Vacation rentals in Crossways

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Top-rated vacation rentals in Crossways

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Top guest favorite
A charming stone cottage is surrounded by lush greenery and various colorful flowering plants. A small white table and two chairs are placed outside, inviting guests to enjoy the garden view. The cottage features a traditional door framed by vibrant foliage.
Cottage
4.97 out of 5 average rating, 642 reviews

Cute, Cosy & Stylish Bothy Cottage, near Sherborne

Stylish, Comfortable & Quirky - “Top 10 Dorset Airbnb” (Conde Nast Traveller) in a “Top 50 UK Village” (Sunday Times). The Bothy is a detached stone cottage where you can share some free Prosecco on your private terrace. It is in the rural historic Yetminster Conservation Area with a thatched pub, café & shop. It is next door to a quintessential "Chocolate Box" thatched cottage. You are on the edge of the Dorset Area of Outstanding Natural Beauty with good access to the sea & Jurassic Coast.

Top guest favorite
A wooden cabin with large glass doors and windows is shown against a clear blue sky. The entrance is framed by a stone patio, and greenery is visible alongside the cabin, enhancing its natural setting.
Guesthouse
4.88 out of 5 average rating, 209 reviews

Cosy garden cabin in the centre of Wareham

Quiet & cosy cabin with own bathroom within Wareham walls hosted by a Tibetan & English couple. A good place to explore the Jurassic coast & attractions such as Durdle Door, Lulworth Cove, Corfe Castle, Studland, Swanage, Arne Bird Sanctuary, Monkey World, Bovington Tank Museum & Wareham Forest. 5-minute walk to the picturesque quay & town centre which has pubs, restaurants, cafes, supermarkets, buses to tourist attractions & a cinema. 10-minute walk to station. Parking on available on drive.

Guest favorite
A covered hot tub is featured in the foreground, with bubbling water inviting relaxation. In the background, a spacious garden is visible, showcasing a patio dining set shaded by an umbrella, a barbecue grill, and comfortable seating areas surrounded by greenery.
Guesthouse
4.92 out of 5 average rating, 207 reviews

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

Little Oakford is your peaceful haven 'Far from the Madding Crowd' in the heart of idyllic, rural Dorset! At the end of a lane and on the edge of woods, from where birdsong can always be heard and in which deer can often be seen, its large private garden & all its amenities, including covered hot tub, gazebo, fire pit & 5 (s)eating areas, are for your free & exclusive enjoyment. With its free parking, kitchen, steam shower, superfast WiFi, 4K TV & Netflix, it's perfect for business or pleasure.

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
4.97 out of 5 average rating, 116 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 favorite
A spacious sleeping area features a cozy king-size bed adorned with decorative pillows. Large windows allow natural light to fill the room, complemented by light hardwood flooring. A small dining table with chairs is positioned nearby, enhancing the inviting atmosphere.
Guest suite
4.92 out of 5 average rating, 245 reviews

Discover Little Drey: Your Perfect Getaway

At Little Drey, you'll find comfort, and warm hospitality, all while being conveniently close to Dorchester. A variety of restaurants, cafes, and shops are all within walking distance. Close to some of the best places to visit in Dorset, and within easy reach of famous beauty spots and amazing places to visit. Parking on property along with self-check-in, makes it super easy to have a relaxing, enjoyable break. Your host lives next door and is on hand to make your stay the best possible.

Top guest favorite
A light-filled living area features a comfortable sofa with decorative cushions, a coffee table, and a dining table in the background. Wooden flooring adds warmth, and a small indoor plant enhances the space. Natural light streams in from an adjacent window, illuminating the cozy atmosphere.
Farm stay
4.94 out of 5 average rating, 159 reviews

Self-contained annexe on organic dairy farm

Whether you’re wanting to have a base for a holiday with family, staying for a wedding, or here on business, I would love to have you stay at Lower Farm. The Annexe is situated on a working organic dairy farm, nestled in the most idyllic part of Dorset; perfectly located for beaching, country pubbing or long walks in the rolling countryside that surrounds. The property has a kingsize bed and a sofa bed. I will always do my utmost to cater to your requirements, just pop me a message ☺️

