Vacation rentals with a pool in Chickerell

Shepherd’s hut in Lyme Regis

4.99 out of 5 average rating, 118 reviews

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

4.89 out of 5 average rating, 185 reviews

Shepherd’s hut in Dorset

Everdene shepherd's hut

Lovely views of the Blackmore Vale (amazing sunsets weather permitting!) Our huts are in a secluded area of the farm. Kingsize bed/twin beds opposite ends with curtains for privacy. Woodburner, hot/cold running water, fridge, hob, microwave, wardrobe. Picnic bench & fire pit outside. Wonderful walks, only 10 minutes on foot to village shop and pub. Great for families. Short walk to luxury wetrooms, w/m, drier. Fishing on farm. Indoor exercise pool payable locally. (Subject to availability)

4.96 out of 5 average rating, 206 reviews

Chalet in Weymouth

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.

4.87 out of 5 average rating, 135 reviews

Cottage in Osmington

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.

4.94 out of 5 average rating, 209 reviews

Bungalow in Charmouth

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

Guest suite in Canford Cliffs

4.95 out of 5 average rating, 130 reviews

Great for visiting Dorset - woodland walk to beach

Situated in the heart of Branksome Park in Poole this newly built annexe is within walking distance of Branksome Chine, Bournemouth and Sandbanks beaches. Nearest restaurants and bars are 15 minutes walk at Penn Hill and Westbourne. The property is located 2 miles from Bournemouth with regular buses close-by. Branksome railway station is 0.75 mile distance. Further afield the accommodation makes a great hub to explore the wider area including the Jurassic Coast, New Forest and Studland.

4.9 out of 5 average rating, 262 reviews

Home in Long Sutton

Heated Pool, Hot Tub, Sauna, Games - Upton Bourn

Welcome to Upton Bourn Lodge, where unforgettable memories await for families and friends celebrating, or reuniting. Enjoy meals in the spacious double height dining room with seating for all. Take a dip in your heated pool, relax in the hot tub and sauna, and enjoy various games like table tennis, football, and pool. Explore nearby footpaths to visit three pubs offering superb food, beer, and cider. Catering, pampering or a host of on and offsite activities available to guests.

4.99 out of 5 average rating, 282 reviews

Train in Axminster

Foxglove Carriage with pool, sauna & 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 heated pool and sauna in the pool house, beautiful walks both from the carriage or a short drive to the coast path, pub lunches, sunsets, fairy lights and romantic outdoor bath.

Apartment in Whitchurch Canonicorum

4.92 out of 5 average rating, 272 reviews

The Duck Wing, quirky dog friendly apartment

The Duck Wing is a quirky, self contained apartment on the first floor within Plenty Cottage. It's beautifully appointed for a relaxed, carefree stay in a wonderfully rural environment. Nothing is too much trouble. It sleeps two in double bed in a pretty bedroom and has a double sofa bed too. Own bathroom/shower, a separate WC and a warm spacious living area. The pub is 7 mins walk away and the beaches a 5 mins drive. The private, heated swimming is available 1st April - 31 Sept

4.94 out of 5 average rating, 189 reviews

Tiny home in East Coker

The Little Stable & Indoor Pool, Flo’s Cottages

Edge of picturesque village converted stable at Flo's Cottages for 2 only 2K from town, countryside setting with rural views. A bolthole for couples with countryside walks from the doorstep. A fully equipped kitchen, living area, shower room, indoor heated pool & EV charger (extra charge). Enjoy the patio in the evening sun, enjoy the views or grab a blanket, snuggle up & enjoy a beautiful starry evening after a day out exploring the local countryside & coastline.

4.98 out of 5 average rating, 360 reviews

Cottage in Dorset

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!