House vacation rentals in Weymouth and Portland District

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Top-rated house rentals in Weymouth and Portland District

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Guest favorite

A modern kitchen and dining area features sleek white cabinetry and a wooden countertop. The space includes a circular dining table with seating for six, a large flat-screen TV on the wall, and sliding doors leading to the outside. Bright light illuminates the room.

Home in Dorset

4.95 out of 5 average rating, 120 reviews

☀️Sunny modern house in Weymouth with parking☀️

SUNNY CORNER ; a recently refurbished large house set in a desirable area of Weymouth, Dorset. A bright and modern house with a south facing garden which will sleep eight people & has a private driveway for three cars. The house is located in the desirable area of Lodmoor ; a fifteen minute walk on flat ground leading you to Weymouth Beach, The Esplanade & Local Attractions. It's also located on a bus route with various locations to visit and a pub within walking distance serving great food.

Top guest favorite

The exterior of the lodge features a modern, dark wooden facade with large glass doors that open into the main living area. A spacious patio area is surrounded by landscaped gardens, with decorative plants and seating arrangements for relaxation.

Home in Leigh

4.95 out of 5 average rating, 231 reviews

Luxurious rural retreat

The Lodge at Willen Farm is a beautiful single level converted barn on the outskirts of the quiet village of Leigh, just 4 miles from the town of Sherborne in Dorset. The Lodge provides the perfect location for a relaxing escape to the rural countryside, yet just 40 minutes from the fabulous Jurassic coastline. Spacious accommodation with two double bedrooms, one with en-suite shower/toilet and a separate bathroom. Contemporary style with an outside patio area. Parking and a small garden area.

Top guest favorite

A spacious living area features exposed wooden beams and warm lighting. A large bed adorned with decorative pillows is visible alongside a cozy seating arrangement. A dining table and chairs are positioned near a storage unit, while an inviting rug adds a touch of comfort.

Home in Sandleheath

4.97 out of 5 average rating, 276 reviews

Orchard Barn Spa, exclusively for you, New Forest

Orchard Barn offers a couple the perfect romantic retreat, including a new Spa Barn with hot tub and sauna, for your exclusive use during your stay. Orchard Barn is spacious, detached and oak framed, set in a large garden with pretty woodlands. It has a stunning double height ceiling, giving a truly romantic feel. The cottage is equipped to meet all your needs, from luxurious white linen by Beaumont & Brown, to robes for the spa. I aim to ensure that all my guests have a truly memorable stay.

Top guest favorite

A cozy sitting room features a combination of exposed stone and modern decor. A plush dark sofa and green armchair are positioned around a wooden coffee table. Natural light enters through the large window, which is dressed with white shutters. A television is mounted on the wall.

Home in Lyme Regis

4.99 out of 5 average rating, 244 reviews

Grand Cosy Stay by the Seaside in Lyme Regis

‘Waterside’ sits on the River Lym, originally built in the 1800’s, inspired by France in the busy port trading days of Lyme Regis. This well photographed house commands its place along this notable stretch of water. Completely and beautifully renovated in early 2021. Enjoy views from the middle and top floor overlooking the 17th century Gosling Bridge and the ‘Lynch’ where the waterway divides to service the town mill. 4-minute walk to the beach, artisan shops & high street.

Guest favorite

A bright living area contains large windows with sheer curtains, allowing natural light to fill the space. A comfortable sofa is positioned against the wall, and a wooden dining table with soft chairs is visible. Shelving units feature decorative accents and a television.

Home in Dorset

4.97 out of 5 average rating, 234 reviews

Cosy Chesil Beach Getaway - Weymouth

Welcome to our beautiful static caravan, situated on the 5* award wining Chesil Beach Holiday Park. You can enjoy views across Chesil beach towards to the Isle of Portland. Ideal for making the most of all that Weymouth has to offer, as well as Portland and the Jurassic Coast. It is also perfectly located for walking the infamous South West Coast Path, which runs along the bottom end of the site. ** PLEASE NOTE, WE DON'T PROVIDE BED LINEN** One dog per booking welcome.

