Milestone | Greet, Winchcombe | Bolthole Retreats
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Sleeps 12 + 4
Dog Friendly
Local Pub
25-49 Mbps
Milestone offers a blissful retreat where you feel as if you are stepping into another world. Set in the rural village of Greet the property is split across the main house and the annexe. You are met with ‘wow’ moments from the constant garden views, a four-poster in the master bedroom and the incredible orangery which will become the centre of your stay. Tickle the ivories at the grand piano and watch blockbusters using the home cinema system. The garden is a delight and children, old and young, will love racing to see the steam train as it passes the garden with its friendly chugging. Milestone offers so much more than initially meets the eye and you are within easy reach of Cheltenham, Winchcombe and Sudeley Castle, Bourton-on-the-Water and Broadway.
Full Description
Surrounded by countryside and garden views in the charming village of Greet, Milestone is a hidden treasure. The property dates back over 300 years and has been wonderfully renovated with a classic, contemporary finish that you will feel at home in. Whether you choose to stay in and relax or explore the area, Milestone is a perfect choice for multi-generational families getting together.

The main house is where you will spend your time with a fantastic orangery which is incredibly spacious and flooded with light. There is no end to possible entertainment with a projector and piano, or you could simply enjoy conversation over drinks. In the dining room you will be surprised by the glass-covered well, an unusual feature which adds intrigue to your meals together. With space to spread out there is also a comfortable snug if anybody wishes to curl up with a good book. The annexe provides accommodation for an additional five guests and also houses an infra-red sauna (available for an additional charge).

Planted with traditional English flowers, rose arches and topiary, the garden at Milestone is delightful. Sit outside and watch the steam trains pass during the day and in the evenings cherish the stillness of this country retreat. There is a table and chairs so you can dine al fresco and a lawned area for the dogs and children to play. Milestone is in a gated courtyard with parking for 5 cars.

Main House

Ground Floor

The large traditionally styled kitchen has all the modern conveniences you will need including a dishwasher and small appliances. Alongside an AGA there is an oven and two-ring hob and a very large fridge so you can prepare meals for the whole group. If you’d like a taste of luxury you could hire a private chef for the evening. Seating five there is a central breakfast bar and doors open out to the garden so you can easily take your morning coffee outside.

Dining Room:
The dining room sits at the back of the house and is light and airy. The table seats 12 so celebratory meals can be served together, and any additional younger guests can be seated together in the kitchen. There is an unexpected glass covered well in the corner of the room which is a curious feature bound to catch the eye.

A ground floor WC just off the dining room is a handy addition to the property.

Utility, Boot Room and Cloakroom:
If you are coming home from a walk with the dogs, the utility entrance is very useful. Wash off muddy paws in the large sink and store coats and boots here. There is also a second WC at the end of the room.

This atmospheric room is a true ’snug’ which envelops you in its rich red walls. There is a three-seater sofa (can be arranged as a sofa bed) and armchair and a large inglenook fireplace (the fire here is not in use). For anybody that needs some quiet you can separate yourself from the group and read a book or watch the football in peace.

The spectacular orangery is the cherry on the cake of Milestone. With a large skylight this spacious room is full of light, and it is a spectacular place to gather together. A large U-shaped sofa makes conversation easy and any musical guests can provide the soundtrack to the evening. There is a projector and surround sound system so you can watch the latest block buster in cinema quality.

First Floor

Bedroom One:
The master bedroom has an elegant king-size four poster. This contemporary room has views across the gardens to the countryside beyond and is a place for quiet reflection. The window seat is a great place to sit and enjoy the views. With a lot of storage space you can fully unpack and feel at home for your stay. An additional single bed can be made available in this room.

With an en-suite within the room, there is a large rainfall shower for a luxurious spa experience. There is also a WC and sink.

Bedroom Two:
Here you find a super king-size bed which can be arranged as twin beds on request. It is a regal room with olive green walls and deep red curtains. A benefit of Milestone is that all bedrooms overlook the garden, a delightful view to wake up to in the morning. An additional single bed can be made available in this room.

The en-suite has a shower, WC and sink.

Bedroom Three:
This third bedroom has a double bed and while it is a more compact room it is full of character. The soft purple walls and houseplants bring the outdoors in and the familiar garden views make this a charming space.

Bedroom Four:
The final bedroom in the main house is a twin room which can be a super king-size on request. With a wooden floor accented with rugs it is a warming room where you are sure of a deep night’s sleep. There is a comfortable armchair where you can sit and read while waiting for the rest of your group to be ready for the day.

The family bathroom has a double ended bath, a luxurious way to end the day surrounded by bubbles. A skylight brightens the room with natural light and there is a WC and sink.

The Annexe

Ground Floor

Sauna Room:
Milestone is a place to retreat to, and the infra-red sauna provides an extra level of relaxation. Unwind after a day of walking before joining your group back in the main house. An additional single bed can be made available in this room.

Shower Room:
Shared between the two bedrooms, the wet room has a rainfall shower, WC and sink.

First Floor

Bedroom Five:
Sitting under the eaves, this king-size double bedroom is perfect for anybody who wants a bit more privacy. Away from the main house you can embrace the quiet. The double bed can only be accessed from one side.

