Holiday rentals in Crossways

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Top-rated holiday rentals in Crossways

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Guest favourite
A charming living room features a stone fireplace with a wooden beam above, providing warmth and focus. Comfortable seating is arranged around a coffee table, complemented by a natural fiber rug. Soft curtains frame a window, allowing natural light to fill the space.
Cottage in West Lulworth
4.89 out of 5 average rating, 61 reviews

Spring Cottage - Lulworth Cove

Characterful with period features, Spring Cottage is a unique thatched property, sleeping 4, within 200 metres of Lulworth Cove. Enjoy a fully equipped kitchen; cosy living room with charming inglenook fireplace, and dining room downstairs. Upstairs, you'll find a family bathroom with shower over bath; a master bedroom with king size bed and ensuite, and a twin bedroom. You'll be based right in the heart of West Lulworth, with a variety of restaurants, pubs, and seasonal shops on your doorstep.

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 favourite
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, 139 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.

Top guest favourite
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, 286 reviews

The Old Reading Room West Stafford

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.

Top guest favourite
The blue Shepherd’s Hut is positioned on a grassy area, showcasing its charming curved design. Wooden steps lead to the entrance, inviting guests inside. Surrounding trees and a scenic countryside view enhance the peaceful setting.
Shepherd’s hut in Dorset
5 out of 5 average rating, 384 reviews

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.

Guest favourite
A stone sign displaying 'LIME TREE LODGE' is presented among vibrant purple and white petunias. The flowers add a natural touch to the surroundings, creating a welcoming entryway.
Apartment in Owermoigne
4.91 out of 5 average rating, 151 reviews

Lime Tree Lodge - West Wing, by the Jurassic Coast

Lime Tree Lodge - West Wing, is a self-contained apartment attached to the main house. 150yds off the A352 between the Saxon town of Wareham and the county town of Dorchester -home of Poundbury, Prince Charles’ venture into village/workplace design and development. Very central to the Jurassic Coast, the Annexe is only 2 miles from the coast with Swanage, Lulworth Cove, Durdle Door, Weymouth and Portland close by. Monkey World, The Tank Museum and Hardy's cottage are about 5 - 10 mins drive.

Top guest favourite
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
4.96 out of 5 average rating, 67 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 favourite
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
4.99 out of 5 average rating, 198 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 favourite
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, 83 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 favourite
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, 313 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 favourite
Barn in Dorset
5 out of 5 average rating, 223 reviews

Jurassic Coast Boutique Retreat with Views

Set amid the rolling Dorset countryside with far reaching breathtaking views The Hayloft is a relaxed luxury retreat designed for slow, restorative stays. Part of Grandview Farm The Hayloft is a self contained annex offering a secluded, peaceful haven just moments from the Jurassic Coast. Thoughtfully styled with natural textures and luxurious touches throughout, it is the perfect base for a couple or two friends who enjoy coastal walks, cosy mornings and drinks under the stars.

Top guest favourite
The rustic entrance of a charming cottage is framed by lush greenery and vibrant flowering plants. A stone pathway leads to the pale green door, which is accented by a small lantern. The historic brick exterior and the surrounding garden create a welcoming facade.
Home in Winterborne Kingston
5 out of 5 average rating, 41 reviews

Cobblers Cottage, Dorset

Relax and unwind in a newly renovated 18th Century cottage, combining period charm with modern convenience and luxury. Sleeping 6+ in three spacious double bedrooms, one en suite on the ground floor. The cottage also boasts a decadent bathroom, open plan kitchen diner, living room with inglenook fireplace, sun room and front & back cottage gardens. Within 20 minutes of Dorset's top attractions, you can combine rural charm with convenience to truly make the most of your trip!

Popular amenities for Crossways holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Dorset
  5. Crossways