Holiday houses in Chesterfield Canal

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Top-rated holiday rentals in Chesterfield Canal

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Top Guest favourite
A stone barn conversion is displayed, featuring a charming entrance with a large wooden door. The exterior showcases a blend of natural stone and modern design elements. Surrounding greenery and an archway are visible in the background, enhancing the rural setting.
Home in Ughill
4.98 out of 5 average rating, 156 reviews

Beautiful Barn surrounded by open countryside

A beautiful barn conversion surrounded by open countryside within The Peak District National Park. Ideally situated for exploring the Peak District, with excellent footpath access across the moors or the Sheffield Lakeland from the door . The City is only a short drive away with all of it's amenities. There is an excellent choice of local pubs and restaurants serving great food, local beers plus for Fine Dining, we are only 10 mins away from Sheffield's only Michelin starred restaurant Joro.

Top Guest favourite
Bungalow in Brimington
4.93 out of 5 average rating, 14 reviews

Roundhouse View

Modern and comfortable 2-bedroom bungalow in a quiet area of Chesterfield. Ideal for professionals, relocations and short stays. Sleeps 3-4 with a double and flexible twin setup. Includes superfast WiFi, fully equipped kitchen, washing machine, free parking and a private enclosed garden. Well located for the M1, town centre and the Peak District. Dog-friendly on request. Discounts for longer stays. Easy self check-in and reliable host support. Ideal for quiet stays, fast access and easy parking

Top Guest favourite
The Tower emerges from a lush green landscape, surrounded by tall trees and manicured grass. The building's robust concrete structure is accented by its original window designs, reflecting the natural beauty of the outdoors in a tranquil setting.
Tower in Bolsover
5 out of 5 average rating, 229 reviews

The Tower

The Tower is the perfect romantic high-end getaway for couples who want to get away from it all in a secluded location and fancy just something different. The Tower has recently been converted for use as a holiday let which was previously an unused ancillary building adjacent to The Water Works, an old water treatment plant near Bolsover, converted to domestic use in 2002 and featured on the Channel 4 programme Grand Designs. Available for single night stays. Discounts on 3+ nights bookings.

Top Guest favourite
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.
Cottage in Matlock
4.99 out of 5 average rating, 275 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.

Top Guest favourite
An outdoor seating area features a glass table with wicker chairs, surrounded by lush greenery. The view extends over gently rolling hills under a clear blue sky, creating a serene atmosphere. A hot tub is positioned nearby on the patio area.
Place to stay in Diggle
4.99 out of 5 average rating, 299 reviews

Heaven View Saddleworth

✨ Luxury Lodge for Two | Private Hot Tub | Incredible Views ✨ Escape the everyday in this exclusive lodge designed for those seeking relaxation and a little fun. Enjoy spectacular views of the Saddleworth Valley from your private hot tub, challenge each other on the pool table and the arcade machine. With private parking, scenic countryside walks from the doorstep, and a village pub close by, it's the perfect setting for a romantic getaway, anniversary, or peaceful break in the countryside.

Top Guest favourite
The exterior of the Coach House features a charming stone facade with a moss-covered roof. Two garage doors, framed by flower pots, provide a warm welcome. A gravel driveway surrounds the building, complementing the tranquil setting among mature trees.
Apartment in Harthill
4.98 out of 5 average rating, 151 reviews

The Coach House Harthill

The Coach House is the beautifully converted annex of ‘The Old Rectory’; a very handsome Grade II listed seven-bedroom period home built by the son of the 1st Duke of Leeds back in 1720, in the pretty village of Harthill. It offers the perfect location to explore Sheffield and the surrounding Peak District, conveniently situated close to the M1 (Junction 30) and A57. The bright and spacious living area comprises a kitchen, bathroom and two bedrooms and has off road parking for two cars.

Guest favourite
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 in Brimington
4.92 out of 5 average rating, 37 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 favourite
Houseboat in Brimington
4.99 out of 5 average rating, 80 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 favourite
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
4.96 out of 5 average rating, 346 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 favourite
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 in Derbyshire
4.94 out of 5 average rating, 366 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 and BBQ . Not suitable for children or pets

Top Guest favourite
An outdoor seating area features comfortable lounge chairs on a grassy patio, with a wooden deck extending towards a Japanese whirlpool bath. Large glass doors provide access to the interior, framed by wooden beams under a clear blue sky.
Cabin in Bakewell
4.92 out of 5 average rating, 480 reviews

Air conditioned Woodcutters ~ Romantic Retreat

✨ Romantic Air-Conditioned Cabin with Whirlpool Bath & Couples Spa 💖 Escape to Woodcutters Cabin — a luxury hideaway for two in the heart of the Peak District. Enjoy your private Japanese whirlpool bath with mood lighting, a plush super-king bed, and a secret shower-room door. Treat yourselves to candle-lit couples massages in our tranquil treatment room. A peaceful, baby, child-free, pet-free retreat made for romance and total relaxation.

Guest favourite
A brick garage accompanied by a paved driveway is visible. The garage door is closed, and a green recycling bin is positioned against the wall. A pet dog stands on the lower left side of the image, while trees are seen in the background.
Apartment in Hollingwood
4.87 out of 5 average rating, 183 reviews

The Loft

Immaculate Twin Loft Room with en-suite shower. Room accessed by the key in a Keysafe adjacent to the private door. Car parking for 1 vehicle available. 5 minute walk to Ringwood Hall, Canal, 3 takeaways and the Hollingwood Public House. 5 minute drive to M1 junction29a. Room has free Wifi, tea/coffee making facilities, television, microwave, fridge, clothes rail and 2 chest of drawers. Towels and bedding provided.

Popular amenities for Chesterfield Canal holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Derbyshire
  5. Chesterfield
  6. Chesterfield Canal