01929 481547 
![[alt]](data:image/svg+xml;base64,PHN2ZyB4bWxucz0iaHR0cDovL3d3dy53My5vcmcvMjAwMC9zdmciIHdpZHRoPSIzNTAiIGhlaWdodD0iMjc1IiB2aWV3Qm94PSIwIDAgMzUwIDI3NSI+PHJlY3Qgd2lkdGg9IjEwMCUiIGhlaWdodD0iMTAwJSIgc3R5bGU9ImZpbGw6I2NmZDRkYjtmaWxsLW9wYWNpdHk6IDAuMTsiLz48L3N2Zz4=)
Ash Cottage
Weymouth
5/5
Cosy single-storey retreat for two with vaulted ceilings, a log burner and sunny courtyard, perfect for romantic escapes.
Explore our
Dorset Cottages with Enclosed Gardens
While many of our cottages are within striking distance of luscious woodland walks and sun-drenched strolls along the beach, choosing a cottage with an enclosed garden offers an outdoor retreat that is both secure and private. Perhaps you are travelling with your dog in tow, or maybe you have young children; browse our selection of Dorset cottages with enclosed gardens to give you peace of mind when visiting our coastal county.
Find a pet-friendly
Dorset Cottage with Enclosed Gardens
More than half of our Dorset holiday cottages are pet friendly, with lots of these also benefitting from the safety of an enclosed garden. When we are at home, we trust our dogs in their familiar surroundings and put measures in place to ensure they stay out of trouble. However, when we travel with our furry friends by our side, ensuring they are safe at all times can be a bit of a worry. While we can stay close with watchful eyes, it’s tricky to relax when we’re alert at all hours.
Our Dorset cottages with enclosed gardens can help alleviate this worry. Your dog can be let out confidently throughout the day, and when you spend time outside, they can join you. Make the most of the good weather and dine outdoors or relax in the sunshine with a cold drink and a gripping book. We want our holiday cottages to feel like a home from home and with an enclosed garden, it’s a lot easier.
Family-friendly
Cottages with Enclosed Gardens
When you head out of the city to escape to the Dorset coast, relaxing and recouping is likely to be a number one priority. And that is definitely well-deserved. But our kids have a lot more energy than us, and even after a day of fossil hunting, sandcastle building and time spent exploring the local attractions, they’re still bursting with excitement. While cramming around the coffee table to play games or watch films can do the trick, sometimes when the sun is shining and there’s time to be spent outdoors, a cottage with a secure garden is essential.
We have a great selection of Dorset cottages with enclosed gardens that can be enjoyed by the whole family. While you cook dinner or catch up with friends, your children can run off steam in the garden without worry because you know they are safe. Encourage time away from screens and immerse your little ones in nature. Many of our gardens look beautiful in bloom, and when the sun is high in the sky, nothing beats time spent outside.
Peace of Mind with a
Dorset Cottage with an Enclosed Garden
A safe and secure holiday property will give you and your family peace of mind while you’re away. However, just like when you’re at home, an enclosed garden is only as secure as you make it. Before letting your beloved pets or children have full reign of a cottage’s outdoor space, it’s important that any external gates or doors are locked shut. And if your little ones can reach any handles, bolts or latches, a watchful eye will be needed while they play. Now, that little piece of housekeeping is out of the way, you can browse our full selection of Dorset holiday cottages with enclosed gardens below.
Filter & Sort
Weymouth
5/5
Save 20% on stays before 4th January
Castle Heights
Corfe Castle
5/5
Escape the ordinary at Castle Heights, a haven in the countryside that accommodates up to nine guests. With its enchanting views of Corfe Castle, stylish open-plan interiors, and dog-friendly atmosphere, this residence promises a unique and memorable retreat. Nestled in
Save 20% on stays before 13th October
Save 18% on stays before 7th December
Purbeck View
Swanage
5/5
Set within the seaside town of Swanage, Purbeck View is a charming pet friendly end-of-terrace cottage designed for relaxed, family-friendly stays by the coast.
Save 10% on stays before 20th October
Billet Doux
Swanage
5/5
Set on a quiet, private road in a peaceful part of Swanage, Billet Doux is a beautifully presented ground-floor retreat. It is ideal for couples or solo travellers looking to slow down and enjoy a more relaxed pace of life.
Lavender Cottage
Dorchester
5/5
Lavender Cottage is a stylish single-storey retreat set within a peaceful Dorset estate, thoughtfully designed for couples seeking rest and relaxation. With a super king bedroom, private enclosed garden, and dog-friendly welcome, it blends modern comfort with countryside charm. Estate
Save 20% on stays before 13th October
Save 20% on stays before 4th January
View of Corfe Castle
Castle View House
Corfe Castle
5/5
Escape the ordinary at Castle View House, a haven in the countryside that accommodates up to nine guests. With its enchanting views of Corfe Castle, stylish open-plan interiors, and dog-friendly atmosphere, this residence promises a unique and memorable retreat. Nestled
Save 20% on stays before 17th November
+2 more discounts
Walk to beach
Beachway House
Weymouth
4.8/5
A six bedroom, six bathroom family home just 300 yards from Weymouth beach with parking.
