Vacation rentals in Crossways

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Top-rated vacation rentals in Crossways

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Superhost
Home in Dorset
4.86 out of 5 average rating, 7 reviews

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

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
4.97 out of 5 average rating, 145 reviews

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.

Guest favorite
The exterior of the Victorian Reading Room is presented, showcasing a charming brick facade with light moss present on the roof. A welcoming entry door, framed by two chimneys, is complemented by modern windows. A vintage-style post box is positioned beside the entrance.
Tiny home in West Stafford
4.92 out of 5 average rating, 294 reviews

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.

Guest favorite
Holiday park in West Lulworth
4.95 out of 5 average rating, 119 reviews

Sea View Chalet - Durdle Door

Our Chalet is a treasured home away from home, overlooking stunning Durdle Door, a World Heritage Site on the beautiful Dorset Jurassic Coast…. The chalet has a large decking overlooking the sea, it’s a total escape…..it has 1 King Double bedroom with en-suite, & 1 twin, 2 shower rooms & fully fitted modern kitchen/living area which opens onto the large decking area and panoramic views of the sea… to the left is Lulworth Cove, to the right the Isle of Portland, amazing sunrises and sunsets!

Top guest favorite
The exterior of the cottage displays a traditional brick facade under a partly cloudy sky. A large window framed with white curtains is prominently featured, while small potted plants are arranged on either side of the entrance, enhancing the welcoming appearance.
Home in Dorset
4.95 out of 5 average rating, 74 reviews

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

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 Tincleton
5 out of 5 average rating, 211 reviews

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!

Top guest favorite
Earthen home in Dorset
4.98 out of 5 average rating, 53 reviews

Wellness retreat, Sauna & Hot Tub - Shaftesbury

Melt your stresses away swinging in a hammock,soaking in a hot tub or laying back in a Sauna.Escape the buzz of modern life unwinding in your own idyllic space. Enjoy a massage surrounded only by views. Angels Hut nestles into a hill overlooking Shaftesbury. It's situated amongst a 65 acre farm with woodland’s, and wild deer, with animal welfare and sustainability at its core.Let the owls serenade you providing a perfect backdrop to a blissful night you will remember for years to come!

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 Tincleton
5 out of 5 average rating, 95 reviews

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.

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
4.98 out of 5 average rating, 87 reviews

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.

Top 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
4.94 out of 5 average rating, 320 reviews

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.

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
4.99 out of 5 average rating, 150 reviews

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.

Top guest favorite
Home in Weymouth
5 out of 5 average rating, 11 reviews

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 vacation rentals