
Holiday houses in Crossways
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Top-rated holiday rentals in Crossways
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The Lookout - Rooftop hot tub, bar, pool table
Thoughtfully designed with style, comfort, and indulgence in mind, The Lookout is a modern lakeside home set within the award-winning Silverlake Estate near Dorchester. Every element of this contemporary four-bedroom property has been curated to offer a relaxed yet refined experience, blending laid-back living with elevated design and exceptional amenities. From the moment you step inside, the sense of space and care in the interiors is evident. At the heart of the house is a generous open-plan

Cove Cottage
This picturesque cottage dates from the 18th Century and has been carefully renovated to provide modern comfort whilst retaining the property's original features. Just 2 minutes' stroll from Lulworth Cove, on England’s only natural UNESCO World Heritage coastline. Customise the bed layout - with the ability to swap 2 rooms from super kings to twins. Please note that we do not recommend this property for those with small children or mobility issues due to several flights of rather steep stairs.

Tincleton Lodge, Tincleton, Dorchester - 5 Star
Tincleton Lodge full of character, newly renovated and beautifully refurbished - Awarded FIVE STAR GOLD for 2025 by Visit England - offering luxury period accommodation for up to 10 Ground Floor bedroom M3a -with en-suite wet/shower room. Spacious drawing room, new kitchen. The Lodge is set on a farm with 600 acres of unspoilt countryside. Walled in terrace with garden furniture. Private all weather Tennis Court. Wifi. Fishing on the River Frome. Nature Trail. Table tennis in games room.

The Annex @14
Welcome to The Annex @14, a newly renovated ground floor property and great base for exploring historic Dorset and a perfect getaway for two! Self-contained with its own private entrance .The annex is attached to our home at the end of a quiet cul-de-sac in the village of Crossways near Dorchester. There is a hot tub available for your own exclusive use! In the heart of Hardy Country, ideal for walkers and cyclists. Lulworth Cove, Durdle Door, the beautiful sands of Weymouth Bay are close by.

The Beach Hytte - Stunning Sea View Penthouse
Enjoy your perfect getaway in this award winning 2 bed penthouse apartment with 180 degree sea views in the heart of the tranquil Alum Chine area of Bournemouth just a few minutes walk from the beach. The property boasts two dining areas, one of which sits on the large balcony with views across Bournemouth beach and a bespoke wood burning stove for the winter nights. The open plan kitchen leads onto a cozy living room where you can enjoy Sky Glass TV entertainment through super fast WiFi.

Luxury Lakeside Retreat with Hot Tub- sleeps 12-14
Welcome to Still Waters – a stunning lakeside retreat sleeping up to 14 guests. Set on the water’s edge, it’s the perfect place to relax and enjoy the peace of nature. Unwind in the hot tub, soak up the sun on loungers, or head out from your private jetty with paddleboards. Inside, enjoy pool, Sky TV, or the Xbox. Nearby are swimming lakes, a communal pool, spa, cycling trails, and the beach. On-site you’ll also find tennis, volleyball, fishing, kids' playgrounds and an astro-turf court.

Cosy private Loft overlooking Dorset countryside
Nestled in the heart of the Dorset countryside, The Loft is your ideal 'getaway'. From stunning views to a comfy king-size bed, this cosy space will provide you with everything you need to relax. Open the stable door, and listen to the birds, reconnect with nature while sipping coffee and tucking into a selection of breakfast options provided upon your arrival. With an abundance of local amenities, please see the guide for my favourite secret spots! We look forward to welcoming you!

No1. The Courtyard, Clyffe House
Enjoy a tranquil break in our recently renovated Grade II listed cottage in the heart of Dorset. No.1 The Courtyard is nestled just outside the village of Tincleton and was originally part of the servant’s accommodation to Clyffe House (1842). We are situated 6 miles from Dorchester, and within easy reach of many Dorset attractions; Lulworth Cove, Durdle Door, Corfe Castle, The Purbeck Hills, Kimmeridge, Southwest Coastal Path, Bovington Tank Museum, Monkey World, Weymouth, Swanage.

Stunning Home with Roof Terrace at Silverlake
Silverlake can be found just 2.5 hours from London and only 10 minutes from the beautiful Dorset coast. It consists of award winning architecturally designed homes set amongst acres of nature reserves and tranquil lakes. The estate has a wide range of activities to be enjoyed including an outdoor pool, private beach, spa, gym, rooftop bar. The more adventurous can enjoy the kayaks, paddleboards and electric bikes. Children will love the two play areas, zip wire, tennis courts and more.

Jasmine Cottage
Jasmine Cottage is a characterful, compact barn conversion, that sits next to the 400 year old farm house. It sleeps up to four people (including infants), with a double and a twin room. We are one mile away from The Wise Man Inn - an award-winning pub; 6 miles from Dorset's stunning Jurassic coast and 3 miles from the county town of Dorchester. You will, however, need a car- or bikes! Sorry, no pets and no smoking. No EV charging, yet, but there are many fast charging points nearby.

Coppice Barn, farm stay, nr Durdle Door & Lulworth
Sorry no Pets Suitable for only one infant. A barn conversion two miles from the Dorset coast. Set within its own private garden with unspoilt views of Galton Farm overlooking Moreton forest and Tadnoll Heath. Ten minutes drive to Durdle Door, Lulworth Cove and Ringstead Bay. Plenty of coastal and country walks to choose from. The barn consists of one bedroom with a superking bed. Large bathroom and open plan kitchen, dining and sitting area all delightfully decorated.

Beautiful Annex situated on the Jurrasic Coast.
Pixon Barn is situated on a working farm on the Jurassic Coastline within an easy driving distance to Weymouth, Lulworth Cove, and Abbotsbury. It is located next to numerous bridlepaths, perfect for avid walkers, cyclists and lovers of the countryside. We welcome any and all well behaved dogs. There are several pubs all within a 5 minutes distance by car, as well as our own farm cafe and shop located on the main road into Weymouth. Best ice-cream around.!
Popular amenities for Crossways holiday rentals
Other great holiday rentals in Crossways

Apple Cottage (Between West Stafford & Crossways)

East Creek, beach, pool, dog, hot tub - Ringstead

Historic Grade 2 Listed House in Lulworth Cove

Tenantrees Stable

Beautiful Chocolate Box Cottage

Coastal Historic Wing of Manor Fire pit Playground

Full use: hot tub/sauna*/bbq/firepit/Netflix/Prime

Cobweb Cottage, Winfrith Newburgh
Destinations to explore
- New Forest National Park
- Bournemouth Beach
- Weymouth Beach
- Paultons Park Home of Peppa Pig World
- Longleat Safari Park
- Stonehenge
- Southbourne Beach
- Boscombe Beach
- Mudeford Quay
- Durdle Door Holiday Park
- The Tank Museum
- Lyme Regis Beach
- Bournemouth International Centre
- Kimmeridge Bay
- Bath Abbey
- Beer Beach
- West Bay Beach
- Marwell Zoo
- Alum Chine Beach
- No. 1 Royal Crescent
- Shorefield Country Park
- Highcliffe Beach
- Powderham Castle
- Crealy Theme Park & Resort





