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.

0 of 0 items showing

1 of 3 pages

Guest favorite

Home in LYME REGIS

5 out of 5 average rating, 22 reviews

Your Own Private Indoor Pool. Rural Seaside

New Year ‘25/26 Mon 29 Dec -5 Jan £4,300 Jan/Feb midweek get 4th night FREE! Message us 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.

Guest favorite

Holiday park in Hampshire

4.93 out of 5 average rating, 43 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.

Guest favorite

Home in Osmington

4.87 out of 5 average rating, 70 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 favorite

Barn in Long Sutton

4.86 out of 5 average rating, 300 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

Camper/RV in Furzehill

4.92 out of 5 average rating, 12 reviews

Wilksworth Holiday Park - 2 Bed - Pool Access

Escape to our charming 2 bedroom home nestled in the serene Wilksworth Holiday Park near Dorset’s picturesque countryside and stunning golden beaches. Perfect for families or couples, our home offers a cozy retreat with modern amenities. Enjoy shared access to a refreshing pool, perfect for unwinding after a day of exploration. Discover nearby scenic trails, quaint villages, and breathtaking coastal views. Your ideal getaway awaits, combining relaxation and adventure in a beautiful setting.

Superhost

Home in Whitchurch Canonicorum

4.84 out of 5 average rating, 55 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 favorite

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 favorite

Cottage in Dorset

4.99 out of 5 average rating, 341 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 favorite

Home in Westbourne

4.97 out of 5 average rating, 68 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.

Superhost

Apartment in Horton

4.8 out of 5 average rating, 49 reviews

Rivendell Apartment. Hot Tub-Pool. 2 Bed.

Fully refurbished and tastefully decorated two bedroom self contained flat, with private entrance, situated on a small holiday park. A light and airy space, perfect for getting away from the hustle and bustle. Situated on a small resort, shared use of the swimming pool ( heated during the summer months), hot tub and gardens are included with your stay.

Guest favorite

Home in Stockland

5 out of 5 average rating, 15 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.

Superhost

Chalet in Fordingbridge

4.85 out of 5 average rating, 123 reviews

New Forest lodge - 194 NO PETS

Stunning lodge located in a really private section of the park. Hot tub is included in the cost. Refurbishment plans - All new Parquet flooring and new carpets throughout from Oct 2024!!! Disposable BBQ’s are only allowed if used with a bbq holder that the park provide for free. NO DOGS - sorry it’s a pet free lodge.