Holiday rentals with a pool in East Dorset District

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Top-rated rentals with a pool in East Dorset District

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

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Top Guest favourite
Barn in Dinton
5 out of 5 average rating, 161 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
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, 447 reviews

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

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. Other cabins on site/ Horton Road which can be noisy at times. Hut is not fully fenced in.

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
4.89 out of 5 average rating, 194 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 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 in Weymouth
4.96 out of 5 average rating, 226 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.

Guest favourite
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
4.85 out of 5 average rating, 179 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 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
4.99 out of 5 average rating, 190 reviews

Sandy Balls Holiday Village New Forest Hampshire

Spacious and well equipped holiday home located in a quiet spot at Sandy Balls Holiday Village. Bed linen, free WIFI & guest passes are included. Facilities: Indoor/outdoor pools, gym, jacuzzi, 2 adventure play areas, soft play, arcade, restaurants, Starbucks coffee shop and a village store. Enjoy evening entertainment and family activities, bike hire & alpaca walks. Sandy Balls is the perfect location for exploring the New Forest and surrounding areas. Paulton’s Park is 25 minutes away.

Top Guest favourite
A tranquil view of the hut by a calm lake, surrounded by lush greenery and tall grasses. The serene water reflects the clear sky and distant trees, creating a peaceful atmosphere. The wooden fence encloses the property, highlighting the retreat's seclusion.
Shepherd’s hut in Plaitford
4.96 out of 5 average rating, 379 reviews

Shepherds Pye - Lakeside Retreat In The New Forest

Shepherd's Pye is a unique, 1920's Railway Carriage. Rescued from a local farm as a neglected frame, it has been lovingly restored by ourselves into a cosy, modern retreat on the edge of the New Forest. The hut is set in a secluded, private spot on our farm overlooking a lake. It is self contained and finished to a high standard; including a comfy double bed, heating, mains electrics and a fully equipped kitchen and en-suite bathroom, supplying all you need for rural yet comfortable stay.

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
4.93 out of 5 average rating, 297 reviews

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!

Top Guest favourite
The lounge features a spacious gray sectional sofa adorned with colorful cushions, creating a welcoming seating area. A low table sits in the center, accompanied by a comfortable bench. Large windows allow plenty of natural light, and a vibrant yellow rug adds a cheerful touch to the floor.
Holiday home in Saint Leonards
4.92 out of 5 average rating, 104 reviews

Forest Retreat-Pet friendly Oakdene Forest Park

Welcome to Forest Retreat, our modern dog friendly central heated holiday home situated on Oakdene Forest Park complex, with woodland walks on your doorstep. Relax in our new 2 bed/6 berth/ 2 bath family holiday rental, ideal for couples and families. Located in Poppy, a quiet cul de sac with 2 parking spaces, within minutes to all amenities. Fully equipped with plenty of storage, including bedlinen and towels. Nearby are Bournemouth, Paultons Park, Jurassic Coast to name a few

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, 293 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 indoor swimming pool is featured, surrounded by large windows allowing natural light. The ceiling beams reveal a spacious, airy atmosphere. Two red chairs are positioned nearby, and a shallow end is visible with steps leading into the water. A blue cover rests along one side of the pool.
Cottage in Dorset
4.98 out of 5 average rating, 381 reviews

Private use of Indoor Pool available May- end Sept

Self contained detached cottage in a tranquil location close to the famous 'Jurassic Coast' ; Durdle Door, Lulworth, Corfe Castle, Weymouth and Dorchester are all a short drive away. Further attractions close by are Monkey World, Bovington Tank Museum, and Sculpture by the lakes. There is a well stocked village shop and good village pub. Dorset has so much to offer, with beautiful coastline and breathtaking scenery. Relax in the pool at your leisure!

Guest favourite
A sunlit outdoor area features a spacious pool surrounded by slate lounge chairs. The tiled patio is complemented by a nearby wooden structure, while a large chess set is arranged on the ground. Surrounding trees add a touch of nature to the setting.
Guesthouse in Lymington
4.94 out of 5 average rating, 278 reviews

Oak House Annexe in the New Forest

Welcome to Oak House Annexe a beautiful new property in the New Forest and 5 minutes from the gorgeous seaside town of Lymington. The moment you drive through the large oak gates you know you are somewhere special. The Property is set in 10 Acres of land and sits alongside the beautiful Oak House. Only 25 minutes from Bournemouth & Christchurch, 35 minutes from Southampton. Escape from everything and experience something special.

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