
Family-friendly holiday rentals in Chesterfield
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Chesterfield

Total holiday rentals
Explore 70 holiday rentals in Chesterfield

Nightly prices starting at
Chesterfield holiday rentals start at $57 AUD per night before taxes and fees

Verified guest reviews
Over 4,520 verified reviews to help you choose

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Chesterfield holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chesterfield rentals

4.8 Average rating
Chesterfield stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Chesterfield
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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
FamilyIndoor spacesAccess

Cheerful 2- Bedroomed Home in Chesterfield.
This beautiful town house is located right on the edge of the Peak District and within walking distance to Chesterfield's iconic Market Town. This 2 bedroomed modern home has everything you need and is the perfect base for visiting all the local attractions Derbyshire has to offer. The locations boasts a 20 min drive to the well loved Peak District. Along with all the wonderful bars, restaurants, gift & coffee shops just a short walk away. Chesterfield's Golf course is just 15min drive away.
Indoor spacesFamilyAccuracy

Cottage by the Park Chesterfield - Peak district
Our COTTAGE is situated with a PARK on our doorstep and 15 min drive to Baslow in the PEAK DISTRICT . Also within walking distance to Chesterfield town center and Chatsworth road. Only a 15 min walk to bars, restaurants, coffee shops, and local boutique shops on Chatsworth Road. It is a short drive to Chatsworth house, Bakewell, Matlock and many of the delightful areas in the Peak district. Our home is cozy and welcoming! We hope you will choose us for your next visit to the area.
FamilyIndoor spacesView

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.
Indoor spacesFamilyAccuracy

Chesterfield -Peak District-Chatsworth-EV Charger
Welcome to our ground floor studio, private entrance, bathroom, kitchenette with fridge freezer, microwave, double bed, wall-mounted TV. PAYG EV Charger - Ideal for business travellers and couples seeking a relaxing break. Located on a quiet, tree-lined avenue. Minutes from Chatsworth Road's bars and restaurants. Close to the Peak District, Chatsworth House, Buxton, Bakewell, and Matlock, guest access via a coded key lock. Nestled near the Hipper Valley bike trail for a peaceful retreat.
FamilyKitchenCheck-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
KitchenIndoor spacesComfort

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!
FamilyIndoor spacesSleep quality

The Corner House A-2 Bedroom Town Centre Apartment
A stylish ground-floor apartment in a beautifully converted 1800s home, recently refurbished to a high standard and exclusively used for Airbnb guests. The property features two double bedrooms, a full bathroom plus a separate toilet, and a fully equipped open-plan kitchen/diner with a sofa bed - perfect for relaxing stays. Within walking distance of Chesterfield town centre and train station, with allocated parking for one car.
Indoor spacesKitchenHeating

Sleepover with Miniature horse Basil
Basils Barn is situated on the grounds of a 17th century manor, surrounded by a picturesque 60 acre estate. The bedroom is directly attached to Basils stable, where there is a doorway in between the two spaces. In the paddocks we also have a herd of Highland cows, Hebridean sheep, horses, pigs, chickens and Norwegian Forrest cats. Our animals are mostly rescued and all of our animals are kept strictly as pets.
FamilyIndoor spacesOutdoor spaces

Exclusive Detached Retreat+Games Room M1J35 1.5m
A unique duplex property that has a fully furnished games room complete with snooker table, professional air hockey table, surround sound cinema system with a self contained upstairs living space equipped to a high standard. Located in the heart of Ecclesfield you are a short distance from local amenities, woodland walks, pubs and cafes but also only a short distance to the vibrant nightlife in Sheffield. .
Indoor spacesKitchenCheckout

'Rose House' Modern 3 Bedroom Detached House
Located a mile from Chesterfield town centre. The property consists of a large open plan lounge/kitchen, 2 double bedrooms and 1 single room with bunk beds. The garden is south facing and there is private parking. There are a range of bars, cafe's, restaurants and local amenities just a short walk from the property. Chatsworth House, Haddon Hall and Peak District are 15 minutes drive away.
FamilyKitchenNearby

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 .
Indoor spacesKitchenWalkability
Popular amenities for Chesterfield family-friendly rentals
Family-friendly home rentals with a hot tub

Rural cottage! Wood-fired hot tub. Bliss awaits.
FamilyIndoor spacesBathroom

Air conditioned Woodcutters ~ Romantic Retreat
KitchenIndoor spacesHospitality

Hugo’s Luxury Barn
Indoor spacesKitchenLocation

Cozy Couples Glamping - Private Hot Tub
FamilyIndoor spacesAccess

Luxury Country Cottage with Hot Tub
KitchenFamilyAmenities

The Granary
FamilyIndoor spacesAccess

Jack's Cottage, Curbar
Indoor spacesKitchenBiking

Clover View - Hot tub, Sauna & Countryside Views
KitchenIndoor spacesView
Family- and pet-friendly home rentals

Exclusive & Beautiful Modern Studio Flat
FamilyKitchenParks

“Your Sheffield home away from home”
KitchenIndoor spacesLayout

Characterful 2 bed cottage in excellent location
KitchenIndoor spacesAccuracy

Gravediggers Cottage
FamilyIndoor spacesParks

Stretton Hall Farm - The Pod 3
FamilyKitchenHospitality

Private Safari Tent, sleeps 4, Ashover, Derbyshire
Indoor spacesKitchenCheck-in

Luxury 2 Bedroom Cottage (Sleeps 4) Stunning Views
Indoor spacesKitchenBreakfast

Beautiful barn conversion.
FamilyKitchenHiking
Family-friendly home rentals with a pool

The Round House - family house with indoor pool
KitchenIndoor spacesDecor

Hot Tub Indoor Pool Peak Park 15 mins Alton Towers
FamilyIndoor spacesNearby

Boutique Retreat, Summer Pool, Peak District
Indoor spacesKitchenAccuracy

Dog Friendly Retreat
KitchenIndoor spacesDecor

Winnow Nook - romantic getaway for 2
FamilyKitchenNearby

Vale Pool Annex – Countryside Stay near Nottingham
KitchenIndoor spacesValue

Dog Friendly Ground Floor Cottage with Shared Pool
Indoor spacesFamilyShared spaces

Loki’s Lodge@ Ashbourne Heights holiday park
KitchenFamilyComfort
When is the best time to visit Chesterfield?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $168 AUD | $188 AUD | $190 AUD | $195 AUD | $200 AUD | $202 AUD | $178 AUD | $188 AUD | $171 AUD | $171 AUD | $166 AUD | $174 AUD |
| 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
- Donington Park Circuit
- The Quays
- Didsbury Village
- Lincoln Castle
- AO Arena
- Harewood House
- Bowlers Exhibition Centre
- Tatton Park
- Bramham Park
- Yorkshire Wildlife Park
- University of Manchester
- Manchester Central Convention Complex
- Wythenshawe Park
- University of Leeds
- The Piece Hall
- Belvoir Castle
- Temple Newsam Park
- Motorpoint Arena Nottingham
- Royal Armouries Museum





