Cottage vacation rentals in Chesterfield

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.

Family · Value · Indoor spaces

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.

Value · Family · Hospitality

Characterful 2 bed cottage in excellent location

A charming cottage overlooking a babbling, nature-rich brook. Full of character, this peaceful cottage boasts a cosy living room complete with woodburner, underfloor heating and exposed beams, a fabulous kitchen and a stylish bathroom. The cottage is in a superb location with top-class restaurants, the magnificent Chatsworth Estate and truly stunning local walks right on the doorstep. Bikes can be stored in the rear yard making this cottage an ideal base for foodies, cyclists and walkers alike.

Location · Family · Backyard

Bert's - your idyllic Derbyshire retreat

🌟 As seen in House & Garden & Condé Nast Traveller Several hundred feet up, nestled in the heart of the quintessential English village of Bonsall, lies our enchanting cottage. Overflowing with character, its ancient walls tell stories through art, antiques and textiles. Perched on the edge of the Derbyshire Dales and the Peak District, this gem sits amidst breathtaking countryside, grand stately homes and key landmarks, including the birthplace of the Industrial Revolution. Welcome to Bert's!

Location · Family · Sleep quality

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

Family · Location · Walkability

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. Private access onto the surrounding moor. 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

Value · Location · Sleep quality

Wasp Nest Cottage, Peak District

Sitting on the edge of the Peak District, a stone’s throw from open fields, woodland and moors - sits a 19th Century cosy mill worker’s cottage. Two pubs and a shop are within easy walking distance and Chatsworth House is a beautiful 7 mile wander over the hill. Marvel at the lovely centuries old tree slice, coffee table and huge slice of elm breakfast bar, enjoy chopping boards, pottery and soft furnishings from the local artisans - just some of the magic the Peak District has to offer.

Family · Value · Heating

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.

Value · Location · Hospitality

Periwinkle Cottage

A truly delightful, mid terraced, natural stone-built cottage in the picturesque village of Great Longstone in the Peak District. Oak floors and exposed stone walls add to the character of this cottage, added to that the wood burner to curl up by after a day exploring this beautiful part of the country. The pretty village of Great Longstone is set in a wonderful location in the heart of the Peak District National Park, flanked by Longstone Edge, with Bakewell and Chatsworth House close by.

Family · Location · Hiking

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

Welcome to our home! A charming cottage in a rural village, ideal for couples, families, friends, contractors, business trips & weddings. The property features 2 king-size bedrooms, a children’s bedroom with 3 single beds, plus a ground-floor king bedroom & 3 bathrooms. Enjoy a bespoke kitchen, rain shower, wood burner, parquet flooring, huge garden with play area, hot tub & parking for 3 cars/LWB van. Close to M1, A1, Hodsock Priory, Thoresby, Sherwood Forest & Sheffield.

Family · Value · Layout

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.

Value · Location · Getting around

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.

Location · Family · Outdoor spaces