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Holiday rentals with a pool in North Dorset District

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Top-rated rentals with a pool in North Dorset District

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Top guest favourite
The spacious outdoor dining area is highlighted by a large table surrounded by light green chairs. An umbrella provides shade, and the path leads towards a modern house with large glass windows reflecting the garden's greenery.
Home in Long Sutton

Heated Pool, Hot Tub, Sauna, Games - Upton Bourn

🍾 Luxury celebration house with private heated pool, hot tub & sauna ✨ Made for unforgettable birthdays, reunions & weekends away together 🚶 Walk to 3 fantastic pubs through Somerset countryside Welcome to Upton Bourn Lodge — a stylish large-group escape designed for bringing everyone together. Perfect for milestone birthdays, hen weekends, family gatherings and reunions, the lodge combines huge sociable spaces with luxury leisure facilities, all surrounded by peaceful Somerset countryside

4.91 out of 5 average rating, 312 reviews
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

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.

4.96 out of 5 average rating, 135 reviews
Guest favourite
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

Lovely views of the Blackmore Vale (amazing sunsets weather permitting!) Our huts are in a secluded area of the farm. Kingsize bed/twin beds opposite ends with curtains for privacy. Woodburner, hot/cold running water, fridge, hob, microwave, wardrobe. Picnic bench & fire pit outside. Wonderful walks, only 10 minutes on foot to village shop and pub. Great for families. Short walk to luxury wetrooms, w/m, drier. Fishing on farm. Indoor exercise pool payable locally. (Subject to availability)

4.89 out of 5 average rating, 212 reviews
Top guest favourite
An outdoor patio area is presented, featuring a wooden picnic table and steps leading to a hot tub. Large sliding doors provide access to the interior, while the landscape beyond is visible. The space includes low-maintenance artificial grass and is surrounded by a wooden fence.
Home in Milborne Saint Andrew

Pony View Lodge

Welcome to Pony View Lodge a beautifully designed holiday retreat with the added luxury of a hot tub. This self-catering accommodation is located in the countryside of Dorset. Sleeping up to 4 guests. The space offers two bedrooms, a kingsize bed and single bed- converting to a double. A family shower room, well equipped kitchen with intergrated appliances and breakfast bar for dining. Outside offers a private garden, hot tub, barbecue and secure parking. A Smart TV, Wifi & Alexa included.

4.98 out of 5 average rating, 155 reviews
Guest favourite
An indoor pool area is presented under a wooden-beamed ceiling, featuring exposed brick walls. Soft lighting creates a calm ambiance around the clear water of the pool. A cozy seating area is visible in the background, adding to the overall relaxation space.
Home in Osmington

Large coastal cottage with spa and private pool

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.

4.87 out of 5 average rating, 134 reviews
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

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, 244 reviews
Top guest favourite
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, 333 reviews
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

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

4.8 out of 5 average rating, 203 reviews
Top guest favourite
Barn in Dinton

Unique, romantic & private luxury country retreat

Unique. private & very ancient dovecote near Salisbury & Stonehenge with a fabulous swimming pool in gorgeous peaceful countryside with wonderful walks straight from the door. Beautifully furnished, very well equipped, romantic & spacious. Thick stone walls make it warm & cosy in winter, cool in summer as well as very quiet. It has an exceptionally comfortable super kingsize bed, rolltop bath, huge velvet sofa, sound system, 50" TV, fully equipped kitchen, dining area & shower room.

5.0 out of 5 average rating, 181 reviews
Top guest favourite
A stone patio area is shown, featuring a round table with a decorative tablecloth and an umbrella for shade. Wooden chairs surround the table, while potted plants and flowering shrubs add color to the setting against a backdrop of lush greenery and distant hills.
Home in Barford Saint Martin

Barford St Martin - The Apple House

Built in 2015 this AWARD WINNING architect designed house is within an" Area of Outstanding Natural Beauty " 6 miles from Salisbury , 7 miles from TISBURY and 10 miles from Stonehenge . With far reaching views across the Nadder Valley . Sleeps 4 + infant ( travel cot suitable for babies up to 12 months only )Special reduced rates for 1-2 people booking midweek using one bedroom and bathroom - enquire via messages Natural swimming pond available to use with prior consent

4.98 out of 5 average rating, 102 reviews
Guest favourite
The exterior of The Duck House is depicted, showcasing a charming two-story chalet surrounded by lush greenery. The light yellow walls complement the natural landscape, while windows reflect the tranquil sky. The well-maintained lawn offers open space for relaxation and play.
Chalet in Whitchurch Canonicorum

The Duck House. A child/dog friendly rural chalet

The Duck House is a lovely child/dog friendly chalet nestling in the orchard at Plenty Cottage. Quiet and peaceful it's the perfect retreat for a family - and dogs are especially welcome! Open plan living it’s a comfortable and home from home. A wonderful rambling garden, summerhouse, BBQ and a (free) heated swimming pool (1st April - 31st Sept). The mantra is 'No Stress'. Ample parking, dog/child friendly pub 7 mins walk away. Wonderful NT beaches just five min drive.

4.89 out of 5 average rating, 242 reviews
Guest favourite
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

An idyllic countryside hideaway set amongst the rolling hills of Dorset, just two miles north of the historic market town of Sherborne. Escape to our cosy, converted barn, relax in the lovely gardens, take a walk around our lake or swim in our pool. Peace, quiet and beautiful surroundings await. There is Wifi and Netflix for entertainment in wet weather as well as a number of games and a library of books.

