Cottage vacation rentals in Rutland

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Top-rated cottage rentals in Rutland

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Guest favorite

A charming conservatory features large windows allowing natural light to fill the space. Wooden flooring complements a circular area rug. A small round table sits in the center with a potted plant, while a cozy chair with a blanket offers a relaxing spot to enjoy the garden views.

Cottage in Cottesmore

4.98 out of 5 average rating, 128 reviews

Quiet Lane Retreat: The Bee Cottage Rutland

Welcome to our charming cottage located on a tranquil lane in Rutland. Just a quick 5-min drive from Rutland Water, this 17th-century cottage is a picture-perfect gem that has undergone a refurbishment. The thatched roof adds to its undeniable charm. Step inside and be greeted by original features like low ceilings, doorways and exposed beams, creating an authentic atmosphere. The cottage comfortably accommodates up to 5 people, offering surprisingly spacious living. Enjoy free Netflix and WiFi.

Guest favorite

A cozy sitting area features a green sofa adorned with a decorative throw pillow displaying a simple tree pattern. A wooden cabinet with white knobs is positioned nearby, complemented by a framed floral art piece above and a soft lampshade casting warm light.

Cottage in Ketton

4.91 out of 5 average rating, 33 reviews

18th-century cottage in heart of beautiful village

Tucked away on a quiet no-through lane, two chapel lane is a minute’s walk from the church and pub. Inside enjoy a cosy sitting room with a wood-burner; outside, a walled courtyard garden with church spire views. Ketton offers a shop, pub, vineyard, playground, gym, library, and scenic walks. Just 10 minutes away Rutland Water offers water sports, a beach, cycling and a climbing wall. Nearby Stamford is perfect for exploring with its independent shops, charming pubs, eateries and Burghley House.

Top guest favorite

An intricately designed fireplace is featured, showcasing floral motifs on either side. Warm candlelight flickers within the hearth, complemented by a dark wood chair and a small potted plant. The surrounding walls are adorned with dark paneling, enhancing a cozy atmosphere.

Cottage in Rutland

5 out of 5 average rating, 24 reviews

Hunky Dory Cottage

Our recently renovated 'home from home' is situated in the heart of Oakham with the boutique shops of Mill Street and many cafés, bars and restaurants of Oakham on its doorstep. The castle & park are an easy walk away as are all the towns amenities & attractions. The cottage is surrounded by roses and has been decorated by the owner, Jane, in her own unique style. All 3 beds are king size making it ideal for small families or up to 3 couples with good size dining room, lounge and a new kitchen.

Guest favorite

Cottage in Ketton

4.87 out of 5 average rating, 75 reviews

Rutland Cottage nr village pub & church

Stylish Grade II listed C18 stone cottage in village's conservation area. It's quiet and comfortable, with simple Scandinavian interiors with a beautiful landscaped garden and large bbq area. The furniture and furnishings are hand made or antique with high quality appliances, comfortable settees and tasteful contemporary pictures and art works. The bedrooms are spacious and comfortable with great natural light. There is a stylish first fl bathroom and separate ground floor toilet. NB pet rules

Guest favorite

The exterior of a historic Ketton stone cottage showcases a blend of natural stone and slate roofing. Surrounded by greenery, a rustic wooden table is set outside, complemented by blooming plants. The inviting facade features a large window that allows natural light to enter.

Cottage in Ketton

4.93 out of 5 average rating, 122 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.

Guest favorite

Cottage in Wansford

4.9 out of 5 average rating, 61 reviews

Idyllic and cosy cottage off the beaten track…

Set in a peaceful location - with amenities close by - and lovely walks to nearby woods and nature reserves on the doorstep. Enjoy uninterrupted views from the south facing terrace whilst you relax with a glass (or two!), or unwind in the orchard and watch kites soaring overhead. Or… relax in front of the log burner after exploring this beautiful area, often described as the undiscovered Cotswolds. Eat in or enjoy superb food at one of many local eateries. Arrive, Unwind and Enjoy your stay!

Guest favorite

A slate sign mounted on a red brick wall displays the name 'Castle Garden Cottage' in elegant, gold lettering. The natural tones of the brick contrast with the dark slate, creating a simple yet distinctive entrance marker.

Cottage in Rutland

4.96 out of 5 average rating, 140 reviews

Beautiful Georgian cottage within a walled garden

This unique family-friendly Georgian cottage, is located in the very heart of Oakham. Quiet location, set within a secluded red brick walled garden next to Oakham Castle, and All Saints Church. You will have full use of the property and private garden with summer house, outside seating and dining areas. Facilities include king and double beds, plus a double sofa bed in a second sitting room leading off the main bedroom. Bathroom with shower, kitchen, lounge, dining room & toilet/utility.

Top guest favorite

A log burner sits within a stone fireplace, providing warmth with its flickering flames. A basket of firewood rests beside it, accompanied by a comfortable couch adorned with a textured yellow pillow. The floor features a mix of stone and tile, enhancing the inviting ambiance.

Cottage in Empingham

4.99 out of 5 average rating, 153 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.

Guest favorite

A charming thatched cottage exterior is framed by a gravel drive and manicured greenery. Large windows allow natural light to fill the interior, while a subtle mix of stone and thatched roofing contributes to the cottage's historic character.

Cottage in Wing

4.85 out of 5 average rating, 285 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.

Top guest favorite

The stone-built cottage is set in a rural environment, featuring a welcoming green front door framed by lush foliage. A gravel driveway leads to the entrance, with decorative stone planters and a small fenced area to the side populated with greenery.

Cottage in Rutland

4.95 out of 5 average rating, 161 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.

Guest favorite

The open-plan living area is bathed in natural light, featuring a large L-shaped sofa adorned with textured cushions and throws. A modern kitchen is visible in the background, along with a stylish staircase leading to the upper mezzanine level. Elegant glass block windows add depth to the space.

Cottage in Wing

4.89 out of 5 average rating, 263 reviews

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" & won a local design award Helpful owners next door Completely OPEN PLAN INTERNAL WALLS ONLY AROUND BATHROOM

Top guest favorite

Cottage in Lincolnshire

4.98 out of 5 average rating, 126 reviews

Gorgeous Cottage in the heart of Stamford centre

Located in the heart of Stamford, this charming 2-bedroom cottage exudes character and history, with a rich heritage spanning over 300 years. The cottage offers a convenient location where short walks to restaurants, cafes, bars, and supermarkets allow for easy access to all your daily needs. Immerse yourself in the local culture and vibrant atmosphere without the need for driving, as everything you desire is within walking distance.