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The Old Lookout, Shortlake Farm, Shortlake Lane, Osmington, Osmington, DT3 6EF (show map)
Holiday Home Overview

Lock in a great price now and relax with our Price Guardian working for you
Hotel prices fluctuate. Book now, we will check prices each day for you and then let you know how to re-book if an even better price becomes available.Rooms List
Setup a Price Alert for The Old Lookout
Each day we'll check prices and send you an email for your selected dates at The Old Lookout. If you don't have specific dates but would like to check prices for say next weekend or say next month we can check the price too.
When the hotel goes on sale you will know straight away from the daily email and be able to book with confidence that you've got excellent value.
Facilities of The Old Lookout
General
Free parking, On-site parking, Parking, Pets allowed, Private parking, WiFi everywhere
Services
Free WiFi, Internet services, WiFi
Food & Drink
BBQ facilities
Pools and wellness
Beachfront, Hot tub
Common areas
Garden
Miscellaneous
Non-smoking throughout
Room facilities [ These may vary room to room ]
Bath or Shower, Children's high chair, Detached, Dining area, Dining table, Electric kettle, Fireplace, Flat-screen TV, Garden view, Hairdryer, Heating, Hot Tub, Iron, Ironing Facilities, Kitchen, Linen, Microwave, Outdoor dining area, Outdoor furniture, Patio, Private entrance, Refrigerator, Sea view, Seating Area, Shower, Sofa, Stovetop, Toaster, Toilet, Towels, TV, View, Washing Machine
Hotel Policies
Check-In
From 14:00:00 hours
Check-Out
Untill 10:00:00 hours
Cancellation / Prepayment
Cancellation, prepayment and 'book now pay later' policies vary according to room type. Please check the room conditions when selecting your room above.
Accepted credit cards
The hotel reserves the right to pre-authorise credit cards prior to arrival.
The fine print
This property will not accommodate hen, stag or similar parties.
Managed by a private host
Traveller reviews

“Go and enjoy this beautiful location.”
05 Jul 2025
This is brother most difficult review I’ve ever had to do. This was booked for my Son & Daughter in law for a 20th Wedding Anniversary. This was my Sons view, a perfect location for a peaceful few days with the dog. The property I can’t lie needed some tlc, cleanliness on arrival was an issue. Now my view. Having spoken to the owner who was most apologetic and was absolutely able to take some criticism and I thank him for that. There is no doubt the location and position of the old lookout is a major draw and my Son would return knowing some improvements had been made. Both my wife and I would also like to go one day with our little dog. I certainly would say to anyone thinking of booking, go and enjoy this beautiful location.

“Great location.”
11 Jun 2025
Excellent location with a beautiful view, great for walking or watching the boats coming in and out to Portland harbour, binoculars were an added bonus. The property had everything you could ever need and was spot on for me and my family. My daughter loved sleeping in the Shepherds hut.

“Amazing”
17 Jul 2024
Amazing property, lovely views nice and peaceful. Clear communication, hot tub fabulous looking out to see. Only thing that could improve would be more comfortable sofa in living room. Everything else great we will be going back hopefully next year.

“Amazing views and location.”
10 Jul 2024
Incredible location and exceptional views. Has to be seen to be believed! Close to the coastal path, and a 30 minute walk to the lovely pub. Easy bus access to Weymouth and Lulworth. Relaxing hot tub and we were very lucky with the weather. The garden and grounds were huge, and it was easy with our dog. We weren’t overlooked at all, and we loved our stay.