
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 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

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

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.

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 Entire Coach House at Middleton Hall
Relax in this peaceful unique country home, either warm yourself by the wood burner or relax out in the garden, taking in the beautiful surroundings of the private Middleton Hall estate. The Coach House has been refurbished , with designer furniture, wall paper, hand painted murals on the walls, marble shower room, hypnos beds and an American fridge freezer. The attractions are wildlife, walking and cycling. Also visiting stately houses like Chatsworth and Haddon. coach-house-middleton.

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.

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 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.
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

6 cottages, 46 guests

Cuckoo

The Farmhouse

The Manor House

Badgers Wood
Weekly house rentals

Hollow Brook Quiet Peak District cottage to Unwind

Charlesworth’s

Hunters Cottage. Wheatsheaf Mews

Chert Cottage, Great Longstone, Bakewell Peak Dist

Cheerful 2-bedroom home with free offroad parking

Beautiful home with Stunning views and log fire.

Peak District Home from Home!

The Nook - an idyllic rural bolt hole...
Private house rentals

Beautiful 4 bed at gateway to the Peak District

Close to town, hot tub retreat!

"The Barn” at Stoop Farm

Home in Chesterfield

Derbyshire Gem, Peak District

Style and Comfort - Welcome to The Bobbin!

The Beehive

Snowdrop Cottage - Cordwell Farm
When is the best time to visit Chesterfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$19,890 GYD | G$20,100 GYD | G$19,890 GYD | G$21,984 GYD | G$21,146 GYD | G$20,728 GYD | G$24,706 GYD | G$26,381 GYD | G$23,868 GYD | G$23,659 GYD | G$22,612 GYD | G$23,240 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$6,281 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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- Peak District National Park
- Alton Towers
- Etihad Stadium
- Chatsworth House
- The Quays
- Lincoln Castle
- Harewood House
- Sundown Adventureland
- Mam Tor
- Tatton Park
- Royal Armouries Museum
- Holmfirth Vineyard
- Crucible Theatre
- The Nottinghamshire Golf & Country Club
- Science and Industry Museum
- Rufford Park Golf and Country Club
- Manchester Central Library
- Shrigley Hall Golf Course
- IWM North
- Cavendish Golf Club
- Derwent Valley Mills
- Daisy Nook Country Park
- National Justice Museum
- Bosworth Battlefield Heritage Centre




