Vacation rentals with a pool in Weymouth and Portland District

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Popular amenities for Weymouth and Portland District rentals with a pool

House rentals with a pool

Guest favorite
An indoor swimming pool features clear blue water under warm lighting. Wooden beams and brick walls create a spacious atmosphere. Lounge chairs are placed along the poolside, and large windows provide natural light, enhancing the tranquil environment.
Home in Charmouth
5 out of 5 average rating, 20 reviews

14 Wood Farm near Charmouth

SamRating, 5 stars6 days ago
Enjoyable stay in surprisingly roomy static caravan. The kitchen and living room were lovely and well stocked with pans and utensils etc. Everything really easy and a great location only 5 mins drive from the beach, Swimming pool and staff there were brilliant. Thanks
Superhost
A spacious corner sofa is adorned with colorful cushions in yellow, gray, and blue. A cozy navy blanket drapes over the side. A wooden coffee table holds a selection of brochures, with natural light filtering through sheer curtains at the nearby window.
Home in Preston Road
4.84 out of 5 average rating, 112 reviews

Spacious Caravan near sea Weymouth Bay Haven

SuzanneRating, 5 stars5 months ago
This is our second time staying in this lovely caravan. It’s always pristine and lovely. I always felt like a home away from home there. The bedrooms are a good size and the extra full bathroom is a definite plus! I’d highly recommend staying here.
Top guest favorite
Home in Lyme Regis
5 out of 5 average rating, 24 reviews

Your Own Private Indoor Pool. Rural Seaside

DebbieRating, 5 stars3 months ago
Beautiful property in a lovely scenic country setting, but being only a few minutes drive from the beach. Great indoor pool and a lovely garden. Property a lovely mix of old world country cottage, but with all the mod cons needed for everyday life. Everyone loved the holiday, from young to old and enjoyed watching tv together with a real fire on chilly evenings. Loved Uplyme and Lyme Regis.
Guest favorite
An outdoor pool is surrounded by a wooden deck, featuring lounge chairs and umbrellas for shade. A colorful inflatable floats on the water, while lush greenery provides privacy along the perimeter.
Home in Somerset
4.91 out of 5 average rating, 244 reviews

Country House - Pool Jacuzzi Escape Room Karaoke

ClaireRating, 5 stars3 days ago
We stayed here for a family holiday, 4 adults and 6 children aged 11-15 and we all had a lovely time. There is lots to do at Mistletoe Farm; the pool and hot tub were great, the games room/ garden kitchen area was perfect for us to all get together to eat, play darts or do karaoke and the escape room was a big hit with the kids. We also enjoyed an evening around the fire pit toasting marshmallows. It’s set in beautiful surroundings and we enjoyed walks to the local pub for dinner and also to the reservoir. Lyme Regis was close enough for a day out too. The accommodation was clean and tidy and well equipped and the teenagers enjoyed having a glamping pod to themselves for a bit of independence. Paul and Sandra were excellent hosts, super friendly, welcoming and helpful, they leave you to enjoy your holiday but somehow always manage to be there when you need them! Highly recommend.
Superhost
Home in Charmouth
4.91 out of 5 average rating, 53 reviews

Large Airy Barn conversion, 5 bedrooms, Jurassic

SavannahRating, 5 stars1 month ago
My friends and I had such a lovely stay here over Easter! The perfect place for a city break. The house itself is airy and spacious (we were 11 and had space to ourselves!) with a big entertaining kitchen and an outdoor dining spot that catches the sunshine. Gorgeous surrounds for classic English countryside rolling hill views, and really close to towns and pubs and coastal walks. Would definitely return!
Guest favorite
The farmhouse is surrounded by a lush, green lawn, bordered by colorful flowerbeds. Its stone exterior and multiple windows reflect a classic country home aesthetic, with a charming outbuilding visible to the left. Verdant trees softly frame the scene in the background.
Home in Blandford Forum
5 out of 5 average rating, 8 reviews

Farmhouse sleeps 12 with indoor pool and sauna

StuartRating, 5 stars1 month ago
6 adults and 3 children spent 4 happy nights in the farmhouse. The photos do not do the house justice. The bedrooms and ensuite shower or bathrooms are spacious. The kitchen has everything you need (a working Aga for goodness sake 😀). The two lounges and games room gave everyone space and fun time together as did the well organised and well appointed heated indoor pool and sauna. We had sole use of the secluded extensive lawn, gardens and orchard as well as the children's play area including a sandpit and slide. The rooms and equipment were clean. Thank you for a wonderful time.
Superhost
A spacious outdoor pool is set within a well-maintained garden, surrounded by lush greenery and flowering shrubs. The clear blue water reflects the sky, while a stone bench offers a resting spot alongside the pool. The area is open and inviting, promising relaxation.
Home in Buckland Newton
5 out of 5 average rating, 3 reviews

Poacher's Cottage

AliceRating, 5 stars11 months ago
Our stay at Poachers cottage was really wonderful and exactly what we had wanted. The grounds are absolutely beautiful and the cottage was so thoughtfully and beautifully done. The facilities were incredible and we were very lucky to have the pool to ourselves with beautiful weather when we stayed. There was loads for our toddler to do and Adele had any bits we might need for him. I am pretty heavily pregnant and between the pool and the very comfortable beds I had a wonderfully relaxing stay and anytime I needed something, somehow it was already there in the cupboard or in the bedroom. We couldn’t have asked for more. Home made cake and local bits when we arrived and all. Honestly I’ve been so torn on whether to keep this place all to myself but I couldn’t help but rave about my holiday when I got home and have had 3 friends ask for the link to go and stay!
Top guest favorite
A cozy living area is showcased with a spacious sofa and an open-plan kitchen in the background. Dining table is set with decorative items, and light fixtures provide gentle illumination. Large windows offer glimpses of the outdoor surroundings, enhancing the inviting space.
Home in Saint Leonards
4.95 out of 5 average rating, 19 reviews

Sapphire @ Oakdene Forest Park

FelicityRating, 5 stars1 week ago
Fantastic stay on a lovely site. Very quiet corner location, tucked away although main parking space is under a tree so try to avoid if you don’t want lots of bird poo on your car!! Very clean caravan with lots of very thoughtful extras for every kind of guest. WiFi very reliable, access passes to site amenities sent over without needing to ask and clear instructions given for check out. Would stay here again.

