
Pet-friendly holiday rentals in Oakham
Find and book unique pet-friendly homes on Airbnb
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 $102 NZD per night before taxes and fees

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Over 760 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Wi-Fi availability
10 of Oakham holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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.

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.
WalkabilityPetsView

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.
PetsOutdoor spacesCheck-in

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
WalkabilityPetsTV

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!
PetsOutdoor spacesSleep quality

Charming Riverside Stay – Terrace & Free Parking
Stunning terraced apartment overlooking the River Welland in the ancient town of Stamford. Voted the best place live in all of England in 2013. A historical gem with Roman and Norman influence you can walk the ancient cobblestone alleyways and go back in time. With a potent mixture of designer and independent shops you can build up your appetite and dine at the many high end cafes and restaurants. So come and enjoy this magical town in luxurious comfort and style at our wonderful air B&B.
Outdoor spacesWalkabilityQuiet

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.
WalkabilityOutdoor spacesSleep quality

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.
PetsWalkabilityCondition

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.
WalkabilityOutdoor spacesRiver

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.
PetsWalkabilityBreakfast

Pantiles Cottage, Stretton, sleeps 4 self catering
Beautiful, renovated, detached stone cottage. Both bedrooms en-suite, one with king sized bed the other twin zip and link beds, Modern fully fitted kitchen diner and separate lounge. Free Wifi. Owners, Gill and Greg live on site. Parking for two cars. Stretton is 7 miles from Rutland Water, 8 miles from Oakham and 9 miles from Stamford and Burghley. Electric charging point available. The White Horse Country Inn is next door, recently renovated and open for bookings.
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The Snug
A self-contained annex of 350 year old grade II listed country cottage in the beautiful Rutland village of North Luffenham, close to Rutland Water and historic towns of Stamford, Oakham and Uppingham. Accommodation is perfect for two or a small family with one child, consists of entrance hall with utilities leading up to double bedroom, and shower room on the first floor, and down to kitchen, lounge , working fireplace on the ground floor. An extra single bed available.
WalkabilityOutdoor spacesAmenities

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

Warm Cosy Holiday Cottage
WalkabilityPetsKitchen

Large modern house in Stamford
PetsOutdoor spacesCheckout

Historic Riverside Retreat ~ Walk to Pubs ~Garden
Outdoor spacesPetsBreakfast

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

Cosy, 5 bedroomed, 17 th century thatched cottage.
Outdoor spacesPetsComfort

Beautiful spacious period home close to centre
Outdoor spacesWalkabilityIndoor spaces

Family home with everything on its doorstep
WalkabilityPetsValue

Woodhaven Stays
Outdoor spacesPetsNearby
Pet-friendly home rentals with a pool

Luxury apartment with outstanding views
PetsOutdoor spacesLayout

Gonerby Grange Farm Barn, Belton
PetsOutdoor spacesAir conditioning

Fable Lodge | Lakeside Lodge with Hot Tub & Views
WalkabilityOutdoor spacesHospitality

Luxury Annex beside the River Bain Nr Woodhall Spa
WalkabilityOutdoor spacesGetting around

Spacious Two Bedroom Lodge
PetsWalkabilityLong stay

Luxury lakefront 3 bedroom lodge with Hot tub
WalkabilityOutdoor spacesTV

Modern Family caravan holiday home 2 bed/6 berth
WalkabilityPetsHospitality

Lakeside Indulgent lodge, Hot tub, ramp + Starlink
PetsOutdoor spacesQuiet
Private, pet-friendly home rentals

Hot tub 4 bed RURAL Cottage sleeps 8 nr Stamford
Outdoor spacesPetsSleep quality

Lovely cottage in outstanding rural location.
WalkabilityPetsDecor

Daphne's cottage
WalkabilityPetsSleep quality

Quiet Lane Retreat: The Bee Cottage Rutland
PetsWalkabilityAmenities

Drift View Shepherds Hut
WalkabilityOutdoor spacesBathroom

The Barn
PetsWalkabilityKitchen

The Old Telephone Exchange
PetsWalkabilityIndoor spaces

Stylish / Converted Chapel / Dog Friendly /Central
Outdoor spacesWalkabilityWi-Fi
Destinations to explore
- Silverstone Circuit
- The National Bowl
- National Exhibition Centre
- Donington Park Circuit
- Lincoln Castle
- Woburn Safari Park
- Burghley House
- Coventry Building Society Arena
- University of Cambridge
- Warwick Castle
- Santa Pod Raceway
- University of Warwick
- Cambridge University Botanic Garden
- Belvoir Castle
- Coventry Cathedral
- Gulliver's Land Theme Park Resort
- Resorts World Arena
- Loughborough University
- Kettle's Yard
- Motorpoint Arena Nottingham
- University of Nottingham
- Wicksteed Park
- Coventry University
- Southwell Minster





