Vacation rentals in Wyke Regis

Coastal Hideaway, Weymouth/Portland cosy cottage

Ultra dog friendly **dogs stay free**. The cottage is nestled in the quiet village of Wyke Regis, tucked away just off the Old High street and close to both Weymouth and Portland. Perfect for small families/couples + dogs. Walk from the doorstep to local beaches, coastal walks and amenities such as dog friendly pub, cafe, shop & takeaways. Portland harbour is a mere 2 miles away as is the World famous Chesil Beach and the Jurassic coast. SWC Path is minutes walk away, perfect for a stop over.

Flat One The Beaches

New for 2026 parking permit for Zone F on street parking The apartment is in a central position & can be noisy in the evenings especially at the weekends Recently converted Grade II listed property on Weymouth seafront. The apartment is one of four located off a private inner courtyard on the first floor. well equipped apartment across the road from Weymouth’s award winning beach and nestled a stones throw away from Weymouth town with its great choice of harbour side restaurants and bars.

Chalkhill View - Idyllic, Sea Views & Parking

Welcome to Chalkhill View, our family friendly holiday home based in Weymouth, Dorset. A two bedroom property with free parking and beautiful sea views. 𓇼 Sleeps 4; one double with sea views, one twin. 𓇼 Walking distance into Weymouth and just a 5 minute drive from Portland. 𓇼 Dog friendly with an enclosed garden. 𓇼 One free parking space, plus more on the road if you need. 𓇼 Gorgeous sea views across Weymouth Bay to the cliffs of Portland. 𓇼 Situated on The South West Coast Path.

The Wyke Square House in charming Weymouth

The Wyke Square House is a delightful and comfortable home-away-from-home spread over three floors. Located in the heart of charming Wyke Regis, you are moments away from the town centre and Weymouth's coves and renowned beaches. There are plenty of great pubs and restaurants nearby, as well as loads of attractions. Whether you are here to relax or for work, to hike along the Jurassic Coast, or to sail or windsurf at the National Academy - welcome to our piece of Jurassic Coast paradise!

Sunnyside Lodge

Sunnyside Lodge is a fully self-contained property with a private entrance and off-road parking located 1.4 miles from Weymouth town centre. The property has been converted to a holiday let, decorated to a crisp, clean and comfortable finish. The property comes with access to high speed WiFi, Sky Q and is fully fitted with fire alarms and a CO2 alarm. The location provides excellent transport links to surrounding local attractions including The Jurassic Coast - a World Heritage Site.

Jurassic Coast Boutique Retreat with Views

Set amid the rolling Dorset countryside with far reaching breathtaking views The Hayloft is a relaxed luxury retreat designed for slow, restorative stays. Part of Grandview Farm The Hayloft is a self contained annex offering a secluded, peaceful haven just moments from the Jurassic Coast. Thoughtfully styled with natural textures and luxurious touches throughout, it is the perfect base for a couple or two friends who enjoy coastal walks, cosy mornings and drinks under the stars.

Beachside View

Enjoy easy access both beach and town centre from this beachfront couples' retreat. This top floor (3rd floor) flat has panoramic views across the bay and there's even a telescope. This apartment is right next to a M&S food hall and within 100m of a fish n chip shop, a Chinese takeaway, a traditional pub and several bars and restaurants. There is a king size bed in the bedroom and a sofa that pulls out into a bed in the lounge. Access to the bathroom is through the bedroom.

The Palms at No10 - Spacious and Family Friendly

Welcome to the Palms at No10! Unwind in this stylish and beautifully appointed home for your stay on the Jurassic Coast. The property offers ample space for 6 guests across three stunningly finished bedrooms, and our outdoor terrace provides al fresco to unwind after a day exploring everything Dorset has to offer. The Palms is perfectly located for a coastal getaway, with both the town centre just a short 20 minute walk away and the seaside only a stones throw away.

The Bunker • Stylish Coastal Stay • Walk to Beach

Stay close to everything in this stylish apartment, just a short walk from Weymouth’s beach and town centre. The area is breathtaking, with the Jurassic Coast and iconic spots like Lulworth Cove and the Isle of Portland nearby. Weymouth’s harbour, restaurants, cafés and coastal paths are all within easy reach, making it a great base for exploring. Complimentary tea, coffee, some biscuits and toiletries are provided to help you settle in on arrival.

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” smart television. Both bedrooms have super king beds and are en-suite with doors to outside access and large smart tv screens

The Hide in the treetops near weymouth town/beach

Open plan space: sleeps 2; king size bed; bed linen. Kitchen with induction hob; electric oven; microwave and fridge freezer; coffee machine; tea towels. Ensuite shower room; hand towels & Bath sheets. Beach Towels not provided so please remember to pack yours! Comfy sofa; dining table and 4 chairs. Large TV and wifi. No children of any age and no animals/pets allowed. Smoking strictly prohibited inside The Hide or on the grounds.

Pebble Lodge

Pebble Lodge is a stylish, modern and luxury home from home for four guests (plus one infant). Situated on the five star Chesil Beach Holiday Park, Pebble Lodge boasts an uninterrupted view of the Fleet Lagoon and Chesil Beach, infamous parts of the Jurassic Coast. Beautiful accommodation, finished with some personal touches really makes Pebble Lodge the perfect coastal escape in all seasons.