
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

Luxury Barn Conversion, Indoor Pool, Gym, Tennis
Relax in the tranquility of Wellesley Park estate, set in glorious Somerset countryside just outside the beautiful, historic City of Wells. Luxury barn conversion in small gated community, featuring a superb indoor Spa complex with swimming pool, steam room, sauna, gym and outdoor tennis court - a very rare find in this area. An idyllic staycation spot, surrounded by 18 acres of private meadows with panoramic views, offering a safe and peaceful space for a family holiday or romantic bolthole.

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.

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!

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!

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 Hay Trailer, St Catherine Stays, Bath.
The Hay Trailer is a hand crafted wooden cabin built on a reclaimed hay trailer. It is a cosy, light and homely space situated in the sought after destination of St Catherine's, an area of outstanding natural beauty, unspoilt and private. Guests have exclusive use of a private hot tub at an extra cost. See the details below. There is a pet fee of £20 for each pet. There is possible pool access for extra cost in summer months. Please enquire for details.
Popular amenities for Dorset rentals with a pool
House rentals with a pool

Susie's Caravan, Dorset

Sand Martin (BV07), Silverlake, Dorset

Stunning Home with Roof Terrace at Silverlake

The Dairy - Durdle Door

Country House - Pool Jacuzzi Escape Room Karaoke

East Creek + beach side + pool, dog Ringstead Bay

Flint Cottage for two with indoor pool & sauna

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

Seascape Apartment

Hansen House 2 Cardiff Apartment /Free Parking

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

Luxury Apartment with Private Pool and Hot Tub
Other holiday rentals with a pool

Littlesea Holiday Park - High Spec ‘Silver’ Van

6 Berth Caravan Poole Haven Holiday Free Beach Hut

Luxury Lodge l Sea view | Beach | Pool

Sea La Vie, Rockley Park Holiday Home - Sea Views

One bed Lodge in AONB Dorset with shared pool area

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

Charming & cosy thatched farmhouse with fireplace

Somerset Threshing Barn w/ Pool, Hot Tub & Sauna
Destinations to explore
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- New Forest National Park
- Paultons Park Home of Peppa Pig World
- Stonehenge
- Weymouth Beach
- Boscombe Beach
- Bournemouth Beach
- Lyme Regis Beach
- Kimmeridge Bay
- The Roman Baths
- Highcliffe Beach
- The Tank Museum
- Southbourne Beach
- Bath Abbey
- Poole Quay
- Crealy Theme Park & Resort
- No. 1 Royal Crescent
- Mudeford Sandbank
- Beer Beach
- Exmouth Beach
- Mudeford Quay
- Man O'War Beach
- Charmouth Beach
- Carisbrooke Castle
- Hurst Castle




