
Holiday rentals in Upwey
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Top-rated holiday rentals in Upwey
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Batch Hut (Dog Friendly but just one please)
Wooden clad hut set in the heart of Upwey village, it’s similar to a Shepherd's Hut but slightly bigger. The hut is sited in a field only 3 minutes walk from two local pubs, set on the Jurassic Trail so country walks in abundance, 5 min drive to Weymouth Beach. This is ideally suited for those wanting down to earth but acceptable accommodation. Everybody who has stayed here has really enjoyed the country setting and although basic I have been told many times that the photos don't do it justice.

Bright & Snug annexe with Parking in Weymouth
Welcome to our one bedroom self contained private accommodation with parking space in Weymouth. Consisting of a double bed, two seater sofa ( NOT suitable to sleep) , mini kitchen unit with sink, kettle & toaster, fridge, smart TV, chest of drawers, shower room. Weymouth town Centre, train station and Weymouth’s popular beach is a 20 minute walk through the RSPB nature reserve, where you will see swans, ducks & plenty of bird species. Pub, pharmacy & shop is only a 5 min stroll down the road

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.

The Old School House Annexe
Our Annexe is a peaceful and quiet space situated in the semi rural area of Upwey in Weymouth. It is the perfect spot to recharge your batteries, it is fully equipped, clean and comfortable. We have an inside Entertainment area which guests are welcome to use with a hot tub, tv and darts board and comfortable seating for chilling. There is also a Woodburner oven for guests use. Fantastic local walks on the doorstep and good local amenities with Weymouth town, beach and shops 10 mins drive.

Palm Cottage
A good sized modern One bedroom garden annex only a short walking distance to local pub, take away, convenience store & hairdressers with a 20 minute walk into the Town Centre and Beach (£6 - £7 taxi ride) Weymouth is a very popular tourist attraction with numerous high end eating establishments, a superb beach and harbour which are particularly vibrant during the Spring and Summer months, a golf course and a railway station. Only 13 miles from the picturesque Lulworth Cove & Durdle Door

Enchanting Manor Coach House
An elegant, relaxed home in the grounds of the Manor in this AONB with walks directly from the house. The pretty village of Winterbourne St. Martin (Martinstown) has a great pub and a super village shop both within a short walk. Close to the Jurassic Coast and spectacular country views, its the perfect place to chill after a walk, a day at the beach (approx five miles away) or visiting the many attractions in and around Dorchester. Guests have a private garden, and access to a tennis court.

Stunning Beachfront apartment overlooking the sea
A brand new apartment just 50 steps from the beach with free parking in the heart of Weymouth directly on the Esplanade with panoramic sea views of the award winning beach. Well equipped and nestled amongst shops and restaurants . Just minutes walk to bars , the harbour and train station. Fully fitted kitchen with family size fridge freezer, oven, microwave, toaster, kettle, cutlery, crockery, dishwasher, washing machine, flat screen TV's, Wifi, Hand, bath and beach towels provided.

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

Thatched Cottage by the Beach
The Stables is a charming thatched cottage nestled in the sort after village of Preston, Dorset. It is located a short walk to the beach and village amenities. It is perfectly located to access nearby famous Weymouth Beach, Weymouth Harbour and the beautiful Jurassic Coast. A romantic stable conversion with a recently re-designed Kitchen and Bathroom. It is perfect for an active summer beach holiday or a cozy winter holiday in front of the fire.

Luxury contemporary cabin in the village of Upwey.
Luxury hand built contemporary cabin kitted out with bespoke fittings in a rural setting conveniently nestled between the seaside town of Weymouth & Dorsets' county town of Dorchester in the beautiful village of Upwey. Private access road leads to secluded cabin which is set in approx 1/2 acre surrounded by trees. Plenty of free parking directly outside. Please note there is a 3 night minimum stay. Hot tub has now been added for 2021!

Cosy Sail Loft on the harbour.
This special place is close to everything, making it easy to plan your visit. With your own parking space, own entrance, bedroom / lounge, own kitchen and Bathroom, you can be fully self sufficient or enjoy all the local pubs and restaurants on your door step. Literally right on the harbour front and only a minute away from the beach, this cosy property allows you to enjoy all of this seaside town within a few minutes.

Cosy, dog friendly cottage in the heart of Dorset
Take it easy at this unique and tranquil getaway in the heart of Dorset. Beautiful scenery is all around you in this cosy cottage. The Jurassic coastline a just a short drive away, as is the historic town of Dorchester. The village has a great local pub, and a shop selling local produce as well as some essential items. Enjoy the privacy of an entire home with a beautiful garden in picturesque surroundings.
Popular amenities for Upwey holiday rentals
Other great holiday rentals in Upwey

Gorgeous Georgian Home

Private Self-Contained Hideaway

The Old Tool Shed - Individually designed luxury

Pond outside your bedroom window.

Wonderful Single near Town & Beach with Breakfast

Stunning Barn conversion with heated swimming pool

Springfield

LITTLE RETREAT. Rural village close to the sea
Destinations to explore
- New Forest national park
- Paultons Park Home of Peppa Pig World
- Weymouth Beach
- Bournemouth Beach
- Stonehenge
- Boscombe Beach
- Kimmeridge Bay
- Southbourne Beach
- Highcliffe Beach
- The Tank Museum
- Poole Quay
- Crealy Theme Park & Resort
- Bath Abbey
- Sandy Bay Beach Blue Flag Winner 2019
- Beer Beach
- Mudeford Sandbank
- Man O'War Beach
- Charmouth Beach
- Torre Abbey
- Oddicombe Beach
- Oake Manor Golf Club
- Hurst Castle
- Compton Beach
- The Needles Old Battery & New Battery
