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

Holiday lettings in Helmsley

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Choose from 196 holiday lettings and homes for your trip!

Best-rated holiday lettings in Helmsley

Discover holiday rentals with top-notch guest ratings

Cottage Helmsley
from £76 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with garden | River view

4.6
Excellent(43 ratings)
Helmsley, Ryedale District, United Kingdom
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Cottage Helmsley
from £84 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with barbeque & garden

4.5
Excellent(22 ratings)
Helmsley, Ryedale District, United Kingdom
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Cottage Helmsley
from £86 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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Pet-friendly rentals in Helmsley

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

Cottage Helmsley
from £68 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 £116 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with garden & terrace

Helmsley, Ryedale District, United Kingdom
Pet-friendly
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Cottage Helmsley
from £100 per night
Cottage ∙ 4 guests ∙ 3 bedrooms

Cottage with terrace & garden

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 £183 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with pool & garden

Helmsley, Ryedale District, United Kingdom
Pool
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Cottage Helmsley
from £92 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Family-friendly nice cottage with pool & garden | Pets are welcome

Helmsley, Ryedale District, United Kingdom
Pool
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Cottage Helmsley
from £144 per night
Cottage ∙ 5 guests ∙ 3 bedrooms

Family-friendly pleasant cottage with garden, pool & BBQ | Pets are welcome

5.0
Outstanding(16 ratings)
Helmsley, Ryedale District, United Kingdom
Pool
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See all offers with pool

Best holiday rental offers in Helmsley

Cottage Helmsley
from £87 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Beautiful cottage with garden | Lake view | Pets allowed

4.7
Excellent(6 ratings)
Helmsley, Ryedale District, United Kingdom
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Cottage Helmsley
from £192 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with hot tub, garden & sauna

5.0
Outstanding(3 ratings)
Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £248 per night
Cottage ∙ 8 guests ∙ 4 bedrooms

Cottage with BBQ & garden | Lake view

4.7
Excellent(6 ratings)
Helmsley, Ryedale District, United Kingdom
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Cottage Helmsley
from £115 per night
Cottage ∙ 3 guests ∙ 2 bedrooms

Fully equipped cottage with garden | Pets allowed

Helmsley, Ryedale District, United Kingdom
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Cottage Helmsley
from £124 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage with garden

Helmsley, Ryedale District, United Kingdom
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Cottage Helmsley
from £166 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with garden

4.8
Outstanding(51 ratings)
Helmsley, Ryedale District, United Kingdom
View deal
House Helmsley
from £160 per night
House ∙ 4 guests ∙ 2 bedrooms

Fully equipped pleasant house with garden | Pets are welcome

3.2
(10 ratings)
Helmsley, Ryedale District, United Kingdom
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House Helmsley
from £101 per night
House ∙ 4 guests ∙ 2 bedrooms

House with terrace & garden

4.0
Very good(1 rating)
Helmsley, Ryedale District, United Kingdom
View deal
Apartment Helmsley
from £233 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Family-oriented charming flat with terrace & hot tub | Nature view | Good for workation

5.0
Outstanding(1 rating)
Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £185 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with garden

Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £153 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with terrace, garden & barbecue

4.7
Excellent(68 ratings)
Helmsley, Ryedale District, United Kingdom
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House Helmsley
from £115 per night
House ∙ 2 guests ∙ 1 bedroom

House with 1 room for 2 persons

Helmsley, Ryedale District, United Kingdom
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House Helmsley
from £149 per night
House ∙ 6 guests ∙ 3 bedrooms

House with terrace, garden & barbecue | Nature view

5.0
Outstanding(94 ratings)
Helmsley, Ryedale District, United Kingdom
View deal
Bed and breakfast Helmsley
from £142 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Pleasant bed and breakfast with garden | Garden view

4.9
Outstanding(12 ratings)
Helmsley, Ryedale District, United Kingdom
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Bed and breakfast Helmsley
from £142 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

B&B with garden | Garden view

4.9
Outstanding(12 ratings)
Helmsley, Ryedale District, United Kingdom
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Cottage Helmsley
from £184 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with garden

Helmsley, Ryedale District, United Kingdom
View deal
Apartment Helmsley
from £314 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Apartment with terrace & jacuzzi | Nature view

Helmsley, Ryedale District, United Kingdom
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House Helmsley
from £238 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 £132 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Lovely cottage with garden

Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £166 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with garden

Helmsley, Ryedale District, United Kingdom
View deal
Apartment Helmsley
from £320 per night
Apartment ∙ 10 guests ∙ 3 bedrooms

Apartment with jacuzzi & terrace | Nature view | Good for workation

5.0
Outstanding(1 rating)
Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £311 per night
Cottage ∙ 8 guests ∙ 4 bedrooms

Cottage with garden & terrace | Pets are welcome

Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £86 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Children-friendly charming cottage with garden | Pets allowed

Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £213 per night
Cottage ∙ 8 guests ∙ 4 bedrooms

Cottage with barbeque

Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £103 per night
Cottage ∙ 5 guests ∙ 3 bedrooms

Family-oriented lovely cottage with BBQ & garden | Dogs allowed

5.0
Outstanding(2 ratings)
Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £106 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with garden & terrace

4.2
Very good(18 ratings)
Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £95 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with garden

4.6
Excellent(43 ratings)
Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £253 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 £116 per night
Cottage ∙ 5 guests ∙ 3 bedrooms

Children-friendly pleasant cottage with garden | Pet-friendly

4.8
Outstanding(26 ratings)
Helmsley, Ryedale District, United Kingdom
View deal
Cottage Helmsley
from £74 per night
Cottage ∙ 5 guests ∙ 3 bedrooms

Cottage with garden & terrace

4.8
Outstanding(34 ratings)
Helmsley, Ryedale District, United Kingdom
View deal
Show more in Helmsley
77 reviews
Travellers who stayed in Helmsley rated their holiday home 4.3/5 on average, based on 77 reviews.

And we love our apartments

Beautiful cottage with garden | Lake view | Pets allowed
Cottage with hot tub, garden & sauna
Cottage with BBQ & garden | Lake view
Fully equipped cottage with garden | Pets allowed
Cottage with garden
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 £53
🐾 Pet friendly holiday homes 126 rentals
🏡 Rentals available 196 rentals

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