Dog Friendly Holiday Cottages in Chesterfield

Dog Friendly Holiday Cottages in Chesterfield

Home to the biggest range at the lowest price

from
❯

  • {{ recentSearch.region | removeCountry() }}

    {{ recentSearch.travel_max_time / 60 }}hrs from {{ recentSearch.travel_origin_postcode }}

    Draw a search

    {{ recentSearch.check_in_on }} - {{ recentSearch.check_in_on | endDate(recentSearch.minimum_nights) }}
Or search by driving time
From my postcode
Locate me
Or search by region
Check-in

{{checkInFormatted}}

Add dates

± {{flex}}
Check-out

{{checkOutFormatted}}

Add dates

± {{flex}}

Live availability

Live prices

Book instantly

Did you know? We have a dedicated site just for pet friendly holidays, take me to Dog Friendly Cottages >

Chesterfield Dog Friendly Cottages

  • Snaptrip - The Loft at The George
    • 2

    Derbyshire

    The Loft at The George

    Ref: S517500

    Reviews 29

    4
    8
    Clay Cross is a small village near the Peak District National Park's boundary. There are numerous shops, taverns, and superb restaurants in the town. The old market town of Chesterfield, which serves as the gateway to the Peak District and has...

    From

    £83

    per night
    View
    Partner deal

  • Snaptrip - Chatsworth Terrace - Chesterfield Centre and Peak District
    • 3

    Derbyshire

    Chatsworth Terrace - Chesterfield Centre and Peak District

    Ref: S1072884

    2
    6
    A recently renovated holiday home located in Chesterfield, Chatsworth Terrace - Chesterfield Centre and Peak District features a garden. Both free WiFi and parking on-site are available at the holiday home free of charge. The property is...

    From

    £101

    per night
    View

  • Snaptrip - Highview Stables
    • 1

    Derbyshire

    Highview Stables

    Ref: S1048522

    1
    4
    The historic market town of Chesterfield acts as the gateway to the Peak District, and has much to offer visitors. The town is famous for its 14th Century church with "Crooked Spire", twisting curiously from its true centre, while the frequent...

    From

    £75

    per night
    View

  • Snaptrip - Cherry Tree Cottage
    • 1

    Derbyshire

    Cherry Tree Cottage

    Ref: S880279

    Reviews 24

    1
    4
    The historic market town of Chesterfield acts as the gateway to the Peak District, and has much to offer visitors. The town is famous for its 14th Century church with "Crooked Spire", twisting curiously from its true centre, while the frequent...

    From

    £91

    per night
    View

  • Snaptrip - Cedar Holme
    • 2

    Derbyshire

    Cedar Holme

    Ref: S372732

    Reviews 80

    2
    4
    Nestled on the edge of the Peak District National Park is the quaint village of Wingerworth. First recorded in the Domesday Book of 1086 aas a community of fourteen houses of freemen, Wingerworth is now a delightful settlement that boasts a...

    From

    £61

    per night
    View

  • Snaptrip - Wigley Farm House Cottage
    • 2

    Derbyshire

    Wigley Farm House Cottage

    Ref: S1273069

    3
    6
    The historic market town of Chesterfield acts as the gateway to the Peak District, and has much to offer visitors. The town is famous for its 14th Century church with "Crooked Spire", twisting curiously from its true centre, while the frequent...

    From

    £152

    per night
    View

  • Snaptrip - Mill Close Cottage
    • 2

    Derbyshire

    Mill Close Cottage

    Ref: S1318704

    Reviews 21

    2
    4
    A quaint cottage located in this fantastic village with great local walks and pubs, nestled by a serene stream makes it a perfect peaceful retreat.. All on the ground floor. Living room/kitchen: With wood burner, Freeview TV, electric oven, gas...

    From

    £99

    per night
    View

  • Snaptrip - The Bungalow@Barlow
    • 2

    Derbyshire

    The Bungalow@Barlow

    Ref: S394847

    Reviews 45

    2
    4
    Often known as the 'Gateway to the Peak District', due to its ideal location providing easy access to the beautiful surrounding areas, is the historic town of Chesterfield. Boasting an impressive 1th-century church, local markets which offer...

