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

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.

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.

East Creek, beach, pool, dog, hot tub - Ringstead
East Creek in Ringstead is newly refurbished with a brand new kitchen, lounge and bathroom. This house sleeps 10, has fast broadband and has fantastic views. Step onto your expansive deck, where panoramic views of the azure sea stretch endlessly before you. This is the ultimate vantage point for coastal bliss. Your own private pool awaits, inviting you to cool off in style or soak up the sun in absolute privacy. Swimming pool open May to end of September, for 2025 trailing end of October.

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

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

The Granary
Benefit from far reaching views over rolling countryside from both the living area and master bedroom. The Granary is a charming contemporary conversion perfect for modern day living with its exposed beams and relaxed styling. Downstairs, you’ll find a farmhouse style dining table for four, and two large comfortable sofas around the TV. A fully equipped galley kitchen leads off this area. Sleeps 4 across a King size bed and 2 single beds. 550m walk from the descent to Durdle Door.

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 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

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!

Woodpecker Lodge - Log Cabin with Private Hot Tub
Each solid wood log cabin is encircled by trees for your privacy yet open enough to let sunlight through. We aim to give you that cosy, romantic log cabin retreat experience with a solid wood burner, private hot tub and free access to our seasonal outdoor heated pool (end May - Sept). If the dates you require are already booked, please look at our other cabins: Nuthatch Lodge, Tawny Owl Lodge, Hedgehog Lodge (all with private hot tubs) or Roe Deer Lodge.
Popular amenities for Chickerell rentals with a pool
House rentals with a pool

Susie's Caravan 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

Escape from it all at the Doghouse!

Wimborne luxury dog friendly lodge with pool
Other holiday 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

Luxury barn conversion with indoor pool

Kingfisher Lodge with Sea Views

Dorset Coastal Holiday Home

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

Total holiday rentals
Explore 30 holiday rentals in Chickerell

Nightly prices starting at
Chickerell holiday rentals start at ÂŁ52 per night before taxes and fees

Verified guest reviews
Over 530 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
20 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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- Rentals with pools England
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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





