Cottage holiday rentals in Upwey

Thatched Cottage by Lulworth Cove & Durdle Door

A beautiful thatched chocolate box cottage on the breathtaking Dorset Jurassic Coast. A quintessential Lulworth Grade II listed property dating back to 1750, ideally situated within a very short walk of Lulworth Cove. Perfect for those looking for a rural retreat in one of the country's most appealing coastal villages. A fabulous spot for family holidays and breaks exploring the area by foot, paddle and bike, the cottage is also within easy reach of local towns and outstanding country pubs.

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.

Little Barn is a cosy dwelling in a remote valley

Little Barn is located in a remote valley between Upwey and Portesham near Weymouth in Dorset A converted Barn with a modern open plan interior. An adequate garden with Outdoor furniture and BBQ with an external secure store for bicycles etc. The area is good for walking (dogs welcome), many footpaths line the surrounding countryside. Hardy's monument is situated a few miles away. The area offers good cycling both on and off road. Good access to the Dorset coastline which is a short drive away.

A luxury unique home spa - White Stones Retreats.

Set in a prime position amidst a quintessential village of thatched cottages. Where wildflower paths and trickling streams amble down the the beautiful Osmington Bay. Toe dipping in the shallows, coastal walks under flaring sunsets, hibernating in our home spa while storms crash outside. Our unique holiday home offers a sanctuary in all weathers. With a collated & collected vibe, this light filled cottage is perfect for families looking for a beach escape, only a 5 minute drive to the sea.

Strawberry Cottage

Lovingly restored and modernised by Harry in 2011, Strawberry Cottage is nestled by the river Wey in the village of Upwey, Dorset. This quaint property is close to the famous Jurassic Coast, within 4 miles of the seaside town of Weymouth and Dorchester town.Durdle Door / Lulworth Cove is an approximate 29 minute drive,and the main supermarket is 8 minutes away by car. Upwey has two pubs a busy tearoom,garden nursery and Tesco Express all within 5 to 10 minutes walk. Relax inside or out.

Little Thatch Cottage - Cerne Abbas, Dorset

Little Thatch is a quintessentially british thatched cottage. The Grade II listed cottage offers the perfect balance of traditional features and modern comfort, for a luxurious stay. The village is fabulous for walkers and has three public houses in the village, all 2 to 4 minutes walk from your doorstep. There is also a village shop/post office and gift shop. Cerne Abbas is well located to explore Dorset and the stunning Jurassic Coast. Discount applied for weekly bookings. Sorry no pets

Godminster Manor Cottage

Set in a private cobbled courtyard on an organic farm, half a mile from Bruton, this old stone cottage has been lovingly restored. It has an inglenook fireplace, oak-framed roofs, flagstone and elm floors, with art and furniture collected over many years filling the rooms. Bruton is renowned for its restaurants and art galleries. The 'Newt in Somerset' is next door and there many other wonderful nearby destinations and beautiful walks from the farm within the surrounding countryside.

Cottage in the heart of Montacute

A cosy cottage in the heart of Montacute just a couple of minutes walk from the National Trust property, Montacute House. The cottage has recently been renovated with a new kitchen and various decorative updates. Montacute is a small village and civil parish in Somerset, England, 4 miles (6.4 km) west of Yeovil. The village is built almost entirely of the local hamstone. At the centre of the village is a large square known as the 'Borough' around which are grouped picturesque cottages

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

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.

Cottage by the Common, Corfe Castle

The Cottage is an open plan building next to the entrance to Corfe Common in a tranquil setting. Downstairs there is a King-size bed & upstairs there are 2 single beds . Sleeping areas are open plan but have thick curtains that can be drawn to create a private and cosy space. Downstairs has Wet-room with sink & separate toilet & sink New Kitchen WiFi Log burner and 2 free basket of logs South facing Patio Parking 2 cars 5 mins walk to Corfe Village Pets welcome.

A Charming Cottage, Just a Moment from the Beach

Right on the gateway of the best beach in the United Kingdom. This is an excellent place to get your Weymouth adventure underway. Sympathetically updated and located a moment from the beach and train station; it'll suit most visitors needs. We've tried to update the cottage in keeping with a turn of the century victorian home, yet keeping it stylish and up to date with all the mod-cons you would expect. We're located close-by, so we're on-hand to support your trip. Enjoy.