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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.

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Top guest favorite
The spacious exterior of a large house is visible, featuring multiple dormer windows and a patio area. Comfortable seating arrangements are placed on the patio, overlooking a well-maintained lawn. A swim spa is positioned nearby, surrounded by wooden decking.
Home in Corfe Mullen

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

Dorset Luxury Retreats- Large House in Corfe Mullen, Dorset, a few miles/short drive to many fantastic tourist attractions like Sandbanks Beach, Bournemouth Beach, Poole Quay, Monkey World, Wimborne Minster, and more. ****NEW**** DARTS DEN - Dart board, spare darts, seating area. (Adults & children over 10yrs) GAMES ROOM - With Pool Table, Corner Sofa, 55" Smart TV with Playstation, 2 Controllers & games, Lots of board games, and a desk area with printer. Please see below for property layout

4.98 out of 5 average rating, 101 reviews
Top guest favorite
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 Uplyme

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

4.99 out of 5 average rating, 148 reviews
Guest favorite
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 in Weymouth

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.

4.96 out of 5 average rating, 242 reviews
Top guest favorite
A charming outdoor space features a stone patio surrounded by colorful flowering plants. Wooden chairs are arranged around a central fire pit, inviting relaxation. Bright blue skies and lush greenery create a serene atmosphere with views of the countryside in the background.
Barn in Long Sutton

Somerset Threshing Barn w/ Pool, Hot Tub & Sauna

Discover the Threshing Barn at Little Upton, an ideal spot for group celebrations. Enjoy the spacious double-height kitchen and lounge with woodburner. Unwind in the covered hot tub and sauna, take a dip in the heated pool (open May to Sept) or play table tennis, pool, and table football. Explore nearby footpaths leading to three excellent pubs. We can help organise catering, pampering, and a wide range of activities, from archery and shooting to cider tasting, both on-site and off-site.

4.88 out of 5 average rating, 389 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

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.

4.85 out of 5 average rating, 208 reviews
Top guest favorite
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

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

4.95 out of 5 average rating, 247 reviews
Guest favorite
A wooden deck features a neutral-toned table surrounded by matching chairs, providing a seating area with panoramic views of Swanage Bay. The coastline can be seen in the distance, framed by lush greenery and a clear blue sky.
Chalet in Dorset

Breathtaking sea views from this light, cosy lodge

Seascape is a bright, airy lodge tucked away 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 in warmer weather, 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!

4.94 out of 5 average rating, 311 reviews
Top guest favorite
Train in Axminster

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

4.99 out of 5 average rating, 337 reviews
Top guest favorite
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

Stunning Barn conversion +heated pool (15/5-15/9)

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

4.8 out of 5 average rating, 207 reviews
Guest favorite
The entrance of the cottage is framed by vibrant greenery and blooming flowers. A wooden deck leads to a welcoming door, which is complemented by a classic lantern. A decorative sailboat can be seen through the window, adding a touch of charm to the exterior.
Cottage in Charmouth

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. Seasonal access to a heated outdoor pool at the hotel next door. 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.

4.9 out of 5 average rating, 191 reviews
Top guest favorite
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

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.

4.94 out of 5 average rating, 321 reviews
Top guest favorite
A bright living area contains large windows with sheer curtains, allowing natural light to fill the space. A comfortable sofa is positioned against the wall, and a wooden dining table with soft chairs is visible. Shelving units feature decorative accents and a television.
Home in Weymouth

Cosy Chesil Beach Getaway - Weymouth *no fees!*

Welcome to our beautiful static caravan, situated on the 5* award wining Chesil Beach Holiday Park. You can enjoy views across Chesil beach towards to the Isle of Portland. Ideal for making the most of all that Weymouth has to offer, as well as Portland and the Jurassic Coast. It is also perfectly located for walking the infamous South West Coast Path, which runs along the bottom end of the site. ** PLEASE NOTE, WE DON'T PROVIDE BED LINEN** One dog per booking welcome.

4.97 out of 5 average rating, 299 reviews

Popular amenities for Dorset rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favorite
A gravel driveway leads to a charming white house surrounded by lush greenery. The property features a two-story structure and an annexe, both set within spacious grounds. Noticeable are the well-maintained gardens and outdoor seating areas, perfect for gatherings.
Home in Somerset

Country House - Pool Jacuzzi Escape Room Karaoke

4.91 out of 5 average rating, 293 reviews
Top guest favorite
A spacious gated deck is shown, featuring a dining table surrounded by chairs. Sunlight filters through the trees, illuminating the area. The deck provides access to an entrance with glass doors leading into the holiday home.
Home in Saint Leonards-on-Sea

Pet friendly 2 bed holiday home

4.94 out of 5 average rating, 114 reviews
Guest favorite
A spacious corner sofa is adorned with colorful cushions in yellow, gray, and blue. A cozy navy blanket drapes over the side. A wooden coffee table holds a selection of brochures, with natural light filtering through sheer curtains at the nearby window.
Home in Weymouth

Spacious Caravan near sea Weymouth Bay Haven

4.86 out of 5 average rating, 126 reviews
Top guest favorite
Home in West Parley

6-Bedroom Retreat w/ Pool, Sauna, Garden & Bar

5.0 out of 5 average rating, 59 reviews
Guest favorite
Home in Dorset

East Creek, beach, pool, dog, hot tub - Ringstead

4.96 out of 5 average rating, 27 reviews
Top guest favorite
The contemporary property features a striking two-story design with a wooden facade and expansive glass doors. A rooftop terrace is visible, offering potential outdoor space. The surrounding lawn is well-maintained, complementing the modern architecture against a backdrop of a cloudy sky.
Home in Crossways

