Vacation rentals in Crossways

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Top-rated vacation rentals in Crossways

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Superhost

Home in Dorset

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

4.88 out of 5 average rating, 8 reviews

Guest favorite

A welcoming living room features two comfortable sofas adorned with patterned cushions, positioned around a central wooden coffee table. A cozy fireplace is framed by shelves displaying decorative items. Light enters through a nearby window, enhancing the soft color palette of the room.

Cottage in West Lulworth

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.

4.94 out of 5 average rating, 69 reviews

Guest favorite

The exterior of Tincleton Lodge features a charming, white-painted cottage with a slate roof. A centrally located door is flanked by decorative stone pots, each containing a neatly trimmed topiary. Several windows provide natural light, while lush greenery surrounds the entrance.

Cottage in Tincleton

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.

4.9 out of 5 average rating, 58 reviews

Top guest favorite

A functional open-plan space features a well-equipped kitchen with green cabinet fronts and modern appliances. A dining table and chairs are set nearby. A cozy sleeping area is marked by a four-poster bed, complemented by natural wood flooring and soft decor elements.

Guest suite in Crossways

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.

4.97 out of 5 average rating, 151 reviews

Superhost

A cozy living room is furnished with a spacious sectional sofa facing a wall-mounted TV. Large glass doors offer sweeping views of the sky and surrounding area. Green plants add a natural touch, while a sleek wood-burning stove creates a focal point in the inviting space.

Condo in Westbourne

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.

4.83 out of 5 average rating, 199 reviews

Top guest favorite

A cozy bedroom is presented with a wooden bed featuring crisp white linens and decorative pillows. A light-colored dresser is positioned nearby, complemented by a small lamp. Natural light filters in through patterned curtains, enhancing the serene atmosphere.

Tiny home in Dorset

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!

5.0 out of 5 average rating, 218 reviews

Top guest favorite

The entrance features a charming brick façade with large windows, allowing natural light to fill the space. A wooden bench is positioned near the front door, surrounded by potted plants that enhance the welcoming ambiance.

Cottage in Dorset

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.

5.0 out of 5 average rating, 104 reviews

Top guest favorite

A charming barn conversion features natural stone walls and large windows that invite ample sunlight. The surrounding landscape includes lush greenery and a clear blue sky, creating a serene rural atmosphere. The driveway leads to the entrance, providing easy access to the property.

Cottage in Dorset

Stunning Barn conversion +heated pool (15/5-15/9)

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

4.8 out of 5 average rating, 208 reviews

Top guest favorite

The contemporary property features a striking two-story design with a wooden facade and expansive glass doors. A rooftop terrace is visible, offering potential outdoor space. The surrounding lawn is well-maintained, complementing the modern architecture against a backdrop of a cloudy sky.

Home in Crossways

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.

4.98 out of 5 average rating, 91 reviews

Guest favorite

A private garden features a round table surrounded by four chairs, set on a stone patio. Lush greenery and flowering plants border a well-maintained lawn, while a rustic shed is visible in the background under a clear blue sky dotted with clouds.

Cottage in Lewell

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.

4.94 out of 5 average rating, 327 reviews

Top guest favorite

The exterior of Blackbird Barn features a blend of brick and stone, embodying rustic charm. A wooden door is framed by shrubs and flowering plants, creating an inviting entrance. Clear blue skies provide a bright backdrop, enhancing the peaceful village setting.

Barn in Winfrith Newburgh

Winbrook Barn

You won’t forget the peaceful surroundings of this rustic destination. Situated within a designated Area of Outstanding Natural Beauty and on the edge of the World Heritage Jurassic coast. Only three miles from Lulworth Cove and Durdle Door. Blackbird Barn is a converted 200 year old farm building within the village of Winfrith Newburgh. Beautiful walks are on your doorstep, the Village Trail, perfect for a tranquil stroll and Egdon Heath are bursting with natural beauty.

4.98 out of 5 average rating, 53 reviews

Top guest favorite

The exterior of the barn features a heart-shaped wooden accent on the entrance, surrounded by two planters with neatly trimmed shrubs. A pathway of stone slabs leads through a grassy area adorned with round stones and blooming flowers, set against a backdrop of large windows.

Barn in Dorset

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.

4.99 out of 5 average rating, 155 reviews