Cobblestone House

Upwey, Dorset
Price: £1042-£2116 per week
Sleeps: 8 + cot
Bedrooms: 4
Bathrooms: 2
  • Dorset's Jurassic coastline within easy driving distance
  • Dog friendly
  • Two wood burners
  • Wi-Fi broadband
  • Sky TV with integrated Hifi
  • Non-smoking

What our guests say

Cobblestone House nestles in a tranquil valley where the only night-time sounds are the hoots of the tawny owls, yet it is just a few miles from the supermarkets and car parks on....

Read more…
See what our guests say…

Availability and Booking

November 2017
Sat Sun Mon Tue Wed Thu Fri
Calendar Help
Available for bookings of any length
Available for Sat - Sat weekly bookings
(NB flexible over Christmas & New Year)
Provisional booking
Confirmed booking


The price for your stay will be £782

Small Party Discount


25% discount applies for parties of 4 or fewer using 2 bedrooms, subject to booking within 4 weeks of the holiday date and excluding Easter, 27/05 - 03/06, 15/07 - 02/09, Christmas & New Year.

If you think your booking is eligible tick the box below. Our office staff will check your booking before confirming it.

Where applicable, the Small Party Discount supersedes any other Special Offer, available at the time of booking.


Situated along a country lane on the edge of the picturesque village of Upwey, Cobblestone House has been skilfully refurbished by its current owners to offer highly desirable, family accommodation.

Dating back to the 1500’s, when it served as the Granary for the nearby Friary, Cobblestone House combines original features – the ancient timber structure and huge cruck beams are particularly impressive – with light, stylishly furnished living spaces, decorated in a subtle, Farrow and Ball palette.

The surrounding area has something for everyone; keen walkers and cyclists will find footpaths and suitable cycle routes on the doorstep, while for those keen on watersports, Weymouth, with its long sandy beach and marina incorporating the Olympic sailing centre, is just three miles away. A unique stretch of Dorset’s Jurassic coastline is within easy driving distance - Durdle Door, Sandbanks, Studland Bay and Poole Harbour to the east and the Chesil Beach, the Fleet Lagoon, Abbotsbury Swannery and Sub-tropical Gardens to the west. The county town of Dorchester (Dinosaur Museum & multiplex cinema) is 3 miles.

Upwey itself is a charming village nestling beneath South Dorset chalk downland with mainline station to London (Waterloo), several pubs, a 13th century church, art gallery and the well-known Wishing Well tea rooms and water garden.

Cobblestone House offers excellent facilities, including a state-of-the-art, ‘Neptune’ kitchen with dining area, a big sitting room with inglenook and a superb, double-height, master bedroom. An outbuilding provides a really useful, extra sitting/TV room/kids’ den with single garage and bike storage below.


Entrance up steps into hallway leading into a light, spacious, open-plan kitchen/dining room with French windows opening out onto the garden. Connecting door from kitchen to larder/storage room. Further doors lead to a downstairs wc, utility room and rear entrance lobby. Downstairs wet room/wc with underfloor heating off the hallway. Sitting room with woodburner in an inglenook fireplace and large flat screen TV with integral HiFi system.

Carpeted, oak stairs lead to the 1st floor and four bedrooms. Large master bedroom with zip & link beds offering a choice of super kingsize double or twin beds; sitting area with armchairs and fireplace with woodburner. Two further double bedrooms with kingsize beds. Twin bedroom (NB one bed is at a higher level than the other). Bathroom/WC with wall mounted shower above the bath.

Outbuilding just across the garden with extra sitting/TV room, separate wc and double doors leading out onto a balcony with views over the surrounding countryside. Single garage below accessed from the driveway.

Fenced and gated, south-facing garden; upper level with paved area and barbecue; lawned area just below. Further, vegetable patch/soft fruit & herb garden beyond the garage.