    From

    £93

    per night
    View

  • Snaptrip - Cedar Cottage
    • 2

    Derbyshire

    Cedar Cottage

    Ref: S521502

    Reviews 15

    3
    6
    Hollingwood is a quaint historic village in Derbyshire, situated between Barrow Hill and Chesterfield. The community is well-known for its proximity to the Chesterfield Canal, which includes a helpful visitor centre that draws a large number of...

    From

    £56

    per night
    View

  • Snaptrip - Overton
    • 1

    Derbyshire

    Overton

    Ref: S853948

    Reviews 2

    4
    8
    Chesterfield, a historic market town that serves as a gateway to the Peak District, is a popular tourist destination. The town's 14th-century church, known for its "Crooked Spire," which diverges curiously from the building's true centre, has...

    From

    £95

    per night
    View

  • Snaptrip - 1 Bed Cottage in Barlow
    • 1

    Derbyshire

    1 Bed Cottage in Barlow

    Ref: S1297613

    1
    2
    Additional information and rules . Please enquire if you wish to bring more than 1 dog - 1 king-size bedroom - 1 en-suite shower room with WC - Electric oven and ceramic hob, fridge/freezer, microwave, dishwasher, washing machine, tumble...

    From

    £121

    per night
    View

  • Snaptrip - Havendale
    • 1

    Derbyshire

    Havendale

    Ref: S1356082

    4
    5
    The historic market town of Chesterfield acts as the gateway to the Peak District, and has much to offer visitors. The town is famous for its 14th Century church with "Crooked Spire", twisting curiously from its true centre, while the frequent...

    From

    £180

    per night
    View

  • Snaptrip - 3 Bed Cottage in Ashover
    • 1

    Derbyshire

    3 Bed Cottage in Ashover

    Ref: S1296519

    3
    4
    Additional information and rules No dogs allowed - 3 bedrooms – 1 double, 2 singles - 1 family shower room, 1 separate WC - Electric oven/hob, fridge with ice compartment, breakfast bar and four stools - Smart TV in the lounge - Private...

    From

    £88

    per night
    View

  • Snaptrip - The Old Grocery
    • 2

    Derbyshire

    The Old Grocery

    Ref: S50128

    Reviews 56

    3
    6
    The historic market town of Chesterfield acts as the gateway to the Peak District, and has much to offer visitors. The town is famous for its 14th Century church with "Crooked Spire", twisting curiously from its true centre, while the frequent...

    From

    £61

    per night
    View

  • Snaptrip - The Old Cow Shed
    • 2

    Derbyshire

    The Old Cow Shed

    Ref: S1327605

    Reviews 55

    1
    2
    The Old Cow Shed is the perfect setting for relaxing in beautiful surroundings, exploring the Peak District or visiting the tourist attractions in the area.. All on the Ground Floor: Living/dining room: 50" Freeview TV, DVD Player, Bluetooth...

    From

    £90

    per night
    View

  • Snaptrip - Willow Cottage
    • 1

    Derbyshire

    Willow Cottage

    Ref: S1323428

    Reviews 11

    1
    2
    Within a small countryside estate with great access to many walks and attractions. Ideal base for a couples walking holiday.. All on the Ground Floor: Living/dining room: TV, DVD Player, French Doors Leading To Patio Kitchen: Electric Oven,...

    From

    £49

    per night
    View

  • Snaptrip - Mill Farm Cottages - The Nook
    • 1

    Derbyshire

    Mill Farm Cottages - The Nook

    Ref: S1330459

    1
    2
    One of four lovely cottages situated in the beautiful Derbyshire village of Barlow. Set in 50 acres of conservation pastures, lakeland and woodland.. All on the Ground Floor: Open plan living space. Living area: TV, DVD Player, CD Player Dining...

    From

    £99

    per night
    View

  • Snaptrip - Mill Farm Cottages - Kingfisher
    • 1

    Derbyshire

    Mill Farm Cottages - Kingfisher

    Ref: S1330457

    1
    2
    Explore both the Peak District National Park and South Yorkshire from this cottage, which is one of four set within 50 acres of conservation pastures, woodland and lakes.. Ground Floor: Open plan living space. Living area: TV, DVD Player, CD...

