Holiday houses in Wessington

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Top-rated holiday rentals in Wessington

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Top Guest favourite
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 Darnall
5 out of 5 average rating, 236 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 favourite
The traditional stone cottage features a sloped roof and an inviting exterior surrounded by lush greenery. The garden is well-maintained, showcasing various shrubs and trees. A gravel pathway leads visitors to the entrance, while additional buildings are visible to the side.
Cottage in Derbyshire
4.97 out of 5 average rating, 145 reviews

Pretty detached stone cottage in Derbyshire Dales.

Traditional detached stone cottage in peaceful countryside on the outskirts of Dethick, Lea and Holloway. Situated near the confluence of Littlemoor and Lea Brooks amidst trees and fields, Brook Cottage provides a relaxing bolthole: perfect for a romantic getaway for two or as a base for exploring the Dales and Peaks for up to four. Great walks and cycling from the doorstep. Tourist spots such as Matlock, Bakewell, Cromford and Chatsworth House easy to reach by car. Short walk to village pub.

Top Guest favourite
The exterior of a quaint stone cottage is presented, featuring a textured stone facade. Flower baskets with vibrant blooms hang from the walls, and a small window is adorned with a grid pattern. A house number can be seen next to the door, adding character.
Cottage in Derbyshire
4.94 out of 5 average rating, 375 reviews

Cosy and quaint stone cottage full of character

A pretty stone built quaint cottage located a few minutes walk from the centre of Matlock with Victorian pubs, restaurants and antique shops on the edge of the Peak District national park. Full of character & charm, it boasts antique furniture, has a lovely living area, spacious double bedroom, en suite bathroom. Newly fitted modern kitchen with all amenities. Tastefully furnished throughout, it offers a mixture of old and new. A perfect romantic retreat, walkers paradise, outdoor activities.

Top Guest favourite
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 Darnall
4.91 out of 5 average rating, 175 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 favourite
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, 235 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 favourite
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 Derbyshire
4.98 out of 5 average rating, 215 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.

Guest favourite
The exterior of Pepper Cottage is visible, showcasing a traditional stone façade with multiple windows. Access steps lead up to the entrance, and a low fence borders the well-kept garden area. The surrounding neighborhood features a mix of architecture under a bright blue sky.
Cottage in Derbyshire
4.95 out of 5 average rating, 200 reviews

Pepper Cottage- pet-friendly, stylish & cosy

Pepper Cottage is a stylish yet traditional workman's cottage with a modern garden room extension situated on Church Street, about 5-10mins walk into the centre of Matlock. It is ideal for dog-owners as it has a fenced garden and easy access to the High & Pic Tor for walks with fantastic views across Matlock & down to Matlock Bath. The front of the cottage looks up to Riber Castle. There is a lockable garden shed for bikes. Ideal for couples & families with older children.

Top Guest favourite
The charming cottage exterior is enveloped in lush greenery, featuring stone walls and a vibrant green door. A well-maintained pathway leads to the entrance, bordered by a variety of colorful plants and bushes, set against a backdrop of a clear blue sky.
Cottage in Monyash
5 out of 5 average rating, 282 reviews

Cosy Grade ll listed cottage Central Peak District

Nestled in the picturesque village of Monyash, Mereview a Grade II listed stone cottage offers the perfect escape for couples or solo adventurers seeking peace, character, and countryside charm. Thoughtfully restored and beautifully presented, this historic home blends timeless elegance with modern comfort. Whether you’re walking the limestone dales, visiting nearby Bakewell or Chatsworth House, or simply curling up with a book by the fire, this cottage is a serene base.

Top Guest favourite
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
4.9 out of 5 average rating, 119 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.

Top Guest favourite
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
5 out of 5 average rating, 117 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.

Top Guest favourite
The exterior of a rustic stone barn is shown, featuring a sloped roof and four skylight windows. A side door leads to the interior, while a gravel driveway extends toward the entrance. Surrounding greenery hints at the rural setting and privacy.
Barn in Stretton
5 out of 5 average rating, 126 reviews

Barn conversion in Derbyshire

300 year old barn converted into a two-bedroomed property set on the owner's 5-acre small holding with goats and chickens. Wake up in the morning with a curious goat overlooking the courtyard waiting for a cracker or two. Set next door to the owner's farmhouse but with complete privacy. Located 8 miles out of Matlock on the edge of the Peak District. Pub within walking distance. The nearest town is Clay Cross. The nearest train station is Alfreton.

Top Guest favourite
The exterior of a charming cottage is highlighted by natural stone walls and a slate roof. Lush greenery surrounds a spacious patio area, featuring landscaped gardens and planters. Large windows create an inviting entrance, and a decorative stone feature adds character to the façade.
Guesthouse in Tansley
4.98 out of 5 average rating, 553 reviews

Beautiful Self Contained Cottage in Derbyshire

Stunning Derbyshire Village self contained Cottage set within 1/2 acre of gardens in the picturesque village of Tansley. 1 mile from Matlock, 9 miles from Bakewell and Chatsworth. large double bedroom, open plan kitchen, dining and living area and separate bathroom with electric shower. Egyptian Cotton Bedlinen M&S Luxury Towels Self serve Continental breakfast included in price. Milk orange bread, fruit, cereals etc

Popular amenities for Wessington holiday rentals

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