
Pet-friendly vacation rentals in Oakham
Find and book unique pet-friendly homes on Airbnb
Quick stats about vacation rentals that are pet-friendly in Oakham

Total vacation rentals
Explore 10 vacation rentals in Oakham

Nightly prices starting at
Oakham vacation rentals start at ﺩ.ﺇ 220 per night before taxes and fees

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Over 760 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Wi-Fi availability
10 of Oakham vacation rentals include wi-fi 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!
Top-rated pet-friendly home rentals in Oakham
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Luxury Victorian Hayloft barn, newly converted.
You'll love this unique and romantic escape. Set behind fully private, electric gates in a quiet village. The Hayloft Barn is a newly converted first floor, Victorian barn where every care has been taken to retain the character whilst providing comfort and luxury for a relaxing stay. You will find a kingsize bed, roll top bath, huge walk in shower, chesterfield sofa's, smart tv and a fully equipped kitchen. Suitable for well behaved dogs, fully enclosed private garden with BBQ and fire pit.
PetsWalkabilityGetting around

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.
PetsWalkabilityGetting around

Pea Cottage - A beautiful countryside retreat
Pea Cottage is a secretive, luxury cottage full of surprises. You're getting more than just a gorgeous place to hang out; the host has lined up a thoughtful selection of extras to make the most of your romantic break. These include a Prosecco Treasure Hunt, use of a tandem, an old fashioned record player, homemade "Scrum-Pea Cider", a choice of two walks and three hand-picked pubs to enjoy a memorable meal. Pea Cottage is 5 miles from Stamford, one of the prettiest market towns in the country.
Outdoor spacesWalkabilityAccuracy

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(£22 charge applies). Bedding and towels are included
PetsWalkabilityView

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.
Outdoor spacesWalkabilityLayout

Churchyard Ketton stone cottage next to the pub
Eighteenth century Ketton stone cottage nestled in the churchyard near the CAMRA award-winning and fabulous Railway Inn. Wood burner, three double/twin rooms, White Company bedding, nearby village vineyard & great food scene, Burghley House ten minutes away, Rutland Water three miles away; England's finest stone town,Stamford, ten minutes. Whether you are a group of three couples, a family or a couple wanting a romantic getaway, this is a great blend of a countryside retreat and great fun!
Outdoor spacesPetsQuiet

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.
WalkabilityPetsAccuracy

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.
Outdoor spacesPetsValue

Clock Cottage Self contained Rutland Rural Retreat
Clock Cottage is a self contained open plan suite located on the ground floor with garden views located within a characterful rural village within a 5 minute drive from Rutland water. The suite is open plan and includes a king sized bed, comfy living area and kitchen, Nespresso coffee machine, freestanding open plan bathtub and separate bathroom and outside dining area. The living area can be used as a family/friends bedroom with the use of a fold out sofa bed. Ideal for a couple.
PetsOutdoor spacesCleanliness

Beautiful Grade II Listed Barn Conversion
A beautiful Grade II listed stone barn with traditional & period features, but with all modern amenities. Comprised of 2 bedrooms & 2 bathrooms: one double-bed ensuite & a twin room. A traditional & well-equipped kitchen (inc washing machine & dishwasher). Flatscreen TV/DVD & Wifi. Access to own patio area with BBQ. Central heating and double glazing throughout. Parking outside the property with access to an electric charging point. Well behaved dogs (2 maximum) are welcome.
Outdoor spacesWalkabilityIndoor spaces

Beautiful 3-bed chalet bungalow for 6-8 guests
One Chapel Court is a recently renovated chalet bungalow that offers attractive and comfortable home-from-home comfort for families and single travellers alike. With 3 bedrooms and 3 bathrooms, over two floors, there is plenty of space to call your own. Outdoor space is aplenty, with private, off-road parking for up to 5 vehicles and a large patio for al fresco dining. Located near the A1 and A47, One Chapel Court offers easy access to Stamford, Peterborough and beyond.
Outdoor spacesWalkabilityComfort

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.
Outdoor spacesWalkabilityWifi
Popular amenities for Oakham pet-friendly home rentals
Pet-friendly house rentals

Cosy, 5 bedroomed, 17 th century thatched cottage.
PetsOutdoor spacesAccuracy

Cosy modern house patio free parking, walk to city
PetsOutdoor spacesTV

Chapter Two - Melbourne
PetsOutdoor spacesComfort

Stunning Countryside Manor — Hot Tub & Parking
PetsOutdoor spacesAmenities

Large modern house in Stamford
Outdoor spacesWalkabilityBreakfast

The Red Barn at Goadby Marwood - Hot Tub Sleeps 8+
Outdoor spacesWalkabilityTV

Historic Riverside Retreat ~ Walk to Pubs ~Garden
WalkabilityPetsDecor

Woodhaven Stays
PetsWalkabilityBackyard
Pet-friendly home rentals with a pool

Luxury Lakeside Caravan With Hot Tub & Fishing Peg
Outdoor spacesPetsAccuracy

Fable Lodge | Lakeside Lodge with Hot Tub & Views
Outdoor spacesWalkabilityIndoor spaces

Gonerby Grange Farm Barn, Belton
Outdoor spacesWalkabilityWifi

Spacious Two Bedroom Lodge
WalkabilityPetsComfort

Lakeside Indulgent lodge, Hot tub, ramp + Starlink
WalkabilityOutdoor spacesHospitality

Luxury lakefront 3 bedroom lodge with Hot tub
Outdoor spacesPetsHot tub

The Firs Luxury Home
WalkabilityOutdoor spacesAccuracy

Dog Friendly Retreat
PetsOutdoor spacesCondition
Private, pet-friendly home rentals

Railway Cutting Tree House | Romantic Escape for 2
PetsWalkabilityGetting around

The Old Forge, gorgeous 2 bedroom cottage
PetsWalkabilityIndoor spaces

Little Oaks at Hillview
PetsOutdoor spacesLocation

20 Lacemarket Panorama
PetsOutdoor spacesValue

Cosy luxury glamping pod Rosina.
Outdoor spacesPetsNearby

Stylish / Converted Chapel / Dog Friendly /Central
WalkabilityOutdoor spacesNearby

Cosy Cabin with Wood Fired Hot Tub
WalkabilityPetsLocation

Hot tub 4 bed RURAL Cottage sleeps 8 nr Stamford
WalkabilityPetsView
Destinations to explore
- Silverstone Circuit
- National Exhibition Centre
- The National Bowl
- Donington Park Circuit
- University of Warwick
- Bletchley Park
- Woburn Safari Park
- Lincoln Castle
- Burghley House
- Coventry Building Society Arena
- University of Cambridge
- Warwick Castle
- Santa Pod Raceway
- Belvoir Castle
- Cambridge University Botanic Garden
- Motorpoint Arena Nottingham
- Loughborough University
- Coventry Cathedral
- Resorts World Arena
- Gulliver's Land Theme Park Resort
- Kettle's Yard
- Wicksteed Park
- University of Nottingham
- Southwell Minster





