Title: The Old Lookout - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=72575409&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # The Old Lookout Vacation home in Weymouth with kitchen and patio ## Photo gallery for The Old Lookout ![TV - The Old Lookout (Osmington)](https://images.trvl-media.com/lodging/73000000/72580000/72575500/72575409/0517819a.jpg?impolicy=resizecrop&rw=598&ra=fit) ![TV - The Old Lookout (Osmington)](https://images.trvl-media.com/lodging/73000000/72580000/72575500/72575409/8f5347f6.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - The Old Lookout (Osmington)](https://images.trvl-media.com/lodging/73000000/72580000/72575500/72575409/w801h1080x560y0-1af77c27.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - The Old Lookout (Osmington)](https://images.trvl-media.com/lodging/73000000/72580000/72575500/72575409/ed62ec2b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior detail - The Old Lookout (Osmington)](https://images.trvl-media.com/lodging/73000000/72580000/72575500/72575409/w1435h1080x242y0-a64ffce2.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Perched on a hill at Shortlake Farm, Shortlake Cottage offers panoramic views over Weymouth & Portland and the English Channel. Unwind in the hot tub on the patio, stroll to The Smugglers Inn or nearby shops just 5 minutes away. ## Reviews 9.6 Exceptional ### Entire home 3 bedrooms1 bathroomSleeps 6 ## Popular amenities - Kitchen - Pet friendly - Free WiFi - Outdoor Space - Parking available - Barbecue grill ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### The Old Lookout This is a small brick built building set on a hill at Shortlake Farm just to the south of the village. It is built on the site of a WWII gun battery, and commands panoramic views over Weymouth & Portland, and out across the English Channel. The space This is a small brick built building set on a hill at Shortlake Farm just to the south of the village. It is built on the site of a WWII gun battery, and commands panoramic views over Weymouth & Portland, and out across the English Channel. It is located just off a quiet no-through-road, up a gravel track, and is surrounded by pasture. From the cottage, you can find The Smugglers Inn, and a couple of small shops, which are approximately just a 5 minute, walk away. The walk to Shortlake Farm's private beach takes just 5 minutes or so across the fields. The property can sleep up to 7 guests (one double bed in the main bedroom, one bunk bed and a pull out in the conservatory and a double bed in the Shepherds Hut). Outside is a small patio area with a hot tub and table and chairs which overlooks Weymouth Bay, and continues beyond onto grassy fields. The pictures speak for themselves - 180 degree plus uninterrupted views over the surrounding sea and coastline. Around the property are fields belonging to the farm where we graze sheep and occasionally cattle. Well-behaved pets are welcome at Shortlake Cottage, and guests can borrow a dog from Eweleaze Farm for the day. Please note that unless specified, we will make up the double in the main bedroom. Guest access Use of entire property, galley kitchen, small shower room/toilet, double bedroom, conservatory with woodburner and set of bunk beds. There is also a shepherds hut in the garden for extra accommodation. Other things to note Hot tub ## Property amenities ### Beach - Beach nearby ### Internet - Available in the house: Free WiFi ### Parking and transportation - Parking on site ### Kitchen - Cookware, dishware, and utensils - Dishwasher - Electric kettle - Microwave - Oven - Stovetop ### Dining - Dining table ### Bedrooms - 3 bedrooms ### Bathroom - 1 bathroom - Shower ### Living spaces - Dining table ### Entertainment - TV ### Outdoor areas - Barbecue grill - Garden - Patio ### Pets - Pet friendly - Welcoming dogs only - One pet total ### Suitability/Accessibility - Smoking not allowed ### Location highlights - In a rural location - In a village ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector not reported (host has not indicated whether there is a smoke detector on the property) ### General - Garden ## Similar properties ![Exterior](https://images.trvl-media.com/lodging/104000000/103070000/103067600/103067593/809cf05d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 4 bedroom accommodation in Osmington Osmington - Kitchen - Washer - Pet friendly - Free WiFi [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-28&endDate=2026-03-01&selected=103067593&PinnedHotelID=103067593&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/124000000/123570000/123567700/123567688/ee4bf065.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 4 Bed in Osmington (oc-l34027) Osmington - Kitchen - Washer - Pet friendly - Free WiFi [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-28&endDate=2026-03-01&selected=123567688&PinnedHotelID=123567688&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91700000/91692700/91692660/12016325.