Cottage vacation rentals in Rutland

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Top-rated cottage rentals in Rutland

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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, 131 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.

Top guest favorite

The exterior of a charming cottage is shown, featuring a combination of white and red brick facades. Decorative half-timbering accents the gabled roof. Lush greenery surrounds the house, while a clear blue sky provides a bright backdrop to the welcoming structure.

Cottage in Rutland

5 out of 5 average rating, 29 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

The charming stone cottage is framed by young trees and colorful shrubs. A well-maintained garden filled with various greenery is visible in the foreground. The building's facade showcases a traditional design, with large windows allowing natural light to flood the interior.

Cottage in Ketton

4.87 out of 5 average rating, 78 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 image captures a serene village scene, featuring charming stone cottages nestled among lush greenery. The majestic church tower rises in the background, adding architectural interest. A pathway winds gently through the area, inviting exploration of the picturesque surroundings.

Cottage in Ketton

4.94 out of 5 average rating, 128 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

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

4.91 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 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.

Top guest favorite

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

4.93 out of 5 average rating, 89 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.

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, 144 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, 158 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, 293 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, 170 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

A historic two-story stone cottage features a charming facade with multiple windows. The entrance includes a light gray door, while adjacent white walls are accented by dark window frames. Surrounding structures showcase similar architectural styles, contributing to the quaint streetscape.

Cottage in Lincolnshire

4.97 out of 5 average rating, 132 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.

Guest favorite

The entrance to the property is framed by lush greenery and colorful flowers, creating a vibrant and inviting exterior. A set of steps leads to two light green doors, flanked by decorative plants and pots. The original stone facade of the building adds character.

Cottage in Uppingham

4.91 out of 5 average rating, 328 reviews

Number 4, Pleasant Terrace, Uppingham, Rutland

No.4 is close to the centre of Uppingham. You’ll love No.4 because of the views over open countryside at the back whilst being within a 5 minute walk of the towns restaurants and pubs. No.4 is good for couples and business travellers. Parking is unrestricted on the road outside. Pleasant Terrace is a Cul-De-Sac so no passing traffic and it is very quiet and peaceful at night.