
Family-friendly vacation rentals in Helmsley
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Helmsley

Total vacation rentals
Explore 40 vacation rentals in Helmsley

Nightly prices starting at
Helmsley vacation rentals start at ﺩ.ﺇ 624 per night before taxes and fees

Verified guest reviews
Over 1,610 verified reviews to help you choose

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Helmsley vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Helmsley rentals

4.8 Average rating
Helmsley stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Helmsley
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Central Fully Ensuite house sleeps 6 dog friendly
The house is in the Centre of Helmsley but located in a very quiet area with great views, close to the shops, galleries, restaurants and Duncombe Park. It is a lovely spacious house, that has 3 ensuite bathrooms and therefore is great for couples, families and small groups. It is ideal for exploring North Yorkshire. The adjacent property, 2 Stonegarth can be let with this property. It is ideal for two families that want privacy but can come together for meals etc. Well behaved dogs allowed.
KitchenIndoor spacesParks

The Little House Peaceful & self-contained
Located in the centre of the lovely village of Kilburn on the edge of the North Yorkshire Moors National Park, the Little House is peaceful, cosy and self-contained, tucked away from the general hustle and bustle of the village with a safe garden for dogs and children. The Forresters Arms, serving local ales and meals, is a mere 20m across the square, it is best to reserve a table. The Mouseman Furniture Centre is just around the corner and the White Horse of Kilburn is a good walk up the hill.
KitchenIndoor spacesWalkability

The Garden Room
Two renovated old buildings have been converted into a quiet, one bedroom, self contained Garden room. In the centre of Slingsby village, you are well placed to explore the beautiful surrounding areas of Yorkshire. A modern kitchen with fridge, microwave and cooker is equipped for preparing delicious meals. A wall mounted television with Netflix is available. The sleeping area hosts a small double bed & wall hanging for clothes, adjacent to which is a bright shower room with heated towel rail.
KitchenIndoor spacesCleanliness

Pretty Yorkshire Stone Cottage Harome
A charming stone cottage situated in the picturesque village of Harome, 3 miles from the market town of Helmsley.This characterful cottage is up to date with everything you need without losing original features of beamed ceilings & a cosy log burner. The cottage offers luxe accommodation with a spacious kitchen, two delightful bedrooms, a power shower, bath, well equipped kitchen & hotel grade linen. A cosy sitting room with open plan dining area. There is a little garden outside with a table.
Indoor spacesKitchenLaundry

Gorgeous country cottage, Nawton near Helmsley
A beautifully converted, luxury 3 bedroomed country cottage in a stunning village setting. Stunning Dark Skies of the North Yorkshire National Park AONB and all within easy reach of the the gorgeous East coast towns and beaches. A few minutes drive to the beautiful market town of Helmsley and Malton, with all amenitites, cafes/restaurants. Michelin starred restaurants The Pheasant, The Star, The Black Swan and Restaurant Myse are a few minutes drive away and The Yorkshire Spa Retreat.
KitchenFamilyAccess

Little Hillside
A cosy cottage nestled in the hills of the North Yorkshire Moors, on the edge of Ampleforth village. An ideal place to relax, listen to the wildlife and enjoy the beautiful countryside. The pretty market town Helmsley is less than 10 minutes drive, with lots to explore. There is an abundance of great walks from your doorstep, excellent cycling routes and you will be spoilt for choice with fantastic cafes, pubs and restaurants. York is 45 mins drive and an hour to the coast for beach walks.
FamilyKitchenParks

York Poetree House, tiny treehouse home for one
Reconnect and wake up into nature at this unforgettable escape. Secluded treehouse with everything you need to soothe and inspire. Self cater, arrange meals provided by your host (a professional chef), or try one of the many eateries in town. Shops nearby. Your own private bathroom is situated a few yards away in the main house. You also can enjoy our beautiful garden, lily pond and friendly cat, Nina. Your hosts are always on hand to ensure a comfortable and nourishing experience.
KitchenFamilyComfort

Cliff Stud Retreat, Helmsley - Cecil Cottage
Book Direct - 15% saving - Cliff Stud Retreat Cecil cottage is a 3 bed cottage set on a horse stud farm surrounded by 220 acres with stunning countryside views you’re sure to feel relaxed from the minute you arrive. Cecil cottage sleeps up to 5 guests and has a fully equipped kitchen, modern bathroom which has a shower/bath located downstairs. There is also a wood burner and an enclosed garden. The cottage is close to the centre of Helmsley, 5 min drive.
FamilyIndoor spacesHospitality

