Cottage vacation rentals in Rutland

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Top-rated cottage rentals in Rutland

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Top guest favorite

The exterior of the cottage presents a charming building with distinctive architectural features, framed by well-kept gardens. Lush greenery and neatly trimmed hedges surround the picturesque facade, while a gravel pathway leads to the entrance, enhancing the inviting appeal of the rural setting.

Cottage in Caldecott

5 out of 5 average rating, 18 reviews

Pond Cottage at the Old Vicarage

Back after a few years away Nestled in the Welland Valley Pond Cottage with its stunning countryside views is the old kitchen annexe of The Old Vicarage, Caldecott, Rutland. The rural location is ideal for anyone wanting to get away from it all and visit this beautiful tiny county. The cottage is beautifully furnished and is extremely welcoming and comfortable. With a double bedroom and main bathroom downstairs it’s ideal for people with restricted movement, though not fully wheelchair friendly

Top guest favorite

The exterior of a charming 17th-century cottage is featured, showcasing a thatched roof and white-washed walls. Surrounded by greenery, the cottage has large windows with gray frames, and a gravel pathway leads to the entrance, enhancing its quaint appeal.

Cottage in Cottesmore

4.98 out of 5 average rating, 134 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

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

4.94 out of 5 average rating, 138 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.

Superhost

A quaint, narrow lane is flanked by historic stone cottages under a bright blue sky with fluffy clouds. Charming stone walls feature varied textures, and windows are framed in white, contributing to the village's classic character.

Cottage in Ketton

4.89 out of 5 average rating, 36 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 has a shop, pub, vineyard, playground, gym, library, and scenic walks. Just 10 minutes away, Rutland Water offers water sports, a beach, cycling and climbing wall. Nearby Stamford is perfect for exploring, with its independent shops, charming pubs, eateries and Burghley House.

Guest favorite

A charming stone cottage with a red-tiled roof is surrounded by greenery. Large windows allow natural light to enter, while a small patio area with two metal chairs and potted plants sits in the foreground. The entrance features a dark wooden door.

Cottage in Rutland

4.88 out of 5 average rating, 205 reviews

Pantiles Cottage, Stretton, sleeps 4 self catering

Beautiful, recently renovated, detached stone cottage. Both bedrooms are en-suite, one with king sized bed the other twin zip and link beds, which can be used as a double if requested. Modern fully fitted kitchen diner and separate lounge. Free Wifi. Owners, Gill and Greg Harker live on site. Car parking for two cars. Stretton is 7 miles from Rutland Water, 8 miles from Oakham and 9 miles from Stamford and Burghley. Next door is the Jackson Stops Inn, which unfortunately has closed recently.

Superhost

A charming stone exterior of the cottage is visible, featuring several windows complementing the rustic facade. Flower pots with greenery are arranged along a gravel pathway, while a small bench provides a resting spot. Sunlight brightens the area, enhancing the inviting ambiance.

Cottage in Braunston-In-Rutland

4.92 out of 5 average rating, 92 reviews

Lovely Cottage In Pretty Village Nr Rutland Water

Gable Cottage is in the picturesque village of Braunston-in-Rutland. A unique two bedroom cottage annexe, with bath and shower. Dining room with kitchenette (air fryer, microwave, toaster, kettle), and cute gallery sitting area overlooking it. Breakfast welcome pack included, we make our own bread! Access via private lane, parking for 2 cars. We also have an electric car charger Children over 10 welcome, no pets. Discount of £30 a night if only want one bedroom - message us before booking.

Top guest favorite

The image showcases the exterior of Castle Garden Cottage, featuring red brick and whitewashed walls. A gravel path leads up to the entrance, framed by window boxes filled with flowers. The garden area displays lush greenery and is bordered by trees, providing a serene environment.

Cottage in Rutland

4.96 out of 5 average rating, 150 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

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.

Cottage in Empingham

4.99 out of 5 average rating, 167 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, framed by lush greenery, features a sturdy wooden door and large windows adorned with window boxes. A gravel driveway leads to the entrance, providing space for parking. The peaceful surroundings include a glimpse of the nearby church tower.

Cottage in Cottesmore

4.96 out of 5 average rating, 25 reviews

5* Gold Beautiful Thatched Chocolate Box Cottage

Victory Cottage is a beautiful thatched chocolate box cottage, set in a quiet location within Cottesmore village with countryside views to the front and village church to the rear of the cottage. Victory cottage is 4 miles away from Stretton Lakes and 5 miles from Rutland Water. The cottage is complimented by an abundance of period style features, a very homely cosy feel, contemporary kitchen and bath / shower rooms. Antique style electrical fittings and subtle lighting.

Top guest favorite

A cozy living area features a wood-burning stove set within a stone hearth, complemented by a wooden beam. A flat-screen television is mounted above. Bookshelves line the wall, while a comfortable armchair and a small table are arranged nearby, creating an inviting corner.

Cottage in Greetham

5 out of 5 average rating, 23 reviews

Puddle Duck Cottage

Set in the heart of Greetham village in Rutland, Puddle Duck Cottage on Pond Lane offers a family and dog friendly get away in Englands smallest County. With easy access to surrounding areas like Rutland Water, Oakham, Stamford & Burghley House, makes this 200 year old character cottage an ideal location. Within the cottage you will find all amenities to make your stay relaxing and comfortable, with the addition of a separate games room located in the secure garden.

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

4.86 out of 5 average rating, 310 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

4.96 out of 5 average rating, 181 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.