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Pet Friendly Holiday Rentals in Chesterfield

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    Travellers to Chesterfield are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    17 Matching Rentals in ChesterfieldView all 45 rentals
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    THE ROBINS1 / 26
    (12)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Runner Duck Cottage1 / 14
    (7)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Dog Friendly Spacious 2 Bedroom Apartment1 / 16
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Cavendish Cottage Ashover Derbyshire1 / 20
    (29)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Grill
    • Parking
    • Central Heating
    • Washer
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    If your looking for tranquility and luxury look no further than this beautifil cottage, the setting is perfect, only sound you hear is the birds singing, oh and the occasional...
    Reviewed 11 June 2018
    We had a lovely stay at Cavendish Cottage. The setting is delightful and well placed to visit all the attractions in the area. The Cottage was clean, comfortable and very well...
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    About this property
    Discover the secret that is Cavendish cottage, a recently renovated rural luxury cottage situated on the edge of the Peak District National Park. This cosy retreat with a light and airy feel is beautifully presented. The front door opens into an open plan living area where you will find underfloor...
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    Ashover, Chesterfield S45 0HR
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Thorntree Lodge Thorntree Farm1 / 14
    (16)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Fantastic place and cottage. Shower works very very good, beds are very fine! Everything is very clean! Little garden is perfect our dogs. The owner, Jim is very nice! Surely...
    Reviewed 20 April 2018
    Suprisingly spacious and well thought out cabin for a very reasonable rate. Four adults, one teenager, four dogs and it was still comfortable.Nicely situated just on the...
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    About this property
    New for 2017 Thorntree Lodge is a luxury three bedroom log cabin situated on a farm in a small hamlet, Uppertown in the parish of Ashover Derbyshire just a stones throw from the Peak District, The Lodge has a cosy open plan living area making it lovely and light with double doors opening onto a...
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    Ashover, Chesterfield S45 0JF
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Foxglove Cottage  -  Ashover near Matlock1 / 19
    (43)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Private Garden
    • Patio
    • Central Heating
    • Grill
    • DVD Player
    • Washer
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 January 2018
    We thoroughly enjoyed our extended Christmas break. We received a very warm welcome from Sue and Chris. The cottage was warm and cosy and the kitchen was particularly smart...
    Reviewed 24 August 2017
    Foxglove cottage is cosy, comfortable and has everything you might need. The area is so peaceful and there are lovely walks right from the front door. We enjoyed relaxing in the...
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    About this property
    Foxglove Cottage is full of character and is furnished and equipped to a high standard whilst retaining many original features. Foxglove sleeps four but we've discovered that it is a particular favourite with couples. This cosy stone cottage is on a quiet, private lane in a small farming village...
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    Ashover, Chesterfield S426AT
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    SPRINGWELL FARM HOLIDAY COTTAGE, farmhouse, romantic, pet friendly, near Holymoo1 / 8
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 March 2018
    Had an amazing stay. The cottage is decorated to a very high standard and bed was incredibly comfy. Even with temperatures being very low nearly freezing the cottage was warm...
    Reviewed 7 September 2017
    Pretty central of activities in the area, and not far from supermarkets.Quality of equipment, furnishings, decorations, very good, central heating, so warm and comfy.A quite...
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    About this property
    This lovely ground floor studio is near to the village of Holymoorside near to Chesterfield in the Peak District and can sleep two in one bedroom. Springwell Farm Holiday Cottage is a lovely farmhouse conversion near to Holymoorside in the Peak District with uninterrupted elevated views of the...
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    Holymoorside, Chesterfield S42 7HW
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    GARDENER'S COTTAGE, good touring base, flexible zip/link bed, multi-fuel stove,1 / 19
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Hot Tub
    • Parking
    • Wi-Fi
    • Private Garden
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 November 2017
    We stayed in this lovely little cottage for a week with our 2 kids and dog. The rooms are very spacious, the log fire lovely to come back to after a chilly day walking. The...
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    About this property
    A lovely holiday cottage in Clay Cross near Chesterfield, with two bedrooms accommodating three people. Gardener's Cottage is a lovely holiday home, set within two acres of grounds with Alma House, a Victorian gentleman's residence dating back to the 1875. The cottage has two bedrooms, a room with...
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    Clay Cross, Chesterfield S45 9PH
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    Wood view lodge1 / 13
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Central Heating
    • Cable/satellite TV
    • Private Garden
    • Patio
    • DVD Player
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 January 2018
    We love this place. The owners are fantastic, nothing is to much trouble. It's a real home will be going back again soon thank you so much for everything Karen and hubby. Jan x
    Reviewed 15 May 2017
    Absolutely brilliant, took my elderly parents who find mobility difficult, fantastic access, can't thank Karen enough so helpful and lovely, we loved it too beautiful walks just...
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    About this property
    Two bedroom ground floor apartment..wheel chair access..open views to front..garden view to both bedrooms..large open plan kitchen/lounge/diner.. All furniture and decoration to high standard..very comfortable and light through out. Lovely decked area with seating and large table for out door...
