Pet-friendly holiday rentals in Oakham

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Top-rated pet-friendly home rentals in Oakham

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
The image captures a scenic view of a lush countryside landscape, featuring rolling green hills and dense trees. In the center, a charming yellow house is nestled amongst the greenery, surrounded by expansive fields and rich foliage under a partly cloudy blue sky.
Apartment
4.89 out of 5 average rating, 160 reviews

The Hayloft: Popular Hideaway - Sleeps 3.

After our storming success for 6 years with our cosy Hayloft Apartment, we have totally refitted the bathroom, installed a brand new kitchen and added a single bedroom / study. Fresh paint, blinds and carpets throughout! Guests have dedicated parking [Now with EV Charging] a private patio for sunny breakfasts, lunches or sundowners. Home-cooked ready meals are available in the fridge or freezer when you arrive. Message when you book and we can supply details. The Welcome pack's a big hit.

Top guest favourite
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
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 favourite
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
4.93 out of 5 average rating, 136 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.

Top guest favourite
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
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.

Top guest favourite
A shepherd's hut is set in a tranquil orchard, surrounded by blooming flowers. A small outdoor seating area with a table and chairs is visible in front of the hut, which has large windows allowing natural light into the interior.
Shepherd’s hut
4.98 out of 5 average rating, 183 reviews

Drift View Shepherds Hut

Welcome to Drift View, lovingly designed and built by ourselves and set on our family farm close to the Rutland/Leicestershire border. The hut is positioned in a private and secluded orchard, next to the farmyard and offers stunning views of the rural landscape. You can experience the peace and tranquillity the location provides whilst enjoying the luxury of the shepherds hut which has an en-suite with shower, fully equipped kitchen, double bed and both indoor/outdoor dining areas.

Top guest favourite
The bathroom features a large copper bath set against exposed brick walls and timber beams. Natural light enters through a skylight and the space is complemented by antique-style decor, with fluffy white bathrobes hanging and decorative framed prints on the walls.
Cottage
4.99 out of 5 average rating, 326 reviews

Granary Digby, Luxury rural cottage nr Lincoln

Luxury self-catering accommodation on the border of the Lincolnshire limestone heath and the Witham valley. Centrally located at the heart of rural Lincolnshire, and only a 12 mile drive from The city of Lincoln. The Granary is a beautifully converted Lincolnshire barn, bursting with character and the perfect location from which to explore this historic county. Situated on the very edge of the rural village of Digby, the Granary forms one side of the original yard and stables.

Top guest favourite
A rustic shepherd's hut is nestled amidst greenery, framed by willow trees. A grassy area with outdoor seating is visible in front, alongside a wood-burning stove contributing to a cozy atmosphere. Smoke gently rises into the air, suggesting warmth and comfort.
Shepherd’s hut
4.98 out of 5 average rating, 242 reviews

Little Oaks at Hillview

Beautiful, Luxurious, Home from Home Shepherds Hut. Nestling in its own fenced spinney with 300 year old Ash and Oaks trees around you, Little Oaks is rural, isolated and private. You can enjoy the wood fired hot tub, fire pit, BBQ or Pizza oven with only the sheep, goats, horses and chickens on our farm watching. Looking out over rolling countryside, our home built hut is cosy, beautifully appointed, and built to an exacting specification, somewhere we would love to stay!

Top guest favourite
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
4.96 out of 5 average rating, 359 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 favourite
A spacious courtyard is framed by rustic buildings with red brick and whitewashed walls. Vibrant red foliage climbs the exterior, providing a striking contrast to the greenery. A small seating area with white chairs and a table invites relaxation in this tranquil rural setting.
Cottage
4.94 out of 5 average rating, 372 reviews

Lovely cottage in outstanding rural location.

Self contained accommodation, private entrance in beautiful rural setting. Sitting room with log burner and kitchen with oven, fridge, microwave and Nespresso machine. Two bedrooms with shared bath / shower room. We allow up to 2 dogs. We also offer a fully enclosed half acre paddock for exercising them. No street lights so it is a perfect location for stargazing. Village pub 5 mins walk away. Local for Stamford, Belvoir Castle, and Burghley House.

Top guest favourite
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
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.

Guest favourite
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
4.78 out of 5 average rating, 245 reviews

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 and tumble dryer if needed. There is one double bed in the studio, but also a self inflating single air bed with bedding if required.

Top guest favourite
A traditional farmhouse is framed by vibrant greenery, with a gravel driveway leading to the entrance. The exterior features climbing plants and a well-maintained lawn. Nearby, an additional building is visible, surrounded by trees and shrubs, reflecting a peaceful rural setting.
Guest house
4.96 out of 5 average rating, 307 reviews

Private Annex near Melton Mowbray

Hose Lodge is a traditional farmhouse in the tranquil vale of Belvoir. Outside there are farm buildings and stables, paddocks and an orchard together with formal gardens round the house. It is in a secluded location with great views. The annex is a separate unit to allow privacy and convenience to our guests.

Popular amenities for Oakham pet-friendly home rentals

Quick stats about holiday rentals that are pet-friendly in Oakham

  • Total holiday rentals

    Explore 10 holiday rentals in Oakham

  • Nightly prices starting at

    Oakham holiday rentals start at £45 per night before taxes and fees

  • Verified guest reviews

    Over 700 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 of Oakham holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Oakham rentals

  • 4.8 Average rating

    Oakham stays are highly rated by guests – averaging 4.8 out of 5!

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