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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Headland holiday rentals

A staircase with white balusters, a door with a circular glass window, and a wall-mounted light fixture.

1. Middlesbrough Lodge

Middlesbrough Lodge
Middlesbrough
The price is ฿1,493
฿2,057 total
includes taxes & fees
1 Oct - 2 Oct
Middlesbrough Lodge
A room with a single window, white walls, and wooden flooring.

2. Cosy Hartlepool Home, Sleeps 5, Pet Friendly, Wifi

Cosy Hartlepool Home, Sleeps 5, Pet Friendly, Wifi
3.0 star property
Hartlepool
The price is ฿3,849
฿4,619 total
includes taxes & fees
28 Sept - 29 Sept
Cosy Hartlepool Home, Sleeps 5, Pet Friendly, Wifi
A modern hotel room with a large bed, a balcony, and a view of the city at dusk.

3. CoStays Aparthotel - Middlesbrough

CoStays Aparthotel - Middlesbrough
3.5 star property
Middlesbrough
7.8 out of 10, Good, (19 reviews)
"Very impressive amenities and so clean with a huge comfortable bed."
United Kingdom
emma
The price is ฿2,225
฿2,848 total
includes taxes & fees
27 Sept - 28 Sept
CoStays Aparthotel - Middlesbrough
A modern hotel lobby with a large digital display, seating areas, and a view of the interior.

4. Station Suites

Station Suites
4.0 star property
Middlesbrough
9.4 out of 10, Exceptional, (67 reviews)
"good parking, good breakfast, perfect for the train station, good size rooms"
United Kingdom
Alan
The price is ฿3,284
฿3,941 total
includes taxes & fees
1 Oct - 2 Oct
Station Suites
A modern kitchen with grey cabinets, a microwave, and a sink. There is a dining table with a fruit bowl and a TV mounted on the wall.

5. Fell Briggs Cottage

Fell Briggs Cottage
3.5 star property
Redcar
The price is ฿23,909
฿28,691 total
includes taxes & fees
30 Sept - 1 Oct
Fell Briggs Cottage
A bedroom with a bed, curtains, a clock, and a lamp.

6. Middlesbrough LUXE HOME

Middlesbrough LUXE HOME
3.0 star property
Middlesbrough
"Check in supposed to be 4pm and still trying to contact landlord at 4.30pm to gain access. Smoke detector off wall and sat on stairs, leaky radiator with a glass under to catch drips, damaged flooring. Dirty throughout. Not good."
United Kingdom
Alan
The price is ฿3,582
฿4,299 total
includes taxes & fees
28 Sept - 29 Sept
Middlesbrough LUXE HOME
A modern hotel room with two beds, a TV, a desk, and a large mirror.

7. Costays Apartment Standard Double Studio

Costays Apartment Standard Double Studio
2.0 star property
Middlesbrough
The price is ฿3,185
฿3,822 total
includes taxes & fees
27 Sept - 28 Sept
Costays Apartment Standard Double Studio
A modern building with a combination of dark siding and wooden accents, featuring multiple windows and a door with a small set of stairs leading up to it.

8. Old Mill Tiny Homes

Old Mill Tiny Homes
2.0 star property
Yarm
10.0 out of 10, Exceptional, (1 review)
"Spotlessly clean and so cosy Brilliant stay Lovely pub within walking distance "
United Kingdom
Caroline
The price is ฿5,639
฿6,767 total
includes taxes & fees
29 Sept - 30 Sept
Old Mill Tiny Homes
A modern living room with a large tapestry, a dining area with wooden furniture, and a sofa with patterned cushions.

9. Host Stay The Artists Pad

Host Stay The Artists Pad
2.0 star property
Saltburn-by-the-Sea
Host Stay The Artists Pad
A bedroom with a bed, a nightstand, a window, and a ceiling light fixture.

10. Alice Place 4BR Long-term Stay Parking, Wifi

Alice Place 4BR Long-term Stay Parking, Wifi
2.0 star property
Ashbrooke
The price is ฿3,286
฿4,704 total
includes taxes & fees
27 Sept - 28 Sept
Alice Place 4BR Long-term Stay Parking, Wifi
A modern living room with a grey sofa, white coffee table, and a vase of yellow flowers.

11. White House Cottages

White House Cottages
3.5 star property
Durham
9.6 out of 10, Exceptional, (44 reviews)
"Fabulous location & accommodation, thoroughly enjoyed !"
United Kingdom
Ashley
The price is ฿3,501
฿4,202 total
includes taxes & fees
28 Sept - 29 Sept
White House Cottages
A bedroom with a bed, a headboard, a wall-mounted picture, a radiator, and a shelf with items.

