
Cottage vacation rentals in Chesterfield
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Top-rated cottage rentals in Chesterfield
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Luxury Cottage Green Cottage, Peak District
Unwind in luxury. This renovated cottage is nestled on the outskirts of the Peak District and is the perfect contemporary getaway for anyone looking for serenity. Enjoy the evenings in the garden with the hot tub, spacious patio, and fire pit at the back garden. The Green Cottage encompasses laid-back luxury to the highest standard and is sure to make your stay one to remember. It's a sanctuary for nature lovers, perfect for families, couples, and friends. Alton Towers is only 15 minutes away.

Idyllic, The Coach House, Ashford-in-the-Water
This two bed cottage is in an idyllic rural location with breath-taking views. Walk through fields onto a footpath down to the picturesque village of Ashford-in-the-Water or uphill to the drama of Monsal Head. Please note - bathroom refurbishment completed March 2026. The Coach House will still offer one full family bathroom for guests to share (with sink, loo, shower-over-bath). The new en-suite ‘dressing room’ will contain a sink, toilet and vanity area but it no longer has a separate shower.

Chatsworth Cottage
Situated on the edge of the Peak District Park, this is the ideal base for exploring Derbyshire. The Cottage is situated on Chatsworth Road just 10 minutes drive from the ‘Palace of the Peak District’. A short journey and you will discover other wonders of the Peak at places like Matlock, Bakewell, Castleton and Buxton. The historic market town of Chesterfield and the famous Crooked Spire is just a 20 minute walk down the Brampton Mile where you will find some great places to shop, eat & drink.

Rocking Stone Cottage - Idyllic Rural Retreat
Perfect for two couples or a family an immaculate contemporary cottage in the Peak National Park, a stones throw from Chatsworth. A perfect spot to get away, relax and explore the stunning countryside right from the door. The cottage features beautiful outdoor spaces, a large stone fireplace with woodburning stove, wooden shutters, exposed beams, a fully fitted hand made kitchen, walk in rain showers and romantic roll top bath. BBQ on one of the two terraces or just relax and take in the view.

Luxury 2 Bedroom Cottage (Sleeps 4) Stunning Views
*AirBnB Best New Host Finalist 2022* A stunning 2 bedroom (Sleeps 4) luxury cottage, nestled in the Peak District countryside, with superb views over Chatsworth House. Outdoor dining, farm animals, private parking (with electric charging) & tranquil walks - all within a short drive of Bakewell, Matlock & the beautiful Derbyshire Dale villages. Fully equipped with everything you will need for your stay, including: Netflix, Amazon Prime & Disney+ BBQ for outdoor dining. Family & Dog Friendly

The Kennels
Kick off your walking boots, wash down your bike or just park up the car, this freshly converted kennels is the place to relax for a few days. Peaceful and away from it all but close enough to explore the beauty of the Peak District and Chatsworth House. Matlock is a couple of miles away with restaurants, shops and amenities. You can start exploring from the door step; we can help with guides, directions and recommendations. The room can be configured as a luxury Super King or twin beds.

Lizzy’s Luxury Cottage
Welcome to Lizzy’s Cottage! Nestled in the heart of the Peak District, Lizzy’s Cottage offers a luxurious escape for couples and families. Surrounded by breathtaking countryside, the cottage provides a peaceful retreat, while being just a short drive from popular destinations such as Bakewell, Chatsworth, Matlock, and Matlock Bath. At Knabb Farm, we offer private parking for all guests, and our 7 acres of private land provide plenty of space to explore and enjoy the stunning surroundings.

Outstanding views at 2 Bed, dog friendly cottage.
Beautiful, eclectic artists cottage for relaxing in the Derbyshire Dales; the perfect place to explore and adventure, or just to relax and enjoy the views. Quirky 2 Bed, 2 Bath, 2 Lounge living with bifold doors to entrancing views of the Peak District. Garage parking, enclosed yard, dog friendly, inclusive and open to all. A 20min walk away from Matlock town centre with amazing walks, right from the door. Easy access to the Peak District with all its climbing, walking, running and biking.