Top guest favorite
A quaint cob cottage with a thatched roof is framed by vibrant pink flowers and lush greenery. The garden features well-maintained plants and an inviting path leading to the cottage's window, creating a serene and welcoming outdoor space.
Tiny home
4.95 out of 5 average rating, 212 reviews

Luxury thatched Little Barn

The Little Barn is a 200 year old, thatched, cob cottage. It is a self-contained studio guest room with its entrance in the garden of the main house. It is perfect for a couple using the comfortable king-sized bed. It is thoughtfully decorated and furnished with modern fittings, including a cleverly fitted kitchenette. This picturesque cottage is located in the quiet, rural setting of Shitterton, in the village of Bere Regis, Dorset. We are within easy reach of Dorset's many attractions.

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
4.99 out of 5 average rating, 184 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
A set of double doors opens to a cozy bedroom area, featuring a bed draped in soft blue linens. Outside, a shaded seating area with a black table and chairs is visible, alongside potted plants, enhancing the serene outdoor setting.
Guest suite
4.96 out of 5 average rating, 189 reviews

The self contained Garden Room Annex

The private Annex has it's own access via the rear garden and is connected to the house via a lockable door. The Annex is a bed sitting room with basic kitchen facilities, a shower room and outside area, all for your sole use. You can choose a Large double or 2 single beds in the room. Towels, soap and linen are provided. Teas/coffee/milk available in the room. TV, Fridge, microwave, kettle, toaster, fan, iron/board, plates, cutlery. There's an Airfryer available on request.

Top guest favorite
A tall stone monument is prominently situated atop a grassy hill, surrounded by lush greenery. A weathered wooden signpost stands in the foreground, pointing in two directions. The sky features scattered clouds and clear blue sections, creating a bright outdoor scene.
Home
4.97 out of 5 average rating, 146 reviews

Cheerful one bedroom home in the heart of Dorset

A great base for exploring Dorset and centrally-located. This newly decorated self contained 1 bedroom annexe has a fully equipped kitchen & in the county town of Dorchester, the birth place of Thomas Hardy. It is a perfect base to explore the beautiful countryside and Jurassic coast! The town’s amenities are only a short walk away including the new Brewery Square development. Complimentary tea and coffee also provided. Please note, we are unable to accommodate children

Guest favorite
A well-maintained garden is framed by a charming stone house with dark-framed windows. An inviting grassy area features various flowering plants and a seating chair, while a wooden garden structure adds character. The image conveys a serene outdoor environment with a hint of nature.
Guest suite
4.8 out of 5 average rating, 130 reviews

The Ringstead Suite

This unique suite with it's own private stairway from the floral garden leading to your own private balcony is a perfect base looking onto the Jurassic Coast above Ringstead Bay. Above the property is the inner coastal path and Ridgeway walks. Nearby is beach access at Ringstead Bay and Osmington Mills. The suite comprises a cosy lounge area, shower room and toilet, hallway with boot and coat cupboard and luxurious bedroom with Purbeck Stone wall overlooking the garden.

Top guest favorite
A cozy living area features a glass table with wine glasses and a bottle of champagne, complemented by a small vase of pink tulips. A logburner adds warmth, with flames visible through its glass door, and a colorful tiled backdrop enhances the space.
Cottage
4.98 out of 5 average rating, 370 reviews

The Condo (Indoor Pool available May- end Sept)

Self contained detached cottage in a tranquil location close to the famous 'Jurassic Coast' ; Durdle Door, Lulworth, Corfe Castle, Weymouth and Dorchester are all a short drive away. Further attractions close by are Monkey World, Bovington Tank Museum, and Sculpture by the lakes. There is a well stocked village shop and good village pub. Dorset has so much to offer, with beautiful coastline and breathtaking scenery. Relax in the pool at your leisure!

Popular amenities for Crossways vacation rentals

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