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House vacation rentals in Chesterfield

Find and book unique houses on Airbnb

Top-rated house rentals in Chesterfield

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

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Guest favorite
A living room area features a dark gray sofa with plaid cushions, positioned beside a small white coffee table. A flat-screen TV is mounted on a wall unit, while light streams through a window with white shutters, creating a bright and welcoming space.
Home
4.91 out of 5 average rating, 228 reviews

Charming fully equipped home 5min to Peak District

Welcome to my lovely home in Totley which hosts up to five guests, infant and child friendly, just 5 minutes away from the stunning Peak District, 20 min drive to Chatsworth and Bakewell. Dore and Dronfield are within 10 min drive and Sheffield city centre 5 miles away. Bus stop to Bakewell is 2-min walk. The fully equipped kitchen contains everything you need for your self-catering stay. Walking distance to the chippy, local cafés, shops and restaurants. Free on-street parking, Pets welcome.

Top guest favorite
A modern kitchen area features a central island with seating, completed by stylish light fixtures above. A large window offers a view of lush greenery outside, while contemporary art adds a touch of color to the neutral walls. The space invites comfort and functionality.
Home
4.98 out of 5 average rating, 267 reviews

Panoramic views idyllic, hill farm Nr Bakewell

The Garden Nook offers complete privacy and is located in a perfect spot for everything. Newly converted and set within 55 acres of impressive private land, gardens, and fruit orchards. A rejuvenating location to unwind and reconnect with nature in such a tranquil environment. The comfy contemporary haven with tasteful decoration, stylish furniture, and spectacular views is the perfect place to relax. Watching lambs skipping around the orchard is a delightful bonus! Tractor experiences available

Guest favorite
A spacious garden area is visible, featuring a variety of colorful flowers in pots, including bright yellow and pink blooms. A well-maintained lawn extends into the distance, accompanied by tree line and greenery. A soft play structure and garden shed are also included in the scene.
Home
4.89 out of 5 average rating, 270 reviews

Oakdale - Our Quest retreat

Idyllically situated at the entrance to Hardwick Wood, Wingerworth, 2 miles from Chesterfield and all amenities, yet totally secluded. Close to Chatsworth & Peak District. Fully fitted kitchen all appliances including tumble drier & dishwasher. Underfloor zoned central heating. Log burner. Fully fitted bathroom with bath and shower. Separate shower/wc. Fully fitted bedrooms with ample wardrobes and drawers ideally suited to a family of 4. Sleeps 4 in one double and 1 set of bunks, cot available

Guest favorite
The exterior of the stone cottage is featured, showcasing its classic design with multiple windows and a welcoming entrance. Hanging flower baskets add a touch of greenery, while the surrounding landscape displays lush grassland and rolling hills in the distance.
Home
4.87 out of 5 average rating, 357 reviews

Runner Duck Cottage

A bright and airy cottage, comprising of two open plan rooms, a separate shower/WC. The kitchen area is equipped with hob, oven, fridge & microwave. In the downstairs lounge area there is a double pull out sofa bed, TV /DVD. Upstairs there is a king size bed & adjoining shower room/WC. Gas central heating. All bed linen, towels, and a welcome pack are provided. A charming little cottage for up to 4 people. Well behaved dogs are welcome. Immediate access to miles of footpaths & stunning views.

Guest favorite
The image presents a modern kitchen featuring sleek cabinetry and essential appliances. A cozy lounge area with neutral tones showcases a comfortable seating arrangement and a television. The spacious bedroom boasts a wooden bed frame and soft linens. A stylish bathroom includes a bathtub and waterfall shower. A scenic walking trail bordered by trees is depicted in the last image.
Home
4.92 out of 5 average rating, 134 reviews

Cosy Quiet Cottage In Pilsley

A beautiful, refurbished, one bedroomed cottage in a peaceful small village location, just a couple of minutes walk onto the Five Pits Trail and other great walks, yet still in close proximity to local amenities. The perfect place to enjoy a home from home getaway; self check in, full kitchen, glorious large bathroom space with bath and waterfall shower, comfy lounge area with large TV, extremely spacious cosy king bedroom and front and rear enclosed patio areas for your four legged friends!

