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You can plan for your summer holiday here in Dorset. We are taking bookings for self-catering holidays of five nights or more.

Read more about our Covid-19 Holiday Statement

The Owl's Roost

A Luxury Cottage for Two

From £130 per night, or £650 for the week., see full pricing

Treat yourselves in country house style

A special place for a honeymoon, anniversary or celebration. Or just because you deserve it.

Outside steps lead to the wide front door of this exquisite first floor holiday home in what would have been the Tallet of this ancient building, where vaulted, beamed ceilings add startling character to the spacious accommodation. Whilst the ‘antique’ feel has been retained, every modern convenience has been sympathetically installed to make your visit truly comfortable, as well as memorable.

Owl’s Roost is designed for couples seeking comfort, space and that authentic country house feel. The bedroom features a truly stunning carved king size four poster, complemented by other antique furniture. The main room includes a mahogany dining suite, Chesterfield sofa and a comprehensively equipped kitchen.

The spacious bathroom boasts a deep freestanding bath, separate shower and twin basins. They’re all standing on a solid elm floor recovered from the 300-year-old shooting lodge of a local estate. You’re literally walking on history.

Owl’s Roost was entirely renovated and remodelled in early 2021.

Owls at a glance

Thoroughly modern facilities wrapped in a luxurious, traditional experience for two.
  •  Historic country house ambience
  •  Lavish bedroom with four-poster bed
  •  Open plan, galley style kitchen
  •  Heavily beamed, vaulted ceilings
  •  Luxury bathroom with separate bath & shower
  •  Country views from all windows

Your Cottage

Recognising the opportunity afforded by the enforced closure of holiday premises during the Covid lockdowns, the decision was made to undertake a program of restoration to this part of the property well beyond the scope of normal works.

Now designed to accommodate only couples, this luxurious suite offers a quality environment beyond the expectations of even the most discerning self-catering guest.

Atop the small external flight of stone steps, the original wide barn door gives way to the stunning central lounge with its high vaulted ceilings and heavy structural beams, once the roost for the barn owls after which it is named, where cigar-brown leather Chesterfield sofas wait to cosset you in front of the Flat-Screen Smart TV. Behind you a beautiful mahogany dining suite complements the refurbished kitchen with new appliances and solid oak worktops, polished vintage pine floorboards reclaimed from a local church, sadly being demolished after 150 years of service.

The laundry ante-room leads you to the stunning vintage bathroom, where modern ceramic-ware stands upon on historic solid elm floor recovered from the shooting lodge of a 300 year old local country estate.To produce boards of this size those elm trees might well have been growing during the reign of Queen Elizabeth the First.

Beyond the lounge the spectacular bed-chamber awaits with it's heavily carved mahogany king size four poster bed.Officers mahogany campaign chests serve as bedside cabinets and carved low-boys flank the ornamental antique double wardrobe, still displaying some of the original textile door lining ……and…….look closely to notice the fragments of antique wallpaper applied by a well intentioned (if misguided) Edwardian artisan, that we felt compelled to retain for posterity.

These are but some of the treasures that await your enjoyment on your memorable visit to Owl's Roost.

Things You'll Love

Welcome Hospitality Packs

Enjoy a ‘taste of Dorset’ when you arrive, with our complimentary Welcome Pack. If you’re staying up to four nights, you’ll receive our Standard Welcome Pack, comprising a pint of milk, tea, coffee, scones, chocolates and biscuits.

When you stay for longer, you’ll be greeted with our Luxury Welcome Pack, which also includes a loaf of rustic farmhouse bread, scones, butter, jam and clotted cream.

We can also provide a Dorset Breakfast Pack that includes local meats and cereal. For special occasions, we have the Upton Grange Celebration Package including champagne and appropriate decorations in your cottage. Ask for details about these two options.

As far as possible, all the items are sourced locally. The contents of a pack may vary depending on availability.

Learn more

The Dorset Countryside

From the moment you arrive at your holiday cottage, you’re spoilt for choice for things to do. Our estate gardens, right outside your door, are a haven for wildlife. We’re surrounded by open fields and quiet footpaths, and it’s a relatively short walk to the coast, or the historic Smugglers’ Inn at Osmington.

Go a little further to discover the Georgian seafront and family-friendly beach at Weymouth, or the busy county town of Dorchester. Popular and family-friendly attractions nearby include the primate haven of Monkey World, the heavyweight displays at the Tank Museum and the haunted Nothe Fort.

Other places of interest include the rock arch of Durdle Door, the atmospheric ruins of Corfe Castle, and the ‘lost’ village of Tyneham.

Learn more

Self Catering Cottages

We want your holiday with us to be as hassle-free as possible. That’s why we provide: 

  • All bed linen and towels (changed weekly if you stay longer)
  • Gas and electricity
  • A complimentary Welcome Pack to give you a ‘taste of Dorset’
  • Fully-equipped kitchen. This includes: electric cooker and hob, fridge and freezer, microwave and dishwasher
  • Television (Freeview) and DVD player
  • All the cutlery, crockery and utensils you should need

Pheasants, Ratty’s and Owls also have a washing machine. Some cottages have an open fire.

Parking & Transport

There’s plenty of parking at Upton Grange for all our guests. Access is from the A353, along Upton Farm Lane, which is a single track road with passing places. The final stretch is a gravel driveway to the buildings. There is level access to Reception.

The nearest railway station is Weymouth, which is around 5 1/2 miles away, or about 15-20 minutes by taxi. A number of taxi firms can provide cars to and from the station. There is currently no bus service to Upton Grange.

If it’s appropriate for you, we also have access to a helipad!

Facilities & Policies

We want your holiday with us to be as hassle-free as possible. That’s why we provide:

Linen: All bed linen and towels (changed weekly if you stay longer).

Gas and electricity: All included in our price.

Entertainment: Television (Freeview), DVD player, music docking station for smartphones, selection of board games, puzzles and DVDs. Outdoor space for children.

Outdoors:  The Grange estate garden and kids playground. Local venues and activities for couples and families. See Things to Do for more details.

End of stay cleaning: Included.

Cooking and dining: All the cutlery, crockery and utensils you should need.

Taste of Dorset: A complimentary Welcome Pack of local produce.

Important points for you to be aware of:

Parking: Free private parking

Check in time: 3pm

Check out time: 10am (but if you want an extra hour or two for a Sunday lie-in, please ask).

Internet: Limited WiFi - make your holiday a digital detox!

Character furnishings: Our cottages contain furniture and decor of a quality beyond that usually associated with self-catering. We ask that you treat our cottages with due care and consideration.

Pricing & Booking

Your holiday at Upton Grange can be a short break of just two nights, or it can be as long as you like! Our prices are per night, per cottage, and the per night rate is reduced if you stay for five nights or more.

Book now or contact us by telephone or email.

For the specific enjoyment of the connoisseur, we have recently completed the meticulous restoration of our beautiful country-cottage in Beaminster, close by Whatley Pond. Intended to appeal to discerning couples in search of a peaceful or romantic break, further details can be found at

You may also wish to consider one of our five, beautifully appointed ‘luxury-rustic’ barn conversion holiday homes set beside the Olde-Worlde gardens of our charming thatched Farmhouse at North Chideock, just a few minutes drive from The Jurassic Coast at West Bay.