
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

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 Old Reading Room West Stafford, Dorset.
The Victorian Reading Room of West Stafford is of historical importance. Used before the war as a Reading Room for the villagers and estate workers, the newspapers were provided, the village shop in the late 1930s, then a workshop and a store room for the church. We have now lovingly restored, decorated and furnished this amazing building into a cosy self catering holiday retreat, "far from the madding crowd" Open plan, comfy double sofabed, wood burner, country walks and fabulous village pub.

Moorhen cabin
Sit back and chill in this calm, stylish space. Moorhen is a newly refurbished cabin in the owner's grounds. Surrounded by open countryside and sitting directly on a bridleway/cycle route 26. It comes with use of the owner's tennis court, boules court and riverbank. In addition to the balcony some areas of the main garden are also for guest use . Within easy reach of Dorchester, Weymouth and the world famous Jurassic coast. Moorhen provides a peaceful base for you to take it easy and explore

Tenantrees Stable
Tenantrees Stable is a lovely one-bedroom self-contained cottage attached to the main house with private entrance and shared driveway. Small private outdoor patio space. Nearest pub is The Wise Man in West Stafford - 1.3km Nearest train station - Moreton, 4.7km Co-op - 3.5km Tesco - 6.8km Nearby attractions: Xtreme Falconry - 300m Hardy's Cottage - 5km Monkey World / Bovington Tank Museum - 12km Lulworth Cove / Durdle Door - 16km Portland Castle - 25km Corfe Castle - 27km Golden Cap - 36km

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.

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.

Bindon Burrow - Lulworth Cove. Dog friendly.
A lovingly created Shepherds hut for two, in walking distance of Lulworth Cove, Durdle Door and good pubs. One of 2 huts, each with off road parking and shared access path down steps to private facilities. Located in a secluded spot behind our family home. A fully self contained hut including a double bed, kitchen with multi cooker, wood burner and en-suite bathroom including hot shower and state of the art composting toilet. Small enclosed garden; dog friendly.

Dorset Photographers Cottage
Enjoy a stylish experience at this centrally-located cottage. Perfect for exploring the Jurassic Coast Beaches & Durdle Door. Comfortable rooms upstairs, open plan downstairs space, smeg applicances + ground floor toilet. Outside dinning area, 2 free parking spaces, rear entrance into the property. Set in a pretty village with a Country Pub and Village Store/PO being a 3 min walk. Arrival refreshments to enjoy your stay the moment you arrival.

Luxury Coastal Bolthole · Hot Tub · Beach Access
Walk past what looks like a garage and discover a stunning coastal bolthole all your own. Perfectly formed for two, with uninterrupted sea views, an open-plan living space opening onto a sun terrace, and your own private steps down to Castle Cove beach. Soak in the hot tub, fire up the BBQ, and watch the boats drift by. All towels, toiletries, and even beach kit provided. A romantic, characterful hideaway on the Dorset coast.
Popular amenities for Crossways holiday rentals
Other great holiday rentals in Crossways

The Hideaway, Tolpuddle

Number One - A colourful family friendly space!

Apple Cottage (Between West Stafford & Crossways)

Cosy dog friendly cottage, sleeps 6. Pool access.

Cobblers Cottage, Dorset

Warmwell Luxury Lodge with pool

Petite Cottage - characterful village setting

Spring Cottage - Lulworth Cove
Destinations to explore
- New Forest National Park
- Bournemouth Beach
- Weymouth Beach
- Paultons Park Home of Peppa Pig World
- Stonehenge
- Longleat Safari Park
- Southbourne Beach
- Boscombe Beach
- Mudeford Quay
- Lyme Regis Beach
- The Tank Museum
- Durdle Door Holiday Park
- Bournemouth International Centre
- Kimmeridge Bay
- Bath Abbey
- Beer Beach
- Marwell Zoo
- Crealy Theme Park & Resort
- No. 1 Royal Crescent
- Powderham Castle
- Highcliffe Beach
- West Bay Beach
- Hoburne Naish Holiday Park
- Stourhead





