Headland Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Headland vacation rentals

A living room with a fireplace, a television, and a view of the water.

1. 4 bedroom accommodation in Hartlepool

4 bedroom accommodation in Hartlepool
Hartlepool
6.0 out of 10, (1 review)
"Nice views of harbour from front windows. House had a musty smell and was showing its age. Bit of water damage one the ceiling of one of the bedrooms was a bit off putting. Owner was helpful with questions. "
Australia
Robert S.
The price is SAR 3,377
SAR 3,377 total
includes taxes & fees
18 Nov - 19 Nov
4 bedroom accommodation in Hartlepool
A modern hotel lobby with a large digital display, seating areas, and a view of the interior.

2. Station Suites

Station Suites
4.0 star property
Middlesbrough
9.4 out of 10, Exceptional, (72 reviews)
"good parking, good breakfast, perfect for the train station, good size rooms"
United Kingdom
Alan
The price is SAR 324
SAR 388 total
includes taxes & fees
13 Dec - 14 Dec
Station Suites
A staircase with white balusters, a door with a circular glass window, and a wall-mounted light fixture.

3. Middlesbrough Lodge

Middlesbrough Lodge
Middlesbrough
10.0 out of 10, Exceptional, (1 review)
"Nice room and straightforward checking in. Good value if you are on a budget. Small bedroom and bathroom but good well equipped shared kitchen with all facilities including washing machine with line and pegs outside if needed."
United Kingdom
Beatrice
The price is SAR 187
SAR 254 total
includes taxes & fees
19 Nov - 20 Nov
Middlesbrough Lodge
A modern hotel room with a large bed, a balcony, and a view of the city at dusk.

4. CoStays Aparthotel - Middlesbrough

CoStays Aparthotel - Middlesbrough
3.5 star property
Middlesbrough
6.6 out of 10, (29 reviews)
"Very impressive amenities and so clean with a huge comfortable bed."
United Kingdom
emma
The price is SAR 252
SAR 323 total
includes taxes & fees
15 Nov - 16 Nov
CoStays Aparthotel - Middlesbrough
A hallway with a door on the left, a picture of a clock tower on the wall, and a picture of a building on the right.

5. 2-bed House Sleeps 4 - Private Garden - Pets Ok

2-bed House Sleeps 4 - Private Garden - Pets Ok
3.0 star property
Middlesbrough
The price is SAR 243
SAR 560 total
includes taxes & fees
13 Dec - 14 Dec
2-bed House Sleeps 4 - Private Garden - Pets Ok
A modern hotel room with two beds, a TV, a desk, and a large mirror.

6. Costays Apartment Standard Double Studio

Costays Apartment Standard Double Studio
2.0 star property
Middlesbrough
The price is SAR 351
SAR 421 total
includes taxes & fees
15 Nov - 16 Nov
Costays Apartment Standard Double Studio
A white bedside table with a lamp, two glass jars, and a drawer.

7. Saltburn House Hotel Twin Rooms

Saltburn House Hotel Twin Rooms
Redcar and Cleveland
10.0 out of 10, Exceptional, (1 review)
"Incredible location - right next to the sea, round the corner from the train station, Sainsburys, and town centre. There's a playground opposite for kids of all ages. Reasonable price which includes either a continental or full English breakfast. Lovely friendly staff. Warm throughout, including the bedroom. Comfortable beds and duvets. Only check in is a bit stressful because they send you the details a few hours before you arrive but it was no problem in the end. I would stay here again."
United Kingdom
Naveen
The price is SAR 413
SAR 463 total
includes taxes & fees
22 Nov - 23 Nov
Saltburn House Hotel Twin Rooms
A bedroom with a bed, pillows, a radiator, a window with curtains, and a wooden wardrobe.

8. Willerby Holiday Home

Willerby Holiday Home
1.0 star property
Hartlepool
The price is SAR 269
SAR 1,817 total
includes taxes & fees
22 Nov - 23 Nov
Willerby Holiday Home
A bedroom with a bed, curtains, a clock, and a lamp.

9. Middlesbrough LUXE HOME

Middlesbrough LUXE HOME
3.0 star property
Middlesbrough
2.0 out of 10, (1 review)
"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 SAR 403
SAR 484 total
includes taxes & fees
20 Nov - 21 Nov
Middlesbrough LUXE HOME
A bedroom with a bed, a television, a window, and a door leading to a bathroom.

10. 2 Bedroom House with Garden next to the River Tees

2 Bedroom House with Garden next to the River Tees
Stockton on Tees
10.0 out of 10, Exceptional, (4 reviews)
"Good location, host was very responsive, property had everything we needed. Good check-in/out process "
United Kingdom
David R.
The price is SAR 359
SAR 408 total
includes taxes & fees
15 Nov - 16 Nov
2 Bedroom House with Garden next to the River Tees
A two-story brick house with a bay window, a black front door, and satellite dishes on the roof.