  • Two woodburners
  • Initial supply of logs, oil fired central heating, electricity, bed linen, towels and welcome hamper included in rent
  • Cot, high chair and stair gate
  • Sky TV with integrated HiFi in sitting room
  • Further Sky TV in outbuilding
  • WiFi broadband
  • Telephone for incoming calls
  • Auto washing machine
  • Tumble dryer
  • Large fridge/freezer
  • Dishwasher
  • Induction hob
  • Combination microwave oven
  • Driveway parking for 2 cars, single garage and bike storage
  • Barbecue
  • Non-smokers only
  • Shops 3 miles
  • Village shop, bakery, 3 pubs and tea rooms, 5 minutes’ walk, in Upwey
  • One well-behaved dog welcome
  • £200 refundable dilapidations deposit payable on booking


What our guests say

A perfect holiday cottage

Cobblestone House nestles in a tranquil valley where the only night-time sounds are the hoots of the tawny owls, yet it is just a few miles from the supermarkets and car parks on the outskirts of Weymouth with regular buses to the beautiful sea front. The house is very well equipped to a very high standard and has ideal accommodation for our 3 generation family. 2017 will be our third visit to Cobblestone House and we all love it! With our young grandchildren we love the safe, sandy beaches at Weymouth, walking on the shingle at Chesil Bank on Portland Bill, eating at the Crab Snack and visiting Monkey World. We are all looking forward to returning to this fabulous property this summer.

Guest's review on TripAdvisor 12 February 2017. 5 of 5 stars.

We/ve had a lovely time - thank you. The cottage was spacious, homely, well equipped and cool (it was a hot week!)

The Keebles, July 2016

Just wanted to say how wonderful Cobblestone House is. My family and I had a lovely stay. Very comfortable, clean and well equipped plus in a great location. Thanks again for your efforts and the owner’s in making this happen.

Mr & Mrs Barlow, April 2016
Show 6 more reviews

I would like to say how much we all enjoyed staying at Cobblestone House - it is beautifully decorated and furnished, and extremely comfortable. It suited our range of ages (between 2 and 72 years, plus dog) perfectly! We hope we might be able to return in the future.

Mr Phillips, October 2015.

We thoroughly enjoyed our recent stay at Cobblestone House. Over the years we have stayed at a number of similar locations and have never found one as well laid out, clean and well equipped.

Guest's comments, September 2015.

A wonderful house that we all loved. Great area - walks beside the stream to the Wishing Well, Weymouth beach, Portland (do eat at the Crab House) & on a wet day, visit Sand World. We are already thinking about a return visit to Cobblestone House.

Mr Hanlon, August 2015.

Perfect country getaway

This is a beautiful cottage and the perfect setting for seeing the New Year in. The kitchen/dining area is large and really well equipped and snuggling in front of the wood burner in front of the amazing TV screen was one of my favourite things. The master bedroom is incredible and the other three are a good size. It's a pity the beds in the twin room can't be pushed together for greater flexibility and the bed in the 3rd bedroom needs replacing as it almost creaks as you breathe! It was a great location for getting to Weymouth, Lulworth Cove and Monkey World - would go back in a heartbeat.

Guest's review on TripAdvisor 4 January 2015. 5 of 5 stars.

Great cottage for a Christmas break. The decorations set it off and the Christmas trees were a lovely surprise as we went through the door. We'd love to come back - thank you!

Mrs Humberstone, December 2014.

We have enjoyed a most relaxing week - just what we needed - in this beautiful house. The girls have enjoyed games of hide & seek and we have been really lucky with the weather so have made the most of it: walk between Lulworth Cove and Durdle Door, a 4 mile circuit from Ringstead, stretches of Chesil Beach and woods behind Hardy's birthplace. Monkey World is fantastic (even in the rain) and we loved the charm of Weymouth, complete with donkey rides on the beach. As well as the Hive, can highly recommend the recently opened NT cafe which is linked to Hardy's birthplace - particularly good for children. The Curve in Weymouth is also good.

Mrs Langston, November 2014.
Google +