October Half term Cottages in Dorset

Commanding excellent views over the town to the sea and coast beyond, this wonderful detached home provides an ideal holiday retreat. Beautiful, south-facing, landscaped gardens include a fully enclosed, outdoor heated swimming pool (Easter holidays - end September).

Part of a very high quality conversion on Broad Street, Lyme Regis, this attractive apartment is arranged over 2 floors with 2 terraces providing modern, contemporary living accommodation. The property has oak floors throughout and is equipped with everything required for a relaxing holiday.

Highpoint Lodge is an impressive, fully refurbished bungalow, less than 10 minutes walk from the town and beaches in Lyme Regis. The property has undergone complete renovation and provides beautifully presented, very high quality accommodation for couples or families.

This fabulous, penthouse apartment lies in the centre of Lyme Regis in Dorset.

Whiteleaf Cottage is a charming two bedroom cottage located in a secluded pedestrian lane in the heart of Lyme Regis, within easy reach of the town centre, seafront and beaches.

Peaslands is a lovely holiday home in Sidmouth, Devon, featuring an enclosed rear garden and flexible roadside parking options.

A unique Grade II listed cottage wonderfully located at the bottom of Sherborne Lane, in the very heart of Lyme Regis.

Half Moon Cottage is a delightful period property in Lyme Regis, Dorset, featuring a woodburning stove, welcoming pets, and offering off-road parking.

Enjoying a superb elevated setting above the picturesque coastal village of Charmouth, in Dorset, 13 Downside Close is an outstanding detached holiday home with sweeping views across the Jurassic Coast and Lyme Bay.

Poppes Lawn is a delightful annexe set in Holditch near Hawkchurch, Dorset, offering a private veranda, single-level living, and scenic countryside views.

Stable Cottage is a charming, three-bedroom thatched cottage located in Burton Bradstock, Dorset.

1 Buckfields is a superb ground-floor apartment perched in Lyme Regis, Dorset.

A charming cottage set over three floors, just a short walk from the seafront in Lyme Regis.

Offering stunning views of the coastline and sea is this wonderful, detached split-level bungalow. Quietly situated in a private cul-de-sac with just a short walk down to the Lyme Regis seafront and town centre.

Charmouth Lodge is a Grade II listed townhouse situated in the charming seaside village of Charmouth, Dorset and is close to the beach and amenities.

Seaview is a delightful coastal home in Lyme Regis, Dorset, pet-friendly, close to a beach with a garden and far-reaching sea views towards Portland.

Avocet is a beautifully reconfigured split-level apartment, thoughtfully updated for the 2026 season to offer a characterful yet comfortable stay in one of Lyme Regis’ most sought-after positions.

Ideally situated close to the Devon and Dorset border, 4 Pinewood Retreat is a beautifully crafted Finnish-style timber cabin located within the tranquil grounds of Pinewood Retreat.

A wonderful, luxury apartment, quietly hidden away just off Broad Street in the heart of Lyme Regis. Modern and contemporary in style the property provides light and spacious, high quality accommodation for couples or families.

This stylish, newly converted holiday home lies in Charmouth, Dorset.