Inviting
Holiday Lets
in Dorset

Dorset is idyllic, welcoming and
peaceful, with sandy beaches and
stunning views. That’s why it’s in such
demand as a holiday destination.
Date Range Filter
Play Video

Welcome to Wild Oyster, where we find you the pearl for your stay in Dorset

Let us help you find the pearl in the wild oyster; your perfect holiday stay that’s different from all the rest. We have beautiful properties around the stunning holiday locations of Weymouth and Portland areas. Taking your holiday into our hands to cater for your needs, we are different from any other holiday lettings agency. We offer a concierge service so that you can have everything you need waiting for you at your holiday home. We can take any requests to make your holiday suited to you. We have pet friendly homes, and welcome large groups – whatever you need – we can deliver. We are happy to answer any of your requirements and have a ‘can do’ attitude so that your holiday is one to remember. What are you waiting for?

OUR HOLIDAY PICKS FOR YOU

BROWSE THROUGH OUR RECOMMENDED HOLIDAY HOMES TO FIND THE BEST DESTINATION TO SUIT YOU.

Harbour Vibes
Lovely house, that served us well for the Weymouth Ironman weekend. Easy walk into the beautiful town centre and lovely garden that got the evening sun for a relaxing post race beer!
Benjamin
September, 2017
Harbour Vibes
Lovely clean house, with a gorgeous garden. We had everything we needed for our dog including the large green opposite the house. Parking was very tricky but once we found a spot we didn't need to move as we were so close to the town, beach and large supermarket, so this was ideal, especially with children.
Lucy
August, 2021
Harbour Vibes
The perfect location for a staycation, easy walk to the shops, beach and loads of fun bars. Beds were sooo comfy all 6 of us slept comfortably. The garden is a real sun trap, so nice to sit and relax in. Easy check in and out- the welcome hamper of goodies was a lovely touch! Thank you for a fab stay.
Charlotte
August, 2021
Harbour Vibes
We really enjoyed our stay at Harbour Vibes. It was lovely and close to the fantastic harbour and the house was very comfortable. We were very grateful for all the information left by our hosts and the thoughtful touches around the house.
Fiona
April, 2021
Harbour Vibes
Wow! The perfect place to meet up for my fiancé’s 30th birthday. The place had everything we needed and was much bigger than expected. A fully equipped kitchen, big garden and just minutes from the beach and local shops with plenty to do in the area. Special mention to the comfy beds which made for a great nights sleep. Will definitely be booking again to meet up with friends!
Rosie
October, 2020
Snuggles
Beautiful place and well equipped, lovely shops and plenty of places to eat nearby. We loved our stay here and would recommend to anyone wanting stay in Weymouth.
Natalie
May 2022
Snuggles
Lovely cottage, very quirky and in a great location. Has pretty much everything you need and is home from home. The stairs are steep as the cottage is old and the bedrooms are over two floors. The master bedroom at the top has views over the harbour and has a comfy mattress. Shower is good. Has good WIFI. Overall a great little place to stay and would stay again.
Jo
May 2022
Snuggles
Couldn't recommend enough! Fantastic amenities, location and the beds were super comfortable! Wild Oyster Holiday Homes were wonderfully attentive, answered queries very quickly and check-in was simple. The perfect weekend getaway, in a real home from home. Thanks so much!
Hannah
April 2022
Snuggles
Felt at home as soon as we stepped inside. Would definitely recommend and stay again. Great character within the cottage and location is perfect (5 minute walk from centre).
Matthew
April 2022
Harbour Heights
This is just a great little house right by the harbour. A two m minute walk from the quayside and a short walk to the beach. We were so happy with our stay here. The beds were comfortable and everything seemed like it was new, freshly painted etc. I think you will be hard pushed to find such a great little gem in a perfect location. The welcome pack of wine and snacks was so lovely. Thank you for a great weekend.
Nicole
May 2022
Harbour Heights
Great place to stay, had everything I needed!
Ace
April 2022
Harbour Heights
Great place to spend your vacation. Every facility was well thought of. The apartment was very clean and welcoming.
Girish
April 2022
Harbour Heights
Excellent accommodation , well situated, super welcome pack. Clean, well supplied with kitchen equipment, towels, soap etc. Would recommend.
Kay
July 2022

WE HAVE SOMETHING FOR EVERYONE

HAVE A LOOK AT HOLIDAY IDEAS THAT FIT YOUR CIRCUMSTANCE AND HOLIDAY DREAMS.

ABOUT THE AREA

Home to the Olympics in 2012 and being the location for some iconic films, Weymouth has proven it’s stunning views. Both Dorset and Weymouth have golden sands, stunning beaches, and lots of exciting activities, making it the perfect holiday destination. With colourful beach huts along the beachfront, sailing boats coming to shore, and watersports on the sea, it’s a holiday that you don’t want to miss. 

View Holidays