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    Cutthorpe, Chesterfield S18
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An end of terrace barn conversion just one mile from Barlow, near Chesterfield, and can sleep four people in two bedrooms.Rumblings 1 is an end of terrace barn conversion, just one mile from Barlow, near Chesterfield, and can sleep four people. There is a king-size double bedroom, a twin bedroom, a...
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    Barlow, Chesterfield S18 7SE
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    THE TACK ROOM COTTAGE, country location with charming views, character features,1 / 11
    (3)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Wi-Fi
    • Private Garden
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 April 2018
    A beautifully decorated and well appointed spacious cottage, the perfect home from home. All 5 occupants during our stay were sad to return home! The photographs do not convey...
    Reviewed 31 December 2017
    Wow what a find! Beautiful converted barn, very high spec, beautiful decor. Everything has been thought of. Great location! Would love to live here! Peaceful surroundings and...
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    About this property
    This charming, three-bedroomed cottage in the village of Ashover, adjoins another holiday home on the owner's land and sleeps six people in three bedrooms. The Tack Room Cottage offers groups a great base for a holiday in this lovely area. Attached to a similar holiday home on the same site as the...
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    Ashover, Chesterfield S45 0DR
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    THE OLD BLACKSMITHS, beautiful stone cottage, en-suites, parking, side patio, in1 / 7
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 September 2017
    Wow what a lovely cottage to stay so welcoming little home from home. Andrew the owner has thought of everything very clean, comfy beds well equipped kitchen. The cottage is...
    Reviewed 7 September 2017
    Three of us stayed for a week to, mainly, attend a wedding in Budby.This proved to be the perfect place for us all. Both bedrooms upstairs and both with own ensuite so we all...
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    About this property
    This cottage is a beautiful stone cottage on the edge of the lovely village of Ashover in the Peak District and can sleep four people in two bedrooms.The Old Blacksmiths is a beautiful stone cottage on the edge of the lovely village of Ashover in the Peak District and can sleep four people. There...
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    Location Information
    Clay Cross, Chesterfield S42 6AN
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cottage is a cosy retreat on the edge of the lovely village of Ashover in the Peak District and can sleep two people in one bedroom.The Byre is a cosy retreat on the edge of the lovely village of Ashover in the Peak District and can sleep two people. There is a super king-size double bedroom...
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    Clay Cross, Chesterfield S42 6AN
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    ACORN COTTAGE, pet friendly, character holiday cottage, with a garden in Ashover1 / 11
    (31)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Parking
    • Private Garden
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 May 2018
    We had a fantastic 2 weeks in Acorn Cottage. The cottage is very comfortable and also very peaceful. There is a pretty private garden which because of great weather we made...
    Reviewed 27 August 2017
    Acorn cottage is a brilliant place to stay when in Derbyshire. Veronica and Jo are excellent hosts who were always available to help you if required. We were staying in the...
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    About this property
    This stone-built Peak District cottage is located on the owners' working smallholding in the tiny hamlet of Brockhurst, 1 mile from the pretty village of Ashover in Derbyshire, and can sleep 4 people in 2 bedrooms.Acorn Cottage is a stone-built Peak District cottage, located on the owners' working...
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    Ashover, Chesterfield S45 0HR
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Annexe is a stunning one bedroomed apartment set in picturesque grounds of Kneese Croft House. Tucked away in the country settings of Holymoorside, Chesterfield The Annexe is perfect for a peaceful getaway. There are also road links to Matlock and the Peak District for people looking for a...
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    Holymoorside, Chesterfield S42
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Private Garden
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A detached chapel conversion situated on the outskirts of Ashover in Derbyshire, it can sleep two people in one bedroom.The Chapel is a nineteenth century conversion located just outside of Ashover in Derbyshire. It has a mezzanine king-size bedroom and a shower room, the property can sleep two...
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    Ashover, Chesterfield S45 0BL
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Hagg Hill Hall1 / 32
    (157)Excellent
    8 Bedrooms, 7 Bathrooms, Sleeps 22 Quick View
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    Amenities & Details
    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Central Heating
    • Patio
    • Private Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Just got back from a relaxing, fun hen weekend. Unusual house with quirky features. We were a group of 15 so plenty of room to spread out. Loved the facilities - pool, hot tub...
    Reviewed 1 week ago
    Just spent a lovely weekend celebrating a Hen do.The place is very nice and quirky... lovely hot tubs and a newly built sauna and den.... all added to a very interesting place...
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    About this property
    Hagg Hill House is filled with a wealth of antiques and luxurious furniture spread throughout the property, Hagg Hill Hall has 2 living areas with large sofas & flat screen TV's, A large dining room and garden room that both easily seat 22 . The kitchen has a large table that easily seats 10,...
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    Location Information
    New Tupton, Chesterfield S426JU
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 22
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