
House vacation rentals in Chesterfield
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Top-rated house rentals in Chesterfield
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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.

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

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

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.

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!

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.

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!

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

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.

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.

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.

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
House rentals with a pool

Charming 6-Bedroom Winster Village, Peak District

Large Modern Décor 3 Bed with Driveway & Garden

Ashbourne Cottage near Dovedale

Shelduck, hot tub, spectacular views & spa option

Grove Farm Cottage

The Farmhouse

Haddon Grove F'house - with shared pool & games rm

The Manor House
Weekly house rentals

Lovely house Eckington Sheffield

Chert Cottage, Great Longstone, Bakewell Peak Dist

A cosy 2 bedroom family friendly living space

The Perfect Romantic Bolthole

Home in Chesterfield

The Entire Coach House at Middleton Hall

Blissful Barry’s

The Beehive
Private house rentals

On the edge of the Peak district

Beautiful 4 bed at gateway to the Peak District

Luxury manor house with hot tub

The Cottage - Derbyshire

Affordable 3 Bed house - Peak District 20 mins

Derbyshire Gem, Peak District

18th century lock keepers cottage

Cosy Bowness House welcomes you.
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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- Peak District national park
- Alton Towers
- Etihad Stadium
- Chatsworth House
- The Quays
- Drayton Manor Theme Park
- Harewood House
- Sundown Adventureland
- Lincoln Castle
- Mam Tor
- Royal Armouries Museum
- Tatton Park
- Holmfirth Vineyard
- Crucible Theatre
- The Nottinghamshire Golf & Country Club
- Rufford Park Golf and Country Club
- Shrigley Hall Golf Course
- Science and Industry Museum
- IWM North
- John Rylands Library
- Cavendish Golf Club
- Daisy Nook Country Park
- Derwent Valley Mills
- Manchester Central Library