
Pet-friendly holiday rentals in Chesterfield
Find and book unique pet-friendly homes on Airbnb
Quick stats about holiday rentals that are pet-friendly in Chesterfield

Total holiday rentals
Explore 50 holiday rentals in Chesterfield

Nightly prices starting at
Chesterfield holiday rentals start at $70 NZD per night before taxes and fees

Verified guest reviews
Over 3,400 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Chesterfield holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Chesterfield rentals

4.9 Average rating
Chesterfield stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated pet-friendly home rentals in Chesterfield
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

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.
WalkabilityOutdoor spacesLong stay
4.93 out of 5 average rating, 346 reviews
Spa Home with Hottub, Sauna Pool Table
Spa home with sauna, hottub, all modern amenities, on the edge of the Peak District and just 5 minutes walk from Chesterfield train station. 1pm check-in. Perfect for all experiences, extra large bedrooms. There is full-sized pool table, BBQ area, Sonos music, log-burner, open-plan kitchen and living areas. Ideal for several families or large group getaways. Prime location allows you to enjoy the Derbyshire countryside whilst being within walking distance of a multitude of cafes, shops and bars.
WalkabilityOutdoor spacesHot tub
4.96 out of 5 average rating, 161 reviews
Springwood Cottage Private and Unique
Springwood Cottage is ideally situated in a beautiful location on the edge of Derbyshire is completely self contained with its own entrance and private garden area with parking outside. The Cottage is completely newly built in 2020 and designed to the highest standard. Well behaved Dogs welcome, we are happy to accommodate 2 dogs, please request if you have more than 2. A deluxe super kingsized bed (6 x6 foot) with the most up to date memory foam mattress and a comfortable sofa bed in the lounge
PetsWalkabilityDecor
4.99 out of 5 average rating, 199 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!
Outdoor spacesWalkabilityView
4.98 out of 5 average rating, 238 reviews
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.
WalkabilityOutdoor spacesHeating
4.94 out of 5 average rating, 352 reviews
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
Outdoor spacesPetsView
5.0 out of 5 average rating, 285 reviews
The Hideaway
Surround yourself with style in this standout space. Modern recently refurbished basement apartment with secure drive. It comprises of 1 bedroom with king size bed with Premier Inn mattress. It has a kitchen/lounge with pull out sofa bed that sleeps 2. The kitchen is equipped with microwave, fridge, air fryer, kettle, toaster and all utensils. Includes all bedding and towels. Shower room. 10 min walk to the chesterfield canal. Shops, pubs and restaurants are all within walking distance.
PetsOutdoor spacesAmenities
4.86 out of 5 average rating, 104 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.
WalkabilityOutdoor spacesComfort
4.97 out of 5 average rating, 353 reviews
Cosy studio apartment close to Peak District
Cosy,private ,self contained upstairs studio with own entrance , double bed with en suite, dual ring halogen hob ,combination microwave and oven , television with free sat ,free wifi ,integrated fridge freezer ,breakfast bar and stools . Comfy chairs to relax! On the main bus route into Chesterfield and the Peak District ,10 mins to Chatsworth,20 mins to Bakewell and lots of walks in the area. Many bars ,coffee shops and restaurants within walking distance . We look forward to meeting you.
Outdoor spacesPetsIndoor spaces
4.96 out of 5 average rating, 296 reviews
The Long Hall 2 bed ground floor annexed apartment
Long Hall has been lovingly converted into a 6-person, ground floor, annexed apartment, within a quiet housing estate, a short distance from the Peak District. Two large double bedrooms, with rainfall shower en-suites, and a large open-plan living area dining and kitchen area and a large, shared enclosed patio and garden area Long Hall suits leisure and tourist staycations, as well as trade or professional workers, who wish for a home from home. SKY Sports and Movies included
Outdoor spacesWalkabilityHeating
4.96 out of 5 average rating, 354 reviews
Charming grade II listed cottage with hot tub
Chander Hill Cottage is a stylish 3-bedroom barn conversion nestled above the village of Holymoorside, on the edge of the Peak District. This cosy cottage is a perfect base for exploring the countryside, with numerous walks from the door and two pubs just a mile away in the village. Relax in our hot tub with stunning views or warm up by the wood burning stove after a winter walk. The enclosed cottage garden has a patio where you can enjoy a BBQ in the summer. Dogs welcome!
WalkabilityPetsSleep quality
4.99 out of 5 average rating, 202 reviews
The Stables
This stylish conversion sits on the edge of the Peak district, offering spacious accommodation over one level. Perfect for walking, cycling, climbing and exploring local attractions. The village pub is a short walk away, serving food throughout the year. The property itself has 2 large bedrooms, both with double beds, and an extra single sofa bed. The large dinning kitchen has French doors opening to a covered veranda, perfect for relaxing with a drink.
PetsWalkabilityBreakfast
4.95 out of 5 average rating, 111 reviewsPopular amenities for Chesterfield pet-friendly home rentals
Pet-friendly house rentals

