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

Total vacation rentals
Explore 50 vacation rentals in Chesterfield

Nightly prices starting at
Chesterfield vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

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

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Chesterfield vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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 spacesLaundry

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!
WalkabilityOutdoor spacesGetting around

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
Outdoor spacesWalkabilityBackyard

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.
Outdoor spacesWalkabilityFamily

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
PetsOutdoor spacesHeating

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.
Outdoor spacesWalkabilitySolo travel

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 spacesWalkabilityLocation

Exclusive & Beautiful Modern Studio Flat
Located on Green Lane, traffic is busy at peak times of the day, however this private studio is perfect for access to the Peak District. There is a kitchen, a spacious bathroom, pull-down double bed (only a small 4 ft double). The flat is best suited for a single person but if you are in a couple and the bed is ok, then this will suit you. The Peak district is just a short car ride away. Restaurants, supermarkets; train station and buses will take you to Sheffield or chesterfield.
PetsOutdoor spacesCondition

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
PetsWalkabilityCleanliness

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!
PetsWalkabilityBathroom

Cosy self contained studio - Peak District
Set in the glorious Peak District in a rural and peaceful location is our lovely self contained studio. Glorious views and walks over rolling countryside. Close to Chatsworth House and Haddon Hall. With the popular wedding venue (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. Perfect for the Chatsworth Christmas market.
WalkabilityPetsAccuracy

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.
Outdoor spacesWalkabilityQuiet
Popular amenities for Chesterfield pet-friendly home rentals
Pet-friendly house rentals

Bridgefoot Cottage - Wild Swimming & Hot Tub
WalkabilityOutdoor spacesCheckout

Central Cactus Luxurious Home | Free Parking 10PPL
PetsOutdoor spacesNearby

Grade II Listed House near Chatsworth
WalkabilityOutdoor spacesAmenities

Cosy cottage, stunning views near Chatsworth
Outdoor spacesPetsKitchen

Charming fully equipped home 5min to Peak District
Outdoor spacesWalkabilityBathroom

Central Bakewell Quiet Luxury
Outdoor spacesWalkabilityIndoor spaces

The Cottage - Derbyshire
Outdoor spacesWalkabilityCheckout

5 Bed luxury holiday home
Outdoor spacesPetsHot tub
Pet-friendly home rentals with a pool

Boutique Retreat, Summer Pool, Peak District
WalkabilityPetsLaundry

Dog Friendly Ground Floor Cottage with Shared Pool
Outdoor spacesPetsCondition

Luxury Shepherd's Retreat with Hot Tub
WalkabilityPetsBackyard

Dog Friendly Retreat
WalkabilityOutdoor spacesComfort

Romantic Peak District Spa Cottage •Hot Tub & Pool
Outdoor spacesWalkabilityBathroom

Family Home Getaway - Hot Tub, Sauna & Swim Spa
WalkabilityOutdoor spacesHospitality

Loki’s Lodge@ Ashbourne Heights holiday park
WalkabilityPetsHiking

The Tissington Retreat, Ashbourne Heights
WalkabilityOutdoor spacesParks
Private, pet-friendly home rentals

Wasp Nest Cottage, Peak District
WalkabilityPetsGetting around

17th century cottage in Matlock
WalkabilityOutdoor spacesIndoor spaces

The Stables
Outdoor spacesWalkabilityAccuracy

Peak District Country Farmhouse
Outdoor spacesPetsLaundry

Slinky The Narrow Boat
Outdoor spacesWalkabilityBathroom

Bert's - your idyllic Derbyshire retreat
Outdoor spacesWalkabilityLocation

Quaint 2 bed cottage, ideally located for walking
PetsOutdoor spacesSleep quality

Stunning 18th Century Chapel 6 bedrooms 6 en suite
PetsOutdoor spacesAmenities
When is the best time to visit Chesterfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 430 | ﺩ.ﺇ 426 | ﺩ.ﺇ 433 | ﺩ.ﺇ 477 | ﺩ.ﺇ 481 | ﺩ.ﺇ 510 | ﺩ.ﺇ 463 | ﺩ.ﺇ 481 | ﺩ.ﺇ 433 | ﺩ.ﺇ 437 | ﺩ.ﺇ 411 | ﺩ.ﺇ 433 |
| 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
- Harewood House
- Tatton Park
- Wythenshawe Park
- Bowlers Exhibition Centre
- University of Manchester
- Yorkshire Wildlife Park
- Bramham Park
- Manchester Central Convention Complex
- Temple Newsam Park
- The Piece Hall
- Belvoir Castle
- Mam Tor
- Yorkshire Sculpture Park
- Manchester Central Library





