foreground. Wall decorations include heart-shaped ornaments, and a staircase leads to the upper level.
Home
4.74 out of 5 average rating, 317 reviews

A cosy 2 bedroom family friendly living space

Bring the whole family to this great place, ideal for the Peak District walking. Our 2 bedroom 1 bathroom and living space has a real country cosy feel, WiFi. Free off road parking is available •. Please note before booking our cottage, there is no kitchen at the cottage ,in the living area there is a small fridge toaster kettle coffee machine microwave cutlery plates cups and glasses everything you will need for a comfortable stay

Popular amenities for Chesterfield District vacation rentals