
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.

Cosy Shepherd's Hut with wood-fired hot tub
Get away from it all and create romantic memorable moments in your rustic Acorn Hut. Step outside and be enveloped by nature and enjoy sitting in front of a fire pit or have a BBQ or a relaxing hot tub (EXTRA CHARGE!). Acorn Hut has everything you need to stay comfortably and is particularly suited for nature lovers. Its small Hobbit wood burner will keep you snug and warm on a cold evening. Toilet / shower are only a few meters away. One photo shows its location to other cabins / Horton Road.

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.

Family friendly & comfortable 2 Bed Holiday Home
Family friendly 2-bed holiday home (sleeps 6), centrally heated & double glazed throughout. Located in a quiet cul-de-sac close to all park amenities & adjoining beach. Price includes Wi-Fi. Open plan living space with large L shaped sofa/bed, 43" TV, & fully equipped integrated kitchen. Family shower room, & an en-suite to the Master bedroom, which also has a fitted double wardrobe, 32” TV & king-size bed. The twin bedroom has two single beds. The patio doors lead to a wraparound veranda.

Secluded hideaway, heated pool, walks, fossils
The Annex is bright, comfortable and cosy with a wood burner for winter. The public footpath crossing our garden next to the river Char links with many others - great for dog walkers. We are close to Charmouth beach and Lyme Regis – renowned for their fossil treasures. Love swimming? our freshwater pool is generally heated to a very cosy 29 - 30 degrees (warm bath temperature) and can be used from April to October With advance notice, the twin beds can be connected to form a king size bed

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

The Duck Wing, quirky dog friendly apartment
The Duck Wing is a quirky, self contained apartment on the first floor within Plenty Cottage. It's beautifully appointed for a relaxed, carefree stay in a wonderfully rural environment. Nothing is too much trouble. It sleeps two in double bed in a pretty bedroom and has a double sofa bed too. Own bathroom/shower, a separate WC and a warm spacious living area. The pub is 7 mins walk away and the beaches a 5 mins drive. The private, heated swimming is available 1st April - 31 Sept

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.
Popular amenities for Weymouth rentals with a pool
House rentals with a pool

Your Own Private Indoor Pool. Rural Seaside

Charming & cosy thatched farmhouse with fireplace

Large Airy Barn conversion, 5 bedrooms, Jurassic

Pet friendly 2 bed holiday home

Flint Cottage for two with indoor pool & sauna

Dog-friendly 2BR, 2BA family haven by Avon Beach

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

Peaceful West Dorset location
Condo rentals with a pool

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

The Palms Studio 6
Other holiday rentals with a pool

The Woodlark Lodge with Harbour Views

One bed Lodge in AONB Dorset with shared pool area

Sea La Vie, Rockley Park Holiday Home - Sea Views

Amazing Lodge, edge of Forest with giant deck

Static Caravan, 3 Bedroom Sleeps 6 on Dorset Coast

Kingfisher Lodge with Sea Views

Dorset Coastal Holiday Home

Our Plaice by the Sea
Quick stats about holiday rentals with a pool in Weymouth

Total holiday rentals
Explore 50 holiday rentals in Weymouth

Nightly prices starting at
Weymouth holiday rentals start at $83 NZD per night before taxes and fees

Verified guest reviews
Over 2,320 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Weymouth holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Chalet rentals Weymouth
- Rentals with a fire pit Weymouth
- Hotel rooms Weymouth
- Condo rentals Weymouth
- Apartment rentals Weymouth
- Bed and breakfasts Weymouth
- Rentals with a fireplace Weymouth
- Rentals with a hot tub Weymouth
- Guesthouse rentals Weymouth
- Family-friendly rentals Weymouth
- House rentals Weymouth
- RV rentals Weymouth
- Townhouse rentals Weymouth
- Waterfront rentals Weymouth
- Villa rentals Weymouth
- Fitness-friendly rentals Weymouth
- Rentals with a patio Weymouth
- Rentals with beach access Weymouth
- Rentals with breakfast Weymouth
- Rentals with lake access Weymouth
- Rentals with a washing machine and dryer Weymouth
- Cottage rentals Weymouth
- Cabin rentals Weymouth
- Pet-friendly rentals Weymouth
- Beachfront rentals Weymouth
- Rentals with outdoor seating 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
- Boscombe Beach
- Bournemouth Beach
- Lyme Regis Beach
- Brixham Harbour
- Kimmeridge Bay
- Torquay Beach
- The Tank Museum
- Highcliffe Beach
- Southbourne Beach
- Crealy Theme Park & Resort
- Preston Sands
- Beer Beach
- Mudeford Sandbank
- Mudeford Quay
- West Bay Beach
- Man O'War Beach
- Charmouth Beach
- Torre Abbey
- Hurst Castle
- Tapnell Farm Park




