Vacation rentals in Wessington

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Top-rated vacation rentals in Wessington

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Guest favorite

The exterior of a newly converted barn cottage is displayed, featuring rustic stone walls and a slate roof. Several windows allow natural light to enter, while two wooden benches are placed on the patio, inviting relaxation. Lush greenery is visible in the background.

Farm stay in Derbyshire

4.96 out of 5 average rating, 183 reviews

Luxury newly converted oak cottage

Newly converted barn into a luxury cottage with your private hot tub 4 bedrooms! The kitchen and living area is all open plan which is great to keep Conversation following! There is a bedroom and bathroom downstairs, the bedroom has a great view down the fields! Upstairs there is a king size bed with a ensuite, family bathroom and 2 twin bedrooms! You have a private patio area to the rear of the cottage where the hot tub is so you can relax in peace! Also keep a look out for the barn owl!!

Guest favorite

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

4.96 out of 5 average rating, 132 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 that 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 Bakewelll, Cromford Mills and Chatsworth House easy to reach by car. Short walk to village pub.

Top guest favorite

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, 181 reviews

The Kennels

Kick off your walking boots, wash down your bike or just park up the car, this brand new 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 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 out of 5 average rating, 224 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

A spacious two-story property is framed by greenery, featuring large windows with a welcoming entrance. The gravel driveway leads to the front of the house, where symmetrical planters enhance the facade. Lush trees and flowering plants surround the building, creating a serene outdoor environment.

Home in Derbyshire

4.99 out of 5 average rating, 159 reviews

Highfield House - Rural Retreat Derbyshire

We are located close to the Peak District, with Chatsworth House not far away. It is surrounded by Oakerthrope Nature Reserve and is perfect for those wanting to explore Derbyshire. We live next door and there are friendly cats and a dog that live on the property. *please note Hot Tub needs to be booked BY THE GUEST DIRECTLY with ‘Midland Hot Tub Hire’ for price, to arrive at the property the day before arrival to be filled and heated by host. EV charger available payable to owners please.

Top guest favorite

The exterior of a modern stone-clad holiday home features large glass doors, allowing natural light to fill the interior. The entrance is flanked by potted plants and a gravel pathway, with additional views of the surrounding landscape visible beyond the doors.

Guesthouse in Tansley

5 out of 5 average rating, 179 reviews

Oaks Edge View, Tansley, Matlock, Derbyshire

Oaks Edge View is a modern airy holiday home including Satellite TV, Wi-Fi, Large bedroom with a King-size bed and separate comfortable sofa bed. The bedroom can be set up to be used as a twin bedroom on request with a separate toilet upstairs. There is a well equipped kitchen, dining area, bathroom with a shower. A lockable lean to drying room for putting wet clothes and bicycles. There is off road parking and a garage available to store motor bikes. Oaks Edge View is 2 miles from Matlock.

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

4.89 out of 5 average rating, 131 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 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, 197 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 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

4.89 out of 5 average rating, 111 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 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, 143 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.

Top 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

5 out of 5 average rating, 101 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.

Guest favorite

A charming stone cottage with a slate roof is set among gravel landscaping. A vibrant green door, adorned with diamond-shaped glass, is framed by neatly trimmed boxwood hedges. A small potted tree adds a touch of greenery to the inviting entrance.

Barn in Clay Cross

4.85 out of 5 average rating, 493 reviews

Stretton Hall Farm - The Annex

Our holiday cottages & glamping pods are located on our 100 acre farm on the edge of the Peak District. The Annex is a modern barn conversion with a luxurious interior, designed to make it feel like a home away from home. Secluded down a 1/4 mile private driveway in a courtyard with the other cottages, the Annex has a quiet feel to it where you can truly relax. We are contractor friendly, please message us for work stays that are Monday to Friday.