Vacation rentals with a pool in Weymouth

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Top-rated rentals with a pool in Weymouth

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

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Guest favorite

Cabin

4.96 out of 5 average rating, 240 reviews

Cosy Wooden Cabin by the Woods

Spend your days in a cosy timber-framed cabin enveloped by rhododendrons. With a wood-burning stove, a garden and terraces you'll be sure to have what you need for a relaxing stay. Head out of the garden gate and you’ll enter Ringwood Forest with a cycle trail, Moors Valley Country Park, a golf course and a lake. A 5min drive will take you to the historic market town of Ringwood. Go east and you’ll hit the beautiful New Forest National Park or head south to the sandy beaches of Bournemouth.

Guest favorite

Holiday park

4.99 out of 5 average rating, 138 reviews

Sandy Balls New Forest Holiday Village

A spacious, well equipped holiday home situated in a quiet location at Sandy Balls Holiday Village. Guest passes, bed linen & free WIFI are included. Indoor/outdoor pools, gym, jacuzzi and spa, children’s adventure play areas, soft play, arcade, restaurants, coffee shop and a village store. Enjoy evening entertainment and family activities including bike hire and alpaca walks. Sandy Balls the perfect location for exploring the New Forest and surrounding areas. Paulton’s Park is 20 minutes away

Guest favorite

Home

4.89 out of 5 average rating, 146 reviews

Arnewood Rise, a luxury holiday home in New Forest

Arnewood Rise is a luxury period property located in the heart of the New Forest. It is the perfect holiday home for big groups of all ages and fully equipped for fun times indoors and out. The grounds span 5.5 acres including 1.5 acres of landscaped gardens with a heated outdoor swimming pool, a tennis court and 4 acres of fields complete with two ponies. It is ideally located within walking distance of the open national park and a short drive from the coast line and the many pretty villages.

Guest favorite

Home

4.92 out of 5 average rating, 228 reviews

Country House - Pool Jacuzzi Escape Room Karaoke

Group Gatherings Host your own event Exclusive use 10-16 guests (6-16 winter) Jacuzzi (all year) Outdoor Pool (heated in summer; cold water in winter!) Sun Deck Garden Kitchen/Bar Games room: Music/Karaoke system, Wood burner, TV, Communal eating space, shower/wc Escape Room Traditional Somerset Evening with cider tasting and welly wanging Large peaceful grounds BBQ Fire Pit Annexe: kitchen lounge wet room 2 bedrooms 2 sofa beds House: 4 bedrooms 3 bathrooms Bell Tent 3-4 beds

Superhost

Cottage

4.86 out of 5 average rating, 113 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.

Guest favorite

Bungalow

4.95 out of 5 average rating, 195 reviews

Secluded hideaway, heated pool, walks, fossils

The Annex is bright, comfortable and cosy with a wood burner for winter. The public footpath crossing our garden next to the river Char links with many others - great for dog walkers. We are close to Charmouth beach and Lyme Regis – renowned for their fossil treasures. Love swimming? our freshwater pool is generally heated to a very cosy 29 - 30 degrees (warm bath temperature) and can be used from April to October With advance notice, the twin beds can be connected to form a king size bed

Guest favorite

Guest suite

4.94 out of 5 average rating, 103 reviews

Great for visiting Dorset - woodland walk to beach

Situated in the heart of Branksome Park in Poole this newly built annexe is within walking distance of Branksome Chine, Bournemouth and Sandbanks beaches. Nearest restaurants and bars are 15 minutes walk at Penn Hill and Westbourne. The property is located 2 miles from Bournemouth with regular buses close-by. Branksome railway station is 0.75 mile distance. Further afield the accommodation makes a great hub to explore the wider area including the Jurassic Coast, New Forest and Studland.

Superhost

Cottage

4.75 out of 5 average rating, 162 reviews

Stunning Barn conversion with heated swimming pool

Courage Cottage is a two bedroom detached barn conversion in a Georgian farmyard.The barn was converted in 2013 so has all modern conveniences including underfloor heating. It is very individual and situated in a quiet , rural setting. It has two bedrooms with en-suite bathrooms. The village of Martinstown has an excellent pub and shop. Dorchester is 2 miles away and has every facility including good rail connections in all directions.Swimming pool (shared ) open May 15th-Sept 15th

Guest favorite

Home

4.89 out of 5 average rating, 236 reviews

Grand Designs House w/ Pool, Hot Tub & Spa

Welcome to Upton Bourn Lodge, where unforgettable memories await for families and friends celebrating, or reuniting. Enjoy meals in the spacious double height dining room with seating for all. Take a dip in your heated pool, relax in the hot tub and sauna, and enjoy various games like table tennis, football, and pool. Explore nearby footpaths to visit three pubs offering superb food, beer, and cider. Catering, pampering or a host of on and offsite activities available to guests.

Guest favorite

Cottage

4.9 out of 5 average rating, 113 reviews

Daisy Cottage on the Jurassic Coast

A cosy and stylish, dog-friendly cottage, set amid the beautiful fields and woodlands of the Fernhill Estate with easy walking access to the coastal village of Charmouth and only 2 miles to Lyme Regis. The South West Coastal Path runs opposite our front door and our guests have seasonal access to a heated outdoor pool. Our cottage sleeps four and is furnished and equipped to a very high standard with everything you need for a relaxing holiday on the Jurassic Coast in West Dorset.

Guest favorite

Tiny home

4.94 out of 5 average rating, 186 reviews

The Little Stable & Indoor Pool, Flo’s Cottages

Edge of picturesque village converted stable at Flo's Cottages for 2 only 2K from town, countryside setting with rural views. A bolthole for couples with countryside walks from the doorstep. A fully equipped kitchen, living area, shower room, indoor heated pool & EV charger (extra charge). Enjoy the patio in the evening sun, enjoy the views or grab a blanket, snuggle up & enjoy a beautiful starry evening after a day out exploring the local countryside & coastline.

Guest favorite

Cottage

4.99 out of 5 average rating, 339 reviews

The Condo (Indoor Pool available May-Oct only)

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!