Vacation rentals in Wessington

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Top-rated vacation rentals in Wessington

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Top guest favorite
Cottage in Winster
4.95 out of 5 average rating, 461 reviews

Gorgeous romantic cosy cottage retreat with views

Welcome to Lancaster Cottage, Winster - the perfect luxury escape for couples in the Peak District. ~ Ideal cosy hideaway for a romantic escape for 2 ~ Secluded, off-road & immersed in nature with secret garden & log cabin ~Fabulous walks from the doorstep ~Lovely pubs within a few minutes walk ~Oozes character - built in 1701 & Grade II Listed ~ Cosy woodburner fireplace & beams ~Huge sink-in settee & a dreamy, romantic bedroom with king-sized comfy bed with stunning views ~Dog-friendly

Top guest favorite
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 Derbyshire
5.0 out of 5 average rating, 280 reviews

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

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
5.0 out of 5 average rating, 243 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.

Superhost
The scenic approach to The Old Granary is lined with lush greenery and vibrant flower beds. A gravel path leads to the charming stone buildings, set against a backdrop of a bright blue sky and fluffy white clouds, showcasing the peaceful countryside ambience.
Cottage in Matlock
4.88 out of 5 average rating, 8 reviews

Luxury Holiday Cottage, The Old Granary Matlock

Find us The Old Granary Matlock The Old Granary is a sanctuary from the speed of life. Nestled in a Hamlet in the rolling hills of Derbyshire with breathtaking countryside views. The interiors combine elegant, modern finishes with traditional touches. Beds are luxuriously comfortable for a dreamy nights sleep. The terrace area is a perfect place to enjoy meals taking in that wonderful view. Our outdoor bath is the perfect spot for soaking up those wonderful views. Lounge seating & fire pit.

Top guest favorite
Cottage in Matlock
4.97 out of 5 average rating, 75 reviews

Romantic Derbyshire Cottage, Roll Top Bath

Cedar Cottage is a beautifully restored one-bedroom stone cottage on our smallholding near Crich, in the heart of the Derbyshire countryside and just a short drive from the Peak District. Designed exclusively for couples, it's the perfect spot for romantic getaways, special celebrations or simply slowing down together. Relax by the cosy fire, soak in the freestanding roll-top bath beside the bed and watch the sun set behind Crich Stand from your private patio. A peaceful, adults-only escape.

Top guest favorite
The lofted space features exposed wooden beams and rustic stone walls, creating a sense of historical charm. A potted plant is positioned near a low railing, overlooking the open area below, which includes cozy seating and ample natural light streaming through large windows.
Barn in Derbyshire Dales
4.92 out of 5 average rating, 210 reviews

Magical Historic Barn Conversion

This barn is not for everyone; it is no ordinary holiday cottage, but a retreat for the senses. A unique chance to step back in time, a place where time stands still. The antidote to the fast-pace of life, up here you will feel as though you’re in another world. This 17th century barn is a love note to its 1960s conversion, with all its quirky features still intact. There are no screens, the lighting is low and warm, you will not hear a sound apart from the birdsong. For some, it is heaven.

Top guest favorite
The exterior of the detached garage features a two-story design with a red tiled roof and large garage doors. A gravel driveway leads to the entrance, while an outdoor staircase provides access to the apartment above. Lush greenery surrounds the property, enhancing the rural setting.
Guest suite in Derbyshire
4.9 out of 5 average rating, 150 reviews

Ford Farm Annex, Ogston, Higham, Derbyshire

The private apartment is situated above our 3 bay detached garage, within the grounds of our home. We live down a quiet country lane giving the feeling of a rural location, but within a few miles of Matlock. It offers the freedom of modest self-catering accommodation, ideal for short breaks, the minimum stay is 2 nights. Ford Farm is good for couples and solo or business travellers, but limited to two peopIe. It is an ideal base for walking, cycling and exploring the Peak National Park

Top guest favorite
A wooden holiday lodge is surrounded by lush greenery. The exterior features large windows and a spacious deck with a patio umbrella. A garden area with various plants and a decorative wind sculpture adds charm to the setting.
Cabin in Derbyshire
4.99 out of 5 average rating, 85 reviews

Butterfield Lodge

Peaceful holiday lodge situated in the grounds of our small farm on the edge of the Peak District. Located in the rolling countryside on the outskirts on the beautiful village of Brackenfield. Surrounded by countryside footpaths. Rural local pub and restaurant and renowned fish and chip shop all within walking distance. Ogston reservoir with its beautiful scenery, well known birdlife and sailing club is literally just down the road. * booking fees are included in the price that you see *

Top guest favorite
A spacious wooden deck is highlighted, featuring a dining table and chairs set for outdoor meals. Lush greenery surrounds the area, with distant hills visible under a cloudy sky. Large glass doors lead into the lodge, allowing natural light to enter.
Cabin in South Wingfield
4.98 out of 5 average rating, 312 reviews

Hazel Lodge luxury log cabin

Hazel Lodge is new to Sam’s Derbyshire cottage. This beautiful lodge is set on a working farm between south wingfield and crich. The lodge has 2 bedrooms 1 double and twin rooms, the bathroom is spacious with a shower over the bath. The open plan living kitchen and dinning area is great for entertaining with a 40” smart tv. The hot tub is very private with looks down the valley great for star gazing! There is a big decking area with table and chairs for long nights sat outside.

Top guest favorite
A serene sleeping area features a wooden bed dressed with a yellow patterned throw, complemented by fluffy towels. A cozy armchair provides additional seating. Large windows frame the view, allowing natural light to illuminate the space, while warm tones create a peaceful ambiance.
Guest suite in Ashover
4.98 out of 5 average rating, 250 reviews

Self-contained studio in amazing rural location

This comfortable studio with amazing views, lots of outdoor space, walks from the doorstep and pubs with good food nearby is perfect for couples looking to re-charge their batteries in a rural location. It has a well-equipped kitchen, including dishwasher, White Company linen, underfloor heating with independent controls, it's own combi-bolier for hot water, tv and wi-fi. It is on the edge of the Peak District with many local attractions, such as Chatsworth and Hardwick Hall.

Top guest favorite
A comfortable living area features exposed wooden beams and a cozy sofa. A wooden coffee table sits in front, with a television mounted nearby. Natural light enters through a window adorned with soft blinds, creating an inviting space for relaxation.
Condo in South Wingfield
4.92 out of 5 average rating, 142 reviews

The Conkers Country Cottage Self Catering Retreat

The Conkers is in the picturesque Hamlet of Moorwood Moor on of the edge of the Peak District. There are many walks from the door and 150 yards along the lane is The White Hart Inn where you will experience good food or just enjoy a well-deserved glass of wine. The Conkers delightful garden and orchard area provides a lovely spot for a relaxing drink, or perhaps some alfresco dining after a busy day exploring. There is ample off road secure parking behind automated gates.

Guest favorite
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
4.98 out of 5 average rating, 130 reviews

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.

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