Vacation rentals in Crossways

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

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.

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.

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.

Coastal Historic Wing of Manor Fire pit Playground

Escape to Moignes Court Manor house. Share this beautiful property with the owners by staying in the self contained East wing Annex. A magical family retreat near Durdle Door and Weymouth Beach. Enjoy exclusive use of the Grand hall, complete with games, books, ping pong and pool table. Outside, children love the trampoline, mud kitchen, sand pit, sports area and fire pit. Dogs can explore our private woodland walk. The perfect base for Jurassic Coast adventures and unforgettable memories.

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 Barn conversion with heated swimming pool

Courage Cottage is a two bedroom detached barn conversion in a Georgian farmyard.The barn was converted in 2013 so has all modern conveniences including underfloor heating. It is very individual and situated in a quiet , rural setting. It has two bedrooms with en-suite bathrooms. The village of Martinstown has an excellent pub and shop. Dorchester is 2 miles away and has every facility including good rail connections in all directions.Swimming pool (shared ) open May 15th-Sept 15th

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.

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.!

Delightful one bed property on the Jurassic Coast

This unique single storey home has been refurbished to a high standard and makes comfortable accommodation for two people. Situated in the garden of the owners' thatched thirteenth century cottage it offers plenty of character, and is well screened from main house. It sits in a delightful garden with table and chairs for your use. It is situated within yards of the beautiful Jurassic coastal path.