Helmsley Vacation Rentals - HolidayHomes base64Hash Helmsley Vacation Rentals - HolidayHomes

Helmsley Vacation Rentals

Browse 195 available vacation homes and compared across 14 trusted partners

Anytime
Guests
Anytime
Guests

Top-Rated Vacation rentals in Helmsley

Book the highest-rated Helmsley vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Helmsley
Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,
Book now
House Helmsley
House with patio, yard & barbecue | Nature view
Book now
Cabin Helmsley
Cottage with garden
Book now
Cabin Helmsley
Bridge House
Book now
Cabin Helmsley
Cottage with garden & patio
Book now
Cabin Helmsley
Cottage with yard
Book now
Cabin Helmsley
Children-friendly pleasant cottage with garden | Pet-friendly
Book now
Cabin Helmsley
Cottage with yard & barbeque
Book now
Cabin Helmsley
Cottage with grill & garden
Book now
Bed and breakfast Helmsley
Stilworth House
Book now
Bed and breakfast Helmsley
Stilworth House
Book now
Cabin Helmsley
Cottage with garden & terrace
Book now
Cabin Helmsley
Family-friendly pleasant cottage with garden
Book now
Cabin Helmsley
Children-friendly cottage with yard | Dogs allowed
Book now
Cabin Helmsley
Cottage with hot tub, yard & sauna
Book now

Top 15 most Recommended Vacation Rentals in Helmsley

Discover your ideal Helmsley vacation rental with real-time comparisons of 195 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Cabin Helmsley
Cabin ∙ 2 guests ∙ 1 bedroom

Children-friendly charming cottage with yard | River view | Pets allowed

Helmsley, Ryedale District, United Kingdom
This cozy cabin in Helmsley accommodates 2 guests and features a fully equipped kitchen for your convenience.
from $75
per night
(28)
View deal
Cabin Helmsley
Cabin ∙ 5 guests ∙ 3 bedrooms

Family-oriented lovely cottage with garden | Dogs allowed

Helmsley, Ryedale District, United Kingdom
This cozy cabin in Helmsley accommodates 5 guests and features a family-friendly kitchen for a comfortable stay.
from $110
per night
(2)
View deal
Cabin Helmsley
Cabin ∙ 4 guests ∙ 3 bedrooms

Family-friendly cottage with yard

Helmsley, Ryedale District, United Kingdom
This cozy cabin in Helmsley accommodates 5 guests and features a spacious yard perfect for outdoor activities.
from $154
per night
View deal
Cabin Helmsley
Cabin ∙ 4 guests ∙ 2 bedrooms

Cottage with grill & yard

Helmsley, Ryedale District, United Kingdom
Cozy cabin in Helmsley accommodating 4 guests, featuring a fireplace and a family-friendly atmosphere for a perfect getaway.
from $113
per night
View deal
Cabin Helmsley
Cabin ∙ 4 guests ∙ 2 bedrooms

Cottage with garden & patio

Helmsley, Ryedale District, United Kingdom
Cozy cabin in Helmsley accommodating 4 guests featuring a inviting fireplace for a perfect getaway.
from $148
per night
(18)
View deal
Cabin Helmsley
Cabin ∙ 4 guests ∙ 2 bedrooms

Cottage with yard

Helmsley, Ryedale District, United Kingdom
Charming cabin in Helmsley accommodates 4 guests and features a cozy fireplace for a perfect retreat.
from $101
per night
(43)
View deal
Cabin Helmsley
Cabin ∙ 5 guests ∙ 3 bedrooms

Cottage with yard

Helmsley, Ryedale District, United Kingdom
Charming cabin in Helmsley accommodates 5 guests and features a fully equipped kitchen for a cozy stay.
from $133
per night
(27)
View deal
Cabin Helmsley
Cabin ∙ 6 guests ∙ 3 bedrooms

Cottage with garden

Helmsley, Ryedale District, United Kingdom
This cozy cabin in Helmsley accommodates 6 guests and features a charming fireplace for a warm and inviting atmosphere.
from $227
per night
(13)
View deal
Cabin Helmsley
Cabin ∙ 6 guests ∙ 3 bedrooms

Cottage with yard

Helmsley, Ryedale District, United Kingdom
This cozy cabin in Helmsley accommodates 6 guests and features a lovely yard for outdoor relaxation.
from $122
per night
View deal

More travel options

image-tag