
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.

Gorgeous romantic cosy cottage retreat with views
Welcome to Lancaster Cottage, Winster - the perfect luxury escape for couples in the Peak District. ~ Ideal cosy hideaway for a romantic escape for 2 ~ Secluded, off-road & immersed in nature with secret garden & log cabin ~Fabulous walks from the doorstep ~Lovely pubs within a few minutes walk ~Oozes character - built in 1701 & Grade II Listed ~ Cosy woodburner fireplace & beams ~Huge sink-in settee & a dreamy, romantic bedroom with king-sized comfy bed with stunning views ~Dog-friendly

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

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.

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

2 En-suite rural luxury cottage Ashover Derbyshire
Rural luxury 2 bedroomed en-suite cottage with kingsize bed & twin or superking. Both bedrooms have en-suite facilities one with walk in rain shower and twin with shower over bath. Ideally situated for the Peak District, Bakewell, & Chatsworth. Underfloor heating throughout and looks out onto its own woodland with picnic bench plus 2 more seating areas ideal for 2 couples. BBQ & table & chairs with cushions. Perfect for chilling out with views and walks from the doorstep. Pub 10 minute walk.

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.

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.

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

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!

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.

Beautiful barn conversion.
Reconnect with nature at this unforgettable escape on the edge of the Peak District. Beautifully finished barn conversion. King sized bed, tv with full Sky package. Log burner. Bathroom with freestanding bath and separate shower. Fully equipped kitchen. Outside seating/bbq area. Village and pubs within walking distance. Fantastic walking area. Stunning views. Plenty of parking.

Lovely apartment above cafe near Peak District
The apartment is situated above the 200 year old cafe . Completely self contained with your own entrance . Barlow is a picturesque village on the very edge of the Peak District, with two great gastro pubs, one right next door . Barlow is a 10 minute scenic drive from chatsworth house . The apartment is a perfect stylish space for a perfect getaway for two .
Popular amenities for Chesterfield pet-friendly home rentals
Pet-friendly house rentals

Chert Cottage, Great Longstone, Bakewell Peak Dist

Willow Cottage Newly renovated quaint cottage

Country Cottage with great outside space & views

Bridgefoot Cottage - Wild Swimming & Hot Tub

Peak District Home from Home!

Pear Tree Lodge with private HOT TUB and garden

Sleeps 6 | Views of Curbar Edge, near Chatsworth

Quince Cottage
Pet-friendly home rentals with a pool

Caravan near Tissington Trail

Boutique Retreat, Summer Pool, Peak District

Large Modern Décor 3 Bed with Driveway & Garden

The Tissington Retreat, Ashbourne Heights

Loki’s Lodge@ Ashbourne Heights holiday park

Family Home Getaway - Hot Tub, Sauna & Swim Spa

Dog Friendly Retreat

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

Stunningly stylish cottage.

Jack's Cottage, Curbar

20 Lacemarket Panorama

Exclusive & Beautiful Modern Studio Flat

The Willows Hut - with hot tub - Hillside Huts

Cosy self contained studio - Peak District

Dog Friendly, Cosy, Peaceful, Walks, Peak District

Luxury Peak District Cottage with Hot Tub
When is the best time to visit Chesterfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$24,464 GYD | G$24,255 GYD | G$24,674 GYD | G$23,210 GYD | G$23,628 GYD | G$24,464 GYD | G$26,346 GYD | G$27,392 GYD | G$24,674 GYD | G$24,883 GYD | G$23,419 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
- Condo rentals Chesterfield
- Apartment rentals Chesterfield
- House rentals Chesterfield
- Cottage rentals Chesterfield
- Rentals with a patio Chesterfield
- Family-friendly rentals Chesterfield
- Cabin rentals Chesterfield
- Rentals with a fireplace Chesterfield
- Rentals with outdoor seating Chesterfield
- Rentals with a washer and dryer Chesterfield
- Pet-friendly rentals Derbyshire
- Pet-friendly rentals England
- Pet-friendly rentals United Kingdom
- Peak District National Park
- Alton Towers
- Etihad Stadium
- Chatsworth House
- Heaton Park
- Didsbury Village
- Lincoln Castle
- Harewood House
- Tatton Park
- Yorkshire Wildlife Park
- Bramham Park
- Manchester Central Convention Complex
- Temple Newsam Park
- Mam Tor
- Belvoir Castle
- Wythenshawe Park
- Yorkshire Sculpture Park
- Loughborough University
- Sheffield City Hall
- MediaCityUK
- Meadowhall
- Science and Industry Museum
- Manchester Academy
- O2 Apollo Manchester





