
Pet-friendly vacation 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.

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!

Cosy Quiet Cottage In Pilsley
A beautiful, refurbished, one bedroomed cottage in a peaceful small village location, just a couple of minutes walk onto the Five Pits Trail and other great walks, yet still in close proximity to local amenities. The perfect place to enjoy a home from home getaway; self check in, full kitchen, glorious large bathroom space with bath and waterfall shower, comfy lounge area with large TV, extremely spacious cosy king bedroom and front and rear enclosed patio areas for your four legged friends!

The Hideaway, Great views, garden & location
The Hideaway is an attractive cottage with wonderful views, contemporary decoration, consisting of a kitchen/living space, bedroom, shower room & west facing balcony all accessed from your private entrance with self check-in. Hidden away on the lovely wooded hillside of the Derwent Valley between Bakewell and Matlock, within 3 miles of Chatsworth House & Haddon Hall. Great for walkers, situated down a quiet lane, with fantastic walks from the front door through woodland, fields or moorland.

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

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.

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.

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.

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.

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

Merry View cottage

Bridgefoot Cottage - Wild Swimming & Hot Tub

Peak District Home from Home!

Sleeps 6- Views of Curbar gap & near to Chatsworth

Pigeon Loft Cottage

Pear Tree Lodge with private HOT TUB and garden

Central Bakewell Quiet Luxury

Riverbank Cottage - Annex
Pet-friendly home rentals with a pool

Caravan near Tissington Trail

Luxury Peak District Home - 2 miles from Ashbourne

The Tissington Retreat, Ashbourne Heights

Loki’s Lodge@ Ashbourne Heights holiday park

Family Home Getaway - Hot Tub, Sauna & Swim Spa

Dog Friendly Rural Retreat (55% off for mo stay)

Uppergate Farmhouse Apartment

Luxury Caravan in Ashbourne Heights Holiday Park
Private, pet-friendly home rentals

Jack's Cottage, Curbar

SnapTin - stylish cosy cottage in Bakewell

Luxurious Bolthole

Swift Retreat - converted farm building

Fabulous studio in stunning farm location

Charming grade II Belper retreat & dog friendly

Bright & pretty stone built lodge - dog friendly

Barlow Country Club - Bluebell Cottage
When is the best time to visit Chesterfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $146 CAD | $145 CAD | $147 CAD | $153 CAD | $156 CAD | $161 CAD | $173 CAD | $180 CAD | $162 CAD | $151 CAD | $149 CAD | $160 CAD |
| 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 vacation rentals that are pet-friendly in Chesterfield

Total vacation rentals
Explore 40 vacation rentals in Chesterfield

Nightly prices starting at
Chesterfield vacation rentals start at $41 CAD per night before taxes and fees

Verified guest reviews
Over 2,800 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Chesterfield vacation 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!
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- Peak District national park
- Alton Towers
- Etihad Stadium
- Chatsworth House
- The Quays
- Lincoln Castle
- Harewood House
- Sundown Adventureland
- Mam Tor
- Royal Armouries Museum
- Tatton Park
- Holmfirth Vineyard
- Crucible Theatre
- The Nottinghamshire Golf & Country Club
- Science and Industry Museum
- Rufford Park Golf and Country Club
- Shrigley Hall Golf Course
- IWM North
- Cavendish Golf Club
- Manchester Central Library
- Daisy Nook Country Park
- Derwent Valley Mills
- National Justice Museum
- Bosworth Battlefield Heritage Centre




