
Vacation rentals with a pool in Weymouth and Portland District
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Top-rated 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

14 Wood Farm near Charmouth
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

Spacious Caravan near sea Weymouth Bay Haven
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.

Your Own Private Indoor Pool. Rural Seaside
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.

Country House - Pool Jacuzzi Escape Room Karaoke
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.

Large Airy Barn conversion, 5 bedrooms, Jurassic
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!

Farmhouse sleeps 12 with indoor pool and sauna
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.

Poacher's Cottage
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!

Sapphire @ Oakdene Forest Park
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

Holiday apartment own heated indoor pool & sauna
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 ;-)

The Palms, Apartment 15
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.

Bournemouth Seafront, Summer Timeshare apartment
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.

The Palms Apartment 16 with Balcony
Absolutely brilliant please. Great host. Reasonable price!

The Palms Studio 6
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

The Palms, Apartment 19
Clean, classy and caring.

Cosy ground floor apartment for 4 below Bulbarrow
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!

Quayside Apartment - Large and Spacious Duplex
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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