Holiday lettings in Helmsley - Wimdu base64Hash Holiday lettings in Helmsley - Wimdu

Holiday lettings in Helmsley

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Choose from 189 holiday lettings and homes for your trip!

Best-rated holiday lettings in Helmsley

Discover holiday rentals with top-notch guest ratings

Cottage Helmsley
from £85 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with garden & terrace

4.7
Excellent(18 ratings)
Helmsley, Ryedale District, United Kingdom
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Cottage Helmsley
from £77 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Family-friendly pleasant cottage with garden

4.6
Excellent(14 ratings)
Helmsley, Ryedale District, United Kingdom
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Cottage Helmsley
from £181 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with hot tub, garden & sauna

4.9
Outstanding(10 ratings)
Helmsley, Ryedale District, United Kingdom
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Pet-friendly rentals in Helmsley

Explore best dog-friendly accommodation offers and enjoy holidays with your pet

Cottage Helmsley
from £49 per night
Cottage ∙ 2 guests ∙ 1 bedroom

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

4.8
Outstanding(28 ratings)
Helmsley, Ryedale District, United Kingdom
Pet-friendly
View deal
Cottage Helmsley
from £83 per night
Cottage ∙ 5 guests ∙ 3 bedrooms

Family-oriented lovely cottage with garden | Dogs allowed

5.0
Outstanding(2 ratings)
Helmsley, Ryedale District, United Kingdom
Pet-friendly
View deal
Cottage Helmsley
from £131 per night
Cottage ∙ 8 guests ∙ 4 bedrooms

Cottage with BBQ & garden | River view

5.0
Outstanding(3 ratings)
Helmsley, Ryedale District, United Kingdom
Pet-friendly
View deal
See all pet-friendly offers

Holiday cottages with pool in Helmsley

Discover best holiday homes and cottages with pool in Helmsley

Cottage Helmsley
from £85 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with pool & garden

Helmsley, Ryedale District, United Kingdom
Pool
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Apartment Helmsley
from £187 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Holiday apartment with pool, sauna & garden

4.5
Excellent(50 ratings)
Helmsley, Ryedale District, United Kingdom
Pool
View deal
Cottage Helmsley
from £180 per night
Cottage ∙ 4 guests ∙ 1 bedroom

Cottage with barbeque, terrace & heated pool

Helmsley, Ryedale District, United Kingdom
Pool
View deal
See all offers with pool

Best holiday rental offers in Helmsley

Cottage Helmsley
from £125 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with barbecue & garden

5.0
Outstanding(22 ratings)
Helmsley, Ryedale District, United Kingdom
View deal
House Helmsley
from £179 per night
House ∙ 6 guests ∙ 3 bedrooms

House with terrace, garden & barbecue | Nature view

5.0
Outstanding(98 ratings)
Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £51 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Beautiful cottage with garden | Lake view | Pets allowed

4.8
Outstanding(7 ratings)
Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £90 per night
Cottage ∙ 5 guests ∙ 3 bedrooms

Fully equipped lovely cottage with garden | Pets allowed

4.8
Outstanding(9 ratings)
Helmsley, Ryedale District, United Kingdom
View deal
House Helmsley
from £174 per night
House ∙ 6 guests ∙ 3 bedrooms

Family-oriented holiday home with garden & barbeque | Nature view | Pets allowed

5.0
Outstanding(160 ratings)
Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £99 per night
Cottage ∙ 4 guests ∙ 3 bedrooms

Cottage with terrace & garden

Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £131 per night
Cottage ∙ 8 guests ∙ 4 bedrooms

Cottage with BBQ & garden | Lake view

4.7
Excellent(6 ratings)
Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £95 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Family-oriented beautiful cottage with garden | Pet-friendly

Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £115 per night
Cottage ∙ 3 guests ∙ 2 bedrooms

Fully equipped wonderful cottage with garden | Dogs allowed

Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £112 per night
Cottage ∙ 3 guests ∙ 2 bedrooms

Family-oriented cottage with garden | Dogs allowed

Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £385 per night
4 guests ∙ 2 bedrooms

Cottage

Helmsley, Ryedale District, United Kingdom
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House Helmsley
from £110 per night
House ∙ 2 guests ∙ 1 bedroom

House with 1 bedroom for 2 persons

Helmsley, Ryedale District, United Kingdom
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Cottage Helmsley
from £134 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with hot tub, garden & sauna

5.0
Outstanding(6 ratings)
Helmsley, Ryedale District, United Kingdom
View deal
House Helmsley
from £107 per night
House ∙ 4 guests ∙ 2 bedrooms

House with terrace & garden

4.0
Very good(2 ratings)
Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £200 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with garden

Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £189 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Fully equipped lovely cottage with garden | Pets are welcome

Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £142 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with garden

Helmsley, Ryedale District, United Kingdom
View deal
House Helmsley
from £211 per night
House ∙ 4 guests ∙ 2 bedrooms

Fully equipped holiday home with garden | Suitable for remote work

Helmsley, Ryedale District, United Kingdom
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Cottage Helmsley
from £128 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Fully equipped cottage with garden

Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £190 per night
Cottage ∙ 6 guests ∙ 4 bedrooms

Cottage with BBQ

Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £64 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with garden | River view

4.6
Excellent(43 ratings)
Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £153 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with garden

4.8
Outstanding(13 ratings)
Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £86 per night
Cottage ∙ 5 guests ∙ 3 bedrooms

Cottage with garden

4.8
Outstanding(27 ratings)
Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £111 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with garden & terrace

4.2
Very good(18 ratings)
Helmsley, Ryedale District, United Kingdom
View deal
House Helmsley
from £76 per night
House ∙ 5 guests ∙ 3 bedrooms

Nice holiday home with garden

5.0
Outstanding(4 ratings)
Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £77 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with barbeque & garden

4.5
Excellent(22 ratings)
Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £123 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage with garden

4.7
Excellent(10 ratings)
Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £113 per night
Cottage ∙ 3 guests ∙ 2 bedrooms

Fully equipped cottage with garden | Pets allowed

4.3
Very good(8 ratings)
Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £151 per night
Cottage ∙ 4 guests ∙ 3 bedrooms

Fully equipped cottage with garden

5.0
Outstanding(4 ratings)
Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £125 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with terrace, hot tub & garden

Helmsley, Ryedale District, United Kingdom
View deal
Show more in Helmsley
147 reviews
Travellers who stayed in Helmsley rated their holiday home 4.3/5 on average, based on 147 reviews.

And we love our apartments

Cottage with barbecue & garden
House with terrace, garden & barbecue | Nature view
Beautiful cottage with garden | Lake view | Pets allowed
Fully equipped lovely cottage with garden | Pets allowed
Family-oriented holiday home with garden & barbeque | Nature view | Pets allowed
Show more in Helmsley

Features of Helmsley holiday rentals

💳 Discounts up to 8%
⭐ Popular amenities Parking, Pets allowed and Internet
🏊  Holiday rentals with a pool 12 rentals
🌙 Minimum price starting at £49
🐾 Pet friendly holiday homes 122 rentals
🏡 Rentals available 189 rentals

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