11. Cosy, 2 Bedroom Cottage in Guisborough Town Centre

Cosy, 2 Bedroom Cottage in Guisborough Town Centre
North Yorkshire
10.0 out of 10, Exceptional, (2 reviews)
"It’s well situated and a nice place to stay. "
United States
jane
The price is SAR 359
SAR 408 total
includes taxes & fees
15 Nov - 16 Nov
Cosy, 2 Bedroom Cottage in Guisborough Town Centre
A modern kitchen with stone walls, white cabinetry, and a herringbone wood floor.

12. Stoney Nook Cottage

Stoney Nook Cottage
Guisborough
9.2 out of 10, Wonderful, (5 reviews)
"Beautifully renovated cottage with comfortable bed and modern washroom. Conveniently located for exploring Guisborough and helpful guidebook with suggestions for the kids and adults. The grocery store is a 5-minute block away also. Andy was very helpful and easy to communicate with."
Canada
Shelley & J.
The price is SAR 361
SAR 411 total
includes taxes & fees
15 Nov - 16 Nov
Stoney Nook Cottage
A living room with a beige sofa, a white rug, a chandelier, a mirror, and a framed picture of the Colosseum.

13. Home and Away

Home and Away
Eaglescliffe
The price is SAR 538
SAR 588 total
includes taxes & fees
13 Nov - 14 Nov
Home and Away
A modern living room with a glass coffee table, a grey sofa, and a decorative clock on the wall.

14. Entire house 🏠. suitable for families and workers.

Entire house 🏠. suitable for families and workers.
Middlesbrough
10.0 out of 10, Exceptional, (2 reviews)
"Very clean and a good area"
United Kingdom
Marek
The price is SAR 548
SAR 653 total
includes taxes & fees
19 Nov - 20 Nov
Entire house 🏠. suitable for families and workers.
A bed with a floral-patterned headboard and pillows, a framed picture on the wall, and a window with a curtain.

15. 1 Bed Flat Sleeps 2 - Pets Welcome - Tv & Wifi

1 Bed Flat Sleeps 2 - Pets Welcome - Tv & Wifi
3.0 star property
Middlesbrough
The price is SAR 206
SAR 427 total
includes taxes & fees
6 Dec - 7 Dec
1 Bed Flat Sleeps 2 - Pets Welcome - Tv & Wifi
A storefront with a sign reading 'No.4 Teashop' and outdoor seating with tables and chairs.

16. Hardwick Haven, Sedgefield - Near Hardwick Hall

Hardwick Haven, Sedgefield - Near Hardwick Hall
3.0 star property
Stockton-on-Tees
The price is SAR 382
SAR 524 total
includes taxes & fees
29 Nov - 30 Nov
Hardwick Haven, Sedgefield - Near Hardwick Hall
A modern kitchen with grey cabinets, a built-in oven, and a sink.

17. The Great Ayton Hideaway

The Great Ayton Hideaway
Great Ayton
8.0 out of 10, Very good, (1 review)
"Did what it said on the tin"
United Kingdom
Nick L.
The price is SAR 343
SAR 643 total
includes taxes & fees
30 Nov - 1 Dec
The Great Ayton Hideaway
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.

18. 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 SAR 635
SAR 762 total
includes taxes & fees
19 Nov - 20 Nov
Old Mill Tiny Homes
A living room with a sofa, a dining table with chairs, and a framed picture on the wall.

19. Bartletts Base

Bartletts Base
3.0 star property
Stockton-on-Tees
The price is SAR 1,102
SAR 1,322 total
includes taxes & fees
24 Nov - 25 Nov
Bartletts Base
A brick building with a tiled roof, outdoor seating, and potted plants along the side.

20. The Paddock - Sleeping 2 - B & B Yarm double bed en suite /fridge/microwave

The Paddock - Sleeping 2 - B & B Yarm double bed en suite /fridge/microwave
High Leven
8.0 out of 10, Very good, (14 reviews)
"Clean, well presented "
United Kingdom
Martin E.
The price is SAR 476
SAR 526 total
includes taxes & fees
17 Nov - 18 Nov
The Paddock - Sleeping 2 - B & B Yarm double bed en suite /fridge/microwave
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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Find vacation rentals that suit your style

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Apartments
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Aparthotels
Aparthotels

Top Headland Hotel Reviews

A modern hotel lobby with a large digital display, seating areas, and a view of the interior.
Station Suites

Station Suites

Station Suites
Middlesbrough

10/10 Excellent

Very clean and excellent service, however the breakfast needs improvement. They should add a little protein instead of cans all through.
United States
Innocent
Reviewed January 20, 2026
Station Suites

Frequently Asked Questions

Are there vacation rentals in Headland?

Yes, you can find vacation rentals near popular local attractions in Headland, or you can choose a secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Headland?

Belmont House . Coastal self catering holiday home . Staithes North Yorkshire ⚓: Visitors like this Headland vacation home rental. It is located on a river and has a fireplace, a private yard, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals will I find in Headland?

With 4 Expedia vacation rentals, you're sure 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 Hartlepool Maritime Experience are a couple of places you'll find in the larger area.

What are vacation rentals like in Headland?

Vacation rentals are private properties you can stay in for several days or more in Headland. Vacation rentals feature extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.