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Indulge in a romantic getaway in Dorset with our selection of Dorset cottage holidays for two. Whether you’re celebrating an anniversary, planning a honeymoon, or simply seeking a peaceful retreat with your loved one, our romantic holiday cottages in Dorset provide the perfect setting. Enjoy intimate accommodations, stunning landscapes, and memorable experiences as you create cherished moments together. Browse our collection of cosy homes and Dorset holiday cottages with an open fire, to find the ideal romantic cottage in Dorset for your upcoming escape.

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Wye Knot
Swanage
4.8/5
A delightful ground floor apartment with private garden is perfectly placed for a family's getaway, within easy access to Swanage beach and town attractions.
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Holiday prices from  £458
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Save 10% on stays between 2nd Nov - 22nd Dec
Cherry Tree Cottage
Ridge, Nr Wareham
4.8/5
2 Bedroom delightful holiday cottage with log burner in Ridge. Well equipped with all you might need for a family get away in peaceful surroundings, yet still within easy reach of a wide range of attractions and sandy beaches.
4
2
1
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Holiday prices from  £462
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Save 30% on stays before 19th December
Save 15% on stays between 26th Jul - 31st Dec
The Hollies
Nr Lulworth
5/5
A boutique, single storey holiday home, which overlooks open countryside, on a quiet country lane - just a couple of miles from Lulworth Cove.
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Contact us for prices
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Save 15% on stays before 5th December
Stone Quay Cottage
Swanage
4.9/5
Stone Quay Cottage is right in the heart of the beautiful old fishing town of Swanage, just a stones throw away from the historic Stone Quay, the lovely sandy beaches, the Victorian Pier and all the amenities. This two bedroom cottage dates back to the 1850’s but has been completely renovated to provide a beautiful modern home.
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Holiday prices from  £545
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Save 10% on stays before 19th December
Cricket Cottage
Swanage
4.7/5
1 Bedroom. This quaint seaside cottage is the perfect destination for two to enjoy a romantic getaway in the heart of Swanage. Just a 20-minute meander from the main beach, sparkling clear Swanage shores, shops, restaurants and attractions. Space is plentiful in this deceptively generous cottage.
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Holiday prices from  £445
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Honeysuckle Cottage
Kingston, Nr Corfe Castle
4.8/5
This two-bedroom + annex Purbeck stone cottage is tucked away in the very quiet village of Kingston, near Corfe Castle. Escape the everyday, with luxury interiors and enhancing views! Pet-friendly.
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Holiday prices from  £858
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Markham House
Weymouth
0/5
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.
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Holiday prices from  £405
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Save 20% on stays before 28th November
Save 10% on stays before 19th December
Angel Cottage
Swanage
4.7/5
Nothing is more refreshing than a coastal holiday near the sea and if you’re looking for a cosy, quaint cottage, Angel Cottage should be first on your wishlist. This mid terrace cottage is the perfect base to discover miles of heritage coastline or relax and unwind on the blue flag sandy beach
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Holiday prices from  £413
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Save 15% on stays between 1st Nov - 20th Dec
Save 15% on stays before 19th December
Pembroke Cottage
Langton Matravers
4.7/5
Beautiful 19th century stone cottage offering a peaceful retreat to families and friends. Well situated in the village of Langton Matravers, this holiday home offers endless attractions and picturesque views of the countryside.
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Contact us for prices
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Save 10% on stays before 19th December
Malvern Apartment
Swanage
4.5/5
This appealing large, ground floor apartment is part of a modern conversion of a former Edwardian hotel, right in the heart of the seaside town of Swanage in a quiet residential, tree lined street, less than 5 mins walk to restaurants, pubs, shops and the beach. You can enjoy a lovely glimpse view across Swanage bay from the lounge bay window.
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Holiday prices from  £323
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Save 15% on stays before 19th December
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 coast!
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Holiday prices from  £475
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Save 15% on stays before 19th December
Save 10% on stays between 1st Nov 2025 - 19th Dec 2025
Balcony Apartment
Swanage
5/5
2 Bedrooms. Fabulous seaside apartment in Swanage. Stunning views from the balcony across the bay to the Isle of Wight. This spacious and comfortable property is equipped with all you might need for a family get away.
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Holiday prices from  £714
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Experience unforgettable

Romantic Getaways in Dorset

Our romantic holiday cottages in Dorset offer privacy and tranquillity, ideal for couples looking to reconnect and unwind. Enjoy cosy evenings by the fireplace, leisurely breakfasts in bed, and romantic dinners overlooking the sea. Many of our cottages feature luxurious amenities such as private, enclosed gardens, breathtaking coastal views, we even have cottages with hot tubs, ensuring a memorable stay for you and your partner. Be sure to take a look at our full collection of luxury holiday homes in Dorset.

Perfect

Dorset Holiday Cottages for Two

Choose from a variety of Dorset holiday cottages for two, each thoughtfully furnished to provide a wonderful romantic retreat. Whether you prefer a secluded countryside cottage or a cottage by the sea, our properties cater to every preference. Wake up to the sound of birdsong, explore Dorset’s charming villages hand in hand, and unwind together in the comfort of your intimate holiday cottage.

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Dorset’s Enchanting Landscapes

Dorset’s picturesque landscapes provide a romantic backdrop for your holiday. Stroll along sandy beaches, wander through lush gardens, and explore historic sites and quaint towns together. Our romantic cottages in Dorset offer easy access to many of Dorset’s most popular sites and attractions, allowing you to create cherished memories as you explore the beauty of this captivating region with your loved one.