Vacation rentals in Hollingwood

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Top-rated vacation rentals in Hollingwood

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Top guest favorite
A well-maintained pathway leads to a beautifully designed cottage surrounded by lush greenery. The property features manicured hedges and trees, with a clear blue sky overhead, creating a welcoming entrance to the private garden area.
Guesthouse in Derbyshire
4.99 out of 5 average rating, 193 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 in 2020 and designed to the highest standard. Well behaved Dogs welcome, we are happy to accommodate 2 dogs, please request if you have more than 2. A deluxe super kingsized bed (6 x6 foot) with the most up to date memory foam mattress and a comfortable sofa bed in the lounge

Guest favorite
Bungalow in Brimington
4.93 out of 5 average rating, 15 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 favorite
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, 235 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.

Guest favorite
A modern, light-filled living area features a gray sectional sofa adorned with colorful, geometric pillows. A simple wall-mounted shelf is visible on the left, and a front door, partially open, allows natural light to enter the space.
Townhouse in Chesterfield
4.91 out of 5 average rating, 185 reviews

Cheerful 2- Bedroomed Home in Chesterfield.

This beautiful town house is located right on the edge of the Peak District and within walking distance to Chesterfield's iconic Market Town. This 2 bedroomed modern home has everything you need and is the perfect base for visiting all the local attractions Derbyshire has to offer. The locations boasts a 20 min drive to the well loved Peak District. Along with all the wonderful bars, restaurants, gift & coffee shops just a short walk away. Chesterfield's Golf course is just 15min drive away.

Top guest favorite
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, 152 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.

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 in Brimington
4.85 out of 5 average rating, 40 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 in Brimington
4.99 out of 5 average rating, 83 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 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, 349 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

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 in Derbyshire
4.94 out of 5 average rating, 377 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 favorite
Home in Walton
5 out of 5 average rating, 28 reviews

The Cow Shed at Dale House Farm

A perfect base for walking, visiting stately homes including Chatsworth and Haddon Hall, cycling or just simply relax and enjoy the endless unspoilt countryside. A short 10 minute drive to the Market Town of Chesterfield, with many bars, cafes, shops & cinema. Or 15 minute drive to Bakewell and other Peak District attractions. The Cow Shed is a luxury property, recently restored and converted to a very high standard which is available as a 1 bedroom property, with hot tub.

Guest favorite
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.

Top guest favorite
A cozy living area features a rustic brick fireplace with a wooden mantel. A compact wooden table is positioned on a colorful rug, surrounded by a comfy armchair and a potted plant. A small television is placed on a light wood stand, adding to the inviting atmosphere.
Home in Eckington
4.88 out of 5 average rating, 121 reviews

Lovely house Eckington Sheffield

Enjoy a peaceful stay in a stylish double room within a characterful Victorian house in the heart of Eckington, Sheffield. This cosy little home will be entirely yours during your stay, offering both comfort and privacy. Your host, Steven, will warmly welcome you on arrival and ensure you’re settled in. Whether you’re visiting for business, leisure, or a countryside getaway, this charming home is a perfect base.

Popular amenities for Hollingwood vacation rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Derbyshire
  5. Hollingwood