Bridgefoot Cottage - Wild Swimming & Hot Tub
Outdoor spacesPetsHot tub
4.88 out of 5 average rating, 302 reviews
Cosy cottage, stunning views near Chatsworth
Outdoor spacesWalkabilityCheck-in
4.83 out of 5 average rating, 504 reviews
Peak District Home from Home!
Outdoor spacesPetsValue
4.9 out of 5 average rating, 124 reviews
Quince Cottage
PetsOutdoor spacesParking
4.98 out of 5 average rating, 209 reviews
Bryn-Tor, The Gardener's House
WalkabilityPetsView
4.94 out of 5 average rating, 103 reviews
Charming fully equipped home 5min to Peak District
PetsWalkabilityCondition
4.91 out of 5 average rating, 275 reviews
5 Bed luxury holiday home
Outdoor spacesPetsAmenities
4.98 out of 5 average rating, 123 reviews
The Little Lodge
PetsOutdoor spacesLayout
4.97 out of 5 average rating, 172 reviewsPet-friendly home rentals with a pool

Boutique Retreat, Summer Pool, Peak District
PetsOutdoor spacesHospitality
4.95 out of 5 average rating, 416 reviews
Dog Friendly Ground Floor Cottage with Shared Pool
WalkabilityOutdoor spacesValue
4.83 out of 5 average rating, 101 reviews
Romantic Peak District Spa Cottage •Hot Tub & Pool
PetsOutdoor spacesGetting around
4.83 out of 5 average rating, 138 reviews
Luxury Shepherd's Retreat with Hot Tub
WalkabilityPetsBarbecue
4.98 out of 5 average rating, 132 reviews
Dog Friendly Retreat
Outdoor spacesWalkabilityCleanliness
4.8 out of 5 average rating, 142 reviews
Family Home Getaway - Hot Tub, Sauna & Swim Spa
WalkabilityPetsCondition
4.88 out of 5 average rating, 64 reviews
Loki’s Lodge@ Ashbourne Heights holiday park
PetsOutdoor spacesGetting around
4.99 out of 5 average rating, 81 reviews
The Tissington Retreat, Ashbourne Heights
WalkabilityOutdoor spacesAccuracy
4.98 out of 5 average rating, 41 reviewsPrivate, pet-friendly home rentals

Cosy self contained studio - Peak District
Outdoor spacesPetsKitchen
4.98 out of 5 average rating, 394 reviews
Rural cottage! Wood-fired hot tub. Bliss awaits.
PetsOutdoor spacesNearby
4.96 out of 5 average rating, 227 reviews
Exclusive & Beautiful Modern Studio Flat
WalkabilityPetsHospitality
4.82 out of 5 average rating, 271 reviews
Peak District Country Farmhouse
WalkabilityOutdoor spacesComfort
4.96 out of 5 average rating, 167 reviews
The Kennels
PetsWalkabilityHiking
4.99 out of 5 average rating, 303 reviews
17th century cottage in Matlock
Outdoor spacesPetsTV
4.94 out of 5 average rating, 457 reviews
Periwinkle Cottage
Outdoor spacesWalkabilityCheckout
4.96 out of 5 average rating, 539 reviews
Slinky The Narrow Boat
WalkabilityPetsHospitality
4.99 out of 5 average rating, 100 reviewsWhen is the best time to visit Chesterfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $204 NZD | $203 NZD | $206 NZD | $227 NZD | $229 NZD | $243 NZD | $220 NZD | $229 NZD | $206 NZD | $208 NZD | $196 NZD | $206 NZD |
| Avg. temp | 4°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 14°C | 11°C | 7°C | 5°C |
Destinations to explore
- Peak District National Park
- Alton Towers
- Etihad Stadium
- Chatsworth House
- Heaton Park
- The Quays
- Donington Park Circuit
- Didsbury Village
- Lincoln Castle
- AO Arena
- Wythenshawe Park
- Harewood House
- Tatton Park
- University of Manchester
- Bramham Park
- Yorkshire Wildlife Park
- Bowlers Exhibition Centre
- Manchester Central Convention Complex
- Temple Newsam Park
- Yorkshire Sculpture Park
- The Piece Hall
- Mam Tor
- Belvoir Castle
- MediaCityUK