Condo rentals with a pool

An indoor pool area features a crystal-clear water surface under a spacious glass ceiling. A sliding board is positioned on one side, while lounge chairs are arranged nearby. Potted plants add greenery, and large windows provide views of the landscaped gardens outside.
Condo in Dorset

Holiday apartment own heated indoor pool & sauna

GrahamRating, 5 stars33 months ago
Awesome location and full length swimming pool with Sauna. Only a 15 min walk into Swanage, beautiful castle only 10 min away and views of the sea. Fantastic full size swimming pool and sauna, our 8 and 10 year old loved it. We weren't able to use the snooker table due to the age of our kids and the lounge is not the most sociable set up for the evenings but the swimming pool made up for it ;-)
Superhost
The modern building showcases a three-story design with a light-colored facade and large windows. A balcony extends from the upper level, while landscaping with greenery frames the entrance. The property is situated near a paved road, under a clear blue sky with white clouds.
Condo in Bournemouth
4.83 out of 5 average rating, 23 reviews

The Palms, Apartment 15

TimRating, 5 stars34 months ago
Had a great stay at the apartment. Place was clean and had everything you’d need for your stay Excellent location for access to shops, restaurants and beach.
An indoor pool area is enclosed by large glass windows, allowing natural light to illuminate the clear water. Lush green plants are positioned around the pool, enhancing the calming atmosphere. A glimpse of the outdoor pool and landscaped gardens can be seen through the windows.
Condo in Bournemouth
5 out of 5 average rating, 3 reviews

Bournemouth Seafront, Summer Timeshare apartment

SvetlanaRating, 5 stars21 months ago
We spent 6 days in an excellent accommodation and the facilities in the hotel were great. Our host was very helpful and supportive if we had any questions. We would definitely highly recommend this apartment.
Superhost
A modern three-story building is depicted with a mix of white and light stone exteriors. Multiple large windows allow natural light, and a balcony is visible on the upper floor. Lush greenery enhances the entrance, complemented by decorative fencing along the sidewalk.
Condo in Bournemouth
4.9 out of 5 average rating, 31 reviews

The Palms Apartment 16 with Balcony

VladyslavRating, 5 stars9 months ago
Absolutely brilliant please. Great host. Reasonable price!
Superhost
A modern, three-story building is shown with a mix of white and beige façades. Large windows allow natural light, and a central entrance is framed by a small balcony. A manicured garden with palm plants is situated in front, separated by a decorative fence.
Condo in Bournemouth
4.94 out of 5 average rating, 18 reviews

The Palms Studio 6

NouriattRating, 5 stars8 months ago
My parents had an amazing one-month stay at Laura’s Airbnb! The apartment was exactly as described. Clean, comfortable, and well-equipped. The location was perfect, close to local shops, restaurants, and public transportation, which made exploring the area so easy. Laura was incredibly welcoming, quick to respond to any questions. I would highly recommend staying here to anyone looking for a pleasant and hassle-free experience! Thank you, Laura
Superhost
The exterior of a modern three-story apartment building is captured, featuring a blend of white and stone facades. Large windows and a peaked roof characterise the architectural style. A sign identifying the property is prominently displayed at the entrance, surrounded by neatly landscaped greenery.
Condo in Dorset
4.75 out of 5 average rating, 4 reviews

The Palms, Apartment 19

EmilyRating, 5 stars34 months ago
Clean, classy and caring.
Superhost
A wooden table is set on a patio, featuring a plate with several pastries, a bottle of wine, and two glasses. The rustic stone wall provides a warm backdrop, complemented by a potted plant on the table, all illuminated by natural sunlight.
Condo in Woolland
5 out of 5 average rating, 6 reviews

Cosy ground floor apartment for 4 below Bulbarrow

KateRating, 5 stars7 months ago
Beautiful and peaceful setting. The pool and activities room and playgrounds were wonderful. You could book private sessions in the pool although we also found the communal sessions generally weren’t busy and we often had the pool to ourselves. It was perfect for our daughter as it wasn’t too deep which really helped her build confidence at swimming. We loved playing table tennis and badminton with our older child while the plentiful toys (especially the pedal tractor) kept the little one very happy! Lots to do in the surrounding area, although the peaceful/remote location meant they were all a fair drive away. Apartment was as pictured. It had everything we needed and was always warm- important for October half term break!
An indoor swimming pool features calm blue water, bordered by smooth tiles. Adjacent, a hot tub is filled with bubbling water, surrounded by a circular tiled edge. Soft lights illuminate the area, enhancing the spacious and relaxing atmosphere.
Condo in Portland
4.88 out of 5 average rating, 33 reviews

Quayside Apartment - Large and Spacious Duplex

GaryRating, 5 stars4 months ago
Lovely apartment. Had all equipment and items we required. Access to and from was simple and positioned well for local amenities and activities. Would stay again.

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