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Holiday rentals with a pool in Chesil Bank

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Top-rated rentals with a pool in Chesil Bank

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Top Guest favourite
An expansive wooden deck is featured, with a modern round fire pit positioned among lush greenery and vibrant flowers. Large glass doors allow views into the interior space, which is visible beyond the deck. The natural landscape extends in the background under a clear sky.
Shepherd’s hut in Lyme Regis
4.99 out of 5 average rating, 133 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

Guest favourite
A gravel driveway leads to a charming white house surrounded by lush greenery. The property features a two-story structure and an annexe, both set within spacious grounds. Noticeable are the well-maintained gardens and outdoor seating areas, perfect for gatherings.
Home in Somerset
4.91 out of 5 average rating, 265 reviews

Country House - Pool Jacuzzi Escape Room Karaoke

Group Gatherings Host your own event Exclusive use 10-16 guests Min 2 off peak Jacuzzi All year Outdoor Pool (heated in summer; cold in winter!) Sun Deck Garden Kitchen/Bar Games room: Music/Karaoke system Wood burner TV Communal eating space, shower/wc Escape Room Somerset Evening -pulled pork cider tasting welly wanging Large peaceful grounds BBQ Fire Pit Annexe (sole use) kitchen lounge bathroom 2 bedrooms 2 sofa beds House (part use): 4 bedrooms 3 bathrooms Glamping Trailer

Guest favourite
A serene outdoor seating area is highlighted, featuring two wicker armchairs with soft cushions and a glass-topped table. Beyond, the tranquil Fleet Lagoon reflects sunlight, providing picturesque views, while colorful flowers add a touch of warmth to the setting.
Chalet in Weymouth
4.95 out of 5 average rating, 218 reviews

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.

Guest favourite
An indoor pool is surrounded by sleek gray tiling and illuminated by recessed lighting. The pool's inviting turquoise water reflects the ceiling lights. A cozy seating area with cushions is visible in the corner, providing a relaxed atmosphere.
Cottage in Osmington
4.86 out of 5 average rating, 165 reviews

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.

Guest favourite
A rectangular freshwater pool is framed by a wooden deck, surrounded by a landscaped garden. Lush greenery and rolling hills are visible in the background, offering a serene and expansive view of the countryside.
Bungalow in Charmouth
4.94 out of 5 average rating, 225 reviews

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 favourite
A charming barn conversion features natural stone walls and large windows that invite ample sunlight. The surrounding landscape includes lush greenery and a clear blue sky, creating a serene rural atmosphere. The driveway leads to the entrance, providing easy access to the property.
Cottage in Dorset
4.79 out of 5 average rating, 191 reviews

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

Top Guest favourite
A bright kitchen area is highlighted by natural light, featuring light wood cabinetry and countertops. A round dining table with two chairs is positioned beside a window, offering views of the outdoors. The space is equipped with a washing machine and has a cozy, inviting atmosphere.
Cottage in Devon
4.99 out of 5 average rating, 341 reviews

Charming cosy cottage in beautiful countryside

This lovely spacious cottage is adjacent to the owner's house, set in 3 acres of gardens and beautiful countryside in the heart of the East Devon Area of Outstanding Natural Beauty. It's a great base for walking, cycling, touring, shopping, eating and drinking ...and curling up in front of the log fire. Sidbury village is a 20 min walk away. And Sidmouth, on the Jurassic Coast, is just a 4 mile drive. A few days at Filcombe will leave you relaxed, refreshed and keen to come back!

Top Guest favourite
A well-equipped kitchen space is displayed, featuring modern appliances and ample counter space. A round dining table is set for two with a breakfast spread. Natural light filters in through large windows, complementing the contemporary cabinetry and wood flooring.
Cottage in Devon
4.96 out of 5 average rating, 124 reviews

The Culm, A Perfect Cosy Devon Countryside Stay

Welcome to The Culm, our cosy 1 bed maisonette situated in lovely Devon in the Blackdown Hills an AONB. The Culm benefits from its own entrance and parking for 2 cars. We are lucky to be surrounded by glorious countryside with many walks on our door step. We are located on the outskirts of the village of Hemyock. Make the most of our lovely 13m indoor heated swimming pool, pool table (shared with owners). Dog friendly 🐶 We are situated between the north and south coasts.

Top Guest favourite
A renovated railway carriage features a wooden deck, framed by lush grass and potted plants. Outdoor seating arrangements include a circular table and two chairs, contributing to a welcoming atmosphere. Large glass doors open up to a bright interior, framed by decorative flower pots.
Train in Axminster
4.99 out of 5 average rating, 322 reviews

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.

Guest favourite
A charming cottage is set amidst a lush garden, featuring well-tended greenery and colorful shrubs. The building's white exterior is complemented by a slate roof, with trees casting gentle shadows over the expansive, manicured lawn under a clear sky.
Apartment in Whitchurch Canonicorum
4.93 out of 5 average rating, 287 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

Guest favourite
The entrance of the cottage is framed by vibrant greenery and blooming flowers. A wooden deck leads to a welcoming door, which is complemented by a classic lantern. A decorative sailboat can be seen through the window, adding a touch of charm to the exterior.
Cottage in Charmouth
4.9 out of 5 average rating, 157 reviews

Daisy Cottage on the Jurassic Coast

A cosy and stylish, dog-friendly cottage, set amid the beautiful fields and woodlands of the Fernhill Estate with easy walking access to the coastal village of Charmouth and only 2 miles to Lyme Regis. The South West Coastal Path runs opposite our front door and our guests have seasonal access to a heated outdoor pool. Our cottage sleeps four and is furnished and equipped to a very high standard with everything you need for a relaxing holiday on the Jurassic Coast in West Dorset.

Top Guest favourite
A secluded yurt is nestled among trees beside a tranquil, reflective swimming pond. Wooden decks are visible along the water's edge, while the surroundings are adorned with greenery, showcasing the serenity of the natural setting.
Yurt in Colyford
4.98 out of 5 average rating, 130 reviews

Kingfisher yurt, A unique eco holiday in Devon

Unique yurt (sleeps 5+) surrounded by oak trees, next to the wild swimming pond (shared /gated.) (Also check out Buzzard yurt with its terrace / views /pizza oven /rustic flush loo). Private large, rustic, open plan kitchen (+ games, maps and books), shower, compost loo and fire pit. The shared games/music cabin adjoins your kitchen. Dog friendly. Bookable hot tub. The safety of your group is your responsibility. Check-in form /waiver to sign on arrival please.

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