Vacation rentals with a pool in Weymouth

Find and book unique homes with a pool on Airbnb

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

Barn in Dinton

5 out of 5 average rating, 111 reviews

Unique, romantic luxury retreat with swimming pool

Beautifully furnished, romantic and spacious ancient dovecote in a gorgeous peaceful countryside setting, the thick stone walls make it warm and cosy in winter, cool in summer as well as quiet and private. Private swimming pool available, heated in summer. Upstairs there is a luxurious super kingsize bed, a rolltop bath, a huge velvet sofa and a 50" TV and downstairs is a shower room, kitchen and large dining area. Lovely walks from the door and close to Salisbury, Longleat, Stonehenge and Bath

Superhost

Home in Lymington

4.88 out of 5 average rating, 121 reviews

The Thatched Cottage, Passford Farm, Lymington .

A stunning 6 bed, 5 bath detached farmhouse located within the New Forest National Park and a short walk from the historic town of Lymington in Hampshire. Private use of the leisure facilities for guests include the use of the heated outdoor 10m x 5m Swimming pool ( heated May - Oct) Hot tub, Summer house with Table tennis, Outside decking area with bar, seating area, BBQ and a selection of gym equipment located within the main house. Dogs welcome at a charge of £12 per pet, per night (2 max)

Guest favorite

Holiday park in Hampshire

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 in Hampshire

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 in Somerset

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 in Osmington

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

Home in Hampshire

4.91 out of 5 average rating, 238 reviews

NewForest Cottage alongside Limewood Lyndhurst

New Forest Cottage nestled alongside Limewood, Enjoy direct access to the Forest literally outside the gate, the never-ending space, private heated swimming pool, large garden with children's entertainment including trampoline swing, slide and sandpit. Huge indoor wood burner. Couples, Friends, Families, we are ideal for large groups as sleep 12 comfortably, 220sqm over 2 floors. Park Dale is close to the beautiful villages of Lyndhurst, Brockenhurst, Beaulieu & 25 mins from Lymington.

Guest favorite

Guest suite in Canford Cliffs

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 in Dorset

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 in Long Sutton

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 in Charmouth

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

Cottage in Dorset

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!