The Flat @ 2 Castlegate
Situated right in the heart of the market town of Helmsley, this flat boasts views of Helmsley Castle, just a stone's throw from the rear of the garden. A perfect hub for those wanting to soak up some Yorkshire scenery with the home comforts of local conveniences. Helmsley has been noted as a major food destination with excellent cafés and highly acclaimed restaurants in the town and three Michelin starred restaurants a short drive away.
KitchenFamilyBathroom

Cosy Rural Cabin with Private Hot Tub
Water Hall Farm by Wigwam Holidays is part of the UK's No1 glamping brand that has been providing guests with 'great holidays in the great outdoors' for over 20 years! Our site has 6 ensuite cabins with private hot tubs. Water Hall Farm by Wigwam Holidays is tucked away on the edge of the North Yorkshire Moors. Surrounded by beautiful countryside, there’s always something to do on this bustling working farm.
FamilyKitchenHospitality

Clothes Prop Cottage, a Helmsley hideaway
Clothes Prop Cottage is located in the heart of Helmsley, just a couple of minutes walk from the shops, tea rooms, pubs and restaurants in this beautiful North Yorkshire market town. The property is available for 3 night weekend and 4 night mid week stays as well as full 7 night breaks. The property suits couples looking for a relaxing stay in the Yorkshire countryside, with their beloved pets welcome!
FamilyIndoor spacesTV

Lovely self-contained hillside village Annexe
During Covid we follow government advice: if movement restrictions are reintroduced, we offer a full refund for your stay. We are committed to following AirBnB's enhanced cleaning and disinfecting protocol. On arrival, guests check themselves into completely self-contained accommodation. We will do everything in our power to ensure the safety and comfort of our guests.
Indoor spacesKitchenAccuracy
Popular amenities for Helmsley family-friendly rentals
Family-friendly home rentals with a hot tub

Couple's Bothy near Helmsley in the National Park
FamilyIndoor spacesBathroom

The Stables with Jacuzzi & tennis court
FamilyIndoor spacesQuiet

Storey Corner - Where memories are made
Indoor spacesKitchenCheck-in

Luxury Cottage close to Castle Howard with hot tub
KitchenFamilyBreakfast

Luxury Country Cottage Hot Tub Spa Retreat | York
FamilyKitchenHot tub

Moo view Luxury Shepherd’s hut
FamilyKitchenParking

The Hut in the Wild
Indoor spacesFamilyView

Cozy Stay at Animal Sanctuary
FamilyKitchenComfort
Family- and pet-friendly home rentals

Stunning views, 4 acres, dog friendly, Yorkshire
Indoor spacesKitchenHiking

Brook- Luxury, off grid, woodland cabin by stream
KitchenIndoor spacesHospitality

Maltkiln House Annexe North Yorkshire moors
FamilyKitchenBathroom

Highfield Annex with off St Parking in Keldholme
Indoor spacesFamilyBeach

Fairfax View - delightful annexe cottage, Gilling
FamilyIndoor spacesBathroom

Foxglove Cottage
Indoor spacesKitchenGetting around

Boutique Shepherd’s Hut & Alpaca Experience
FamilyKitchenSolo travel

Renovated 16th century haven in North Yorks Moors
KitchenFamilyAmenities
Family-friendly home rentals with a pool

Historic 18th Hussars Cottage with a Modern twist
Indoor spacesFamilyHiking

Ellerburn Lodge
KitchenFamilyTV

The Tree Cabin
FamilyKitchenOutdoor spaces

The View Broxa - Luxury Lodge - Yorkshire Coast
KitchenFamilyCondition

Secret of Eden Beach House - Pet friendly WiFi E.V
FamilyKitchenAccuracy

Luxury Cabin with Hot Tub & Spa Facilities
KitchenIndoor spacesCleanliness

Cosy 2 bedroom river/coastal retreat. Heated pool.
KitchenFamilyComfort

The Elliott Suite @ Southfield Barton-UponHumber
FamilyKitchenParks
Destinations to explore
- Yorkshire Dales National Park
- yorkshire dales
- Yorkshire Coast
- Filey Beach
- Durham Cathedral
- Bempton Cliffs
- Harewood House
- Fountains Abbey
- York Castle Museum
- Bramham Park
- Scarborough Open Air Theatre
- University of Leeds
- Temple Newsam Park
- York University
- National Railway Museum
- Royal Armouries Museum
- The Piece Hall
- Durham University
- Scarborough Beach
- York Minster
- Yorkshire Sculpture Park
- Teesside University
- The Deep
- Bridlington Spa





