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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
4.99 out of 5 average rating, 132 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
5 out of 5 average rating, 152 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

Guest favourite
The exterior view showcases a barn-style building illuminated at night, with large glass doors revealing a spacious open-plan living area. Wooden beams support the vaulted ceiling, and warm lights highlight modern furnishings. A dining table sits on the patio, accompanied by cozy seating arrangements.
Place to stay
4.9 out of 5 average rating, 320 reviews

Chic retreat hot tub+pool nr Millfield Glastonbury

The Hideaway is a barn style coach house with separate entrance (attached to the main house). Located 3miles from Glastonbury & 10mins from Millfield School/Clarkes Village. loungers , fire pit, large garden and a paddock with a view of Glastonbury Tor. Perfect for couples & families fantastic walks & cycling in the area. A modern fully equipped kitchen, scandi inspired interiors, deliciously comfortable beds with crisp linen/towels.Swimming pool (May-October) shared use ,Hot tub private use

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
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 wooden lodge is set against a backdrop of cloudy skies. Colorful flowers bloom in front of a brown wooden fence, enhancing the natural surroundings. Large windows on the lodge reveal a welcoming interior, creating a harmonious connection with the outdoor environment.
Cabin
4.98 out of 5 average rating, 374 reviews

Luxury Lodge l Sea view | Beach | Pool

The Wales Retreat - Escape day to day life and unwind in the Wales Retreat, this luxury lodge offers spectacular views of the Welsh Border. These views are especially dazzling at sunset or sunrise. This Wooden Luxury lodge, which is located on the West Quantoxhead coast line, has been recently refurbished to have a fresh new design. Although it has a new modern touch it still offers that cozy feeling of hot chocolate around the log burner. The lodge is set on a quiet site with lots of walks

Guest favourite
A serene outdoor seating area is highlighted, featuring two wicker armchairs with soft cushions and a glass-topped table. Beyond, the tranquil Fleet Lagoon reflects sunlight, providing picturesque views, while colorful flowers add a touch of warmth to the setting.
Chalet
4.95 out of 5 average rating, 218 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.

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
4.85 out of 5 average rating, 158 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
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

Guest favourite
An open plan bedroom features a spacious bed adorned with decorative pillows. Natural light fills the room through skylights and a window. A chest of drawers and armchair are present, complemented by a warm wood ceiling and patterned rug that adds texture to the space.
Home
4.88 out of 5 average rating, 107 reviews

Cosy barn conversion with connecting indoor pool

Pennard Hill Farm is a family farm with breathtaking views over the Mendip Hills. Our holiday cottages are very individual and have bags of character and charm. The Haybarn is a beautiful barn conversation next to the indoor heated swimming pool, across the courtyard from the main farm house. There is plenty to see and do nearby such as Longleat Safari Park, Hauser & Worth Art Gallery, exploring the local towns of Wells, Frome and Glastonbury and enjoying long walks right on the doorstep.

Top guest favourite
Train
4.99 out of 5 average rating, 290 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

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
4.99 out of 5 average rating, 337 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
4.94 out of 5 average rating, 277 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.

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