
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.

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.

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.

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.

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.

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.

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.

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!

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.

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.

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.

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.

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
Pet-friendly house rentals

Les Cedres -Cosy self contained annexe

Cosy modern house patio free parking 15 min walk

Country Cottage with great outside space & views

3 bedroom converted chapel in historic Oundle

Chapter Two - Melbourne

Charming & stylish cosy country barn conversion

Stylish Barn Conversion with Woodland Views

Duck Terrace with Home Gymnasium | DucklingStays
Pet-friendly home rentals with a pool

Gonerby Grange Farm Barn, Belton

Spacious Two Bedroom Lodge

Lakeside View

AUGUSTA DREAMS, Luxury holiday lodge for all ages

Lakeside Indulgent lodge 8 berth, Hottub & ramp

Stunning views - outdoor pool - cosy log burner

Riverside Accommodation with private balcony

Tattershall Lakes Mini Breaks - Fishing Lake
Private, pet-friendly home rentals

The Garden Rooms

Cosy Rural Cabin with Electric Hot Tub

Pea Cottage - A beautiful countryside retreat

The Victorian Barn

Quiet Lane Retreat: The Bee Cottage Rutland

One bedroom converted dairy in Willoughby

Rutland churchyard stone cottage next to the pub

The Blue Barn
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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- Silverstone Circuit
- Bletchley Park
- Woburn Safari Park
- Burghley House
- Lincoln Castle
- Sundown Adventureland
- Wicksteed Park
- Coventry Cathedral
- Cambridge University Botanic Garden
- Gulliver's Land Theme Park Resort
- Woodhall Spa Golf Club
- Kettle's Yard
- The Nottinghamshire Golf & Country Club
- Aqua Park Rutland
- Rufford Park Golf and Country Club
- The Fitzwilliam Museum
- Leamington & County Golf Club
- Derwent Valley Mills
- Bosworth Battlefield Heritage Centre
- National Justice Museum