Chalet holiday rentals in Weymouth and Portland District

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Top-rated chalet rentals in Weymouth and Portland District

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Guest favourite

Chalet in West Lulworth

4.95 out of 5 average rating, 220 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.

Guest favourite

Chalet in Pibsbury

4.86 out of 5 average rating, 444 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 .

Guest favourite

Chalet in Dorset

4.96 out of 5 average rating, 46 reviews

'The Nest' Weymouth Bay Haven with bath sleeps 6

A 6 berth Atlas Onyx static caravan on Haven’s prestigious Weymouth Bay Holiday Park. Fully double glazed with gas central heating. Double room with king size bed and en-suite bathroom, TV and storage space. Twin bedroom, bathroom with shower, sink and toilet and fully equipped kitchen with full size fridge/freezer, gas oven and microwave. Lounge with TV, flame effect fire and pull out bed with sliding patio doors leading to outside decking area. Parking right outside. Short walk to the beach.

Guest favourite

Chalet in Dorset

4.94 out of 5 average rating, 232 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!

Guest favourite

Chalet in Dorset

4.94 out of 5 average rating, 35 reviews

A luxurious modern 3-bedroom Swift Bordeaux

A luxurious modern 3-bedroom Swift Bordeaux Silver Prestige. This fabulous caravan is situated at Haven Littlesea Holiday Park in Weymouth in a spacious plot with views of the Fleet Lagoon and Chesil Beach. Sleeps up to 6 people. 1.5 bathrooms Linen and towels supplied. Parking spaces for 2 cars. Outside decking and seating area. Onsite restaurant, laundrette and local shop. For use of swimming pool, entertainment venue and booking activities you can purchase Play Passes from Haven

Guest favourite

Chalet in Weymouth

4.98 out of 5 average rating, 220 reviews

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 Jurassic 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.

Guest favourite

Chalet in Marnhull

4.85 out of 5 average rating, 135 reviews

Yew Tree View

Yew Tree View is close to countryside footpaths and great British pubs. You’ll love the comfy bed, the quiet, secluded location and the great value for money. Yew Tree View looks out over the gardens and fields, and includes a small kitchenette. The property is situated within the grounds of a family home next door. There is a small convenience store around a 10-minute walk away, and 2 pubs within a 5-minute drive. Dorchester and Salisbury and Bath, are all within an hour's drive.

Guest favourite

Chalet in Weymouth

4.93 out of 5 average rating, 121 reviews

Bowleaze Cove with a view

Modern, 3 bed static in an elevated position on the beautifully kept Bowleaze Cove Holiday Park & Spa on the Jurassic Coast! 1 double, 2 twins & sofabed.2 bathrooms,1 with power shower.Large gated deck area with seating & sea views.Parking for 2 cars. Site facilities: spa/gym/restaurant/sports bar/soft-play/kids park/pool (indoor & outdoor). Prices include park passes. Sorry no single sex groups or dogs. For off peak bookings, contact us directly to discuss flexible stays.

Guest favourite

Chalet in Whitchurch Canonicorum

4.89 out of 5 average rating, 192 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.

Guest favourite

Chalet in Dorset

4.96 out of 5 average rating, 118 reviews

Chalet 31 Monmouth Beach Lyme Regis

A delightful, modern, petite wooden chalet located on Monmouth beach in Lyme Regis, overlooking the Jurassic coastline, famous Cobb and fossiling areas including the ammonite graveyard. A unique design, 10/15 minutes walking distance of the main town, shops, bars and restaurants. Perfect location for a relaxing break watersports enthusiasts, fossil hunting, walkers or artists. No pets allowed.

Guest favourite

Chalet in Dorset

4.92 out of 5 average rating, 36 reviews

Crux Lodge Portland

Crux Lodge is a peaceful, privately owned, lodge in historic Cove Park Estate , next to Penn Castle, Portland on the cliff top above Church Ope cove . Very close to The Cuttings, climbing rock faces and bouldering. Perfect for a quiet break to enjoy the stunning coastal walks of the Jurassic Coast, fabulous nature & wildlife, climbing walls, bouldering, diving & birdwatching.

Superhost

Chalet in Dorset

4.75 out of 5 average rating, 203 reviews

Lymeshack

Lymeshack is a compact, newly built, wooden, insulated chalet with gorgeous sea views towards the Cobb harbour and Golden Cap beyond and over Monmouth Beach ahead. The beach, which is a 5 minute walk away, allows dogs to be off their leads all year around. The Cobb harbour and sandy main beach are no more than a 10 minutes walk away.