Helpful Holidays

Helpful Holidays Visit www.helpfulholidays.co.uk for over 600 superb holiday cottages in Devon, Cornwall, Somerset and Dorset. An award-winning business founded 35 years ago.

We're based at the heart of the West Country, in Chagford within the Dartmoor National Park. We know the West Country and the holiday cottages we let very well and our excellent team of 40, who help arrange over 16,000 holidays a year, retains a 'small firm' ethos where customers come first. More than 60% of our bookings are from previous customers, their friends, relatives and work colleagues, an

d 99.6% of customers who responded to our questionnaires this year said they would recommend us to friends. Our job is simple - to do all we can to make sure you have happy holidays. We do so by being very honest and straightforward.

Discover May Blossom Barn ✨A cosy 2-bed retreat nestled in Dartmoor’s lush Wray Valley near Lustleigh. With stunning val...
30/01/2025

Discover May Blossom Barn ✨

A cosy 2-bed retreat nestled in Dartmoor’s lush Wray Valley near Lustleigh. With stunning valley views, a woodburning stove, and a lovely enclosed garden, it’s perfect for up to 4 guests seeking a peaceful Devon getaway.

Ref: 1024548

Discover Bridleway Cottage ✨A charming single-story stone retreat in Feock, Cornwall. Perfect for couples, it boasts exp...
23/01/2025

Discover Bridleway Cottage ✨

A charming single-story stone retreat in Feock, Cornwall. Perfect for couples, it boasts exposed beams, a woodburning stove, and a suntrap patio. Enjoy nearby walking trails, Trelissick House, and the stunning Roseland Peninsula.

Ref: 990788

Escape to The Coach House at Thorn FarmA stylish 2-bed stable conversion in Dartmoor National Park. Perfect for a small ...
20/01/2025

Escape to The Coach House at Thorn Farm

A stylish 2-bed stable conversion in Dartmoor National Park. Perfect for a small family or two couples, it blends character features with modern comforts. Enjoy en-suites, a garden with outdoor dining, and nearby scenic walks like Heltor Rock.

Ref: 1101840

Escape to The Old Log Shed 🪵this charming 2-bedroom cottage is tucked away in peaceful leafy lanes just 3½ miles from Ho...
17/01/2025

Escape to The Old Log Shed 🪵

this charming 2-bedroom cottage is tucked away in peaceful leafy lanes just 3½ miles from Honiton.

Sleeping up to 4, it features an enclosed garden, a sun-soaked terrace, and shared access to an all-weather tennis court. Perfect for a countryside retreat!

Ref: 976023

Beckaford View 🌿A charming one-bedroom cottage in Manaton, Dartmoor National Park. Perfect for two, with breathtaking va...
14/01/2025

Beckaford View 🌿

A charming one-bedroom cottage in Manaton, Dartmoor National Park. Perfect for two, with breathtaking valley views, a cosy woodburner, and pet-friendly living. Wake up to stunning countryside scenery and unwind in light-filled comfort. Book your restful retreat today.

Ref: 1127691

We’re recruiting! We’re looking for a new Holiday Let Advisor to join our Helpful Holidays team.  Our Holiday Let Adviso...
14/01/2025

We’re recruiting!

We’re looking for a new Holiday Let Advisor to join our Helpful Holidays team.

Our Holiday Let Advisors play a key part in guiding new property owners through the process of joining the Helpful Holidays portfolio. From initial contact stage to onboarding properties to our website, our Holiday Let Advisors will understand the needs of the holiday home owner, offer advice at every stage, and build a long-lasting relationship with our brand.

Hybrid-remote working available, based in our Chagford office for at least 2 days per week.

Monday-Friday (either 9am-5.30pm or 10.30am-7pm) plus one weekend in three.

For more information and to apply, visit: https://careers.sykescottages.co.uk/job/655346

Back by popular demand, Helpful Holidays  invite you to join us for ‘Guide to Holiday Letting’, a free, informative even...
13/01/2025

Back by popular demand, Helpful Holidays invite you to join us for ‘Guide to Holiday Letting’, a free, informative event for any new or experienced holiday home owners.

We’ll share our extensive knowledge on holiday letting, covering topics including:
• The health of the staycation market in the South West and our key marketing strategies
• Tips to optimise your property’s booking and revenue potential
• Starting your holiday letting journey; step-by-step guidance for first time holiday home owners
• Updates on holiday letting regulations and tax

Following the presentation, there will be complimentary refreshments and the opportunity to network with our locally based Helpful Holidays team, as well as a number of local industry professionals, who can answer any questions.

Book your FREE place now:

Back by popular demand! Join Helpful Holidays for an informative evening exploring the holiday letting industry in the South West.

Reconnect with nature at Narracott Down, a modern 2-bedroom eco-retreat set within 30 acres of stunning private grounds ...
07/01/2025

Reconnect with nature at Narracott Down, a modern 2-bedroom eco-retreat set within 30 acres of stunning private grounds 🌿✨

Perfect for families or friends, this sustainable haven offers miles of woodland walks, wildlife spotting, and peaceful fishing lakes.
Explore the wildflower meadows, relax by the ponds, or let your four-legged friend roam free in the spacious picnic field. With benches scattered throughout for quiet reflection and a commitment to conservation, this is countryside living at its finest. 🌳🐾

At Helpful Holidays, we’ve once again hosted our Christmas card design competition, inviting Devon primary school studen...
25/12/2024

At Helpful Holidays, we’ve once again hosted our Christmas card design competition, inviting Devon primary school students to get creative for the festive season. This year, in partnership with the RNLI to celebrate their 200th Anniversary, students were encouraged to incorporate a sea safety theme into their designs.
 
