
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.

Everdene shepherd's hut
Lovely views of the Blackmore Vale (amazing sunsets weather permitting!) Our huts are in a secluded area of the farm. Kingsize bed/twin beds opposite ends with curtains for privacy. Woodburner, hot/cold running water, fridge, hob, microwave, wardrobe. Picnic bench & fire pit outside. Wonderful walks, only 10 minutes on foot to village shop and pub. Great for families. Short walk to luxury wetrooms, w/m, drier. Fishing on farm. Indoor exercise pool payable locally. (Subject to availability)

Summer Lodge
The Summer Lodge boasts uninterrupted views of the Fleet Lagoon and world famous Chesil Beach from its elevated position on the South West Coast Path (Jurassic Coast). Located just one mile from the Isle of Portland, the home of the 2012 Olympic sailing events and a short drive from Weymouth town centre and harbour, our stunning holiday home is perfectly situated for anyone wanting a coastal escape. Our sea view lodge sleeps 6 people. There are 2 double bedrooms and a small double sofa bed.

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.

Sandy Balls Holiday Village New Forest Hampshire
Spacious and well equipped holiday home located in a quiet spot at Sandy Balls Holiday Village. Bed linen, free WIFI & guest passes are included. Facilities: Indoor/outdoor pools, gym, jacuzzi, 2 adventure play areas, soft play, arcade, restaurants, Starbucks coffee shop and a village store. Enjoy evening entertainment and family activities, bike hire & alpaca walks. Sandy Balls is the perfect location for exploring the New Forest and surrounding areas. Paulton’s Park is 25 minutes away.

A luxurious modern 3-bedroom Swift Bordeaux
A luxurious modern 3-bedroom Swift Bordeaux Silver Prestige. This fabulous caravan is situated at Haven Littlesea Holiday Park in Weymouth in a spacious plot with views of the Fleet Lagoon and Chesil Beach. Sleeps up to 6 people. 1.5 bathrooms Linen and towels supplied. Parking spaces for 2 cars. Outside decking and seating area. Onsite restaurant, laundrette and local shop. For use of swimming pool, entertainment venue and booking activities you can purchase Play Passes from Haven

Breathtaking sea views from this light, cosy lodge
Seascape is a bright, airy lodge tucked away at the edge of Swanage Bay View. Adjoining Townsend Nature Reserve it enjoys utter tranquillity and spectacular views over the bay, as seen on 'A Place in the Sun'. With its tasteful modern furnishings, central heating and double glazing, Seascape is cosy in winter, while in warmer weather, the large deck offers a panoramic view all the way to Corfe Castle. In addition, guests enjoy the amenities of SBV - all within a 15 min walk of the seafront!

Clover Carriage with pool, sauna and outdoor bath
Nestled into our working farm, this lovingly restored railway carriage is the perfect spot for a romantic stay away. The views are out of this world and all viewable from the large glass doors so you can stay tucked up in bed or on the sofa in front of the fire, with great wifi, free access to our beautiful heate pool & sauna (located in the pool house), beautiful walks both from the carriage or a short drive to the coast path, pub lunches, sunsets, fairy lights and a romantic outdoor bath

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

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.

Piilopirtti - a traditional Finnish log cabin
Spend your days in a traditional Finnish log cabin with a grass roof. Step outside and be enveloped by rhododendrons and enjoy sitting in front of a fire pit or a BBQ amongst trees and nature. The main room is for sleeping and living with a super-king size bed, table, TV, 2 easy chairs. The cabin has a fully equipped kitchen and a bathroom. Cabin is not fenced in. Adjacent to Ringwood Forest where you will find a cycle trail, Moors Valley Country Park, a golf course and a lake.

The Duck House. A child/dog friendly rural chalet
The Duck House is a lovely child/dog friendly chalet nestling in the orchard at Plenty Cottage. Quiet and peaceful it's the perfect retreat for a family - and dogs are especially welcome! Open plan living it’s a comfortable and home from home. A wonderful rambling garden, summerhouse, BBQ and a (free) heated swimming pool (1st April - 31st Sept). The mantra is 'No Stress'. Ample parking, dog/child friendly pub 7 mins walk away. Wonderful NT beaches just five min drive.

