
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$8,364 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.

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.
Outdoor spacesWalkabilityAccess

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
PetsWalkabilityLayout

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!
PetsWalkabilityKitchen

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 spacesPetsLaundry

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
PetsWalkabilityCheck-in

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.
WalkabilityPetsGetting around

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.
Outdoor spacesWalkabilityFamily

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 spacesSleep quality

Slinky The Narrow Boat
Slinky The Narrow Boat - Is a repurposed narrow boat that has been fixed into a set location near Dixon Lock Chesterfield, where you can enjoy all the the outdoors has to offer along with all the amenities you would want from a stay away. Slinky has a log burner for those cosy colder nights along with full working Kitchen, ensuite bathroom and a cosy double bed. Dogs are welcome to stay, as Slinky is situated in its own private secure garden with patio overlooking the Chesterfield Canal.
WalkabilityOutdoor spacesAmenities

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.
Outdoor spacesPetsCheck-in

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
PetsWalkabilityAccess

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!
Outdoor spacesPetsNearby
Popular amenities for Chesterfield pet-friendly home rentals
Pet-friendly house rentals

Bridgefoot Cottage - Wild Swimming & Hot Tub
WalkabilityOutdoor spacesAccuracy

Cosy cottage, stunning views near Chatsworth
WalkabilityPetsCheck-in

Charming fully equipped home 5min to Peak District
Outdoor spacesPetsWifi

Grade II Listed House near Chatsworth
PetsWalkabilityTV

Runner Duck Cottage
Outdoor spacesPetsLocation

Bryn-Tor, The Gardener's House
PetsWalkabilityIndoor spaces

5 Bed luxury holiday home
PetsOutdoor spacesHot tub

Quince Cottage
WalkabilityPetsCleanliness
Pet-friendly home rentals with a pool

Boutique Retreat, Summer Pool, Peak District
PetsOutdoor spacesGrill

Luxury Shepherd's Retreat with Hot Tub
PetsOutdoor spacesSleep quality

Dog Friendly Ground Floor Cottage with Shared Pool
Outdoor spacesWalkabilityPool

Dog Friendly Retreat
WalkabilityPetsGetting around

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

Family Home Getaway - Hot Tub, Sauna & Swim Spa
WalkabilityPetsDecor

Loki’s Lodge@ Ashbourne Heights holiday park
Outdoor spacesWalkabilityLong stay

The Tissington Retreat, Ashbourne Heights
Outdoor spacesWalkabilityComfort
Private, pet-friendly home rentals

Cosy self contained studio - Peak District
Outdoor spacesPetsGetting around

Rural cottage! Wood-fired hot tub. Bliss awaits.
PetsWalkabilityParking

The Stables
WalkabilityPetsParking

17th century cottage in Matlock
Outdoor spacesPetsKitchen

Peak District Country Farmhouse
Outdoor spacesPetsNearby

The Kennels
Outdoor spacesPetsEV charging

Periwinkle Cottage
Outdoor spacesWalkabilityNearby

Lizzy’s Luxury Cottage
PetsOutdoor spacesView
When is the best time to visit Chesterfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$24,465 GYD | G$24,256 GYD | G$24,674 GYD | G$27,184 GYD | G$27,393 GYD | G$29,066 GYD | G$26,347 GYD | G$27,393 GYD | G$24,674 GYD | G$24,884 GYD | G$23,420 GYD | G$24,674 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
- The Quays
- Donington Park Circuit
- Didsbury Village
- Lincoln Castle
- AO Arena
- Harewood House
- Tatton Park
- Wythenshawe Park
- University of Manchester
- Bowlers Exhibition Centre
- Yorkshire Wildlife Park
- Bramham Park
- Manchester Central Convention Complex
- Temple Newsam Park
- The Piece Hall
- Yorkshire Sculpture Park
- Mam Tor
- Belvoir Castle
- Manchester Central Library





