Vacation rentals with a patio in Weymouth and Portland District

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Top-rated patio rentals in Weymouth and Portland District

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Top guest favorite

An expansive wooden deck is featured, with a modern round fire pit positioned among lush greenery and vibrant flowers. Large glass doors allow views into the interior space, which is visible beyond the deck. The natural landscape extends in the background under a clear sky.

Shepherd’s hut in Lyme Regis

4.99 out of 5 average rating, 115 reviews

Headland Hideaway Shepherd's Hut in Lyme Regis

SHEPHERDS HUT An opulent hideaway retreat nestled on the Lyme Bay headland with uninterrupted ocean views, perfect for romantics & family adventurers. With an expansive sundeck, fire pit & swimming pool & endless expanse of garden. Embark on the most charming private adventure from bedroom shepherd's hut & adjacent shower room to the architectural wonder of the glass framed kitchen, diner & sitting room with freestanding log burner & stylish interior. Sit and wonder at the expanse of ocean views

Top guest favorite

The blue Shepherd’s Hut is positioned on a grassy area, showcasing its charming curved design. Wooden steps lead to the entrance, inviting guests inside. Surrounding trees and a scenic countryside view enhance the peaceful setting.

Shepherd’s hut in Dorset

5 out of 5 average rating, 266 reviews

Luxurious Shepherd’s Hut with Hot Tub

Get back in touch with nature at this luxury Shepherd’s Hut nestled in a quiet hamlet. Enjoy the large hut’s interior amid thoughtful industrial style decor and modern finishes and embrace outdoor living in your own large outdoor space, surrounded by breathtaking views of the countryside. Relax in the large fire fuelled hot tub, lounge on the deck in front of the fire pit or grab a bean bag and find a quiet spot in your own private paddock. This place offers luxurious comfort indoors and out.

Superhost

An indoor pool is surrounded by sleek gray tiling and illuminated by recessed lighting. The pool's inviting turquoise water reflects the ceiling lights. A cozy seating area with cushions is visible in the corner, providing a relaxed atmosphere.

Cottage in Osmington

4.86 out of 5 average rating, 130 reviews

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.

Top guest favorite

A spacious outdoor dining area is sheltered by a bamboo-covered roof. A large wooden table is surrounded by several chairs, with a decorative wicker centerpiece. Lush greenery is visible in the background, creating a serene and inviting environment.

Cabin in East Coker

5 out of 5 average rating, 120 reviews

Sunset Cabin Somerset

A private and peaceful country Cabin retreat for two, The Cabin boasts a covered veranda ,outside dinning and chill out sofa, Totally unique not constructed as a rental but lovingly created for us to enjoy as a family, There's an abundance of bird life and some stunning local walks through the enchanting holloways around The Coker's, Easy access (25mins) walk to local pubs (50mins) drive to the Jurassic coast and local beaches We are a quite retreat so sorry no Infants , Children or pets

Superhost

A private, enclosed garden is displayed featuring a brick pathway that leads to the cottage. Lush greenery surrounds the space, complemented by potted plants and a small grassed area. Outdoor seating is positioned for relaxation, and a pond adds charm to the tranquil setting.

Cottage in Wyke Regis

4.82 out of 5 average rating, 109 reviews

Coastal Hideaway, Weymouth/Portland cosy cottage

The cottage is nestled in the lovely village of Wyke Regis, tucked away just off the quiet Old High street and close to both Weymouth and Portland. Perfect for small families/couples + dogs. Within easy walk of small beaches, coastal walks and amenities such as dog friendly pub, Tesco Express and takeaways. Portland harbour is a mere 2 miles away as is the World famous Chesil Beach which forms part of the Jurassic coast. South West Coast Path is minutes walk away, perfect for a stop over.

Superhost

A spacious bedroom features a wooden bed with soft bedding and decorative pillows. Flanking the bed are two bedside tables with lamps. The wall behind is painted in a refreshing green hue, while a set of light towels is neatly arranged on the bed.

Home in Dorset

4.88 out of 5 average rating, 99 reviews

Seaside Retreat – Cosy 2-Bed, Garden & Murals

Welcome to your seaside escape — a cosy, art-filled hideaway just two minutes from the beach. This relaxed little home is full of personality, plants, and sunshine. My sister’s hand-painted murals and original artwork give the space a creative, soulful feel, and the private garden (a total suntrap in summer) is perfect for morning coffee or evening drinks. Whether you're here for sea swims, a weekend reset, or just a change of pace, this is the kind of place made for feeling at home.