Superhost

The living area features a modern grey sectional sofa adorned with patterned cushions. A wooden coffee table sits on a blue area rug. Natural light enters through a large window, while a mounted TV and decorative wall elements enhance the stylish design.

Home in Dorset

4.84 out of 5 average rating, 231 reviews

Olly's Retreat

Step inside Olly's and you'll be impressed by the modern and stylish interior and the benefit of a sunny private courtyard. Accommodation consists of a large open plan modern living space, with integrated kitchen. The large bathroom with power shower is also located on the ground floor. Upstairs two generous bedrooms, one with a king size bed and the other twin beds. The property sleeps four and we also accept dogs (however please do not leave them alone in the property)

Guest favorite

A living area features light-colored furniture, including a cozy sofa adorned with decorative pillows. A flat-screen television sits on a dark wooden unit. Artwork depicting a sailboat and a wooden oar add character to the walls. Natural light enters through a window with light shades.

Home in Dorset

4.87 out of 5 average rating, 115 reviews

Fair Winds House

Fair Winds offers a getaway just a stone's throw from the ocean and Portland Marina with allocated parking and enclosed garden. Wake up to sea views 2 minutes walk from Portland Castle Beach, or 5 minutes to the renowned Chesil Beach. We have a brilliant bakery and the beachside sauna, both just around the corner. For a peaceful retreat or an adventure by the sea, Fair Winds is an ideal base for exploring the wonders of Dorset's stunning coastline.

Superhost

A contemporary living area is illuminated by natural light, featuring large glass doors that frame scenic views of the surrounding fields. Two gray sofas are arranged around a central coffee table, creating a welcoming space. A wood burner is positioned against a textured stone wall, complementing the modern decor.

Home in Dorset

4.87 out of 5 average rating, 126 reviews

Melbury Lodge, Dorset - hot tub, stunning views

Stylish and contemporary lodge, located in a peaceful position within the pretty Dorset village of Ansty. The beautifully presented lodge is light and spacious throughout with stunning views from the open plan living, dining, kitchen area. Doors open to large decked area for alfresco dining. A cosy wood burner is perfect for the cooler evenings and of course the real highlight is the luxurious hot tub to be enjoyed all year round!

Superhost

A living room features a cozy arrangement of teal sofas and an armchair, complemented by a soft patterned rug. A large bay window allows natural light to flood the space, highlighting the decorative shelves and a mirrored feature above the fireplace. Fresh greenery adds a touch of nature.

Home in Weymouth

4.78 out of 5 average rating, 101 reviews

The Old Post Office - Weymouth Harbour Home

This is a 2 bedroom house with a very small front garden (no back garden) a few seconds away from Weymouth Harbour. We bought the house after staying in the one next door on holiday and loving the area and everything about Weymouth! There is an additional living room in the loft with a bar table, sofa and TV. We have a dog and will allow one well behaved dog and would prefer they stay downstairs.

Guest favorite

A bright living area features a gray sofa bed positioned beside a wooden dining table with two chairs. Lush indoor plants are arranged along the walls and shelves, with natural light filtering through the window dressed in blinds.

Home in Dorset

4.88 out of 5 average rating, 417 reviews

Weymouth house, full of plants and near the sea

welcome to our Airbnb, its light with modern decor and indoor plants a plenty. 10 min walk to Portland Harbour with easy access to the Rodwell Trail which connects it's location to town and Chesil/Portland by foot. Great location for water sport, nature and more. ** Please note this property isn't suitable for 5 adults**

Guest favorite

The charming exterior of the house is framed by vibrant greenery and colorful flowers. A winding stone path leads from the garden to the entrance, while a sunlit blue sky enhances the welcoming atmosphere of the property.

Home in Dorset

4.87 out of 5 average rating, 102 reviews

Beautiful spacious home & garden

Kick back and relax in this calm, stylish space with a beautiful garden and wildlife pond. 15 mins walk from Weymouth’s award winning beach and Lodmoor Country Park (seasonal miniature steam train, Sealife Centre and Sandworld). Easy reach of Weymouth’s historic harbour.