Bedroom Six:
The final bedroom at Milestone is a twin room. This makes the annexe an ideal setup for any families within your group as this room would be great for children to share. Set under lower beams you’ll need to mind your heads in the morning.


The gardens at Milestone are a joy to discover. There is a main lawned area where children and pets can play and there is a collection of planted beds and a dining area. The steam trains pass by and there are wonderful surrounding views. There is parking for 5 cars on the gated driveway.
Full List of Facilities


  • Bedrooms - 6 bedrooms across 1 super king (can be twin on request), 2 king-size, 1 double, 2 twin (1 can be super king-size on request)
  • Additional beds - 3 additional pop up single beds (in bedrooms two, four or the sauna room) and sofa bed (in snug)
  • 4 Bathrooms - 1 bathroom, 1 shower room, 2 en-suite
  • Hairdryer
  • Fire - Gas
  • AGA
  • Oven
  • Hob
  • Microwave
  • Toaster
  • Kettle
  • Fridge
  • Freezer
  • Dishwasher
  • Dining table - Seats 12
  • Washing machine
  • Tumble dryer
  • Iron
  • WiFi *Please note that speeds are for guidance only and are not guaranteed
  • TV - Smart (Sky Sports included, own account required for other streaming services)
  • Baby/child equipment not provided
  • Pool table
  • Sound system


  • Dog friendly - 2 well-behaved dogs welcome for an additional fee
  • Garden - Dogs and children to be supervised due to low outer wall
  • Outdoor dining area - Seats 10
  • No BBQ available - Guests are welcome to provide their own disposable BBQ
  • Sauna - Infrared - Additional fee applies
  • Parking - Secure off-road parking for 5 cars
On your Doorstep
Farm shops, delis, and shopping: Whilst there are no shops in Greet, nearby Winchcombe has a selection of independent suppliers including a butchers, bakery and deli. There is also a Co-op and Budgens. Hayles Fruit Farm (2.5 miles) has a variety of pick-your-own available (seasonal) and there is a charming farm shop and café on site. Bishop’s Cleeve (6 miles) has larger supermarkets, a greengrocer and independent cafes which also stock some bakery items. There are also a selection of local shops including a book shop and gift shops.

Eating Out:
  • The Royal Oak, Gretton – a beautiful country pub with views across the countryside from the conservatory (1 mile)
  • 5 North Street, Winchcombe – highly regarded restaurant from a Michelin starred chef (1 mile)
  • White Hart Inn, Winchcombe – rustic inn with a casual menu and a great selection of pizzas (1 mile)
  • The Lion Inn, Winchcombe – beautifully restored 15th century coaching inn (1 mile)
  • The Pheasant Inn, Toddington – next door to the historic GWR station you can sit outside and enjoy a homecooked meal (2.5 miles)
  • The Gardeners Arms, Alderton – a friendly local serving traditional home cooked meals (4 miles)

Walks: This is a walkers’ paradise and there are several walks from the doorstep. Following Market Lane opposite, the road becomes a farm track leading to a myriad of walking routes. Nearby Winchcombe is a ‘walkers are welcome’ town with the Cotswold Way passing through. There is also the Winchcombe Way which is a
42-mile figure of eight walk centred around the town.

Places to Visit:
  • Gloucestershire Warwickshire Steam Railway – for steam enthusiasts and train lovers (100 yards to Winchcombe Station)
  • Winchcombe Pottery – a historic pottery which has stood here since the 1800s (400 yards)
  • Cheltenham – beautiful Regency architecture, green parks and an abundance of shops and restaurants (9 miles)
  • Adam Henson’s Cotswold Farm Park – renowned and much-loved rare breeds farm (9 miles)


Train - Cheltenham Spa railway station and Evesham railway station (10 miles) have frequent and direct services to Birmingham and London.
Taxis - Starline Taxis, Andycars – pre-booking is strongly recommended

There is so much to discover in the Cotswolds, why not take a look at some of our favourite Bolthole Retreats Experiences
Points of Note
  • Book with us to get exclusive discounts for top attractions and experiences. 
  • 2 well-behaved dogs are permitted at the cottage for an additional fee.
  • Milestone sleeps 12 guests in permanent beds. Four additional guests can be accommodated across 3 pop up single beds (in bedrooms two and four, or the sauna room) and a sofa bed in the snug. Bedrooms two and four can be arranged with either a super king-size or twin beds. Please add additional beds as required when completing the booking form.
  • It is the policy of this property not to take bookings for groups where the majority of guests are under the age of 25, or single-sex group celebrations, including stag/hen parties.
    Please note that additional guests above the maximum capacity are not permitted.
  • The garden is a fantastic place to spot the steam trains passing through. Children and pets must be supervised however as a section of the border wall is low.
  • The infra-red sauna in the annexe is available for an additional fee of £150.


Milestone is new to Bolthole Retreats - be the first to stay and write a review

Bolthole Retreats
| 15/01/2024


The village of Greet is found amongst rural Cotswold countryside and arriving here feels like a step away from the hustle and bustle. Nearby Winchcombe is a charming town with a choice of fine eateries and Sudeley Castle and Gardens being a must visit. Winchcombe is a ‘walkers are welcome town’ and as such there are a vast selection of routes that you can follow.