
Vacation rentals with a pool in Dorset
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Top-rated rentals with a pool in Dorset
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

Shepherd's Hut (wood-fired hot tub/sauna optional)
Get away from it all and create romantic memorable moments in your rustic Acorn Hut. Step outside and be enveloped by nature and enjoy sitting in front of a fire pit or have a BBQ or a relaxing hot tub (EXTRA CHARGE). Acorn Hut has everything you need to stay comfortably and is particularly suited for nature lovers. Its small Hobbit wood burner will keep you snug and warm on a cold evening. Toilet/shower. Other cabins on site/ Horton Road which can be noisy at times. Hut is not fully fenced in.

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.

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

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 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

Piilopirtti - a traditional Finnish log cabin
Spend your days in a traditional Finnish log cabin with a grass roof. Step outside and be enveloped by rhododendrons and enjoy sitting in front of a fire pit or a BBQ amongst trees and nature. The main room is for sleeping and living with a super-king size bed, table, TV, 2 easy chairs. The cabin has a fully equipped kitchen and a bathroom. Cabin is not fenced in. Adjacent to Ringwood Forest where you will find a cycle trail, Moors Valley Country Park, a golf course and a lake.

The Dairy
The Dairy is a spacious property with 2 bedrooms. The open plan, underfloor-heated space offers your party room for both living and entertaining. Two large sofas provide comfortable seating, with a dining table to seat four in the well-equipped kitchen area. The master bedroom features a king size bed and ensuite bathroom with shower, the second bedroom features twin single beds, adjacent to the family bathroom with shower over bath. 550m walk from the descent to Durdle Door.

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.

Pebble Lodge
Pebble Lodge is a stylish, modern and luxury home from home for four guests (plus one infant). Situated on the five star Chesil Beach Holiday Park, Pebble Lodge boasts an uninterrupted view of the Fleet Lagoon and Chesil Beach, infamous parts of the Jurassic Coast. Beautiful accommodation, finished with some personal touches really makes Pebble Lodge the perfect coastal escape in all seasons.
Popular amenities for Dorset rentals with a pool
House rentals with a pool

Silvermere, Silverlake in Dorset

Spacious Caravan near sea Weymouth Bay Haven

Country House - Pool Jacuzzi Escape Room Karaoke

Large Airy Barn, 5 bedrooms, dog friendly

Pet friendly 2 bed holiday home

Rooks Orchard Annexe

Escape from it all at the Doghouse!

Acorn House
Condo rentals with a pool

The Palms, Apartment 20

Seascape Apartment

Holiday apartment own heated indoor pool & sauna

Flat 10 Pelican House

The Palms Apartment 16 with Balcony

Bournemouth 2 Bedroom Apartment 22

2-BR Penthouse Apt. close to Beach with Pool*.

The Palms Studio 6
Other vacation rentals with a pool

Chesil View

Peaceful lodge in private woodland setting

Spacious caravan

Fully appointed 2 bedroom static home.

Organic Farmstay at Feltham's Cottage

5star Beachside Park & Spa | Jurassic Coast Luxury

Static Caravan 40x13ft on Forest Edge Holiday Park

Our Plaice by the Sea
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- New Forest National Park
- Paultons Park Home of Peppa Pig World
- Stonehenge
- Weymouth Beach
- Bournemouth Beach
- Boscombe Beach
- Winchester Cathedral
- Southbourne Beach
- Bournemouth International Centre
- Lyme Regis Beach
- The Tank Museum
- St Mary's Stadium
- Bath Abbey
- Kimmeridge Bay
- Highcliffe Beach
- No. 1 Royal Crescent
- Crealy Theme Park & Resort
- Beer Beach
- Marwell Zoo
- Mudeford Quay
- Mudeford Sandbank
- Shorefield Country Park
- Mendip Hills
- West Bay Beach
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