Book Holiday Homes in Chesterfield
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Featured Holiday Homes in Chesterfield

Haddon Villa in centre of Bakewell, Peak District. Nr Chatsworth. Pet friendly

Self Catering Holiday Cottage in Ilam

Honeysuckle Cottage, 2 bed, sleeps 3, family-friendly and pet-friendly

Large Victorian 6 bed house in the centre of Matlock with hot tub and games room

Cosy Barn in The Peak District National Park - ideal for walkers. Dog friendly .

Cosy Central Nottingham, 3 Bed House, 3 Bathrooms, 2x Parking

Newly refurbished luxury 5 bed riverside house with hot tub and annexe.

Brook cottage in Baslow next to Chatsworth Park

Marina view cottage - Canalside cottage - Peak District location
Chesterfield Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Chesterfield vacation homes are the perfect way for you to wing it.
Holiday houses in Chesterfield let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Chesterfield in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Chesterfield adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Chesterfield with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Chesterfield vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Chesterfield Holiday Homes essential information
Accommodation | 1124 Holiday Homes |
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Lowest Price | AU$82 |
Highest Price | AU$281 |
Popular accommodation | Haddon Villa in centre of Bakewell, Peak District. Nr Chatsworth. Pet friendly, Self Catering Holiday Cottage in Ilam, Honeysuckle Cottage, 2 bed, sleeps 3, family-friendly and pet-friendly, Large Victorian 6 bed house in the centre of Matlock with hot tub and games room, Cosy Barn in The Peak District National Park - ideal for walkers. Dog friendly ., Cosy Central Nottingham, 3 Bed House, 3 Bathrooms, 2x Parking, Newly refurbished luxury 5 bed riverside house with hot tub and annexe., Brook cottage in Baslow next to Chatsworth Park, Marina view cottage - Canalside cottage - Peak District location |
Holiday Homes in Chesterfield
Top Locations for Holiday Homes in Chesterfield
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^Subject to availability and chosen travel dates.