
House vacation rentals in Chesterfield
Find and book unique houses on Airbnb
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.

Cozy 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!

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.

Pigeon Loft Cottage
This unique self contained peaceful cottage is 250 years old and set in the centre of the beautiful village of Bonsall in the Peak District and within easy reach of all amenities. The cottage was once a Pigeon loft and has been transformed and renovated into a simple characterful living space within the conservation area. Views from the cottage and outside private terrace are stunning. There are choices of walks from the door including 2 pubs cafe and shop within easy walking distance.

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

Bridgefoot Cottage - Wild Swimming & Hot Tub
Bridgefoot is a beautiful 17th century cottage situated in the Peak District. Guests have full use of the property including a modern, fully equipped kitchen, perfect for entertaining. There is also an exceptionally comfy and cosy sitting room, equipped with 2 sofas (one of which is a double sofa bed) a log burner and a Smart TV. The master bedroom boasts a luxurious four poster bed and an ensuite bathroom. Next door is a spacious second bedroom with two comfortable single beds.

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.

Peak District Home from Home!
We welcome you to our home. In the heart of the Peak District! Perfectly located for visiting Chatsworth, Haddon Hall, Bakewell & Sheffield. Comfortably sleeping four in two double rooms with a hidden single bed under the stairs ideal for someone who doesn’t mind a little less privacy. A spacious living and dining area with doors opening out onto a patio with a Hot Tub for four people & private garden. The house has comfy beds, boho decor & is really warm and cosy in winter.

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

Large Modern Décor 3 Bed with Driveway & Garden

Ashbourne Cottage near Dovedale

6 cottages, 46 guests

The Manor House

Badgers Wood

Buttercup Down - shared heated pool & games room

Country Cottage With Shared Swimming Pool

Bramble
Weekly house rentals

Lovely house Eckington Sheffield

Cosy house with spectacular views in Matlock

A cosy 2 bedroom family friendly living space

Cosy 2 bed home CHESTERFIELD

The Old Yoga Studio

Sleeps 6 | Views of Curbar Edge, near Chatsworth

The Perfect Romantic Bolthole

Charming 18th century stone cottage
Private house rentals

Ellie's Place

On the edge of the Peak district

The Cottage - Derbyshire

Family & Pet-Friendly house Log Burner & Garden

The old stables - sleeps 2 near Dore Station

Home in Chesterfield

Charming Detached Chapel with Stunning Views

Luxury Edge of Peak District Home
When is the best time to visit Chesterfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$19,875 GYD | G$20,084 GYD | G$19,875 GYD | G$21,967 GYD | G$21,130 GYD | G$20,711 GYD | G$24,686 GYD | G$26,360 GYD | G$23,850 GYD | G$24,896 GYD | G$23,222 GYD | G$24,686 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$6,276 GYD per night before taxes and fees

Verified guest reviews
Over 3,940 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 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!
Destinations to explore
- Durham Vacation rentals
- London Vacation rentals
- Picardie Vacation rentals
- Sea of the Hebrides Vacation rentals
- Thames River Vacation rentals
- Amsterdam Vacation rentals
- South West Vacation rentals
- Inner London Vacation rentals
- Rivière Vacation rentals
- Dublin Vacation rentals
- Brussels Vacation rentals
- South London Vacation rentals
- Family-friendly rentals Chesterfield
- Pet-friendly rentals Chesterfield
- Rentals with a patio Chesterfield
- Cottage rentals Chesterfield
- Rentals with outdoor seating Chesterfield
- Cabin rentals Chesterfield
- Condo rentals Chesterfield
- Rentals with a washer and dryer Chesterfield
- Apartment rentals Chesterfield
- Rentals with a fireplace Chesterfield
- House rentals Derbyshire
- House rentals England
- House rentals United Kingdom
- Peak District National Park
- Alton Towers
- Etihad Stadium
- Chatsworth House
- AO Arena
- The Quays
- Manchester Central Convention Complex
- Motorpoint Arena Nottingham
- First Direct Arena
- Lincoln Castle
- Heaton Park
- Harewood House
- Mam Tor
- Tatton Park
- Didsbury Village
- Royal Armouries Museum
- Utilita Arena Sheffield
- The Piece Hall
- Donington Park Circuit
- Crucible Theatre
- Wythenshawe Park
- Manchester Central Library
- Temple Newsam Park
- Science and Industry Museum




