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Holiday rentals with a pool in Dorset

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Dorset

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite
An expansive wooden deck is featured, with a modern round fire pit positioned among lush greenery and vibrant flowers. Large glass doors allow views into the interior space, which is visible beyond the deck. The natural landscape extends in the background under a clear sky.
Shepherd’s hut in Lyme Regis
4.99 out of 5 average rating, 133 reviews

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

Top Guest favourite
Barn in Dinton
5 out of 5 average rating, 153 reviews

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

Top Guest favourite
A view of the Wellesley Park estate showcases stone buildings complemented by lush gardens. The landscape features rolling hills in the background and vibrant plant life, creating a serene atmosphere. A paved area in the foreground includes diverse greenery and colorful flowering plants.
Barn in Somerset
4.97 out of 5 average rating, 118 reviews

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.

Top Guest favourite
A rustic Acorn Hut, clad in green, is surrounded by lush foliage and blooming flowers. A hot tub sits on a wooden deck, while a wood burner is positioned nearby, enhancing the natural setting. The entrance to the hut is inviting, framed by greenery.
Shepherd’s hut in Ashley Heath
4.96 out of 5 average rating, 423 reviews

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.

Top Guest favourite
The bedroom features a large bed with a textured blue coverlet, complemented by patterned wallpaper. Two bedside lamps provide soft illumination, while a small seating area with a padded stool is present. A dresser stands against the wall, with a touch of greenery from potted plants.
Condo in Somerset
4.91 out of 5 average rating, 303 reviews

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!

Superhost
An indoor pool is surrounded by sleek gray tiling and illuminated by recessed lighting. The pool's inviting turquoise water reflects the ceiling lights. A cozy seating area with cushions is visible in the corner, providing a relaxed atmosphere.
Cottage in Osmington
4.86 out of 5 average rating, 159 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.

Top Guest favourite
A rectangular freshwater pool is framed by a wooden deck, surrounded by a landscaped garden. Lush greenery and rolling hills are visible in the background, offering a serene and expansive view of the countryside.
Bungalow in Charmouth
4.94 out of 5 average rating, 223 reviews

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

Top Guest favourite
Train in Axminster
4.99 out of 5 average rating, 293 reviews

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

Guest favourite
A charming barn conversion features natural stone walls and large windows that invite ample sunlight. The surrounding landscape includes lush greenery and a clear blue sky, creating a serene rural atmosphere. The driveway leads to the entrance, providing easy access to the property.
Cottage in Dorset
4.79 out of 5 average rating, 191 reviews

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

Top Guest favourite
A bright kitchen area is highlighted by natural light, featuring light wood cabinetry and countertops. A round dining table with two chairs is positioned beside a window, offering views of the outdoors. The space is equipped with a washing machine and has a cozy, inviting atmosphere.
Cottage in Devon
4.99 out of 5 average rating, 338 reviews

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!

Top Guest favourite
The image captures a log cabin with a green grass roof adorned with seasonal bluebells. A chimney emits smoke, indicating warmth within. A wooden hot tub is positioned on the deck, surrounded by trees and nature, inviting a serene outdoor experience.
Cabin in Ringwood
4.94 out of 5 average rating, 278 reviews

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.

Guest favourite
An open plan living and sleeping area is featured, with a comfortable kingsize bed dressed in white linens and complemented by a cozy sofa. Natural light filters through two windows, illuminating the wooden beams overhead and highlighting the inviting atmosphere.
Barn in Bath
4.87 out of 5 average rating, 498 reviews

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.

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