Vacation rentals in Greenstead Green

Rupert’s Cottage, Coggeshall

Escape to the charming market town of Coggeshall and enjoy a stay at Rupert’s Cottage, our beautifully presented, stylishly furnished home-from-home that comfortably sleeps up to four guests. Located just steps away from Rupert’s Taproom and Cocktail Bar, you’ll be perfectly placed to experience an enjoyable evening right on your doorstep. You’ll also be within walking distance of some great local restaurants, independent shops, and the town’s historic sites, all adding to the charm of your stay

Family · Location · Access

The Bakehouse, Coggeshall

Welcome to The Bakehouse. A light-filled, cottage tucked away in our garden, right in the heart of historic Coggeshall. Once a working bakehouse, this one-bedroom retreat blends the character of the old with the ease of the new. Whether you're here for a quiet solo stay, a romantic weekend, or travelling to visit family, there's space to slow down & settle in. Step outside & you’re moments from historic sites, leafy green spaces & charming shops, each with stories woven through the centuries.

Family · Value · Comfort

Fosters meadow shepherds hut

Luxury interior with high end furnishings, exclusive use of wood fired hot tub, fire pit barbecue. Nestled in a small private glade next to a brook with views over the meadow, and countryside beyond, an abundance of wildlife all around a great place to get away from it all. Wood burning stove, kitchen, shower, toilet, comfy double bed. All wood for stoves included Also now Pizza oven, so don’t forget your pizzas 🍕 We will be on hand to greet you but if you prefer to self check in let us know

Value · Family · Grill

Rural cartlodge on a family run arable farm

A cosy cottage on a small working family farm near the Essex/Suffolk border. Within walking distance of the beautiful village of Castle Hedingham. It is the perfect base for exploring the countryside, enjoying the wildlife, visiting the local venues or the historic villages of Finchingfield, Thaxted, Lavenham and Long Melford, which are all within a 30-minute drive. Alternatively, there is boating on the nearby river Stour, or just enjoying a drink at one of the country pubs along its route.

Location · Family · Heating

The Garden house- hot tub &sauna

Garden House is a tranquil haven nestled in rural Essex. A 5-bed holistic house where serenity meets rejuvenation. Welcome to your home away from home, where every detail is designed to nurture your mind, body, and spirit. With walks on your doorstep. 15 minutes to stansted airport and near the M11 and M25. Down a quiet country lane with a cricket pitch next door. We have 5 spacious bedrooms, 2 with en-suite, 3 showers, 4 toilets, Outdoor area with bbq, sauna, hot tub and private garden.

Location · Family · Checkout

Recently converted Nissen Barn on beautiful farm

The recently converted Nissen Barn is located on a farm in its own private meadow. The barn is surrounded by the beautiful Essex countryside - rolling hills, ancient trees, wildflowers and grasses, hedgerows, horses and sheep. The conversion was completed in March 2021 and sleeps 4 adults in 2 big bedrooms. There is also a loft bedroom accessed by a hidden door with a king size mattress suitable for older children or a couple. Perfect for families, but note there is no enclosed garden.

Value · Location · Heating

Exclusive retreat on a private lake

Enjoy a truly unique stay in this exclusive lodge. Situated on its own private lake, you will have everything you need to enjoy a blissful retreat with award winning country pubs such as The Dog & Pickle only a walk away. Please note: 1. We are strictly a minimum of two night stays. 2. We can only accept infants under 6 months old. 3. There is no swimming or paddle boarding allowed in the lake. NEW FOR 2026 - The Wellness Deck Sauna, Cold Plunge & outdoor shower, ready for use now!

Location · Family · Indoor spaces

The Round House

Come & spend some time in a unique & tranquil, 18th Century cottage. Situated on the edge of beautiful Finchingfield & surrounded by fields, The Round House is the perfect getaway for cozying up or getting out & about in the gorgeous countryside. With beams galore, a central stacked fireplace with log burner, a compact galley kitchen & dining area. Upstairs is a double bedroom & stunning bathroom. Outside the house is surrounded by garden with amazing views over stunning countryside.

Value · Family · Checkout

Luxury, contemporary vineyard property - 2 adults

Toppesfield Wine Centre is a contemporary ‘Scandi-style villa’ with a large open plan lounge/dining area which has a giant picture window overlooking Toppesfield Vineyard and full height glass sliding doors looking out onto a beautiful garden/ private patio with a large outside dining table and a luxurious day bed. It has a luxury bedroom with superking bed, view over the vineyard, luxury bathroom, tennis court and 4 person jacuzzi (2nd bedroom available via Airbnb 4 person listing)

Location · Value · Air conditioning

Peaceful Retreat; Courtyard, Pub & Country Walks

Tolleridges Guest House is a private, dog-friendly retreat in the peaceful village of Colne Engaine. Ideal for couples, small families, wedding guests and work trips, it sleeps up to 4 with one double bedroom and a sofa bed. Modern kitchenette, shower room, cosy lounge and enclosed private courtyard. Country pub and countryside walks nearby. Unload at the gate, with free village parking a short walk away.

Family · Location · Cleanliness

Little George

Discover Little George, an eco-friendly lodge in charming Rayne, Braintree, Essex. Our solar-powered haven offers ample parking, EV charging points, and easy access to Stansted Airport and Chelmsford City Racecourse. Enjoy picturesque walks like the Flitch Way and explore Rayne's inviting pubs and eateries. Experience luxury, sustainability, and convenience at Little George - your perfect Essex getaway.

Family · Value · Outdoor spaces

Rodings Millhouse and Windmill

As you arrive, you’ll be greeted by the charming and historic Aythorpe Roding Windmill, nestled in the peaceful Essex countryside. Set on over 2 acres of private gardens and surrounded by open fields and working farms, it offers a truly unique and tranquil escape. Whether you’re exploring the grounds or relaxing in the serene setting, it’s a place to unwind and reconnect with nature.

Value · Location · Cleanliness