Vacation rentals with outdoor seating in Rutland

4.99 out of 5 average rating, 115 reviews

A private decking terrace is accessed through French doors, featuring two wicker chairs and a large umbrella for shade. Lush greenery surrounds the area, complementing the natural stone wall and offering a cozy outdoor space for relaxation.

Townhouse

Executive 1 bed town house in central Stamford.

Enjoy a relaxed stay at this centrally located gem of a place, with parking. Nestled away on the edge of the Meadows and river, you are only a 2 minute walk to all the fine eateries, quality retail shops, and places of interest, that this vibrant market town has to offer. It's 600 listed buildings and wonderful architecture are a delight to see. Burghley House is a 30 minute stroll away, and Rutland Water is a short car journey, offering water sports, cycling, bird watching and even a beach!

4.94 out of 5 average rating, 136 reviews

Rutland churchyard stone cottage next to the pub

In the churchyard, neighbouring the award winning and brilliant Railway Inn, this 18th century Ketton stone cottage is a very special place to come and stay with friends and family. We have the Rutland Vineyard, a village stores, it is near Rutland Water, there are fab local walks, a great food scene, and there is Burghley House in Stamford, “England’s most attractive town” according to John Betjeman. For me, it is like the Loire and Cotswold towns, but friendlier and with fewer Range Rovers.

The exterior of a stone barn conversion features a distinct pitched roof and a charming facade. The building is marked by weathered stonework and traditional details, including a chimney and a welcoming entrance, set against a clear blue sky.

4.99 out of 5 average rating, 163 reviews

Primrose Hall Holiday Cottage Rutland

Primrose Hall is a beautifully renovated, Grade 2 listed stone barn conversion. It is ideally situated in the Rutland village of Empingham, within walking distance of Rutland Water’s North Shore. Empingham nestles in the Gwash Valley, equidistant from the charming Georgian town of Stamford, and Rutland’s county town, Oakham. The village has a shop, pub, medical centre, and an antique shop just 250m away. The local area also benefits from many other very good pubs, restaurants and cafes.

4.96 out of 5 average rating, 342 reviews

A charming garden is illuminated by soft lights, showcasing a path leading to a thatched-roof building. The well-maintained green space features neatly arranged plants and shrubs, with a birdbath as a focal point. The atmosphere suggests a tranquil evening setting.

Home

Oak Tree Annexe

Oak Tree Annexe is set in a secluded and secure walled garden. You can park for free directly outside the house and will be staying in one of Rutland’s most desirable villages. Set on the fabulous cycle route around the water and with access to great walks directly from the house or a short drive away it’s a perfect location for exploring Rutland. Our village pub is a 3 minute stroll, serves food 7 days a week and offers our guests a 10% discount on their meals.

4.86 out of 5 average rating, 304 reviews

Idyllic Thatched Country Cottage - a hidden gem!

Situated in the picturesque village of Wing, this adorable thatched cottage is nestled in the grounds of beautiful Cedar House. The property was fully renovated in March 2021 and is the ideal getaway location to explore everything that stunning Rutland has to offer. The cottage is only 5 minute drive to Rutland Water, Uppingham and Oakham, so you have everything you wish to experience during your stay on your doorstep. Historic Stamford is also only 20 mins away.

4.88 out of 5 average rating, 280 reviews

An open-plan living area features a spacious L-shaped sofa adorned with colorful cushions and a light blanket. A small wooden coffee table is located in front, while decorative plants and art brighten the space. A staircase leads to the upper level, enhancing the airy atmosphere.

Religious building

Quiet Rural Chapel Conversion (Architectural Gem)

Stylish & unique, self- contained historic Chapel conversion overlooking stunning scenery, (Chater Valley) tucked away at the edge of Conservation Village, 5 min drive from R.Water. Private. Sleeps 4 1 king-size & 1 small DBL Kids 8+ welcome Park free outside Quiet & very rural. Grade ii Listed. Modern interior feat. in "Living Etc" , on TV & won a local design award Helpful owners next door Completely OPEN PLAN INTERNAL WALLS ONLY AROUND BATHROOM

4.96 out of 5 average rating, 179 reviews

Daphne's cottage

Our comfortable self-contained cosy dwelling of traditional build located in a rural village just North of Stamford. A stone throw away from the A1 leading you to points of attraction such as Stamford, a beautiful historic town center. Rutland water, "the largest man made lake in the UK" that is perfect for outdoor activities. Belton Estate, apart of the National trust. Keen cyclists are able to store their bicycles safely away in our key lock garage.

4.79 out of 5 average rating, 240 reviews

A cozy studio setting includes a comfortable sofa adorned with decorative pillows. Soft carpet lies beneath, and large patio doors offer access to the back garden. Curtains frame the window, while a spacious bed is visible in the background, enhancing the overall inviting ambiance.

Guest suite

Self-contained Studio annexe in Oakham.

Studio has own entrance at the front of house and access to back garden through the patio doors. Completely self contained . Small kitchen area with sink, a full size fridge, and a washing machine if needed. There is one double bed in the studio, but also a self inflating single air bed with bedding if required. Just a quick note, my place is quite compact, so perfect for 1-2 nights, longer stays may feel a bit tight as storage is quite limited.

4.94 out of 5 average rating, 142 reviews

The spacious kitchen is equipped with a large island unit and features light grey cabinetry. A range cooker and a dishwasher are included, alongside open shelves displaying dinnerware. Natural light enters through a nearby window, illuminating the warm wooden floor.

Home

36 High Street West -two bedroom luxury terrace

The property is set in the heart of this popular market town opposite the historic Uppingham School. It is perfect for any visitors to the school and is a short walk from the town's amenities which include a good range of independent shops and eating establishments. It is a spacious two bedroom house with a large, beautiful kitchen/ dining space and sheltered walled courtyard garden. The house has been decorated and furnished to a high standard.

4.94 out of 5 average rating, 324 reviews

Townhouse

Fennel House. Charming house in Oakham town centre

The townhouse is located on a quiet residential one way street. Oakham has stunning historical architecture, i.e a castle, quaint independent shops, pubs and restaurants are moments from the door. A short walk from the railway station. It is ideal for couples or families. A short drive is Rutland Water and is the largest man made lake in Europe 26 miles circumference and hosts many outdoor pursuits such as walking, cycling and bird watching.

4.99 out of 5 average rating, 102 reviews

Two connected silos are shown, featuring large bifold doors that provide views into the interior space. Wheat fields surround the structure, complementing the rustic charm of the transformed agricultural buildings under a clear blue sky.

Place to stay

The Silos by Stamford Holiday Cottages

A quirky, luxurious couple's retreat, with views of fields and Big Sky! Carefully transformed former agricultural storage buildings that have now taken on a new lease of life. The Silos are now fully equipped with underfloor heating, proper insulation and double glazed bifold doors, not to mention the king sized bed, Egyptian cotton and pillows galore!The perfect ingredients for a relaxing stay, whatever the weather.