
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

Cosy Shepherd's Hut with wood-fired hot tub
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 are only a few meters away. One photo shows its location to other cabins / Horton Road.

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)

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

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

Breathtaking sea views from this light, cosy lodge
Seascape is a bright, airy lodge down its own drive at the edge of Swanage Bay View. Adjoining Townsend Nature Reserve it enjoys utter tranquillity and spectacular views over the bay, as seen on 'A Place in the Sun'. With its tasteful modern furnishings, central heating and double glazing, Seascape is cosy in winter, while outside, the large deck offers a panoramic view all the way to Corfe Castle. In addition, guests enjoy the amenities of SBV - all within a 15 min walk of the seafront!

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.

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 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.

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!

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 Dorset rentals with a pool
House rentals with a pool

Susie's Caravan, Dorset

Country House - Pool Jacuzzi Escape Room Karaoke

Large Airy Barn conversion, 5 bedrooms, Jurassic

Pet friendly 2 bed holiday home

Rooks Orchard Annexe

Escape from it all at the Doghouse!

Acorn House

Large Farmhouse - Swimming Pond, Hot Tub and Sauna
Condo rentals with a pool

Seascape Apartment

Holiday apartment own heated indoor pool & sauna

Apartment 12

The Palms Apartment 16 with Balcony

The Palms, Apartment 2

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

The Palms Studio 6

The Palms, Apartment 19
Other vacation rentals with a pool

Littlesea Holiday Park - High Spec ‘Silver’ Van

The Woodlark Lodge with Harbour Views

Panoramic Sea View Lodge

Bay View Holiday Home With Sea Views

Coastal Holidays Swanage Blue Light Discount

Sea La Vie, Rockley Park Holiday Home - Sea Views

Fully appointed 2 bedroom static home.

Tranquil Harbour View Escape at Rockley Park
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- New Forest national park
- Paultons Park Home of Peppa Pig World
- Weymouth Beach
- Stonehenge
- Boscombe Beach
- Winchester Cathedral
- Bournemouth Beach
- Kimmeridge Bay
- Highcliffe Beach
- The Tank Museum
- Southbourne Beach
- Poole Quay
- Crealy Theme Park & Resort
- Bath Abbey
- Marwell Zoo
- Sandy Bay Beach Blue Flag Winner 2019
- No. 1 Royal Crescent
- Mudeford Sandbank
- Beer Beach
- Bowood House and Gardens
- Blackgang Chine
- Man O'War Beach
- Charmouth Beach
- Lacock Abbey




