
Holiday 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

Unique, romantic luxury countryside retreat
Unique luxury cottage for two, an ancient dovecote with a fabulous swimming pool. Beautifully furnished, romantic and spacious, in gorgeous peaceful countryside, the thick stone walls make it warm and cosy in winter, cool in summer as well as quiet and private. Upstairs there is a very comfortable super kingsize bed, a rolltop bath, a huge velvet sofa and a 50" TV. Downstairs is a shower room, kitchen and large dining area. Lovely walks from the door and close to Salisbury, Longleat & Stonehenge

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.

Cosy Wooden Cabin by the Woods
Spend your days in a cosy timber-framed cabin enveloped by rhododendrons. With a wood-burning stove, a garden and terraces you'll be sure to have what you need for a relaxing stay. Head out of the garden gate and you’ll enter Ringwood Forest with a cycle trail, Moors Valley Country Park, a golf course and a lake. A 5min drive will take you to the historic market town of Ringwood. Go east and you’ll hit the beautiful New Forest National Park or head south to the sandy beaches of Bournemouth.

Somerset getaway with pool. Close to Bath/Wells
The Finings is a contemporary one bedroom 2nd floor apartment in a renovated brewery nestled in a pretty Somerset village. The accommodation has all you need for a relaxing stay, comfy sofa, TV, well equipped kitchen and a cozy bedroom with en-suite bathroom. There is even a shared pool & gym. Free parking. Located near Wells and 30 minutes from Bath, Bristol & Longleat. The Somerset coastline is also less than an hour away. The village has a great pub within walking distance. 200+ 5* reviews!

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.

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

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

Charming cosy cottage in beautiful countryside
This lovely spacious cottage is adjacent to the owner's house, set in 3 acres of gardens and beautiful countryside in the heart of the East Devon Area of Outstanding Natural Beauty. It's a great base for walking, cycling, touring, shopping, eating and drinking ...and curling up in front of the log fire. Sidbury village is a 20 min walk away. And Sidmouth, on the Jurassic Coast, is just a 4 mile drive. A few days at Filcombe will leave you relaxed, refreshed and keen to come back!

The Potting Shed - cosy country cottage
The Potting Shed is part of the original Gardners Buildings of a large country house. Beautifully updated to provide a truly snug and romantic place to stay. A log burner is the focal point of the lounge/living area as well as exposed wooden beams and stonework. Wifi, Smart TV and all you will need for a memorable get away. Well fitted kitchen with fridge, microwave and dishwasher. Double bedroom, shower/WC. Ample Parking. We want to make your stay cosy, comfortable and enjoyable.
Popular amenities for Dorset rentals with a pool
House rentals with a pool

Susie's Caravan, Dorset

Luxury 5 Bedroom House - Games Room & Hot Tub/Pool

Stunning Home with Roof Terrace at Silverlake

Charming & cosy thatched farmhouse with fireplace

Country House & Own 34ft Private Heated Pool

East Creek + beach side + pool, dog Ringstead Bay

Flint Cottage for two with indoor pool & sauna

Country cottage, indoor pool, sauna
Apartment rentals with a pool

Seascape Apartment

Cosy Apartment with pool, indoor heated.

Apartment in beautiful countryside setting

Old Brewery home with pool and gym access

Farm View - family retreat with pool and play area

Flat 10 Pelican House

Luxurious, romantic courtyard barn conversion

2-BR Penthouse Apt. close to Beach with Pool*.
Other holiday rentals with a pool

Littlesea Holiday Park - High Spec ‘Silver’ Van

The Culm, A Perfect Cosy Devon Countryside Stay

6 Berth Caravan Poole Haven Holiday Free Beach Hut

Breathtaking sea views from this light, cosy lodge

One bed Lodge in AONB Dorset with shared pool area

Amazing Lodge, edge of Forest with giant deck

The Duck Wing, quirky dog friendly apartment

Patch - country cottage with hot tub & log burner
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- New Forest National Park
- Paultons Park Home of Peppa Pig World
- Weymouth Beach
- Stonehenge
- Boscombe Beach
- Kimmeridge Bay
- Bournemouth Beach
- Highcliffe Beach
- The Tank Museum
- Southbourne Beach
- Bath Abbey
- Poole Quay
- Crealy Theme Park & Resort
- No. 1 Royal Crescent
- Sandy Bay Beach Blue Flag Winner 2019
- Mudeford Sandbank
- Beer Beach
- Man O'War Beach
- Charmouth Beach
- Carisbrooke Castle
- Oddicombe Beach
- Oake Manor Golf Club
- Hurst Castle
- Calshot Beach




