
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.

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.

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

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 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.

1 Haven - studio/sea views/indoor pool/steam room
Welcome to 1 The Haven - spacious studio with kitchen and separate shower room. Enjoy stunning sea views across the gardens from your room or from outdoor seating. Take a swim in our award winning, heated, indoor private pool, enjoy our steam room - open 8am to 8pm daily. Guests take turns to have private, sole use. Easy access to S W coast path, village and beach. This is 1 of 2 studios on the ground floor of our home, 2 The Haven also available or book both!
Popular amenities for Chickerell rentals with a pool
House rentals with a pool

Silvermere, Silverlake in Dorset

Susie's Caravan in Dorset

Fontwood Cottage – Woodland Hideaway with Hot Tub

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

Country House - Pool Jacuzzi Escape Room Karaoke

East Creek, beach, pool, dog, hot tub - Ringstead

Flint Cottage for two with indoor pool & sauna

The Lighthouse (BR03), Silverlake, Dorset
Condo rentals with a pool

The Palms, Apartment 20

Seascape Apartment

Holiday apartment own heated indoor pool & sauna

Apartment 12

Bournemouth Apartment 23

The Palms Apartment 16 with Balcony

Bournemouth 2 Bedroom Apartment 22

The Palms, Apartment 19
Other vacation rentals with a pool

Littlesea Holiday Park - High Spec ‘Silver’ Van

Luxurious holiday home at Weymouth Bay

Chesil View

Big 3 bed cottage with wild swimming & woodburner

Willow: luxury en-suite yurt near Bridport

Luxury barn conversion with indoor pool

Kingfisher Lodge with Sea Views

5star Beachside Park & Spa | Jurassic Coast Luxury
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 ﺩ.ﺇ 257 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!
Destinations to explore
- Pet-friendly rentals Chickerell
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- Rentals with pools Dorset
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- Rentals with pools United Kingdom
- New Forest National Park
- Bournemouth Beach
- Weymouth Beach
- Paultons Park Home of Peppa Pig World
- Stonehenge
- Longleat Safari Park
- Southbourne Beach
- Boscombe Beach
- Mudeford Quay
- Brixham Harbour
- Lyme Regis Beach
- The Tank Museum
- Torquay Beach
- Durdle Door Holiday Park
- Kimmeridge Bay
- Beer Beach
- Bournemouth International Centre
- Crealy Theme Park & Resort
- Highcliffe Beach
- West Bay Beach
- Powderham Castle
- Hoburne Naish Holiday Park
- University of Exeter
- Stourhead





