
Vacation rentals with a pool in Weymouth and Portland District
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Weymouth and Portland District
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Weymouth and Portland District rentals with a pool
House rentals with a pool
Top guest favorite

Home in Buckland Newton
5 out of 5 average rating, 6 reviewsWoodcutter's Cottage
Guest favorite

Home in Crossways
4.95 out of 5 average rating, 41 reviewsStunning Home with Roof Terrace at Silverlake
Top guest favorite

Home in Margaret Marsh
5 out of 5 average rating, 39 reviewsCharming thatched farmhouse, heated pool & cottage
Guest favorite

Home in Somerset
4.91 out of 5 average rating, 246 reviewsCountry House - Pool Jacuzzi Escape Room Karaoke
Superhost

Home in Dorset
4.88 out of 5 average rating, 8 reviewsEast Creek + beach side + pool, dog Ringstead Bay
Guest favorite

Home in Blandford Forum
4.98 out of 5 average rating, 55 reviewsFlint Cottage for two with indoor pool & sauna
Guest favorite

Home in Crewkerne
4.94 out of 5 average rating, 53 reviewsPerfect Country Home. Plenty of outdoor terraces
Superhost

Home in Musbury
4.9 out of 5 average rating, 10 reviewsOrganic Farm close to Lyme Regis
Condo rentals with a pool
Superhost

Condo in Bournemouth
4.97 out of 5 average rating, 31 reviewsThe Palms, Apartment 20

Condo in Portland
4.63 out of 5 average rating, 60 reviewsSeascape Apartment

Condo in Dorset
Holiday apartment own heated indoor pool & sauna
Superhost

Condo in Bournemouth
4.83 out of 5 average rating, 23 reviewsThe Palms, Apartment 15
Superhost

Condo in Bournemouth
4.9 out of 5 average rating, 31 reviewsThe Palms Apartment 16 with Balcony
Superhost

Condo in England
4.76 out of 5 average rating, 41 reviewsBournemouth 2 Bedroom Apartment 22
Superhost

Condo in Dorset
4.75 out of 5 average rating, 4 reviewsThe Palms, Apartment 19
Superhost

Condo in Bournemouth
4.94 out of 5 average rating, 18 reviewsThe Palms Studio 6
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- Rentals with a patio Weymouth and Portland District
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- New Forest national park
- Bournemouth Beach
- Weymouth Beach
- Kimmeridge Bay
- Paultons Park Home of Peppa Pig World
- Boscombe Beach
- Stonehenge
- Southbourne Beach
- The Tank Museum
- Crealy Theme Park & Resort
- Highcliffe Beach
- Preston Sands
- Sandy Bay Beach Blue Flag Winner 2019
- Torre Abbey
- Charmouth Beach
- Man O'War Beach
- Poole Quay
- Dawlish Warren Beach
- Beer Beach
- Oddicombe Beach
- Hurst Castle
- Palace House
- Watcombe Beach
- Tapnell Farm Park