
Holiday rentals with a pool in Chickerell
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Top-rated rentals with a pool in Chickerell
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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

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)

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.

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.

Littlesea Holiday Park - High Spec ‘Silver’ Van
2 Bedroom Caravan (Max 6 people) with large south facing side patio. Our van is ideally located on the park in the ‘Wey Valley’ area (see site map in photos) with 1 neighbour each side, none to the rear or immediately in front. Less than a 2 min level walk to the front door of the main Park facilities. A brand new in 2022 van, with a high specification. Sun all day on the patio and front deck where you will enjoy the evening sun setting as you look towards Chesil Beach and the Fleet Lagoon.

Family friendly & comfortable 2 Bed Holiday Home
Family friendly 2-bed holiday home (sleeps 6), centrally heated & double glazed throughout. Located in a quiet cul-de-sac close to all park amenities & adjoining beach. Price includes Wi-Fi. Open plan living space with large L shaped sofa/bed, 43" TV, & fully equipped integrated kitchen. Family shower room, & an en-suite to the Master bedroom, which also has a fitted double wardrobe, 32” TV & king-size bed. The twin bedroom has two single beds. The patio doors lead to a wraparound veranda.

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

Quackers! An eco/dog friendly shepherd's hut
With open skies and rural tranquility, enjoy lovely views and no neighbours. You are NOT on a campsite!There's no noise/light pollution and dogs can be free in your fenced off area. Quackers includes a lovely wood burner, two bunk beds (bottom bunk can take two) and all the usual amenities. Adjacent is your private bathroom with hot shower and flush toilet - so pretty! Enjoy your fire pit, BBQ and use of the heated swimming pool. A child/dog friendly pub is just seven minutes walk away.

Spacious Caravan near sea Weymouth Bay Haven
Our holiday home is spacious with a well equipped kitchen. Located 12-15min flat walk (buggy friendly) from the seaside. The Haven park offers a swimming pool, live entertainment and play areas for kids until 14th November (access to indoor complex is an additional fee on a first come first serve basis) We are opposite the activity field. One car parking space next to the caravan.. CHANGEOVER DAYS ARE MONDAY OR FRIDAY. Please contact us to make a shorter booking or with any questions.

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.

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!
Popular amenities for Chickerell rentals with a pool
House rentals with a pool

Susie's Caravan, Dorset

Sand Martin (BV07), Silverlake, Dorset

Stunning Home with Roof Terrace at Silverlake

Your Own Private Indoor Pool. Rural Seaside

Country House - Pool Jacuzzi Escape Room Karaoke

East Creek + beach side + pool, dog Ringstead Bay

Flint Cottage for two with indoor pool & sauna

Peaceful West Dorset location
Other holiday rentals with a pool

Panoramic Sea View Lodge

Luxurious holiday home at Weymouth Bay

Luxury 5 Bedroom House - Games Room & Hot Tub/Pool

Beautiful 6 berth static caravan

Charming & cosy thatched farmhouse with fireplace

Tranquil Harbour View Escape at Rockley Park

Static Caravan, 3 Bedroom Sleeps 6 on Dorset Coast

Acorn House
Quick stats about holiday rentals with a pool in Chickerell

Total holiday rentals
Explore 20 holiday rentals in Chickerell

Nightly prices starting at
Chickerell holiday rentals start at € 51 per night before taxes and fees

Verified guest reviews
Over 500 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Wifi availability
10 of Chickerell holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chickerell rentals

4.8 Average rating
Chickerell stays are highly rated by guests – averaging 4.8 out of 5!
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- New Forest National Park
- Paultons Park Home of Peppa Pig World
- Weymouth Beach
- Stonehenge
- Boscombe Beach
- Kimmeridge Bay
- Bournemouth Beach
- Highcliffe Beach
- The Tank Museum
- Southbourne Beach
- Poole Quay
- Crealy Theme Park & Resort
- Preston Sands
- Sandy Bay Beach Blue Flag Winner 2019
- Mudeford Sandbank
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