Vacation rentals with outdoor seating in Chesterfield

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Top-rated accommodations with outdoor seating in Chesterfield

Guests agree: these accommodations with outdoor seating are highly rated for location, cleanliness, and more.

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Guest favourite

Cottage in Chesterfield

4.92 out of 5 average rating, 224 reviews

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.

Dec. 16 – 23

$168 CAD per night

Guest favourite

Apartment in Sheffield/Chesterfield

4.99 out of 5 average rating, 142 reviews

Peaceful setting, close to amenities and transport

The Milking Parlour is a single storey studio, it is in a quiet enclave composing of a farmhouse, and various renovated farm buildings making up 4 residences. We are situated about 50m from the main road and bus stops for regular direct buses to Sheffield/Chesterfield . Dronfield has a train station providing an hourly service direct to London. 1 mile from the Derbyshire countryside, 10miles - Chatsworth House, 12 miles - Bakewell. September 2021 - daytime noise redevelopment of adjacent barn.

Feb. 8 – 15

$119 CAD per night

Guest favourite

Condo in Holymoorside

4.98 out of 5 average rating, 101 reviews

Dog Friendly, Cosy, Peaceful, Walks, Peak District

The Spinney is our super dog-friendly ground floor self-catering accommodation! We've designed it so that you & your dog have a great holiday! Part of a traditional stone barn conversion located in the Peak District & Derbyshire Dales, the Spinney offers space as well as the comfort of modern living. With cosy underfloor heating throughout, and everything you need for you and your furry friend, we are sure you will have a great time here! Peaceful setting, close to popular visitor attractions!

Sep. 29 – Oct. 6

$138 CAD per night

Guest favourite

Guest suite in New Tupton

4.85 out of 5 average rating, 258 reviews

Studio Annexe on the Edge of the Peak District

A bright and airy ground floor annexe, used solely for guests. With its own entrance, a comfortable double bed, fully equipped kitchen and outdoor patio area, you are guaranteed a relaxing and private stay. Nestled away in the village of Tupton on the edge of the Peak District, we hope that you can find a place to relax, eat and explore. If you're with us for work, moving house or to see family, then we have everything you need from pots and pans to a washing machine as well as a space to park.

Oct. 10 – 17

$106 CAD per night

Guest favourite

Guest suite in Ashover

4.97 out of 5 average rating, 277 reviews

Hunger Hill Farm Studio - Derbyshire Dales

Set in the glorious Peak District in a rural location is our lovely self contained studio. Glorious views over rolling countryside and very close to Chatsworth House and Stanedge Golf Club, you are guaranteed a peaceful stay here. With a lovely country pub, the very popular wedding venue of the Peak Edge Hotel within walking distance and the beautiful market towns of Bakewell, Matlock and Chesterfield (with its famous crooked spire) close by you can easily explore the Peak District from here.

Oct. 4 – 11

$140 CAD per night

Guest favourite

Loft in Ashover

4.97 out of 5 average rating, 151 reviews

Fairfield Loft, Ashover - Village hideaway for two

Fairfield Loft is in the heart of the lovely village of Ashover with the beautiful Derbyshire Dales and Peak District National Park right on the doorstep. Tucked away behind Stamp, our coffee shop and village post office, the space was renovated in 2021 with comfort and quality in mind. There's lots to see and do in the area but if you simply want to relax then spend the days exploring the many beautiful local walks and maybe wind down with a drink or two in one of the friendly local pubs.

Dec. 25 – Jan. 1

$137 CAD per night

Guest favourite

Cottage in Holymoorside

4.97 out of 5 average rating, 223 reviews

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.

Oct. 18 – 25

$199 CAD per night

Guest favourite

Barn in Derbyshire

4.96 out of 5 average rating, 198 reviews

Self Contained Barn attached to a Georgian House

The Old Rectory Barn is situated in Dronfield Village’s conservation area. Originally built in Tudor times, the Barn has been renovated over the past few years. It is attached the Old Rectory which is a historic Georgian residence and set in grounds of around an acre. Situated on the edge of the Peak District, Bakewell, Matlock and Chatsworth are a short car ride away. The central village location means that many restaurants, pubs, shops and the train station are a few mins walk away.

Aug. 12 – 19

$283 CAD per night

Guest favourite

Apartment in Chesterfield

4.97 out of 5 average rating, 290 reviews

The Long Hall 2 bed ground floor annexed apartment

This is a new apartment extension (January 2019) with 2 large double bedrooms , both with double shower en-suite, a large lounge area with a sofa bed settee to acccomodate 6 people in 3 double beds. A Fully fitted kitchen. Presented to a very high standard, befitting a 4* aparthotel to offer you a home from home. Meet BUDDY my Husky- so friendly and inquisitive with a cheeky sense of humour. Can be made available for hello’s and garden play, or kept at distance if you prefer !!!

Mar. 12 – 19

$164 CAD per night

Guest favourite

Guest suite in Derbyshire

4.98 out of 5 average rating, 122 reviews

Self-contained studio in amazing rural location

This comfortable studio with amazing views, lots of outdoor space, walks from the doorstep and pubs with good food nearby is perfect for couples looking to re-charge their batteries in a rural location. It has a well-equipped kitchen, including dishwasher, White Company linen, underfloor heating with independent controls, it's own combi-bolier for hot water, tv and wi-fi. It is on the edge of the Peak District with many local attractions, such as Chatsworth and Hardwick Hall.

Jul. 6 – 13

$165 CAD per night

Guest favourite

Barn in Derbyshire

4.97 out of 5 average rating, 114 reviews

A beautiful barn in the heart of the Peak District

Bottom Cottage is nestled in the heart of the Peak District National Park. This cosy barn has been recently and sympathetically converted to a one bedroom, one bathroom detached annex, perfect for a weekend getaway. Situated in a delightful, quiet hillside village, the cottage is within walking distance to pubs, shops and beautiful hiking and cycling routes. Chatsworth House, Bakewell, Haddon Hall and the Monsal Trail are just some of the attractions in the area. Sleeps 2+2.

Oct. 19 – 26

$190 CAD per night

Guest favourite

Farm stay in Derbyshire

4.95 out of 5 average rating, 129 reviews

Woolley Lodge Farm Retreat

A brand new fully furnished wooden lodge situated within the grounds of a working farm, with views across open countryside. The cabin has been furnished to a high standard and includes a double bedroom with double bed. The kitchen has a full size fridge with small freezer, full size oven and a microwave. It has a small bathroom with a full size corner shower. It has its own entrance, parking and a beautiful decked area and fire pit outside

Dec. 12 – 19

$124 CAD per night