Holiday 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.

0 of 0 items showing

1 of 3 pages

Guest favourite

Holiday park in Hampshire

4.93 out of 5 average rating, 40 reviews

Lovely dog friendly leafy lodge

Centrally located, unique lodge with amazing facilities and a beautiful tranquil setting. Perfect for those looking for that extra bit of space, a bit of added luxury or if there is a group of you, then look no further. free standing furniture, New York loft style décor and panoramic glass sliding doors creating a nature on the-inside vibe. The main bedroom features a stand-alone, roll-top bathtub (hidden Tv) and an en-suite. The second bedroom is a twin room with comfy beds lots of storage.

Superhost

Home in Lymington

4.89 out of 5 average rating, 122 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 favourite

Home in Osmington

4.86 out of 5 average rating, 65 reviews

Large coastal cottage with spa and private pool

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 favourite

Barn in Long Sutton

4.86 out of 5 average rating, 294 reviews

Somerset Threshing Barn w/ Pool, Hot Tub & Sauna

Discover the Threshing Barn, an ideal spot for family or group gatherings. Enjoy the spacious double-height kitchen and the cozy lounge with woodburner. Unwind in the covered hot tub and sauna, take a dip in the heated pool (open May to Sept) or play table tennis, pool, and table football. Explore nearby footpaths leading to three excellent pubs. We can help organise catering, pampering, and a wide range of activities, from archery and shooting to cider tasting, both on-site and off-site.

Superhost

Home in Whitchurch Canonicorum

4.83 out of 5 average rating, 53 reviews

Large peaceful home very near the sea with pool.

A delightful property at the edge of a quiet village. Wonderful walking through the vale, to the sea, or on the national trust land along the coast, all from your front door or a 5 minute drive to the sea. (Please note Xmas and New Year are 4 night minimum) Comprising of a house and two straw bale chalets with 11 bedrooms, 5 doubles ( 1 with a single bed and cot as well) , 4 singles and 2 twins. There are 3 kitchens, 4 bathrooms and a heated indoor pool. The village pub is a short walk.

Guest favourite

Guesthouse in Iwerne Minster

4.96 out of 5 average rating, 56 reviews

One bed Lodge in AONB Dorset with shared pool area

Fully refurbished ,Brook Lodge sits in the grounds of the main house in the village of Iwerne Minster. One bedroom , king sized bed. Bathroom with free standing bath and separate walk in shower. Open plan living area downstairs with sofa , dining area for 4, new fitted kitchen ,separate cloakroom and entrance hall. Small outdoor semi private seating area.Free WiFi .TV. Welcome pack. NB Outdoor heated pool OPEN beginning JUNE to SEPTEMBER ONLY .NB Pool use is shared with property owners.

Guest favourite

Home in LYME REGIS

5 out of 5 average rating, 22 reviews

Your Own Private Indoor Pool. Rural Seaside

LAST MINUTE OFFERS Mon-Fri Nov/Dec ‘24 4th night free! Mon 16-Sat 21 Dec £1,671 Coombehayes Barn. Beautifully appointed, self-contained, spacious. A mile from the sea. Super warm, private indoor pool - for your exclusive use. Perfect for relaxed family/friends get-togethers and celebrations. Tranquil yet convenient location. Lyme Regis, Jurassic Coastline. Beaches, footpaths, fossils. Lots for kids to do: PS5, table football, table tennis. Large, safe, enclosed garden. Super fast wifi.

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 favourite

Cabin in East Southbourne

4.94 out of 5 average rating, 54 reviews

The Pool House

In the most beautiful location, just a stones throw from hengistbury head beach and nature reserve and just 15 minutes walk from the trendy and bustling Southbourne. This gorgeous newly built pool house makes a perfect place to rest after exploring the beautiful and fun local offerings or work. The heated swimming pool can be used for an additional service fee of £50. The pool house has its own access via a side gate, and is set at the back of the rear garden of the owner’s property.

Guest favourite

Cottage in Dorset

4.99 out of 5 average rating, 339 reviews

The Condo (Indoor Pool available May- end Sept)

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!

Guest favourite

Home in Westbourne

4.98 out of 5 average rating, 65 reviews

Incredible sea views and heated outdoor pool

“With its incredible sea views, contemporary open-plan living and heated outdoor pool, this Airbnb is like something out of a Hollywood film” according to Good Housekeeping January 2024. The designer garden with hard and soft landscaping features a heated private endless pool (available April to December) and amazing sea views that draw you to the cliff top deck. Powerboat charter available on prior request.

Guest favourite

Home in Stockland

5 out of 5 average rating, 14 reviews

Rural idyll with exclusive private indoor pool

Modern house extending to 180 sqm with indoor pool (10m x 5m) for exclusive private use by guests, terrace and garden. Studio, bedroom, kitchen, bathroom and laundry room with plenty of space to relax. Fantastic views over unspoilt countryside with plenty of walking possibilities and a village pub/restaurant in nearby Stockland.