Vacation rentals with a pool in West Dorset District

Headland Hideaway Shepherd's Hut in Lyme Regis

SHEPHERDS HUT An opulent hideaway retreat nestled on the Lyme Bay headland with uninterrupted ocean views, perfect for romantics & family adventurers. With an expansive sundeck, fire pit & swimming pool & endless expanse of garden. Embark on the most charming private adventure from bedroom shepherd's hut & adjacent shower room to the architectural wonder of the glass framed kitchen, diner & sitting room with freestanding log burner & stylish interior. Sit and wonder at the expanse of ocean views

Chalet with beautiful views on slopes of Tor

The closest accommodation to the Tor summit. A characterful chalet with breathtaking views over exquisite private grounds and the Somerset Levels. Access immediately onto the Tor. Made from sustainable local cedar, this studio chalet features a kitchenette and beautiful bathroom with waterfall shower and bath. Cosy fire and sheltered veranda with daybed for year-round comfort and enjoyment. Private garden with log benches, meditation chair, fire pit. Natural pool and sauna available to guests.

The Gaff with heated swimming pool and studio

This really is the most beautiful of getaways - An easily accessible hideaway under 2 miles from junction 27 M5 and Tiverton Parkway. Suitable for 1-3 adults wanting to explore the South West, a mini yoga retreat, working locally or just wanting to escape to the countryside. The heated pool is right on your door step and has a swim pump . There is a wet-room, bed and sofa-bed downstairs. Hopefully suitable for many with neurodiverse issues or dementia. Not suitable for children or babies.

Summer Lodge

The Summer Lodge boasts uninterrupted views of the Fleet Lagoon and world famous Chesil Beach from its elevated position on the South West Coast Path (Jurassic Coast). Located just one mile from the Isle of Portland, the home of the 2012 Olympic sailing events and a short drive from Weymouth town centre and harbour, our stunning holiday home is perfectly situated for anyone wanting a coastal escape. Our sea view lodge sleeps 6 people. There are 2 double bedrooms and a small double sofa bed.

Large coastal cottage with spa and private pool

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.

Secluded hideaway, heated pool, walks, fossils

The Annex is bright, comfortable and cosy with a wood burner for winter. The public footpath crossing our garden next to the river Char links with many others - great for dog walkers. We are close to Charmouth beach and Lyme Regis – renowned for their fossil treasures. Love swimming? our freshwater pool is generally heated to a very cosy 29 - 30 degrees (warm bath temperature) and can be used from April to October With advance notice, the twin beds can be connected to form a king size bed

Clover Carriage with pool, sauna and outdoor bath

Nestled into our working farm, this lovingly restored railway carriage is the perfect spot for a romantic stay away. The views are out of this world and all viewable from the large glass doors so you can stay tucked up in bed or on the sofa in front of the fire, with great wifi, free access to our beautiful heate pool & sauna (located in the pool house), beautiful walks both from the carriage or a short drive to the coast path, pub lunches, sunsets, fairy lights and a romantic outdoor bath

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

Unique, romantic & private luxury country retreat

Unique. private & very ancient dovecote near Salisbury & Stonehenge with a fabulous swimming pool in gorgeous peaceful countryside with wonderful walks straight from the door. Beautifully furnished, very well equipped, romantic & spacious. Thick stone walls make it warm & cosy in winter, cool in summer as well as very quiet. It has an exceptionally comfortable super kingsize bed, rolltop bath, huge velvet sofa, sound system, 50" TV, fully equipped kitchen, dining area & shower room.

Chic retreat, hot tub & pool nr Glasto &millfield

The Hideaway is a barn style coach house with separate entrance (attached to the main house). Located 3miles from Glastonbury & 10mins from Millfield School/Clarkes Village. Private use of hot tub all year round pool May-September loungers , fire pit, large garden and a paddock with a view of Glastonbury Tor. Perfect for couples & families fantastic walks & cycling in the area. Our local farm has a cute cafe and sells essential milk eggs and has a pop up pub most Friday nights

The Duck House. A child/dog friendly rural chalet

The Duck House is a lovely child/dog friendly chalet nestling in the orchard at Plenty Cottage. Quiet and peaceful it's the perfect retreat for a family - and dogs are especially welcome! Open plan living it’s a comfortable and home from home. A wonderful rambling garden, summerhouse, BBQ and a (free) heated swimming pool (1st April - 31st Sept). The mantra is 'No Stress'. Ample parking, dog/child friendly pub 7 mins walk away. Wonderful NT beaches just five min drive.

Private use of 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!