
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

Cosy Country Cottage, Popular Village, sleeps 6
A stylish cosy village cottage, centrally located in the popular, sought after Somerset village of Curry Rivel is perfect for group trips, family get togethers, sophisticated stag or hen do's, suitable for walkers, cyclists, weekends away with friends and we’re dog friendly. Modern, quirky interiors give the cosy cottage a feeling of space and light. The cottage has all amenities within a minutes walk including popular The Firehouse Somerset pub, One Stop Convenience Store, Petrol Station & PO.

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.

Secluded Garden Lodge with Private Hot Tub
The Lodge Retreat is nestled at the bottom of a secluded garden pathway in the sleepy suburb of Southbourne and is a stones throw from Bournemouth’s award winning beaches. The whole of the Lodge Retreat is yours to relax and unwind and includes use of your own private hot tub. There’s plenty of free street parking and more often than not, you can get the street space directly outside of the property. The Lodge Retreat offers an easy self check in and check out service for your convenience.

Luxurious Shepherd’s Hut with Hot Tub
Get back in touch with nature at this luxury Shepherd’s Hut nestled in a quiet hamlet. Enjoy the large hut’s interior amid thoughtful industrial style decor and modern finishes and embrace outdoor living in your own large outdoor space, surrounded by breathtaking views of the countryside. Relax in the large fire fuelled hot tub, lounge on the deck in front of the fire pit or grab a bean bag and find a quiet spot in your own private paddock. This place offers luxurious comfort indoors and out.

A luxury unique home spa - White Stones Retreats.
Set in a prime position amidst a quintessential village of thatched cottages. Where wildflower paths and trickling streams amble down the the beautiful Osmington Bay. Toe dipping in the shallows, coastal walks under flaring sunsets, hibernating in our home spa while storms crash outside. Our unique holiday home offers a sanctuary in all weathers. With a collated & collected vibe, this light filled cottage is perfect for families looking for a beach escape, only a 5 minute drive to the sea.

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.

Unique & Stunning Bespoke Thatched Shepherd's Huts
Our Bespoke Shepherd's huts are set in the tranquil countryside of Dorset in the village of Moreton which is famous for being the burial place of Lawrence of Arabia and 500 metres from Moreton Ford which leads into countryside and woods to stroll through. The huts are set in their own private garden with gravelled outdoor dining area and Hot Tub. Inside you benefit from one hut being the living space, a 2nd hut as a full bathroom which are connected by a galley kitchen.

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.
Popular amenities for Crossways holiday rentals
Other great holiday rentals in Crossways

The Hideaway, Tolpuddle

Lake view Dorset home for 8 has pool & gym on site

Number One - A colourful family friendly space!

Luxury Coastal Bolthole · Hot Tub · Beach Access

Apple Cottage (Between West Stafford & Crossways)

Cobblers Cottage, Dorset

Spring Cottage - Lulworth Cove

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





