
Vacation 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.

Our Plaice by the Sea
'Our Plaice by the Sea' is a 2 bedroom caravan, on the flagship Littlesea Haven holiday park. Our Plaice feels like a home from home, reminding us of a beach hut with its pale- blue cladding, decking out front and stunning views of Chesil Beach; it stands out, giving a relaxed seaside vibe. There’s plenty to do on-site with an indoor and outdoor pool, adventure golf, arcade, day and night entertainment (Haven passes to be purchased) fabulous coastal path walks and near to the Jurassic coastline.

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.

Buzzard Yurt - A unique eco holiday in East Devon
Unique and comfortable yurt (sleeps 5+), large terrace, stunning views - also you could check out Kingfisher yurt (bigger kitchen) by the swimming pond. Private kitchen, chill-out cabin, shower, rustic flushing loo, compost loo with a view, campfire area. Wild swimming pond (fenced) Hot tub (can be advance booked by EITHER Kingfisher or Buzzard yurt). Dog friendly, footpaths. Kid heaven! By booking you take responsibility for safety of your group. Check-in form /waiver on arrival please.

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.

A luxurious modern 3-bedroom Swift Bordeaux
A luxurious modern 3-bedroom Swift Bordeaux Silver Prestige. This fabulous caravan is situated at Haven Littlesea Holiday Park in Weymouth in a spacious plot with views of the Fleet Lagoon and Chesil Beach. Sleeps up to 6 people. 1.5 bathrooms Linen and towels supplied. Parking spaces for 2 cars. Outside decking and seating area. Onsite restaurant, laundrette and local shop. For use of swimming pool, entertainment venue and booking activities you can purchase Play Passes from Haven

The Cart Shed
A delightful two storey cottage benefitting from panoramic south facing views through floor to ceiling glazed doors. The entire ground floor is open plan, offering plenty of space for family living and entertaining. Two large sofas provide comfortable seating, with a farmhouse style kitchen table to sit five, and open plan kitchen area. Upstairs, the master bedroom features a super king bed and ensuite WC. The second bedroom features 3 single beds. 550m walk from the descent to Durdle Door.

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.

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

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.

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

Susie's Caravan in Dorset

Your Own Private Indoor Pool. Rural Seaside

Stunning Home with Roof Terrace at Silverlake

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

Country House - Pool Jacuzzi Escape Room Karaoke

Large Airy Barn, 5 bedrooms, dog friendly

Gamekeeper's Cottage

Escape from it all at the Doghouse!
Other vacation rentals with a pool

Seascape Apartment

Modern Spacious Holiday Home With Sea Views

One bed Lodge in AONB Dorset with shared pool area

Warmwell Luxury Lodge with pool

Willow: luxury en-suite yurt near Bridport

Luxury barn conversion with indoor pool

Dorset Coastal Holiday Home

Family Lodge, Sandford Holiday Park, Dorset
Quick stats about vacation rentals with a pool in Chickerell

Total vacation rentals
Explore 30 vacation rentals in Chickerell

Nightly prices starting at
Chickerell vacation rentals start at G$14,658Â GYD per night before taxes and fees

Verified guest reviews
Over 530 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Wi-Fi availability
20 of Chickerell vacation rentals include wi-fi 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
- Stonehenge
- Weymouth Beach
- Bournemouth Beach
- Boscombe Beach
- Southbourne Beach
- Brixham Harbour
- Bournemouth International Centre
- Lyme Regis Beach
- The Tank Museum
- Kimmeridge Bay
- Torquay Beach
- Highcliffe Beach
- Crealy Theme Park & Resort
- Beer Beach
- University of Exeter
- Mudeford Quay
- Mudeford Sandbank
- Shorefield Country Park
- Preston Sands
- West Bay Beach
- Weymouth Pavilion
- Longleat Safari Park





