Search Chesterfield Cottage Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Oct - 12 Oct
In one month
24 Oct - 26 Oct
In two months
21 Nov - 23 Nov
In three months
19 Dec - 21 Dec

Featured Cottages in Chesterfield

Gratton Grange Farm Holiday Cottage
Front of property

Gratton Grange Farm Holiday Cottage

3.0 star property
9.2 out of 10, Wonderful, (51)
"Excellent stay. Would definitely stay again. "
Gratton Grange Farm Holiday Cottage
Roaches Cottages
Front of property

Roaches Cottages

3.0 star property
9.4 out of 10, Exceptional, (77)
"We loved the place. Friendly staff, clean and cosy cottage, breathtaking views from the cottage. The property is dog friendly. We will be back !"
Roaches Cottages
Old Hall Cottages
Outdoor dining

Old Hall Cottages

3.0 star property
The price is S$618
includes taxes & fees
1 Oct - 2 Oct
Old Hall Cottages
Valley View
Front of property

Valley View

3.0 star property
The price is S$786
includes taxes & fees
1 Oct - 2 Oct
Valley View
Stonecroft Lodge
Interior

Stonecroft Lodge

3.5 star property
10.0 out of 10, Exceptional, (1)
"Great weeks stay to tour the Peak District by car and walks, very comfortable accommodation in good location. Would def stay again."
The price is S$587
includes taxes & fees
3 Oct - 4 Oct
Stonecroft Lodge
The Dower House
Exterior

The Dower House

3.0 star property
8.0 out of 10, Very good, (1)
The price is S$931
includes taxes & fees
1 Oct - 2 Oct
The Dower House
Dale End Farm Cottage
Interior

Dale End Farm Cottage

3.5 star property
The price is S$1,177
includes taxes & fees
5 Oct - 6 Oct
Dale End Farm Cottage
Lazy Daisys Farm Cottages
Exterior detail

Lazy Daisys Farm Cottages

3.0 star property
9.4 out of 10, Exceptional, (47)
"Lovely stay, very clean and has all the comforts you’d need. "
Lazy Daisys Farm Cottages
Number 3
Interior

Number 3

3.0 star property
9.2 out of 10, Wonderful, (7)
"Great location. Very handy for many of the larger towns in the area. Property was very clean and comfortable and would highly recommend. Great base for exploring the area. "
The price is S$519
includes taxes & fees
4 Oct - 5 Oct
Number 3
Packhorse Shepherds Hut
Property grounds

Packhorse Shepherds Hut

3.5 star property
The price is S$457
includes taxes & fees
1 Oct - 2 Oct
Packhorse Shepherds Hut
Hideaway
Exterior

Hideaway

3.0 star property
The price is S$530
includes taxes & fees
5 Oct - 6 Oct
Hideaway
Highview Stables
Terrace/patio

Highview Stables

3.0 star property
10.0 out of 10, Exceptional, (1)
"A gem of a property, with such stunning views and a peaceful and quiet atmosphere, it really is the perfect spot for a break. Close to hiking options and the local town, the host is really lovely and accessible if you have questions. Will definitely be returning! "
Highview Stables
The Old Chapel
Exterior

The Old Chapel

3.0 star property
10.0 out of 10, Exceptional, (2)
"Out in the country but easy access to main routes. Nice and quiet. Very clean and well equipped. Nice owners. "
The price is S$627
includes taxes & fees
18 Oct - 19 Oct
The Old Chapel
Rock Cottage
Exterior

Rock Cottage

3.0 star property
Rock Cottage
Elmwood
Exterior

Elmwood

3.0 star property
10.0 out of 10, Exceptional, (3)
"Perfect location. Lovely place, perfectly kept "
The price is S$866
includes taxes & fees
3 Oct - 4 Oct
Elmwood
Rowan Cottage - Fold Yards
Exterior

Rowan Cottage - Fold Yards

3.0 star property
Rowan Cottage - Fold Yards
Stable Barn
Interior

Stable Barn

3.5 star property
The price is S$474
includes taxes & fees
18 Oct - 19 Oct
Stable Barn
The Cottage at Moseley House Farm
Interior

The Cottage at Moseley House Farm

3.0 star property
10.0 out of 10, Exceptional, (1)
"Barbara was very friendly and welcoming"
The price is S$407
includes taxes & fees
14 Oct - 15 Oct
The Cottage at Moseley House Farm
Oakerthorpe Holiday Village
6 bedrooms, blackout curtains, soundproofing, iron/ironing board

Oakerthorpe Holiday Village

4.5 star property
10.0 out of 10, Exceptional, (3)
"Absolutely beautiful cottage full of essentials for our stay. The whole setting is stunning with the gardens and surrounding areas. Plenty of local pubs and restaurants close by for food as well as supermarkets to grab snacks for the house. We went to Gulliver’s kingdom 20 mins away and Alton towers 1 hour away across our 2 days stay which were both easily accessible. There is a wide range of sizes of cottage and homes to choose from all of which looked amazing. "
Oakerthorpe Holiday Village
The Old Pump House
Outdoor spa tub

The Old Pump House

2.5 star property
The price is S$3,208
includes taxes & fees
2 Oct - 3 Oct
The Old Pump House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chesterfield Hotel Reviews

Best Western Plus The Quays Hotel Sheffield

Best Western Plus The Quays Hotel Sheffield

10/10 Excellent
"Hotel is about a change to Sandman. It is just about finished with the refurb and is excellent. Gym is huge and well equipped. Pool and sauna are great too. "
Colin 1-night trip
Posted 3 days ago
Best Western Plus The Quays Hotel Sheffield

Find out more about Chesterfield

Find out more about Chesterfield

Chesterfield Cottages information

Number of reviews
146
Accommodation
813 Cottages
Lowest Price
S$407
Highest Price
S$3,208

Frequently asked questions

How much do cottages in Chesterfield cost?
Cottages in Chesterfield range between S$407 and S$3,208 per night. These properties offer a chance to soak up nature's beauty — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Chesterfield?
A guest favourite is Thorntree Lodge. Cosy up at this 3.5-star stay which features a garden and individually decorated rooms. Shire Cottage At Top Butterley Farm is another popular option worth shortlisting. Unpack your bags at this 3-star cottage and take advantage of conveniences including individually decorated rooms and WiFi. You can choose from multiple cottages in Chesterfield with a total average guest review rating of 9.5.
How many cottages are there in Chesterfield?
Take your pick of 813 cottages in Chesterfield. Whether you're travelling with the kids or organising a weekend escape with your closest amigos, Expedia can help you find the perfect property to get back to nature.

Explore a world of travel with Expedia

Explore a world of travel with Expedia