Chalet vacation rentals in Weymouth and Portland District

A scenic view showcases rolling green hills leading down to the sparkling blue water of the sea. The sky is clear and bright, with gentle slopes covered in lush grass and patches of farmland visible in the distance.

5 out of 5 average rating, 15 reviews

West Bex sea view 6-berth Chalet on Jurassic Coast

* Min 3 NIGHT stay. Bring BED LINEN See FULL DETAILS below * Welcome to our private rental 2 bedroom 6 berth holiday chalet at West Bexington on Sea overlooking Chesil beach on the stunning Jurassic coast. The chalet boasts a garden & patio area on a quiet caravan park; perfect for a peaceful stay. You can also enjoy an abundance of activities locally and along one of the most beautiful coastlines the country has to offer. Enjoy the views and sounds of nature when you stay in this unique place.

An entrance area features warm wooden cladding and carefully arranged lighting. The dark front door is framed by a lantern, creating a welcoming ambiance. A wooden porch provides a covered area leading to the door, and a small window is visible in the background.

4.95 out of 5 average rating, 111 reviews

Wyvern Apartment - Where your comfort matters

Wyvern Apartment is a newly converted studio apartment which is close to beautiful countryside and many great attractions. We have designed the apartment with our guests' comfort in mind and it has been ideally equipped for both business and pleasure guests. There is free parking, a flat screen smart TV, free unlimited WI-FI along with lots of other little touches to help make your stay as welcoming and convenient as possible. The apartment boasts a well equipped kitchen and walk-in shower room.

A serene beach scene features soft golden sand stretching along the shoreline. Calm waters reflect a clear blue sky dotted with wispy clouds. A distant pier can be seen on the horizon, with rocky formations providing added texture to the landscape.

4.93 out of 5 average rating, 109 reviews

Southbourne Beach Lodge, Summer calendar now open

Imagine a beach hut, only 4x bigger and given a contemporary Scandi makeover. Welcome to the Southbourne Beach Lodge. A compact studio chalet, 3mins walk from the beach. Sleeps 4 in two king beds: one on the ground floor and the second in a mezzanine. Ideal for a couple or small family who love the beach and/or walking. Own entrance, free street parking in cul de sac, 50 metres from the front door. 4miles from Bournemouth; 2 from Christchurch; 1 from Hengistbury Head. No pets. No under 5s.

A view of a tree house nestled between tall trees, set amidst lush greenery. The wooden structure features large windows and a sloped roof. A pathway and a wooden railing lead to the entrance, ensuring easy access for children. Surrounding foliage creates a serene atmosphere.

4.89 out of 5 average rating, 9 reviews

Large chalet in woodland setting inc shepherds hut

Modern chalet in Sylvan style setting. Large wooded garden backs on to bridle way River walks and Stour Valley nature reserve only 1 minute walk away. Lots of wildlife including deer and the resident tawny owl. Under 10 minutes drive to 7 miles of golden Sandy beaches. 10 minute drive to New Forest. Lots of local bars and restaurants all walking distance away. Table tennis table, wood fired pizza oven and gas BBQ! Tree house for the children to use! Big rope swing at the bottom of the garden 😀

The outdoor veranda features wooden decking with a dining table and chairs, framed by potted plants. Two sets of French doors provide access to the interior. The chalet's exterior is constructed from natural wood, complementing the serene surroundings.

4.85 out of 5 average rating, 470 reviews

Off grid chalet . HOT TUB & SAUNA. Kid friendly.

A lovely, light and spacious chalet on the Somerset Levels; finished to a high standard with its own private wood-fired hot tub on the veranda overlooking fields. Gas heating and a wood burner. (see house rules for wood burner usage) TOWELS ARE NOT PROVIDED Check in and out times sometimes can be altered to your needs . Ask when booking . The location is a mile away from a pub and 1.5 from a local supermarket. It’s down a track and very secluded . Don’t expect suburbia. No TOWELS provided .

Top guest favorite

A scenic view captures the tranquil curves of a sandy beach bordered by rocky cliffs. The clear blue waters of the ocean gently lap against the shore, while patches of greenery are visible along the coastline. The sky is bright and clear, enhancing the coastal landscape.

4.96 out of 5 average rating, 289 reviews

Durdle Door & Lulworth Cove. Family/Dog friendly.

Our holiday home is located in Durdle Door Holiday Park near the famous stone arch of Durdle Door, a UNESCO World Heritage site. It's in a great position, being one of the closest homes to the beach access path, and boasts sea glimpses from the sun deck and living room window. Featuring all mod-cons it is a really comfortable home-from-home. The park is quiet and well-maintained with a shop, restaurant, bar and play-park. Lulworth Cove, along with its pubs and restaurants are a short walk away.

A wooden deck features a neutral-toned table surrounded by matching chairs, providing a seating area with panoramic views of Swanage Bay. The coastline can be seen in the distance, framed by lush greenery and a clear blue sky.

4.94 out of 5 average rating, 262 reviews

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 spacious open-plan living area is featured, showcasing natural wood finishes on the walls and ceiling. Two red armchairs are positioned around a low wooden table with a small plant and candle. A large window allows light to brighten the space, while a cozy sofa complements the warm atmosphere.

4.8 out of 5 average rating, 30 reviews

The Dorset Resort

The twelve 5 Star Scandinavian Log Homes at the Dorset Resort are made entirely from trees grown in the Nordic forests of Finland and available to rent from 2 days to 4 weeks. With 3 ensuite bedrooms, a further bathroom and 2 sofa beds the house is equipped to sleep 8 comfortably. Open plan living with fully equipped kitchen, linen and towels included for an easy break. A built in sauna adds that extra element of luxury with complimentary use of the Resort fitness suite and discounted golf.

A spacious outdoor veranda features a table and chairs surrounded by modern wicker seating. Flowers add a touch of color, while views of the Fleet Lagoon and distant coastline extend invitingly under a clear blue sky.

4.96 out of 5 average rating, 200 reviews

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.

The stone façade of Plenty Cottage is framed by lush greenery, with a wooden gate leading to a gravel driveway. A charming duck statue is positioned near the entrance, enhancing the welcoming atmosphere of this inviting retreat.

4.88 out of 5 average rating, 210 reviews

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.

Top guest favorite

A small outdoor patio area features a round table set with plates and glasses. Two white chairs surround the table, positioned on stone flooring surrounded by lush green grass. Sunlight filters through the trees, creating a serene atmosphere.

4.92 out of 5 average rating, 174 reviews

Coastal log cabin, near Nature Reserve and River

The Log Cabin is a garden room in a pretty, tree surrounded garden with its own entrance. It is opposite the main house, which is hidden away from the main road. It’s quiet and relaxing. A 10 minute drive in all directions will take you to St Catherine’s Hill, the airport, train station, beautiful beaches, The New Forest, wonderful bars and restaurants. I’m now trialling hiring out paddle boards and kayaks for the day or half days including transport.

Top guest favorite

The image captures a tranquil scene of a harbor at dusk, featuring gentle waves reflecting soft light from buildings along the shore. Boats are moored peacefully, and a winding stone walkway leads to the water's edge, framed by distant hills beneath a cloudy sky.