12. The Braes

The Braes
2.0 star property
Redcar
The price is ฿16,217
฿19,460 total
includes taxes & fees
25 Oct - 26 Oct
The Braes
A compact kitchen with a refrigerator, a water dispenser, and a sink.

13. Studio/near Beach/garden/parking/petsok

Studio/near Beach/garden/parking/petsok
3.0 star property
Sunderland
9.4 out of 10, Exceptional, (3 reviews)
"Clean & comforts, but there’s no table which even can’t have a simple breakfast. Have 2 sofa which are no use for us. It’s better to have a table & storage drawer."
Hong Kong SAR China
siu ching
The price is ฿2,237
฿3,215 total
includes taxes & fees
28 Sept - 29 Sept
Studio/near Beach/garden/parking/petsok
A wooden deck with a hot tub, wicker basket, and outdoor furniture.

14. Host Stay Finch House

Host Stay Finch House
2.0 star property
Middlesbrough
The price is ฿17,584
฿22,043 total
includes taxes & fees
28 Sept - 29 Sept
Host Stay Finch House
A storefront with a sign reading 'No.4 Teashop' and outdoor seating with tables and chairs.

15. Hardwick Haven, Sedgefield - Near Hardwick Hall

Hardwick Haven, Sedgefield - Near Hardwick Hall
3.0 star property
Stockton-on-Tees
The price is ฿3,403
฿4,655 total
includes taxes & fees
27 Sept - 28 Sept
Hardwick Haven, Sedgefield - Near Hardwick Hall
A compact kitchen with a microwave, stove, and white tiled backsplash. A wicker sofa is positioned near a doorway leading to a bedroom.

16. Durham City Cottages

Durham City Cottages
2.0 star property
Durham
8.0 out of 10, Very good, (409 reviews)
"A good location and facilities were what we needed."
United Kingdom
Roger
The price is ฿3,317
฿3,980 total
includes taxes & fees
5 Oct - 6 Oct
Durham City Cottages
A stone building with a green door marked with the number 53, a window, and a small planter with flowers.

17. Seascape Cottage

Seascape Cottage
3.0 star property
Redcar
The price is ฿21,879
฿26,255 total
includes taxes & fees
6 Oct - 7 Oct
Seascape Cottage
A corner room with a built-in wood stove, a small storage space below, and a view through a glass door.

18. Shepherds Rest - Shepherds hut - New for 2026

Shepherds Rest - Shepherds hut - New for 2026
3.0 star property
Saltburn-by-the-Sea
The price is ฿4,705
฿5,646 total
includes taxes & fees
28 Sept - 29 Sept
Shepherds Rest - Shepherds hut - New for 2026

19. Host Stay Harbour Cottage

Host Stay Harbour Cottage
2.0 star property
Saltburn-by-the-Sea
2.0 out of 10, (1 review)
"Cottage was ok but after booking through hotels.com I was contacted by Host & Stay and advised I had to pay an additional fee for a damage waiver. Alternatively I could pay a deposit but they take an admin fee so you don’t get the full amount back plus they state they may take 14 days to refund."
United Kingdom
Paul
Host Stay Harbour Cottage
A room with a view of the beach, a window with a view, a radiator, a bench, and a lamp.

20. Larksbay View

Larksbay View
3.0 star property
Redcar
The price is ฿30,315
฿30,315 total
includes taxes & fees
23 Oct - 24 Oct
Larksbay View
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.
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Top Headland Hotel Reviews

Delta Hotels Durham Royal County

Delta Hotels Durham Royal County

10/10 Excellent
"We really liked the size of the rooms. The shower is small but Robert at front desk was very helpful in finding us a room with a walk in shower. Location is great!"
Mustafa 5-night trip
Posted 23 hours ago
Delta Hotels Durham Royal County

Find out more about Headland

Search for holiday rentals in Headland on Expedia! You can easily find your home rentals, villas, holiday apartments in Headland using one of the methods below:

  • View our selection of featured holiday rentals in Headland
  • Use the map to find apartments and other holiday homes in the Headland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Headland while they last

Look no further and take a look at our great range of rental properties in Headland!

Frequently asked questions

Are there holiday rentals in Headland?

Yes, there are holiday rentals close to the most popular sights in Headland, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals will I find in Headland?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Headland stay.

What’s there to see and do in Headland?

Fish Sands and North Sands are a couple of scenic spots to enjoy the outdoors, whereas Heugh Battery Museum is one of the cultural attractions. Hartlepool Docks and Seaton Carew Beach are a couple of places you'll find in the wider area.

What are holiday rentals like in Headland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Headland. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a family trip.