Top guest favorite

A modern living space is illuminated by natural light from large windows. A spacious bed, adorned with patterned linens, is complemented by bedside lamps and a cozy seating area featuring two chairs. A television is positioned for convenient viewing, enhancing the inviting atmosphere.

Condo in Dorset

4.96 out of 5 average rating, 141 reviews

Newly built self contained Annex in Weymouth

A new purpose built self-contained annex, located in one of Weymouth's most prestigious and quiet locations. Situated a few minutes walk from a local beach and with just a 10 minute walk to Weymouth harbour. The property is thoughtfully furnished to provide a comfortable experience. A large Juliet balcony and plenty of windows ensure a light and airy ambience. Private gated off road parking with security cameras leads to a rear self contained outdoor patio area and the main entrance.

Guest favorite

An enclosed patio area features L-shaped rattan seating surrounded by a variety of potted plants. The surface is paved with large stone tiles, and a mix of buildings can be seen in the background under a clear blue sky.

Townhouse in Dorset

4.95 out of 5 average rating, 174 reviews

CLOUD 9 🦚 Homely & Happy 😊 Near the Beach 🌊🐟🌞

CLOUD9 was fully renovated and designed with love by our family🧡 Original features with a twist of vintage & new decor 😊 Frontroom/Dining Room area, kitchen with downstairs toilet & door to enclosed patio. 1st floor spacious shower room. Peacock 🦚 bedroom. Blossom bedroom🌸 bay window with sea views 🌊 Attic room twin bedroom, with sea views. The beach 🌊 is 5 minutes bimble, a local co-op, fish & chip shop & pubs🐟 😊 Super fast 100mb+ WiFi. Fully equipped kitchen.

Guest favorite

A cozy living area features a wood burner set into a simple mantel, complemented by a glass coffee table with wooden legs. Two colorful armchairs, one yellow and one teal, are arranged around the space, with natural light streaming through the windows adorned with potted plants.

Cottage in Dorset

4.93 out of 5 average rating, 151 reviews

A Charming Cottage, Just a Moment from the Beach

Right on the gateway of the best beach in the United Kingdom. This is an excellent place to get your Weymouth adventure underway. Sympathetically updated and located a moment from the beach and train station; it'll suit most visitors needs. We've tried to update the cottage in keeping with a turn of the century victorian home, yet keeping it stylish and up to date with all the mod-cons you would expect. We're located close-by, so we're on-hand to support your trip. Enjoy.

Guest favorite

The entrance features a solid wooden door framed by two decorative lion statues, each placed on stone bases. Ambient lighting highlights the textured walls, and the home’s address can be seen above the door.

Vacation home in Easton

4.94 out of 5 average rating, 162 reviews

Quirky 2 bed holiday home with hot tub and sauna.

Newly built 2 bedroom cottage with hot tub and sauna located in Easton on Portland in Dorset. This unique home is built in Portland stone and has a ground floor outdoor space with patio and outdoor oven area as well as having an upstairs outdoor mezzanine area with bi-folding doors. The main living space that includes a 90” television. All equipped with sky Q including sports. Both bedrooms have super king beds and are en-suite with showers and jacuzzi baths.

Top guest favorite

An open-plan living area features a two-seater sofa and a single red armchair. A television is positioned on a low white cabinet. The walls display various paintings. A kitchen area with white cabinetry can be seen in the background, along with a spiral staircase leading to the upper level.

Guesthouse in Easton

4.97 out of 5 average rating, 103 reviews

Characterful 2-bedroom cozy cottage with garden

Enjoy a stylish experience at this centrally-located cozy two-bedroom cottage with modern facilities plus Sky, coffee machine and private garden. Bedroom one has a double bed, bedroom two is a twin with two single beds. Walking distance from shops, cafes, Church Ope beach, cliff paths. Visit Portland to sail, dive, rock climb, bike ride, hike, visit art exhibitions, relax and explore. Unsafe for pre-school kids. Sorry no under 5 years old. No smoking 🚭

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

4.86 out of 5 average rating, 118 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.