4.91 out of 5 average rating, 446 reviews

Popular amenities for North Dorset District rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Superhost
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 in Somerset

Cosy barn conversion with connecting indoor pool

4.87 out of 5 average rating, 119 reviews
Guest favourite
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, 292 reviews
Top guest favourite
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!*

4.97 out of 5 average rating, 293 reviews
Top guest favourite
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

4.95 out of 5 average rating, 110 reviews
Guest favourite
The exterior of the home features a charming deck with white railings, surrounded by lush greenery and fallen leaves. A spacious picnic table sits ready for outdoor dining, framed by a clear blue sky and sunlight filtering through the trees.
Home in Milford-on-Sea

Coastal, New Forest 3 Bed Home Facilities Included

4.89 out of 5 average rating, 201 reviews
Guest favourite
Home in Iwerne Minster

Fontwood Cottage – Woodland Hideaway with Hot Tub

4.91 out of 5 average rating, 32 reviews
Guest favourite
The exterior of the farmhouse showcases a classic brick façade with large windows. Well-maintained gardens feature neatly trimmed hedges and a circular stone seating area. Surrounding trees contribute to the tranquil rural atmosphere.
Home in Blandford Forum

Farmhouse sleeps 12 with indoor pool and sauna

5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Dorset

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

4.96 out of 5 average rating, 27 reviews

Apartment rentals with a pool

Guest favourite
A contemporary living area features a plush green sofa and a stylish coffee table. A flat-screen TV is mounted on the wall, accompanied by decorative wall art. Potted plants and lamps provide subtle lighting, enhancing the inviting, relaxed atmosphere of the space.
Apartment in Somerset

Relax and unwind. Pool/gym great village pub

4.91 out of 5 average rating, 333 reviews
Top guest favourite
A serene swimming pool is framed by lush greenery and tall trees. Overlooking the pool, a neatly manicured area features hedges and a white bench. The tranquil water reflects the surrounding foliage and offers a peaceful retreat.
Apartment in Combe Hay

Luxurious, romantic courtyard barn conversion

4.97 out of 5 average rating, 58 reviews
Top guest favourite
A modern two-story apartment is nestled among lush greenery and tall grass. The building features large windows, allowing ample natural light to flood the interior. A clear blue sky complements the tranquil outdoor setting, creating a peaceful countryside atmosphere.
Apartment in Somerset

Meadow View -set on its own with use of pool & gym

5.0 out of 5 average rating, 23 reviews
Guest favourite
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.
Apartment in East Southbourne

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

4.81 out of 5 average rating, 91 reviews
Top guest favourite
An open plan lounge and kitchen area is depicted, featuring a dark sofa adorned with a variety of textured cushions. A wooden dining table with four chairs is visible, along with a well-equipped kitchen area in the background, illuminated by natural light.
Apartment in Somerset

Old Brewery home with pool and gym access

4.86 out of 5 average rating, 63 reviews
Superhost
The three-story building features a modern architectural style with large windows, a classic facade, and a welcoming entrance. Lush greenery is displayed in front, complemented by a decorative fence. Clear blue skies and scattered clouds provide a bright backdrop.
Apartment in Westbourne

The Palms, Apartment 20

4.97 out of 5 average rating, 34 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.
Apartment in Portland

Seascape Apartment

4.62 out of 5 average rating, 65 reviews
Guest favourite
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.
Apartment in Dorset

Studio in beautiful Charmouth

4.95 out of 5 average rating, 75 reviews

Other holiday rentals with a pool

Guest favourite
The exterior of the farmhouse is featured, showcasing its stone construction and traditional architecture. Pink flowering vines gracefully arch over the entrance, complementing the weathered stone walls. Stone mullion windows reflect natural light, enhancing the visual appeal of the peaceful surroundings.
Cottage in Glastonbury

16 Century cottage at foothills of Glastonbury Tor

4.96 out of 5 average rating, 169 reviews
Guest favourite
A serene swimming area is highlighted by a sleek waterfall feature that cascades into the water. Lush greenery and vibrant plants line the perimeter, complementing the open sky above. The distant structure showcases a rustic charm amidst the tranquil landscape.
Cabin in Glastonbury

Chalet with beautiful views on slopes of Tor

4.92 out of 5 average rating, 116 reviews
Top guest favourite
A large heart-shaped sculpture is positioned on a circular wooden platform, surrounded by natural vegetation. The backdrop features rolling hills under a sky with varying cloud coverage, enhancing the scenic view of the surrounding landscape.
Holiday park in Hampshire

Sandy Balls Holiday Village New Forest Hampshire

4.99 out of 5 average rating, 216 reviews
Top guest favourite
An indoor heated swimming pool is set against a backdrop of wooden beams and natural light streaming through large windows. The clear blue water is bordered by tiled flooring, and a stained glass window adds a colorful accent to the serene environment.
Cottage in Lyndhurst

Charming cottage with pool in the New Forest

4.98 out of 5 average rating, 105 reviews
Guest favourite
A renovated barn exterior is framed by a charming garden with purple flowers. The entrance features a covered porch and large glass doors, leading to an inviting seating area with wicker furniture arranged around a table.
Farm stay in Plaitford

Cottage Pye - Beautiful Barn In The New Forest

4.88 out of 5 average rating, 154 reviews
Guest favourite
An open living space features a cozy seating area with a plush sofa and coffee table. A dining table with blue chairs is positioned nearby, illuminated by pendant lights. A wood burner adds warmth, and skylights introduce natural light into the room.
Flat in Hinton Blewett

Luxury flat with indoor pool

4.96 out of 5 average rating, 205 reviews
Guest favourite
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

4.94 out of 5 average rating, 309 reviews
Top guest favourite
Place to stay in New Milton

Lovely 'Seaside Lodge’ Hoburne Naish Nr New Forest

4.96 out of 5 average rating, 164 reviews

Destinations to explore