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Large coastal cottage with spa and private pool Osmington - Pool - Kitchen - Washer - Dryer 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-28&endDate=2026-03-01&selected=91692660&PinnedHotelID=91692660&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/124000000/123580000/123575700/123575674/e2b40f7c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 3 Bed in Osmington (oc-e30588) Osmington - Kitchen - Washer - Free WiFi - Outdoor Space [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-28&endDate=2026-03-01&selected=123575674&PinnedHotelID=123575674&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach](https://images.trvl-media.com/lodging/113000000/112560000/112554600/112554578/9556106a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Characterful Seaside Family Cottage in Ringstead, Dorset Dorchester - Washer - Pet friendly - Outdoor Space - Parking available [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-28&endDate=2026-03-01&selected=112554578&PinnedHotelID=112554578&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/73000000/72580000/72575300/72575206/eba3168d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Cartshed Osmington - Kitchen - Washer - Pet friendly - Free WiFi 10 Exceptional 5 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-28&endDate=2026-03-01&selected=72575206&PinnedHotelID=72575206&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103030000/103021400/103021340/0ad579c5.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Wildflower Cottage - Sutton Poyntz Sutton Poyntz - Kitchen - Washer - Outdoor Space - Parking available 9.4 Exceptional 6 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-28&endDate=2026-03-01&selected=103021340&PinnedHotelID=103021340&HadPinnedHotel=true®ionId=-1&adults=2) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123140000/123138700/123138654/79a83e91.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cosy cottage annex near Weymouth. A slice of the village within reach of town. Weymouth - Parking available - Barbecue grill - Microwave [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-28&endDate=2026-03-01&selected=123138654&PinnedHotelID=123138654&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-02-28&endDate=2026-03-01&selected=72575409&PinnedHotelID=72575409&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=72575409,103067593,123567688,91692660,123575674) ## Policies ### Check-in Check-in time starts at 2:00 PM Contactless check-in available ### Check-out Check-out before 10:00 AM Contactless check-out available ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions Information provided by the property may be translated using automated translation tools ### Pets Pets allowed Service animals are welcome, and are exempt from fees Welcoming dogs only 1 total pets Restrictions apply; for more information contact the property at the number on the booking confirmation ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Onsite parties or group events are strictly prohibited Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip Host has not indicated whether there is a smoke detector on the property This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ## About the area Located in Weymouth, this vacation home is in a rural area and near the beach. The area's natural beauty can be seen at Weymouth Beach and Lulworth Cove. Fantasy Island Fun Park and Pirate Adventure Mini Golf are also worth visiting. [Visit our Weymouth travel guide](https://www.expedia.ca/Weymouth.dx5470) [View more Vacation homes in Weymouth](https://www.expedia.ca/Weymouth-Private-Vacation-Homes.d5470-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C50.64194%2C-2.39186&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=addiat7ZYDrrl6FAwYvH_RoOD00=) Osmington, England ### What's nearby - ![Durdle Door, Wareham, United Kingdom](https://images.trvl-media.com/place/182682/c5ed7add-c104-42ce-8724-4a699e31d6ea.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Dorset Area of Outstanding Natural Beauty 1 min walk \- 0.0 km - ![Durdle Door, Wareham, United Kingdom](https://images.trvl-media.com/place/182682/c5ed7add-c104-42ce-8724-4a699e31d6ea.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Weymouth Bay 6 min walk \- 0.6 km - ![Jurassic Coast](https://images.trvl-media.com/place/553248635998143517/df9d8755-7b81-4a85-a556-f42f0cd6c73d.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Dorset and East Devon Coast 14 min walk \- 1.2 km - ![Weymouth Beach showing a beach](https://images.trvl-media.com/place/6092157/fe1fc8cb-3085-4f78-ab83-d886d53de42b.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Weymouth Beach 9 min drive \- 7.0 km - Osmington Bay Beach 11 min walk \- 0.9 km ### Getting around - Moreton Station 16 min drive - Bournemouth (BOH-Bournemouth Intl.) 65 min drive ### Restaurants - Costa Coffee 10 min drive - Live Lounge 4 min drive - Waterside Sports Bar 7 min drive - The Park 9 min drive - Smugglers Inn 5 min drive ## Frequently asked questions ### Is The Old Lookout pet-friendly? ### How much is parking? ### What time is check-in at The Old Lookout? ### What time is check-out at The Old Lookout? ### Where is The Old Lookout located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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