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, 457 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.

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.

Top Guest favourite
Home in West Parley
5 out of 5 average rating, 45 reviews

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

Perfect for family reunions and group getaways, our spacious 6-bedroom home in West Parley offers endless entertainment across 4,700 sq ft. With ample living space, enjoy the open-plan kitchen/living/dining and bar area with draught beer available on tap. Take a dip in the outdoor pool, BBQ with family, enjoy the garden, games or just relax in the sauna. With easy access to Bournemouth, its beaches, and the New Forest, it’s an ideal base for relaxing getaways and exploring the local area

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.

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.

Guest favourite
A charming thatched cottage is framed by lush greenery and a spacious garden. Outdoor seating is arranged to create a cozy ambiance. An above-ground pool is visible, offering a refreshing retreat during warmer months.
Cottage in Burley
4.89 out of 5 average rating, 225 reviews

‘Stag Cottage’ New Forest Romantic Hideaway

Charming detached thatched cottage in the heart of Burley, New Forest National Park. This cozy retreat features two bedrooms and sleeps up to 7, including a baby. Enjoy a gym/games room and a spacious garden. With direct forest access, it’s perfect for walking, cycling, horse riding, and scenic drives. Explore quaint village pubs, restaurants, and unique shops nearby. Conveniently located just over a mile from the A31, offering easy access to the rest of the UK.

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, 285 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.

Top Guest favourite
A clear blue swimming pool reflects modern buildings with large glass panels and a light-colored stone deck. The setting features greenery around the poolside, framed by a bright blue sky. The overall atmosphere presents a spacious and inviting recreational area.
Place to stay in Barton on Sea
4.95 out of 5 average rating, 130 reviews

Pretty ‘Beach Getaway’ Hoburne Naish Nr New Forest

Welcome to my "Beach Getaway" at the popular Hoburne Naish Holiday Park located on the edge of the stunning New Forest. With direct access to the beach, entertainment for all ages, indoor and outdoor pool, gym, restaurant and play areas you've got everything you need for a fab holiday. Please note Naish charge for their guest passes which enable you to use their facilities and I arrange the passes for you.

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