Stunning Home with Roof Terrace at Silverlake

4.98 out of 5 average rating, 91 reviews
Guest favorite
Home in Iwerne Minster

Fontwood Cottage – Woodland Hideaway with Hot Tub

4.92 out of 5 average rating, 36 reviews
Guest favorite
A view from the interior showcases a hot tub surrounded by a wooden deck overlooking a serene lake. A dining table and chairs are placed outside, with modern homes visible across the water. Soft pillows adorn a cozy sofa in the foreground.
Home in Dorset

Luxury Lakeside Retreat with Hot Tub- sleeps 12-14

4.97 out of 5 average rating, 30 reviews

Condo rentals with a pool

Guest favorite
An aerial view of the apartment building is shown, with the sea visible in the distance. Surrounding residential buildings and roads are clearly depicted. A green area with trees is present in front of the building, along with parked cars lining the street.
Condo in East Southbourne

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

4.81 out of 5 average rating, 93 reviews
Superhost
A dining area features a round table set with dishes, glassware, and a small vase of daffodils. Two folding chairs are positioned around the table, providing views of the shimmering marina and coastline through large glass panels.
Condo in Portland

Seascape Apartment

4.62 out of 5 average rating, 66 reviews
Superhost
The modern building showcases a three-story design with a light-colored facade and large windows. A balcony extends from the upper level, while landscaping with greenery frames the entrance. The property is situated near a paved road, under a clear blue sky with white clouds.
Condo in Westbourne

The Palms, Apartment 15

4.84 out of 5 average rating, 25 reviews
Guest favorite
A bright living area is highlighted by large windows offering views of the surrounding greenery. A TV is positioned on a low stand, and a cozy sofa adds comfort. An inviting blue front door opens to the outdoors, enhancing the connection to nature.
Condo in Dorset

Studio in beautiful Charmouth

4.95 out of 5 average rating, 75 reviewsAn indoor pool area features a crystal-clear water surface under a spacious glass ceiling. A sliding board is positioned on one side, while lounge chairs are arranged nearby. Potted plants add greenery, and large windows provide views of the landscaped gardens outside.
Condo in Dorset

Holiday apartment own heated indoor pool & sauna

5.0 out of 5 average rating, 3 reviewsA cozy sleeping area features a spacious bed dressed in white linens, accented with decorative pillows in shades of yellow and gray. Two bedside tables with lamps provide soft lighting, while a textured throw blanket is draped across the foot of the bed.
Condo in Bournemouth

Modern Quiet Studio with Wellness Centre Access

Guest favorite
The exterior of a modern three-story apartment building is captured, featuring a blend of white and stone facades. Large windows and a peaked roof characterise the architectural style. A sign identifying the property is prominently displayed at the entrance, surrounded by neatly landscaped greenery.
Condo in Westbourne

The Palms, Apartment 19

4.88 out of 5 average rating, 8 reviews
Superhost
Condo in Westbourne

Apartment 24

4.63 out of 5 average rating, 16 reviews

Other vacation rentals with a pool

Guest favorite
Lush gardens are featured with blooming roses in vibrant shades of pink and white. A pathway meanders through the garden, leading into a verdant field. The sky above is bright with fluffy white clouds, enhancing the tranquil outdoor setting.
Cottage in Sherborne

Secret Rural Retreat

4.91 out of 5 average rating, 446 reviews
Superhost
A solid wood cabin is nestled among lush greenery and vibrant flowering shrubs. Tall trees surround the cabin, providing a sense of seclusion while allowing natural light to filter through the leaves. A warm, inviting entrance with a lantern enhances the rustic charm.
Cabin in Forton

Woodpecker Lodge - Log Cabin with Private Hot Tub

4.9 out of 5 average rating, 166 reviews
Guest favorite
The interior features two twin beds with colorful bedding arranged against wooden walls. A dining table is set with two glasses of red wine, a bottle, and a small vase of flowers. A window offers views of the surrounding greenery.
Shepherd’s hut in Dorset

Everdene shepherd's hut

4.89 out of 5 average rating, 212 reviews
Top guest favorite
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

Shepherd's Hut (wood-fired hot tub/sauna optional)

4.95 out of 5 average rating, 485 reviews
Superhost
A spacious interior of the cabin is visible through large glass doors, highlighting a warm gathering area with a red sofa and dining table. The polished concrete floor complements the high wooden ceiling, adorned with soft lighting that enhances the welcoming environment.
Farm stay in Horsington Marsh

Organic Farmstay in our Cabin in Somerset

4.84 out of 5 average rating, 108 reviews
Top guest favorite
A spacious outdoor terrace is surrounded by greenery, featuring comfortable seating areas and lounge chairs. Solar panels are installed on the roof of the building. A shaded area is offered by a canopy, enhancing the inviting outdoor setting.
Cottage in Corfe Castle

Woodyhyde Courtyard (Sleeps 14)

4.93 out of 5 average rating, 14 reviews
Guest favorite
A charming outdoor bateau bath is framed by a stone wall adorned with climbing ivy. The bath, featuring a polished surface, is positioned in a secluded corner, offering a peaceful retreat in a natural setting.
Apartment in Blandford Forum

The Bothy cottage with indoor pool & sauna

4.96 out of 5 average rating, 25 reviews
Guest favorite
An indoor heated swimming pool is showcased within a spacious building, featuring high wooden beams and large windows allowing natural light to fill the area. The clear water reflects the ceiling structure, and a lifebuoy is positioned at the side for safety.
Barn in Motcombe

Beautiful 3-bed barn conversion with indoor pool

5.0 out of 5 average rating, 33 reviews

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