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

A wooden swimming pool is positioned next to a neatly maintained lawn area. A ladder leads from the grassy ground to the pool's edge, while a modern wooden structure is visible in the background, framed by greenery and a clear blue sky.

Shepherd’s hut in Lyme Regis

4.99 out of 5 average rating, 117 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

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

4.95 out of 5 average rating, 375 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.

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

4.94 out of 5 average rating, 272 reviews

Breathtaking sea views from this light, cosy lodge

Seascape is a bright, airy lodge down its own drive 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 a cosy winter retreat, while in Spring and Summer use of a 1903 beach hut on a private beach is included. In addition, guests enjoy the amenities of SBV - all within a 15 min walk of the seafront!

Guest favorite

A serene outdoor pool surrounded by lush greenery and tall trees. Accessible steps lead into the water, with a wooden cabin nearby and a safety buoy attached to the fence. The area is paved, offering space for sunbathing and relaxation.

Cabin in Ringwood

4.96 out of 5 average rating, 260 reviews

Cosy Wooden Cabin by the Woods

Spend your days in a cosy timber-framed cabin enveloped by rhododendrons. With a wood-burning stove, a garden and terraces you'll be sure to have what you need for a relaxing stay. Head out of the garden gate and you’ll enter Ringwood Forest with a cycle trail, Moors Valley Country Park, a golf course and a lake. A 5min drive will take you to the historic market town of Ringwood. Go east and you’ll hit the beautiful New Forest National Park or head south to the sandy beaches of Bournemouth.

Superhost

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

4.89 out of 5 average rating, 184 reviews

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)

Guest favorite

A well-appointed bedroom features a spacious bed with plush pillows and a light duvet. Two bedside lamps provide soft illumination beside the bed. Large windows allow for natural light, and pastel-colored decor adds a calming touch to the space.

Chalet in Weymouth

4.96 out of 5 average rating, 206 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 in Osmington

4.86 out of 5 average rating, 130 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.

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

4.94 out of 5 average rating, 206 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 favorite

An outdoor space is featured, showcasing a heated swimming pool surrounded by a wooden deck. Two lounge chairs are positioned nearby, along with a dining table. The backdrop includes lush greenery, emphasizing a natural environment. An outdoor grill is also present, offering additional amenities.

Guest suite in Dorset

4.94 out of 5 average rating, 125 reviews

Great for visiting Dorset - woodland walk to beach

Situated in the heart of Branksome Park in Poole this newly built annexe is within walking distance of Branksome Chine, Bournemouth and Sandbanks beaches. Nearest restaurants and bars are 15 minutes walk at Penn Hill and Westbourne. The property is located 2 miles from Bournemouth with regular buses close-by. Branksome railway station is 0.75 mile distance. Further afield the accommodation makes a great hub to explore the wider area including the Jurassic Coast, New Forest and Studland.

Guest favorite

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

4.9 out of 5 average rating, 258 reviews

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

Welcome to Upton Bourn Lodge, where unforgettable memories await for families and friends celebrating, or reuniting. Enjoy meals in the spacious double height dining room with seating for all. Take a dip in your heated pool, relax in the hot tub and sauna, and enjoy various games like table tennis, football, and pool. Explore nearby footpaths to visit three pubs offering superb food, beer, and cider. Catering, pampering or a host of on and offsite activities available to guests.

Top guest favorite

A heated outdoor swimming pool is surrounded by paved decking, showcasing vibrant blue water under a clear sky. Lounge chairs are positioned nearby for relaxation, and a gazebo is visible in the background, adding to the tranquil outdoor setting.

Train in Axminster

4.99 out of 5 average rating, 276 reviews

Foxglove Carriage with pool, sauna & 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 heated pool and sauna in the pool house, beautiful walks both from the carriage or a short drive to the coast path, pub lunches, sunsets, fairy lights and romantic outdoor bath.

Superhost

The image displays a heated swimming pool enclosed within a clear poly tunnel. The water is calm and reflects the overhead light, creating a serene atmosphere. Poolside tiles extend along the edges, and a rolled-up cover can be seen at one end.

Apartment in Whitchurch Canonicorum

4.94 out of 5 average rating, 267 reviews

The Duck Wing, quirky dog friendly apartment

The Duck Wing is a quirky, self contained apartment on the first floor within Plenty Cottage. It's beautifully appointed for a relaxed, carefree stay in a wonderfully rural environment. Nothing is too much trouble. It sleeps two in double bed in a pretty bedroom and has a double sofa bed too. Own bathroom/shower, a separate WC and a warm spacious living area. The pub is 7 mins walk away and the beaches a 5 mins drive. The private, heated swimming is available 1st April - 31 Sept