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Headland Vacation Rentals

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Our top choices for Headland vacation rentals

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 CA $1,279
CA $1,279 total
includes taxes & fees
Nov 16 - Nov 17
4 bedroom accommodation in Hartlepool

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 CA $119
CA $143 total
includes taxes & fees
Nov 21 - Nov 22
Station Suites

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 CA $71
CA $96 total
includes taxes & fees
Nov 19 - Nov 20
Middlesbrough Lodge

4. CoStays Aparthotel - Middlesbrough

CoStays Aparthotel - Middlesbrough
3.5 star property
Middlesbrough
6.6 out of 10, (28 reviews)
"Very impressive amenities and so clean with a huge comfortable bed."
United Kingdom
emma
The price is CA $95
CA $121 total
includes taxes & fees
Nov 15 - Nov 16
CoStays Aparthotel - Middlesbrough

5. Costays Apartment Standard Double Studio

Costays Apartment Standard Double Studio
2.0 star property
Middlesbrough
The price is CA $132
CA $158 total
includes taxes & fees
Nov 15 - Nov 16
Costays Apartment Standard Double Studio

6. 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 CA $151
CA $182 total
includes taxes & fees
Nov 14 - Nov 15
Middlesbrough LUXE HOME

7. 2 Bed House Sleeps 3 - Garden - Pets Welcome

2 Bed House Sleeps 3 - Garden - Pets Welcome
3.0 star property
Middlesbrough
The price is CA $115
CA $251 total
includes taxes & fees
Nov 25 - Nov 26
2 Bed House Sleeps 3 - Garden - Pets Welcome

8. 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 CA $157
CA $175 total
includes taxes & fees
Nov 12 - Nov 13
Saltburn House Hotel Twin Rooms

9. 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 CA $136
CA $155 total
includes taxes & fees
Nov 15 - Nov 16
2 Bedroom House with Garden next to the River Tees

10. 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 CA $208
CA $247 total
includes taxes & fees
Nov 19 - Nov 20
Entire house 🏠. suitable for families and workers.

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 CA $136
CA $155 total
includes taxes & fees
Nov 16 - Nov 17
Cosy, 2 Bedroom Cottage in Guisborough Town Centre

12. Bartletts Base

Bartletts Base
3.0 star property
Stockton-on-Tees
The price is CA $426
CA $511 total
includes taxes & fees
Nov 14 - Nov 15
Bartletts Base

13. Willerby Holiday Home

Willerby Holiday Home
1.0 star property
Hartlepool
The price is CA $102
CA $688 total
includes taxes & fees
Nov 16 - Nov 17
Willerby Holiday Home

14. The Apartment at Woodside

The Apartment at Woodside
Stockton-on-Tees
10.0 out of 10, Exceptional, (4 reviews)
"Very clean and tidy property with a great host. Super quiet location but close to all the amenities you could need for a great trip. Local pubs are walkable or very short drive serving good food if you don't want to cook."
United Kingdom
Karen B.
The price is CA $323
CA $323 total
includes taxes & fees
Nov 13 - Nov 14
The Apartment at Woodside

15. 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 CA $241
CA $289 total
includes taxes & fees
Nov 12 - Nov 13
Old Mill Tiny Homes

16. Spacious dog-friendly beachfront home, ideal for beach, pub & town. Terrace, garden & fire pit .

Spacious dog-friendly beachfront home, ideal for beach, pub & town. Terrace, garden & fire pit .
Saltburn by the sea
8.6 out of 10, Excellent, (4 reviews)
"Lovely location, beautiful views, great host in Pete."
United States
Jo W.
The price is CA $245
CA $492 total
includes taxes & fees
Nov 12 - Nov 13
Spacious dog-friendly beachfront home, ideal for beach, pub & town. Terrace, garden & fire pit .

17. 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 CA $94
CA $214 total
includes taxes & fees
Dec 6 - Dec 7
2-bed House Sleeps 4 - Private Garden - Pets Ok

18. 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 CA $136
CA $155 total
includes taxes & fees
Nov 15 - Nov 16
Stoney Nook Cottage

19. Seafront location, luxurious spacious, dog-friendly, balcony, garden, pool table, sea & beach views.

Seafront location, luxurious spacious, dog-friendly, balcony, garden, pool table, sea & beach views.
Saltburn by the sea
10.0 out of 10, Exceptional, (1 review)
"Another great stay at Captain's Deck in Saltburn. We just love the view. A great addition to our last stay is the pool table. Enjoyed little family competitions with that! Wish we could have stayed longer."
United States
KarenE
The price is CA $264
CA $472 total
includes taxes & fees
Nov 18 - Nov 19
Seafront location, luxurious spacious, dog-friendly, balcony, garden, pool table, sea & beach views.

20. Home and Away

Home and Away
Eaglescliffe
The price is CA $204
CA $223 total
includes taxes & fees
Nov 13 - Nov 14
Home and Away
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

Find out more about Headland

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Headland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.