Pet-friendly vacation rentals in Rutland

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Top-rated pet-friendly home rentals in Rutland

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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.

Top guest favorite
The exterior of a wooden hobbit house features a curved roof and natural logs. A small porch with two chairs invites relaxation, while a rustic wooden bench complements the entrance. Soft outdoor lighting enhances the charming design, and a landscaped garden surrounds the structure.
Shepherd’s hut in Stamford
4.94 out of 5 average rating, 350 reviews

A Magical Hobbit House In Rutland

A unique quaint ‘Hobbit House’ nestled in the heart of Rutland/Stamford Looking for a cosy romantic getaway or a magical adventure getting closer to nature, then this is the place for you. Stepping inside, it really has the wow factor, offering something that little bit different from the rest. Close to Burghley house, a host of local pubs/restaurants and endless nearby activities. A self catering accommodation with home from home facilities and close to all amenities. It’ll make you smile!

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.

Top guest favorite
Townhouse in Manton
4.99 out of 5 average rating, 156 reviews

Entire House - Osprey Cottage, Manton in Rutland.

Osprey Cottage in Manton is a beautifully presented end terrace property which sleeps 4 guests. One bedroom with a king size bed, a second bedroom that can be configured either as single beds (2’6” wide) or a king, and a stylish bathroom. Finished in a contemporary style with modern facilities including Wi-Fi(74mb), TV, a well-equipped kitchen with dishwasher and washing machine. The fenced garden has a shed and we welcome well-behaved dogs(£20 charge applies). Bedding and towels are included

Top guest favorite
A stone cottage features a sloping roof and large glass doors opening to the garden. A wooden pergola, supported by beams, adorns the outdoor seating area. Lush greenery and lavender line the property, enhancing the peaceful countryside setting.
Tiny home in Ketton
4.83 out of 5 average rating, 103 reviews

Beautiful and Quaint Converted Stable in Rutland

This Grade-2 Listed, self-contained, dog-friendly cottage is the perfect hideaway for a couple looking to enjoy the beautiful Rutland countryside. Ketton is only a few minutes drive from the beautiful town of Stamford, or Rutland Water with its stunning views and local Ospreys. Oakham is also a short drive away. There's a Camra award-winning pub a few minutes walk away and plenty of circular walks in the surrounding countryside, from the accommodation or further afield, to work up a thirst.

Guest favorite
A rustic hut is nestled among lush greenery, surrounded by a variety of plants and flowers. The entrance features a unique wooden door with decorative panels. Stone pathway leads to the entrance, complemented by well-maintained flower beds and ornamental planters.
Hut in Lincolnshire
4.92 out of 5 average rating, 133 reviews

Peaceful hidden hut based in the heart of Stamford

Adventure awaits you in this rustic and romantic getaway. The hut is based in a very quiet location on the edge of Stamford town centre. All of your home facility needs will be provided including, air fryer/microwave/fridge/kettle/running hot and cold water/shower/toilet/hand basin/heated radiator/double bed, sofa bed and bedding/EETV and Wi-Fi. Free parking and private entrance through a gate at the back of the house. Extra amenities include - travel cot, blankets and dog bed and bowls.

Guest favorite
A stone barn conversion is framed by a green lawn and colorful garden beds. Large windows reflect sunlight against a backdrop of blue skies with scattered clouds, highlighting the serene rural setting.
Guesthouse in Little Bytham
4.96 out of 5 average rating, 141 reviews

Rural Barn Conversion (Private Courtyard & HotTub)

Discover the tranquil serenity of The Cow Shed, a luxury barn conversion nestled in the lush countryside that borders the charming county of Rutland. Immerse yourself in the breath-taking beauty of the rural landscape, or sink into your wood-fired hot tub within your own private & secure courtyard. A short drive away from the characteristic town of Stamford & the picturesque Rutland Water, this idyllic rural retreat is the perfect place to unwind, reconnect, and take a much-needed break.

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 spacious bedroom is highlighted by a dark green accent wall featuring two framed animal prints. The large bed is topped with a textured blanket and neatly arranged towels. Soft lighting from bedside tables creates a calming ambiance in this inviting space.
Condo in Uppingham
4.91 out of 5 average rating, 176 reviews

Comfy Modern APT - Sleeps 4

Located in the centre of the Historic Market Town of Uppingham. Based in is heart of the small county of Rutland. This apartment is a stones throw away to the gorgeous town centre, with markets every Friday, great places to eat and drink and some really cute little shops. A quick 10 minute drive to another Market Town of Oakham and not far from Rutland Water where you can enjoy some beautiful scenic walks. The apartment offers an allocated parking space and communal paved garden.

Top guest favorite
The image showcases the exterior of a Victorian cottage featuring a combination of warm brick tones. Two large windows are visible on the front, providing light to the interior, while a solid black door is centrally positioned. The façade exudes a classic charm.
Home in Saint Martins
5 out of 5 average rating, 107 reviews

Character cottage in Stamford

This peaceful, recently renovated Victorian cottage, five minutes walk from Burghley park and Stamford high street, has a sunny patio courtyard and private off street parking. It has been decorated in bold Farrow & Ball colours and William Morris wallpaper, with new fittings and furniture throughout. Situated just up the hill from the Meadows, River Welland and famous George Hotel, there are extensive views across the historic rooftops of Stamford from the bedroom windows.

Top guest favorite
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 in Manton
4.96 out of 5 average rating, 358 reviews

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.

Top guest favorite
The exterior of a charming converted barn is set against a clear blue sky. A gravel driveway leads to the entrance, bordered by neatly trimmed hedges. The structure features a mix of brick and wood finishes, with a covered entryway and green landscaping enhancing the rural setting.
Barn in Whissendine
4.99 out of 5 average rating, 153 reviews

Beautiful Conversion in Rutland Countryside

Come and stay in our lovingly converted barn in the middle of the Rutland countryside. Perfect for a quiet get-away with lots of walking and cycling from the doorstep. Set in a 3 acre plot of our family home, you will have access to a private garden at the rear of the property plus our orchard should you wish to bring 1 small - medium sized dog with you. Unfortunately, the property is not suited to large dogs.

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