    From

    £99

    per night
    View

  • Snaptrip - Smithy Cottage
    • 1

    Derbyshire

    Smithy Cottage

    Ref: S778604

    Reviews 18

    2
    4
    The historic market town of Chesterfield acts as the gateway to the Peak District, and has much to offer visitors. The town is famous for its 14th Century church with "Crooked Spire", twisting curiously from its true centre, while the frequent...

    From

    £59

    per night
    View

  • Snaptrip - Chestnut Cottage
    • 2

    Derbyshire

    Chestnut Cottage

    Ref: S2021430

    Reviews 14

    2
    4
    A traditionally furnished barn conversion based on a small countryside estate between Chatsworth and Chesterfield. Great walks and nature trails from the door.. All on the Ground Floor: Living room: TV, DVD Player, French Doors Leading To...

    From

    £77

    per night
    View

  • Snaptrip - Woodview Lodge
    • 2

    Derbyshire

    Woodview Lodge

    Ref: S1326666

    Reviews 6

    2
    4
    Nestled in the heart of Derbyshire, this holiday property is the perfect base from which to explore the Peak District National Park.. Ramp to Entrance. All on the Ground Floor: Open plan living space. Living area: Freeview TV, DVD Player, CD...

    From

    £103

    per night
    View

  • Snaptrip - Mill Farm Cottages - Cherry Tree
    • 1

    Derbyshire

    Mill Farm Cottages - Cherry Tree

    Ref: S1330445

    Reviews 1

    2
    4
    One of four similar cottages, this property is a brilliant base for exploring the Peak District National Park.. Ground Floor: Open plan living space. Living area: TV, DVD Player, CD Player Dining area. Kitchen area: Electric Oven, Electric Hob,...

    From

    £110

    per night
    View

  • Snaptrip - 1 Bed Cottage in Chesterfield
    • 1

    Derbyshire

    1 Bed Cottage in Chesterfield

    Ref: S1294282

    1
    2
    Additional information and rules No dogs allowed - 1 king-size bedroom - 1 bathroom with shower over the bath and WC - Hob, oven, microwave, fridge, dishwasher and washer/dryer - Welcome pack - Wood burner - Underfloor heating - TV/DVD ...

    From

    £50

    per night
    View

  • Snaptrip - 2 Bed Cottage in Barlow
    • 1

    Derbyshire

    2 Bed Cottage in Barlow

    Ref: S230337

    2
    4
    Additional information and rules . Please enquire if you wish to bring more than 1 dog - Two bedrooms: one king-size bedroom, one twin bedroom - One bathroom with shower and downstairs toilet - Wi-Fi - Access via private drive with gate,...

    From

    £120

    per night
    View
    Showing 1 - 24 of 63 properties
    Trustpilot

    Best price guarantee

    No one can beat our prices

    ✕
    Best price guarantee

    Our cottages are professionally managed by our partners and payments are taken by them, but rest assured, by booking via Snaptrip you'll pay the lowest possible price for your trip.

    We never charge you more than you would pay booking directly on the partner's site and if you become a member you can save even more. If you find a property priced lower anywhere else on the internet (we’d be amazed if you do), simply email us at marketing@snaptrip.com and we'll refund you the difference.

    We bring it all together

    Biggest range of self-catering holiday properties

    We connect you to a range of great suppliers with a huge selection of properties. We've done the research, so that you don't have to.

    View properties >

    We get you
    the lowest price

    We help you to complete your booking whilst giving you discounts, member only prices and our best price guarantee.

    A marketplace
    you can trust

    We connect you with the best professionally managed properties and our marketing leading customer services can help you every step of the way.

    Start your journey >
    ✕

    Join for free to get access to exclusive prices on thousands of properties.

    Login to see

    • Discounts exclusive to members
    • Save & share your favourite properties
    • See your previously viewed properties

    Sign up to see

    Login to see

    • Discounts exclusive to members
    • Save & share your favourite properties
    • See your previously viewed properties

    Did you mean {{ suggestedEmail }}?

    or

    Already a member login here

    Not a member?

    By entering my email address, I agree to Snaptrip's Terms of service, Privacy policy and to receive email updates, news, & offers from Snaptrip.

    Welcome, member discounts are now available.