
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 G$8,371 GYD 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.

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 spacesWalkabilityBiking

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 spacesPetsAmenities

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 spacesComfort

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 spacesPetsSleep quality

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
WalkabilityOutdoor spacesValue

The Kennels
Kick off your walking boots, wash down your bike or just park up the car, this freshly converted kennels is the place to relax for a few days. Peaceful and away from it all but close enough to explore the beauty of the Peak District and Chatsworth House. Matlock is a couple of miles away with restaurants, shops and amenities. You can start exploring from the door step; we can help with guides, directions and recommendations. The room can be configured as a luxury Super King or twin beds.
PetsOutdoor spacesCheckout

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.
WalkabilityOutdoor spacesHiking

Lizzy’s Luxury Cottage
Welcome to Lizzy’s Cottage! Nestled in the heart of the Peak District, Lizzy’s Cottage offers a luxurious escape for couples and families. Surrounded by breathtaking countryside, the cottage provides a peaceful retreat, while being just a short drive from popular destinations such as Bakewell, Chatsworth, Matlock, and Matlock Bath. At Knabb Farm, we offer private parking for all guests, and our 7 acres of private land provide plenty of space to explore and enjoy the stunning surroundings.
PetsWalkabilityFamily

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
WalkabilityPetsQuiet

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

Stretton Hall Farm - The Annex
Our holiday cottages & glamping pods are located on our 100 acre farm on the edge of the Peak District. The Annex is a modern barn conversion with a luxurious interior, designed to make it feel like a home away from home. Secluded down a 1/4 mile private driveway in a courtyard with the other cottages, the Annex has a quiet feel to it where you can truly relax. We are contractor friendly, please message us for work stays that are Monday to Friday.
PetsWalkabilityAmenities

Jacobs Barn, Eyam
Jacob's Barn, entire home in the Village of Eyam, Peak District National Park UK Up to 4 guests, 2 bedrooms 2 beds, 1 bathroom There is going to be much to love about your stay at Jacob’s Barn! Nestled in the pretty historic village of Eyam, (The Plague village), it is perfectly positioned to make the most of the hilly green valleys of the surrounding Peak District National park.
Outdoor spacesWalkabilityCheckout
Popular amenities for Chesterfield pet-friendly home rentals
Pet-friendly house rentals

Willow Cottage Newly renovated quaint cottage
WalkabilityOutdoor spacesNearby

Bridgefoot Cottage - Wild Swimming & Hot Tub
WalkabilityPetsLocation

Fox Cottage at Yew Tree Farm
PetsWalkabilityLocation

Peak District Home from Home!
Outdoor spacesPetsView

"The Barn” at Stoop Farm
WalkabilityPetsCleanliness

Pear Tree Lodge with private HOT TUB and garden
Outdoor spacesPetsAmenities

Idyllic Cottage, Butterton
PetsWalkabilitySleep quality

Derbyshire Gem, Peak District
WalkabilityOutdoor spacesBackyard
Pet-friendly home rentals with a pool

Caravan near Tissington Trail
PetsWalkabilityPool

Boutique Retreat, Summer Pool, Peak District
WalkabilityPetsGrill

Large Modern Décor 3 Bed with Driveway & Garden
WalkabilityPetsBreakfast

The Tissington Retreat, Ashbourne Heights
PetsOutdoor spacesGetting around

Loki’s Lodge@ Ashbourne Heights holiday park
WalkabilityPetsAccuracy

Family Home Getaway - Hot Tub, Sauna & Swim Spa
Outdoor spacesPetsCondition

Dog Friendly Retreat
Outdoor spacesPetsHospitality

Luxury Shepherd's Retreat with Hot Tub
WalkabilityOutdoor spacesCondition
Private, pet-friendly home rentals

Luxury Cottage Green Cottage, Peak District
PetsOutdoor spacesBathroom

Jack's Cottage, Curbar
WalkabilityPetsFamily

20 Lacemarket Panorama
PetsOutdoor spacesView

Cosy self contained studio - Peak District
WalkabilityOutdoor spacesSleep quality

Exclusive & Beautiful Modern Studio Flat
PetsWalkabilityAccess

The Willows Hut - with hot tub - Hillside Huts
WalkabilityOutdoor spacesAccess

Gorgeous romantic cosy cottage retreat with views
Outdoor spacesWalkabilitySleep quality

Luxury Peak District Cottage with Hot Tub
Outdoor spacesWalkabilityView
When is the best time to visit Chesterfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$24,485 GYD | G$24,276 GYD | G$24,694 GYD | G$27,206 GYD | G$27,415 GYD | G$29,089 GYD | G$26,368 GYD | G$27,415 GYD | G$24,694 GYD | G$24,904 GYD | G$23,439 GYD | G$24,694 GYD |
| 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
- Didsbury Village
- Donington Park Circuit
- Lincoln Castle
- Harewood House
- Tatton Park
- Yorkshire Wildlife Park
- Bramham Park
- Manchester Central Convention Complex
- Belvoir Castle
- Wythenshawe Park
- Temple Newsam Park
- Mam Tor
- Bowlers Exhibition Centre
- AO Arena
- Loughborough University
- Yorkshire Sculpture Park
- Meadowhall
- MediaCityUK
- Sheffield City Hall





