Holiday houses in Hollingwood

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Hollingwood

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Guest favourite
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 in New Tupton
4.87 out of 5 average rating, 366 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.

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, 226 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 favourite
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
4.92 out of 5 average rating, 180 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 favourite
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
4.98 out of 5 average rating, 340 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.

Guest favourite
The image captures a serene evening view from a private hot tub, with clear glass doors leading into a cozy indoor space. Outside, an expansive landscape of greenery and distant fields is seen under a twilight sky, creating a peaceful atmosphere.
Farm stay in Ashover
4.89 out of 5 average rating, 290 reviews

Clover View - Hot tub, Sauna & Countryside Views

Nestled on the countryside moors of Beeley, Clover View is a beautifully modern cottage ideally located a short drive from Bakewell, Chatsworth House, Matlock, and breathtaking landscapes of the Peak District. Sleeping up to 4 guests in superb accommodation with a cosy, contemporary feel – perfect for couples, families, or friends looking for a countryside escape. Step outside to your private hot tub or to feed the goats, its an ideal spot to relax and take in the stunning countryside views

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, 149 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.

Top 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, 362 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

Guest favourite
A spacious living area is presented with two comfortable sofas arranged around a coffee table. Artwork is displayed on the walls, and a large flat-screen TV is mounted. Light fixtures illuminate the room, creating a welcoming environment.
Apartment in Dronfield
4.94 out of 5 average rating, 116 reviews

The Old Bank Luxury Serviced Apartment Derbyshire

This is a 2 bedroom, recently renovated, luxury serviced apartment. We can accommodate up to 4 guests with a super comfy king sized bed with 50” smart TV, 2nd bedroom 2 single beds and 43” smart TV. There is a fully equipped dining kitchen with washer, dishwasher, oven, microwave and table / chairs for 4 people. Stunning en-suite walk in shower room refurbished to the highest standard! Full bathroom with bath and shower. We also offer discounts for stays longer than 2 nights.

Guest favourite
A cozy living space is showcased with a stylish leather sofa and an eye-catching egg chair nestled in the corner. Large windows reveal a view of the city at sunset, complemented by modern lighting and a textured stone accent wall.
Condo in South Yorkshire
4.84 out of 5 average rating, 180 reviews

House of Suede in the Heart of Kelham Island

UNIS Estates is pleased to present the House of Suede serviced apartment located in the heart of Sheffield’s vibrant Kelham Island. Boasting impeccable interior design, captivating selective ambience and a minimalist touch, this property offers a truly distinctive and luxurious stay. Enhance your visit by enjoying complimentary access to the on-site gym or taking a leisurely stroll to the rooftop terrace, offering breathtaking views of the Kelham surroundings.

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, 478 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.

Top Guest favourite
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
4.87 out of 5 average rating, 115 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 holiday rentals

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