Beech Cottage
Osmington
5/5
Peaceful one-bedroom cottage for two, offering a king-size bed, wood burner and south-facing courtyard garden.
Save 15% on stays before 3rd November
Forest Edge
Sandford
4.8/5
Forest Edge is a two bedroom semi-detached chalet bungalow offering luxury accommodation near Wareham. Mainly laid out on the ground floor, this delightful holiday home has been completely refurbished to a very high standard.
Save 15% on stays before 3rd November
The Old Butcher’s Cottage
Corfe Castle
4.8/5
The Old Butcher’s Cottage is bursting with character. Recently renovated throughout, this high spec property is the hideaway you’ve been searching for. Luxurious furnishings and exquisite linens adorn the bedrooms, living area and kitchen, providing stunning accommodation that the whole
Save 12% on stays between 28th Sep - 22nd Oct
Pets Go Free
Wind Chimes
Swanage
5/5
Cosy dog-friendly cottage in Swanage with an enclosed garden, log burner and parking, just a short walk from the beach and town centre.
Willow Cottage
Weymouth
5/5
Romantic retreat for two with a private wood-fired hot tub, sunny courtyard and easy access to Dorset's coast.
Save 20% on stays between 26th Sep - 22nd Oct
+2 more discounts
Hot Tub
Cherry Lodge
Wareham
4.8/5
Comfort and space to be enjoyed by friends and family in this large, modern home complete with bubbling hot tub. Its pet friendly and has plenty of parking. The quality of this home and the size of the garden are
Lilac Cottage
Dorchester
5/5
Lilac Cottage is a magnificent 4-Star Gold thatched retreat, and the largest home on the estate. Sleeping up to twelve guests across four spacious bedrooms, this dog-friendly property is designed for celebrations, with a vast sitting and dining room, enclosed
Save 30% on stays before 17th November
Bucknowle Lodge
Church Knowle
4.8/5
Beautiful, spacious Dorset lodge for large parties. Within walking distance of Corfe Castle and a short drive to the coast.
Private hot tub
Snowdrop Cottage
Dorchester
5/5
Snowdrop Cottage is a 5-Star retreat blending luxury with homely comfort, set within a peaceful Dorset estate. Sleeping up to eight across four bedrooms, this dog-friendly property features a log-burning stove, enclosed garden with private hot tub, and plenty of
Save 15% on stays before 3rd November
Tilshead
Langton Matravers
4.8/5
4 Bedroom, 3 bathrooms. Stunning countryside views with sea glimpses. Tilshead is a beautifully designed home nestled within the lovely village of Langton Matravers. This exceptional, bespoke house was created to offer a practical yet luxurious, contemporary residence complete with
Primrose Cottage
Dorchester
5/5
Primrose Cottage is a romantic single-storey hideaway for two — dog-friendly and tucked within a tranquil Dorset estate. With a king-size bedroom and en-suite, a private enclosed garden, and woodland walks and estate amenities on the doorstep, it’s perfect for
Save 20% on stays between 3rd - 10th Oct
+3 more discounts
White Sands
Swanage
4.9/5
4 Bedrooms. This stunning dog friendly accommodation is set on the cliff top in a secluded part of Swanage, boasting panoramic sea views over the bay toward Peveril Point, the Isle of Wight and Ballard Down. Situated just outside of
Save 15% on stays before 3rd November
Daisy’s
Swanage
4.7/5
Stylishly decorated 3 bedroom holiday home in Swanage. Daisy's offers everything you need for a relaxing break, from comfortable bedrooms with ensuite for each room to a private bubbling hot tub, perfect for unwinding after a long day exploring the
Save 20% on stays before 3rd November
Froxfield Cottage
Langton Matravers
4.9/5
3 Bedrooms. Froxfield Cottage is a cosy renovated quarryman’s cottage built in the 1850’s, sympathetically decorated in a mix of contemporary and traditional style.
Save 20% on stays between 29th Sep - 23rd Oct
Save 10% on stays before 3rd November
Markham House
Weymouth
4.9/5
A spacious family home with off road parking and large, enclosed garden. The house is ideal for family and friends who want to stroll through the town to the Harbour and beach.
Save 10% on stays before 3rd November
Ailwood Cottage
Nr Corfe Castle
4.8/5
1 Bedroom spacious holiday cottage near Corfe Castle. Nestled in the heart of the countryside within walking distance of Corfe Castle and the coast. Excellent quality detached accommodation which is highly recommended for walking and beach holidays.
Save 10% on stays before 3rd November
Bronte Cottage
Wareham
4.8/5
A cosy Grade II listed cottage in the heart of historic Wareham, with a walled garden and the Quay, River Frome and pubs just 20 yards away.
© 2026 Dorset Cottage Holidays. Website by Wombat.
