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House vacation rentals in Chesterfield

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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, 239 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, 273 reviews

Panoramic views idyllic, hill farm Nr Chatsworth

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

Top guest favorite
The lounge features a plush yellow sofa and a rustic wooden coffee table. Natural light enters through multiple windows, illuminating the charming space. A crystal chandelier hangs from the ceiling, while a cozy armchair and decorative plants add character to the inviting room.
Home
4.98 out of 5 average rating, 110 reviews

Cosy hillside cottage with logburner and projector

Enjoy a unique and memorable stay at this quaint cottage in the historic town of Wirksworth, known as The Gem of the Peaks. Nestled on a pretty hillside street, Sunshine Cottage has beautiful views from the tiered patio garden and is less than 5 minutes walk from the town’s independent shops, boutique cinema and eateries. A cosy space for two filled with character and charm, the cottage has a lounge with logburner, kitchen diner, master bedroom with cinema-style projector and separate bathroom.

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
4.88 out of 5 average rating, 274 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
4.86 out of 5 average rating, 367 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, 138 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!

Guest favorite
A rustic stone cottage is set against a backdrop of rolling hills. A spacious wooden deck extends from the cottage, surrounded by lush green grass and trees. Soft sunlight filters through the foliage, creating a serene outdoor environment.
Home
4.83 out of 5 average rating, 449 reviews

Cosy cottage, stunning views near Chatsworth

If you want peace and solitude with stunning sunset views in a comfy, lived-in, dog-friendly place of your own Copy Wood Cottage is your ideal location. Situated on a steep hill above the Derwent Valley, it’s a short drive or good walk to Chatsworth and Bakewell and Matlock. Nestled on the edge of Beeley Moor Copy Wood sits below woodland and is surrounded by fields grazed by sheep. A short walk down brings to Rowsley village. We now have an EV Charger for guest’s use, just contact me on cost.

Top guest favorite
A traditional 17th-century cottage is visible along a peaceful path, bordered by a gently flowing stream. Lush greenery lines the walkway, contributing to the serene environment. The cottage features a welcoming entrance gate, hinting at the private outdoor space available to guests.
Home
4.94 out of 5 average rating, 967 reviews

Riverbank Cottage - Annex

Stay in this traditional 17th Century cottage, listen to the relaxing stream from your bedroom window before you enjoy all the jaw dropping scenery when you step out of the front door. Situated in the heart of the beautiful village of Castleton, right next to the stream and enjoying a superb location near the 6 local pubs and numerous cafes. Your double room, with en-suite shower room, lounge and kitchenette are self contained. Walk out of the door and be on a footpath within minutes.

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, 338 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
The exterior of the cottage is adorned with a blend of natural stone and light-colored wood accents. Vibrant flowers in pink, white, and purple surround the entrance, enhancing the welcoming appearance. Two windows above the door allow natural light to brighten the charming facade.
Home
4.99 out of 5 average rating, 225 reviews

Willow Cottage Newly renovated quaint cottage

Nestled away in the village of Youlgrave, in the heart of the Peak District National Park this newly renovated cottage is the perfect bolt hole for couples, friends and single travellers looking to get away from it all. It is a great place for walkers and cyclists with access to the Limestone Way, White Peak Way and the Alternative Pennine Way. There are three public houses which all serve home cooked food using local produce and there are two bakeries, a deli and post office.

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, 118 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, 116 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

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Avg. price€ 81€ 82€ 81€ 90€ 86€ 85€ 101€ 108€ 97€ 97€ 92€ 95
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Quick stats about house rentals in Chesterfield

  • Total vacation rentals

    Explore 60 vacation rentals in Chesterfield

  • Nightly prices starting at

    Chesterfield vacation rentals start at € 26 per night before taxes and fees

  • Verified guest reviews

    Over 3,690 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Chesterfield vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chesterfield rentals

  • 4.8 Average rating

    Chesterfield stays are highly rated by guests—averaging 4.8 out of 5!

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