Millstone Cottage - Cosy Peak District Cottage
This semi detached cosy cottage in the quiet village of Taddington, is perfect for small families who would like to immerse themselves in the beauty of the Peak District National Park . Located mid way between Buxton and Bakewell, this cottage makes a perfect base for which to explore the two towns and surrounding areas. There are many excellent picturesque places to visit, from the doorstep, nearby Monsal Dale and the famous trail, Millers Dale and Chee Dale only a short walk away.

Cosy Grade ll listed cottage Central Peak District
Nestled in the picturesque village of Monyash, Mereview a Grade II listed stone cottage offers the perfect escape for couples or solo adventurers seeking peace, character, and countryside charm. Thoughtfully restored and beautifully presented, this historic home blends timeless elegance with modern comfort. Whether you’re walking the limestone dales, visiting nearby Bakewell or Chatsworth House, or simply curling up with a book by the fire, this cottage is a serene base.

Contemporary Cottage Baslow
Charming & spacious cottage with modern decoration in the highly sought after village of Baslow. Within walking distance to Chatsworth House, just minutes walk from the edge of the estate. An ideal and spacious home to give a family of 4, a set of friends or 2 couples a holiday to remember. Featuring 2 double bedrooms, a spacious bathroom and additional downstairs toilet, spacious garden & patio, open plan kitchen and separate coZy lounge with log burner.

Gramps's - exquisite 2 bed home, comfy & cosy
Cosy 2 bedroom house with wood stove, breath taking views. Whether you want to relax or absorb the local area, go walking/Sight seeing, this is the perfect place. 3 miles from nearest village, 7 minute walk to nearest pub Everyone raves about the house; coziness and its location, step out of the door onto prime walking areas, mountain biking or general sight seeing. Magnificent countryside. Sorry no pets. The house is next door to our outdoor centre
Popular amenities for Chesterfield cottage rentals
Cottage rentals with a hot tub

HOT TUB Luxury Converted Barn

Holly House - Quiet Retreat

Jack's Cottage, Curbar

Rural cottage! Wood-fired hot tub. Bliss awaits.

Luxury Country Cottage with Hot Tub

Forest Cottage

Riley Wood · Peaceful Cottage, Views & Walks

Jacks Cottage - Hot Tub & Alpaca Experience
Pet-friendly cottage rentals

The Barn @ Dale End House, Gratton nr Bakewell

Whitwell, 20 mins Peak District & Sherwood Forest

Peak District Cottage | by the pub | dog friendly

Beech Croft Cottage Castleton United Kingdom.

The Hen House

Cosy cottage near Bakewell & Matlock- dog friendly

The Hideaway. Great views, garden & location

2 En-suite rural luxury cottage Ashover Derbyshire
Private cottage rentals

Cosy, 3 bed Cottage, in Longnor, Peak District

Luxury Boutique Cottage

Oak Cottage. Cosy cottage in Hathersage

Rock Cottage l Hidden Gem l Matlock

Gate Cottage, cosy 2 bedroom holiday cottage

Quiet hideaway in Matlock with far reaching views

SculptureParkEndCottage

Cosy and quaint stone cottage full of character
Quick stats about cottage rentals in Chesterfield

Nightly prices starting at
Chesterfield vacation rentals start at ﺩ.ﺇ 367 per night before taxes and fees

Verified guest reviews
Over 810 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chesterfield rentals

4.9 Average rating
Chesterfield stays are highly rated by guests—averaging 4.9 out of 5!
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- Peak District National Park
- Alton Towers
- Etihad Stadium
- Chatsworth House
- The Quays
- AO Arena
- Heaton Park
- Motorpoint Arena Nottingham
- Lincoln Castle
- First Direct Arena
- Harewood House
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