A big congratulations to 7-year old Yasmin Price from Teignmouth Primary School, wowing the judges with her artistic talent. She won £50 in art supplies and a bundle of cards featuring her design, while Teignmouth Primary School received £200 towards art supplies.
 
Wishing you a very Merry Christmas from all of us here at Helpful Holidays🎄

The team from our Chagford office are pleased to have donated a range of items to Exeter's local homelessness charity,  ...
23/12/2024

The team from our Chagford office are pleased to have donated a range of items to Exeter's local homelessness charity, this Christmas.

St Petrock's will be at their centre, Petrock's Place, this Christmas Day, serving hot meals for Exeter's rough sleepers as they do throughout the year. If you're looking for a local charity to donate to this Christmas, they make an excellent choice!

Tucked away on the breathtaking Jurassic coastline, Kestrel is a beachfront chalet on Branscombe Beach that promises a t...
15/11/2024

Tucked away on the breathtaking Jurassic coastline, Kestrel is a beachfront chalet on Branscombe Beach that promises a truly unforgettable seaside escape. 

With its cozy interior, elevated sea views, and thoughtful touches, it’s the perfect retreat for a small family or a group of friends.

Enjoy meals on the decked balcony with uninterrupted views of the English Channel, unwind in inviting bedrooms, and wake up to the sound of waves lapping at the shore.

 

Escape to the charming Bayview Tower set in Exmoor National Park 🌊 This luxurious, grade II listed cottage in Lynton off...
29/10/2024

Escape to the charming Bayview Tower set in Exmoor National Park 🌊

This luxurious, grade II listed cottage in Lynton offers panoramic sea views that once captivated CS Lewis himself, who described the view as ‘beyond everything I have ever seen.’ Sleeping 4 people, this property is perfect for couples or families, it’s the ideal blend of historic character and modern comfort, with spacious rooms and all the amenities you need for a truly relaxing stay. Book your slice of coastal paradise today! ✨

The Hayloft is a charming, Grade II-listed retreat with stunning countryside views, perfect for a family or two couples ...
22/10/2024

The Hayloft is a charming, Grade II-listed retreat with stunning countryside views, perfect for a family or two couples exploring the Blackdown Hills and beyond.

With off-road parking, spacious open-plan living, and beautiful wooden beams, it’s a cozy getaway. Cook up a storm in the modern kitchen, then unwind in the light-filled sitting area.

✨Escape to Tilia BarnA stunning two-bedroom retreat in the heart of the Somerset countryside. This beautifully designed ...
25/09/2024

✨Escape to Tilia Barn

A stunning two-bedroom retreat in the heart of the Somerset countryside.

This beautifully designed holiday home offers an open-plan living area filled with natural light, perfect for relaxing after a day of exploring. With a fully equipped kitchen, plush sofas, and two serene bedrooms, it’s the ideal spot to unwind. Enjoy the private garden, fibre broadband, and stylish bathrooms for the ultimate getaway.

Ref: 1052563

This property can be booked with Refs. 1129213 and 1129215, together sleeping up to 12 guests.

Escape to the countryside at No.1 Caddaford Barns, the perfect base for families or couples looking to explore the beaut...
20/09/2024

Escape to the countryside at No.1 Caddaford Barns, the perfect base for families or couples looking to explore the beauty of Dartmoor National Park.

This charming two-bedroom barn conversion offers the best of Devon’s rural charm, tucked away in a peaceful hamlet just outside Buckfastleigh. Relax, recharge, and discover the stunning surroundings right on your doorstep.

Book your next getaway today and experience the magic of Dartmoor.

Property ref: 1088556

Wake up to a Dartmoor sunrise at Sandsgate, near Chagford. 🌅 This spacious, detached home sleeps up to 12 guests, with s...
30/08/2024

Wake up to a Dartmoor sunrise at Sandsgate, near Chagford. 🌅

This spacious, detached home sleeps up to 12 guests, with stunning views of the Teign Valley and Castle Drogo. The large terrace is perfect for dining on a late summer’s evening, while the well-stocked games room is sure to keep everyone occupied.

Dartmoor is on your doorstep, with Chagford a short drive away.

Book your stay today: https://www.helpfulholidays.co.uk/cottage/Devon-Spinsters-Rock/Sandsgate-975863.html

Step out of your door and onto the sand at Beach Hut 5, Shaldon. 🏖Just a stone’s throw from the sea, this expertly desig...
09/08/2024

Step out of your door and onto the sand at Beach Hut 5, Shaldon. 🏖

Just a stone’s throw from the sea, this expertly designed hut is a beach-lovers dream. Whether you dine on the terrace to the sound of lapping waves or cosy up in the king-sized mezzanine bedroom, there’s no avoiding a stunning waterside view at Beach Hut 5.

Book your stay today: https://www.helpfulholidays.co.uk/cottage/Devon-Salty-The/Beach-Hut-5-1155936.html

Address

Mill Street, Chagford
Newton Abbot
TQ138AW

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Our Story

We know the West Country and the holiday cottages we let very well. Our job is simple - to do all we can to make sure you have happy holidays.

With over 600 cottages in the South West, we’re here to help you have the perfect holiday. Whether you’re looking for a romantic break for two, or a large house for a gathering, we have properties to fit all party sizes. Our team are always on hand to help you pick from our fantastic range of properties.