Top guest favorite
A spacious detached house is surrounded by lush greenery and landscaped grounds. The exterior features a stone facade, slate roof, and charming gardens with flowering plants. Free-roaming chickens are visible, adding a rural charm to the serene setting under a clear blue sky.
Home
5 out of 5 average rating, 220 reviews

The Stables House, Lomberdale Hall. 4 to 7 guests

Spacious detached private house, 3,000 sq ft/ 275 sq m. Own drive. 3 acres of grounds. Log burner (fuel provided) Front, back and garden doors; Entrance hall, sweeping staircase, beautiful sitting room, library stuffed with books, 3 large bedrooms (Vispring beds) plus 3 fab bathrooms with baths & separate showers - plus a single bed downstairs. Warm kitchen, utility room & larder. Antique furniture, lovely curtains. Perfect for families, couples, groups. Walking galore! 3 Pubs in the village.

Top guest favorite
The exterior of the lodge features a blend of traditional brickwork and modern architectural elements. Surrounded by lush greenery, the building showcases large windows and a welcoming entrance, set against a clear blue sky, emphasizing its peaceful and picturesque surroundings.
Home
4.98 out of 5 average rating, 218 reviews

Pear Tree Lodge with private HOT TUB and garden

Pear Tree Lodge (with private HOT TUB & garden) is a private and cosy retreat in peaceful surroundings within Henry's Orchard. This unique space is across two floors housing open dining, living and kitchen downstairs with KING SIZE BED and ensuite upstairs. Located close to many woodland walks, pubs, amenities, attractions and transport links in and around Yorkshire and Derbyshire. Please check our GUIDEBOOK for details https://abnb.me/P8eNebqIyib If bringing dogs please add to booking!

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
4.96 out of 5 average rating, 331 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 spacious bedroom features a large, comfortable bed dressed in pristine white linens. Two nightstands with lamps are positioned on either side, offering gentle illumination. A wardrobe is visible, and the soft beige walls create a calming environment.
Home
4.94 out of 5 average rating, 411 reviews

Comfortable cottage on the Chatsworth Estate

Yeldwood Farm Cottage is a beautiful barn conversion on our farm, just outside Baslow. The self-catering cottage sleeps 2 guests, in a Super-King size (or Twin) master bedroom. The cottage comprises a fully equipped kitchen, dining room, sitting room and bathroom with a large bath and shower. We are ideally situated on the Chatsworth Estate within the Peak District, close to Chatsworth House itself, Haddon Hall, Bakewell, Eyam, Matlock, Castleton, Buxton and Sheffield.

Top guest favorite
A scenic view captures rolling green hills under a colorful sky at sunset. A tranquil river flows through the valley, with a quaint white building nestled among the trees. A signpost directs visitors towards Monsal Dale, indicating nearby walking paths.
Home
4.97 out of 5 average rating, 117 reviews

Monsal View Cottage

A beautiful space with exquisite views set at the iconic viewpoint of Monsal Head. This is the perfect base to really enjoy all that the Peak District has to offer- including the most epic view of all at Monsal Head and the Headstone Viaduct. Located at Hobb’s Cafe so you have a quaint little cafe right next door! Enjoy breathtaking views all to yourself in the mornings and evenings. Please check out Hobb’s Cafe online to fully see the location of this cottage.

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
5 out of 5 average rating, 113 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 favorite
Home
4.97 out of 5 average rating, 103 reviews

The Little Lodge

Kick back and relax in this calm, stylish space. The Little Lodge is a brand new renovated annex attached to a charming Victorian Lodge from the 1800s. Situated in a picturesque and peaceful conservation area on a private road in the leafy suburb of Ranmoor Sheffield. The Little Lodge is only 15minutes away from Sheffield's main train station and sits of the foothills of South Yorkshire's famous Peak District. Ideal for a city break or a Rambler's retreat.

Popular amenities for Chesterfield house rentals

Quick stats about house rentals in Chesterfield

  • Total rentals

    60 properties

  • Nightly prices starting at

    € 26 before taxes and fees

  • Total number of reviews

    3.7K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

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