Vacation rentals with a pool in Weymouth and Portland District

Breathtaking sea views from this light, cosy lodge

Seascape is a bright, airy lodge down its own drive 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 a cosy winter retreat, while in Spring and Summer use of a 1903 beach hut on a private beach is included. In addition, guests enjoy the amenities of SBV - all within a 15 min walk of the seafront!

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.

Get-a-Wey a static caravan at Haven Weymouth Bay

SUPERB ' 2020' edition ABI New Horizon. Sleeps up to 8 people. 1 double, 2 twin bedrooms (pull-out double sofa bed in lounge), shower/toilet, separate toilet, kitchen and lounge area. Located in a quiet area of the park and a short walk to nearby Bowleaze Cove. Note; This is caravan ONLY, a Haven pass may be required to access some areas of the park, including swimming pools. Prices for passes can be found on Haven website. WiFi is available throughout the caravan and main buildings

Spacious Caravan near sea Weymouth Bay Haven

Our holiday home is spacious with a well equipped kitchen. Located 12-15min flat walk (buggy friendly) from the seaside. The Haven park offers a swimming pool, live entertainment and play areas for kids until 14th November (access to indoor complex is an additional fee on a first come first serve basis) We are opposite the activity field. One car parking space next to the caravan.. CHANGEOVER DAYS ARE MONDAY OR FRIDAY. Please contact us to make a shorter booking or with any questions.

The Fleet Retreat

Our luxurious accommodation, ‘The Fleet Retreat’ boasts views of the Fleet Lagoon, a stunning nature reserve nestled between world famous Chesil beach and the South West Coast Path. It is situated just 1 mile from Portland and 2 miles from Weymouth town centre Our luxurious accommodation is in close proximity to an abundance of beaches, walks and activities. It is perfect for couples wanting to while away a lazy weekend or for families wanting to explore all that Dorset has to offer.

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.

Swanage Sands Vegetarian/Vegan Studio

The Sands Studio with its view of the sea stands in the garden of an Edwardian seaside home; situated opposite a short 100 yard footpath straight onto the beach. The room is available on a vegetarian self-catering basis. We are very grateful to our guests for respecting that this is part of a no meat no fish home! The Sands Studio is en-suite, with wifi, 100% cotton linen and towels, kingsize bed, chair bed and a cot or air-bed, television, dvd player, and kitchenette.