
House holiday rentals in Chesterfield
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Top-rated house rentals in Chesterfield
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Beautiful Barn surrounded by open countryside
A beautiful barn conversion surrounded by open countryside within The Peak District National Park. Ideally situated for exploring the Peak District, with excellent footpath access across the moors or the Sheffield Lakeland from the door . The City is only a short drive away with all of it's amenities. There is an excellent choice of local pubs and restaurants serving great food, local beers plus for Fine Dining, we are only 10 mins away from Sheffield's only Michelin starred restaurant Joro.

Panoramic views, Spring Lambs, Bakewell 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

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.

Sheffield Charming Detached 4bd Home
Welcome to our modern, spacious home, designed to provide a comfortable and memorable stay. Whether traveling with family, friends, or for work, you'll find everything you need for a relaxing visit. Amenities You'll Love: - Effortless self check-in with a secure digital lock - Fiber-optic WiFi – ideal for work or streaming shows. - Fully stocked essentials – tea, coffee, shampoo, body wash, conditioner, towels. - Equipped kitchen including– cookware, utensils, a 5-hob cooker, and dishwasher

Delightful Cottage in Picturesque Rural Village
Dalemore is a very special place overlooking the cobbled ford in the hidden Peak District village of Butterton. It is set in its own grounds and is within walking distance of the award-winning Black Lion Inn. Accommodating up to 6 with 2 bedrooms, 2 bathrooms and a double sofa bed, a well-equipped kitchen, wood burner for cosy nights in and dining opening onto the brook-side terrace, it provides the perfect Peak Park getaway. Make the most of your weekend with 4pm Sunday checkout on request.

Cheerful 2-bedroom home with free offroad parking
Explore all the peaks has to offer with this beautifully renovated field barn. Free offroad parking, garden area. Two bedrooms, two bathrooms. Open plan downstairs gives a airy homely feel. Within easy access of footpaths and trails close to the famous quarries of derbyshire dollermite and limestone. Secluded location yet within easy reach of Wirksworth the nearest town just 5 minutes away and the beautiful village of carsington just over the hill. 2.3m Wirksworth 5.8m Matlock 1.6m Carsington

Bright - 2 Bedroomed House in Derbyshire
Your family will be close to everything when you stay at this centrally located town house within walking distance from Chesterfield's iconic market town. This 2 bedroomed modern home has everything you need and is the perfect base for visiting all the local attractions Derbyshire has to offer. Right on the edge of the Peak District it boasts a 20 minute drive to Chatsworth House and many more. Along with all the wonderful bars, restaurants, gift & coffee shops all within walking distance.

Beautiful 19th-Century Terraced Cottage
Meadow View is a 19th-Century Terraced Cottage, overlooking the historic village of Rowsley. Rowsley is a small village next to the Chatsworth Estate, which is home to the Duke and Duchess of Devonshire. Historic attractions include Caldwell's Mill, Haddon Hall and Peak Rail. Other activities on the doorstep include shops, pubs, restaurants and fishing. Peak Village is a 5 minute walk away and Rowsley is only a 10 min drive from Matlock and Bakewell accessible by a local bus service.

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

Peaceful hideaway Baslow Chatsworth, Peak District
Gorse Ridge End is a fresh and airy bungalow superbly situated in the beautiful village of Baslow in the heart of the stunning Peak District National Park. Within walking distance of the Chatsworth Estate, excellent village pubs, restaurants and dramatic gritstone crags and moorlands. In a peaceful village location away from the main road with private garden and plenty of off road parking, this 2 bedroom property provides a tranquil base for a couple or a family.

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.

Hidden beauty
A beutiful refurbished part of an old barn. it comprises old with the new. comfortable and spacious with underfloor heating downstairs and super fast broadband. Nearby are 2 local pubs walking distance. Also easy access to the trans Pennines trail. The village is located next to the strines with numerous walks. And plenty of surrounding villages with all amenities. Ideal for a romantic weekend away, walkers, or business people.
Popular amenities for house rentals in Chesterfield
House rentals with a pool

Charming 6-Bedroom Winster Village, Peak District

Large Modern Décor 3 Bed with Driveway & Garden

Ashbourne Cottage near Dovedale

Haddon F'house - shared heated pool & games room

Buttercup Down

The Manor House

Badgers Wood

Pippinwell
Weekly house rentals

Ellie's Place

The Old Chapel Luxury Retreat

A cosy 2 bedroom family friendly living space

Cosy 2 bed home CHESTERFIELD

Home in Chesterfield

Charming 18th century stone cottage

Derbyshire Gem, Peak District

Blissful Barry’s
Private house rentals

On the edge of the Peak district

Cosy Home in Bakewell

Sheffield Boutique Cosy 3-bed Home

Newly refurbished cottage in Peak District village

Tissington Hall- The Groom's

Hip Hideaway in the trendiest part of Town

Stunning Barn Conversion Overlooking Reservoir

Luxury Edge of Peak District Home
When is the best time to visit Chesterfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $150 SGD | $153 SGD | $157 SGD | $135 SGD | $130 SGD | $127 SGD | $151 SGD | $162 SGD | $146 SGD | $153 SGD | $142 SGD | $151 SGD |
| Avg. temp | 4°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 14°C | 11°C | 7°C | 5°C |
Quick stats about house rentals in Chesterfield

Total holiday rentals
Explore 70 holiday rentals in Chesterfield

Nightly prices starting at
Chesterfield holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 4,120 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
70 of Chesterfield holiday rentals include wifi 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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- Peak District National Park
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