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
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
4.97 out of 5 average rating, 129 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.

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, 458 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
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
5 out of 5 average rating, 24 reviews

Luxury barn conversion with indoor pool

A luxury 3-bed barn conversion, with 4 hours daily exclusive use of the indoor heated pool plus your own private garden, terrace and outside seating Nestled in rolling Dorset hills with views across open fields, and within walking distance to a gastropub and village shop, and within 2 hours of London by road and train Bath, Longleat, the Jurassic Coast and many wonderful attractions are nearby, with pubs, restaurants and farm shops galore Child and dog-friendly - cot and highchair on request

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
4.85 out of 5 average rating, 191 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 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, 389 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 patio table is set for dining, featuring blue plates and glasses. A vase of sunflowers adds a cheerful touch. In the background, a green lawn leads to a view of the sea and distant boats, showcasing the serene coastal setting.
Bungalow in Warsash
4.92 out of 5 average rating, 186 reviews

Panoramic Sea Views, quiet, relaxed, cliffs, Beach

A beautifully presented Chalet Bungalow based on the edge of Solent Breezes Holiday park. Full Sea views over the Solent from the comfort of the open plan kitchen diner and lounge. Light airy building ideal for relaxing either on the large leather sofa or on the rattan furniture in the garden. In all weathers there is always something to see out of the large patio doors. Stony beach and slipway for boats only metres from the property. Ideal for long walks watching the sunset and relaxing

Guest favourite
The cottage features a charming facade with red-tiled roofing and a light blue front door. Lush greenery surrounds the entrance, complemented by a gravel pathway. The windows are framed in white, adding to the inviting country aesthetic.
Home in Winterborne Stickland
4.9 out of 5 average rating, 31 reviews

Cute cob cottage

Relax in cosy 2 bedroom cottage at the top of the Winterborne valley. Explore Hardys’ country straight from the door onto miles of bridleways and footpaths with far reaching views. Well equipped with books and games, a log burner, and an out door bbq there is something to do whatever the weather. An enclosed private rear garden for sunny days with use of a shared, adjacent pool upon request. The perfect bolt hole to explore Dorset from, with the famous Jurassic coast only 45 minutes away.

Top Guest favourite
Home in East Lulworth
4.98 out of 5 average rating, 49 reviews

Woodside Lodge

This magical property is one of Dorset’s ultimate holiday lets and is perfect for families or a group of friends looking for a luxurious country or coastal getaway. Blending luxury, sophistication and relaxation, a stay in this grand country lodge is an experience in itself. Nestled at the edge of Lulworth Castle Park and set in 3 acres of carefully maintained, mature gardens, Woodside Lodge is just a five minute drive from the idyllic Lulworth Cove and iconic rock arch of Durdle Door.

Top Guest favourite
Barn in Dinton
5 out of 5 average rating, 168 reviews

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.

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 in Butleigh
4.9 out of 5 average rating, 343 reviews

Chic retreat, hot tub & pool nr Glasto &millfield

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. Private use of hot tub all year round pool May-September loungers , fire pit, large garden and a paddock with a view of Glastonbury Tor. Perfect for couples & families fantastic walks & cycling in the area. Our local farm has a cute cafe and sells essential milk eggs and has a pop up pub most Friday nights

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, 304 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.

Top Guest favourite
The cottage features a charming brick exterior with a sloped slate roof. A tall chimney rises above the structure. Two entrances are framed by neatly trimmed plants, while the surrounding gravel area and green countryside create a welcoming atmosphere.
Home in Blandford Forum
4.98 out of 5 average rating, 65 reviews

Flint Cottage for two with indoor pool & sauna

Flint is at the heart of the Dorset countryside in the Cranborne Chase Area of Outstanding Natural Beauty, close to traditional, cosy pub and a 40 minute drive from the Jurassic Coast. You’ll love my place because of the cosiness, the views, the comfy bed, and the outdoor bateau bath. My place is good for couples, solo adventurers, business travellers, and furry friends (pets). If it’s not walking weather, while away the afternoon in the 12m indoor swimming pool and sauna.

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