Private use of 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!
Popular amenities for Weymouth rentals with a pool
House rentals with a pool

Launceston Farmhouse with swimming pool & sauna

Susie's Caravan in Dorset

Spacious Caravan near sea Weymouth Bay Haven

Your Own Private Indoor Pool. Rural Seaside

Country House - Pool Jacuzzi Escape Room Karaoke

The Beach House Bournemouth

6-Bedroom Retreat w/ Pool, Sauna, Garden & Bar

Wimborne luxury dog friendly lodge with pool
Condo rentals with a pool

The Palms, Apartment 20

Seascape Apartment

Holiday apartment own heated indoor pool & sauna

Flat 10 Pelican House

The Palms Apartment 16 with Balcony

Bournemouth 2 Bedroom Apartment 22

2-BR Penthouse Apt. close to Beach with Pool*.

The Palms, Apartment 19
Other vacation rentals with a pool

The Woodlark Lodge with Bay Views

Modern Spacious Holiday Home With Sea Views

Luxury barn conversion with indoor pool

Static Caravan 40x13ft on Forest Edge Holiday Park

Cosy Cabin in the New Forest at Sandy Balls

Kingfisher Lodge with Sea Views

Dorset Coastal Holiday Home

Family Lodge, Sandford Holiday Park, Dorset
When is the best time to visit Weymouth?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$28,239 GYD | G$28,239 GYD | G$24,892 GYD | G$27,402 GYD | G$30,121 GYD | G$28,239 GYD | G$36,606 GYD | G$40,371 GYD | G$26,356 GYD | G$26,565 GYD | G$22,382 GYD | G$21,545 GYD |
| Avg. temp | 7°C | 7°C | 8°C | 9°C | 12°C | 15°C | 17°C | 17°C | 16°C | 13°C | 10°C | 8°C |
Quick stats about vacation rentals with a pool in Weymouth

Total vacation rentals
Explore 50 vacation rentals in Weymouth

Nightly prices starting at
Weymouth vacation rentals start at G$12,551 GYD per night before taxes and fees

Verified guest reviews
Over 2,100 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Weymouth vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Weymouth rentals

4.8 Average rating
Weymouth stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Durham Vacation rentals
- Paris Vacation rentals
- London Vacation rentals
- Picardie Vacation rentals
- Grand Paris Vacation rentals
- Thames River Vacation rentals
- South West Vacation rentals
- Inner London Vacation rentals
- Rivière Vacation rentals
- Dublin Vacation rentals
- Brussels Vacation rentals
- South London Vacation rentals
- Condo rentals Weymouth
- Townhouse rentals Weymouth
- Rentals with beach access Weymouth
- Rentals with a fireplace Weymouth
- Family-friendly rentals Weymouth
- House rentals Weymouth
- Rentals with a patio Weymouth
- Cottage rentals Weymouth
- Rentals with outdoor seating Weymouth
- Rentals with lake access Weymouth
- Beachfront rentals Weymouth
- Villa rentals Weymouth
- Fitness-friendly rentals Weymouth
- Pet-friendly rentals Weymouth
- Cabin rentals Weymouth
- Bed and breakfasts Weymouth
- Rentals with breakfast Weymouth
- Hotel rooms Weymouth
- Chalet rentals Weymouth
- Guesthouse rentals Weymouth
- RV rentals Weymouth
- Rentals with a hot tub Weymouth
- Beach house rentals Weymouth
- Rentals with a fire pit Weymouth
- Apartment rentals Weymouth
- Waterfront rentals Weymouth
- Rentals with a washer and dryer Weymouth
- Rentals with pools Dorset
- Rentals with pools England
- Rentals with pools United Kingdom
- New Forest National Park
- Paultons Park Home of Peppa Pig World
- Stonehenge
- Weymouth Beach
- Bournemouth Beach
- Boscombe Beach
- Brixham Harbour
- Lyme Regis Beach
- Bournemouth International Centre
- The Tank Museum
- Southbourne Beach
- Kimmeridge Bay
- Torquay Beach
- Beer Beach
- Crealy Theme Park & Resort
- Mudeford Quay
- Mudeford Sandbank
- Preston Sands
- Longleat Safari Park
- West Bay Beach
- Man O'War Beach
- Charmouth Beach
- Torre Abbey
- Hoburne Naish Holiday Park





