
Pet-friendly holiday rentals in Chesterfield
Find and book unique pet-friendly homes on Airbnb
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

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!

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

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.

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.

Outstanding views at 2 Bed, dog friendly cottage.
Beautiful, eclectic artists cottage for relaxing in the Derbyshire Dales; the perfect place to explore and adventure, or just to relax and enjoy the views. Quirky 2 Bed, 2 Bath, 2 Lounge living with bifold doors to entrancing views of the Peak District. Garage parking, enclosed yard, dog friendly, inclusive and open to all. A 20min walk away from Matlock town centre with amazing walks, right from the door. Easy access to the Peak District with all its climbing, walking, running and biking.

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!

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

A chic retreat in the Peaks

Chert Cottage, Great Longstone, Bakewell Peak Dist

Cosy modern house patio free parking 15 min walk

Country Cottage with great outside space & views

Cheerful 2-bedroom home with free offroad parking

Fox Cottage at Yew Tree Farm

Peak District Home from Home!

Sleeps 6 | Views of Curbar Edge, near Chatsworth
Pet-friendly home rentals with a pool

Caravan near Tissington Trail

Luxury Peak District Home - 2 miles from Ashbourne

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 £75 pn or all March £1000

Goosander, hot tub, stunning views, & spa option
Private, pet-friendly home rentals

Stunningly stylish cottage.

Jacobs Barn, Eyam

Fabulous vintage vibe - Sheffield & Peak District!

Romantic Little Cottage in Eyam, Peak District

Pepper Cottage- pet-friendly, stylish & cosy

The Hideaway. Great views, garden & location

Quiet hideaway in Matlock with far reaching views

The Old Tour Bus. Hot tub and treetop cinema!
When is the best time to visit Chesterfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $136 SGD | $135 SGD | $137 SGD | $142 SGD | $145 SGD | $150 SGD | $162 SGD | $168 SGD | $151 SGD | $153 SGD | $144 SGD | $151 SGD |
| 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 |
Quick stats about holiday rentals that are pet-friendly in Chesterfield

Total holiday rentals
Explore 40 holiday rentals in Chesterfield

Nightly prices starting at
Chesterfield holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 3,040 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Chesterfield holiday rentals include wifi 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!
Destinations to explore
- Durham Holiday rentals
- London Holiday rentals
- Picardie Holiday rentals
- Sea of the Hebrides Holiday rentals
- Amsterdam Holiday rentals
- Thames River Holiday rentals
- South West Holiday rentals
- Inner London Holiday rentals
- Rivière Holiday rentals
- Dublin Holiday rentals
- Brussels Holiday rentals
- South London Holiday rentals
- Apartment rentals Chesterfield
- Rentals with a fireplace Chesterfield
- House rentals Chesterfield
- Rentals with a patio Chesterfield
- Cottage rentals Chesterfield
- Cabin rentals Chesterfield
- Rentals with a washing machine and dryer Chesterfield
- Flat rentals Chesterfield
- Family-friendly rentals Chesterfield
- Rentals with outdoor seating Chesterfield
- Pet-friendly rentals Derbyshire
- Pet-friendly rentals England
- Pet-friendly rentals United Kingdom
- Peak District National Park
- Alton Towers
- Etihad Stadium
- Chatsworth House
- AO Arena
- The Quays
- Manchester Central Convention Complex
- Motorpoint Arena Nottingham
- Heaton Park
- Lincoln Castle
- Victoria Warehouse
- Harewood House
- Mam Tor
- Tatton Park
- Didsbury Village
- Utilita Arena Sheffield
- Royal Armouries Museum
- Donington Park Circuit
- The Piece Hall
- Crucible Theatre
- Wythenshawe Park
- Temple Newsam Park
- Manchester Central Library
- Science and Industry Museum




