
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.

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

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.

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!

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.

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. ** Pets allowed on request ** 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.

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 Round House - family house with indoor pool
Architect-designed The Round House sits just above the Peak District village of Rowsley, boasting stunning views towards Haddon Hall and Bakewell. Walk to Chatsworth House (3 miles) across the fields following the River Derwent. Set in 9 acres of peaceful landscaped gardens with wonderful birdlife - but only a few miles from the market town of Bakewell. Plenty of great walks from the house plus all year round indoor heated pool shared with Woodside Cottage - also at the same location.

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

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.

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.
Popular amenities for Chesterfield house rentals
House rentals with a pool

Charming 6-Bedroom Winster Village, Peak District

Ashbourne Cottage near Dovedale

Foxhills Country House

Cuckoo

28 Fentley

The Farmhouse

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

The Manor House
Weekly house rentals

The Old Chapel Luxury Retreat

Lovely house Eckington Sheffield

Cheerful 2-bedroom home with free offroad parking

A cosy 2 bedroom family friendly living space

Sleeps 6- Views of Curbar gap & near to Chatsworth

Central Bakewell Quiet Luxury

Derbyshire Gem, Peak District

Riverbank Cottage - Annex
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

Spacious Scandinavian style hideaway with log fire

Home in Chesterfield

Cosy Bowness House welcomes you.
When is the best time to visit Chesterfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$19,821 GYD | G$20,029 GYD | G$19,821 GYD | G$21,907 GYD | G$21,072 GYD | G$20,655 GYD | G$24,828 GYD | G$23,993 GYD | G$23,367 GYD | G$23,576 GYD | G$22,533 GYD | G$23,159 GYD |
| 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 vacation rentals
Explore 60 vacation rentals in Chesterfield

Nightly prices starting at
Chesterfield vacation rentals start at G$6,259 GYD 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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