Compare Helmsley Cottage Rentals

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Featured Cottages in Helmsley

Lockton Cottage

Lockton Cottage

3 out of 5
Pickering England
Guests staying at this cottage enjoy free WiFi in public areas, a terrace, and a garden. Free parking is included with your stay.
Kitchen
Parking included
2 bedroom accommodation in Staithes, near Whitby

2 bedroom accommodation in Staithes, near Whitby

Staithes, near Whitby
Guests of this cottage enjoy features like free WiFi in public areas. Onsite parking is available for a fee.
Kitchen
Pet friendly
5 Church View

5 Church View

3.5 out of 5
5 Church View Lockton Pickering England
$419 nightly
The price is $503 total per night
$503 total
May 30 - May 31
Total with taxes and fees
This cottage features free WiFi in public areas and a garden. If you plan to drive, free parking is available.
Kitchen
Washer
1 bedroom accommodation in Strensall, near York

1 bedroom accommodation in Strensall, near York

Strensall, near York
This cottage features a hot tub and barbecue grills. This smoke-free cottage also has a garden.
Hot Tub
Kitchen
Osprey Meadow Holiday Cottages

Osprey Meadow Holiday Cottages

3.5 out of 5
High Grange Bedale England
Osprey Meadow Holiday Cottages features free WiFi in public areas and a garden. Free parking is available if you drive. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls.
Kitchen
Pet friendly
The Hideaway - Quiet cottage, a short walk from the historic centre of York.

The Hideaway - Quiet cottage, a short walk from the historic centre of York.

York
$277 nightly
The price is $277 total per night
$277 total
Jun 1 - Jun 2
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This family-friendly cottage also has barbecue grills.
Kitchen
Washer
Runswick Bay Top Gallant Cottage - outside seating - sea and beach views

Runswick Bay Top Gallant Cottage - outside seating - sea and beach views

Runswick Bay N Yorkshire
At this cottage, guests have access to features like laundry facilities.
Kitchen
Washer
The Old Post Office

The Old Post Office

3 out of 5
The Old Post Office Main Street Shipton York England
$925 nightly
The price is $1,110 total per night
$1,110 total
May 28 - May 29
Total with taxes and fees
At this cottage, guests have access to free WiFi in public areas. You can put free parking to good use if you drive.
Kitchen
Washer
2 bedroom accommodation in Staithes, near Whitby

2 bedroom accommodation in Staithes, near Whitby

Staithes, near Whitby
At this cottage, guests have access to features like laundry facilities.
Kitchen
Washer
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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.

Hotel Options in Helmsley

    Feversham Arms Hotel & Verbena Spa

    Feversham Arms Hotel & Verbena Spa

    High Street York England
    $177 nightly
    The price is $212 total per night from May 31 to Jun 1
    $212 total
    May 31 - Jun 1
    Total with taxes and fees
    9/10 Wonderful! (418 reviews)
    The Feathers Hotel, Helmsley, North Yorkshire

    The Feathers Hotel, Helmsley, North Yorkshire

    Market Place York England
    $95 nightly
    The price is $114 total per night from May 25 to May 26
    $114 total
    May 25 - May 26
    Total with taxes and fees
    9.4/10 Exceptional! (484 reviews)
    The Black Swan - The Inn Collection Group

    The Black Swan - The Inn Collection Group

    Market Place York England
    $122 nightly
    The price is $146 total per night from Jun 2 to Jun 3
    $146 total
    Jun 2 - Jun 3
    Total with taxes and fees
    8.8/10 Excellent! (419 reviews)

Cottages

Book a cottage in Helmsley
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Helmsley. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Helmsley better.

Cottage apartments in Helmsley range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Helmsley
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Helmsley and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Helmsley cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Helmsley. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Helmsley Cottages essential information

Accommodation
1406 Cottages
Lowest Price
$114
Highest Price
$1,110
Popular accommodation
Lockton Cottage, 2 bedroom accommodation in Staithes, near Whitby, 5 Church View, 1 bedroom accommodation in Strensall, near York, Osprey Meadow Holiday Cottages, The Hideaway - Quiet cottage, a short walk from the historic centre of York., Runswick Bay Top Gallant Cottage - outside seating - sea and beach views, The Old Post Office, 2 bedroom accommodation in Staithes, near Whitby