
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 $103 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.

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.
WalkabilityPetsHeating

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.
PetsWalkabilityView

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.
PetsWalkabilitySleep quality

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
WalkabilityPetsCheckout

Stylish / Converted Chapel / Dog Friendly /Central
West St Chapel is a stylishly converted, dog friendly, chapel in the heart of the elegant Georgian market town of Oundle. Stylish, comfortable, light-filled home Large open-plan kitchen, dining area and living room King-sized bed, double bed and single bed West-facing terrace perfect for morning coffee and pre-dinner drinks. Dog-friendly SMART TV Perfect for visiting Oundle and Oundle School Easy access to Rutland, Stamford and Cambridge Great local pubs and restaurant Easy free parking
Outdoor spacesWalkabilityValue

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!
WalkabilityOutdoor spacesNearby

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.
PetsWalkabilityAmenities

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.
WalkabilityOutdoor spacesBathroom

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 spacesWalkabilityAmenities

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.
Outdoor spacesPetsQuiet

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

Oak Tree Annexe
PetsWalkabilityCheck-in

Beautiful 3-bed chalet bungalow for 6-8 guests
WalkabilityPetsFamily

Warm Cosy Holiday Cottage
Outdoor spacesPetsIndoor spaces

Large modern house in Stamford
Outdoor spacesPetsParking

Historic Riverside Retreat ~ Walk to Pubs ~Garden
PetsWalkabilityCondition

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

Beautiful spacious period home close to centre
PetsOutdoor spacesBreakfast

Cosy, 5 bedroomed, 17 th century thatched cottage.
Outdoor spacesWalkabilityAccess
Pet-friendly home rentals with a pool

Luxury apartment with outstanding views
PetsOutdoor spacesLaundry

Gonerby Grange Farm Barn, Belton
WalkabilityPetsNearby

Fable Lodge | Lakeside Lodge with Hot Tub & Views
Outdoor spacesWalkabilityParks

Luxury Annex beside the River Bain Nr Woodhall Spa
PetsWalkabilityCheckout

Luxury lakefront 3 bedroom lodge with Hot tub
WalkabilityOutdoor spacesView

Spacious Two Bedroom Lodge
WalkabilityPetsHeating

Modern Family caravan holiday home 2 bed/6 berth
Outdoor spacesWalkabilityBreakfast

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

Lovely cottage in outstanding rural location.
Outdoor spacesWalkabilityComfort

Hot tub 4 bed RURAL Cottage sleeps 8 nr Stamford
PetsWalkabilityNearby

Daphne's cottage
PetsWalkabilityBreakfast

Drift View Shepherds Hut
Outdoor spacesPetsKitchen

The Old Telephone Exchange
PetsWalkabilityHiking

Beautiful and Quaint Converted Stable in Rutland
Outdoor spacesPetsHospitality

The Barn
WalkabilityOutdoor spacesEV charging

Private Annex near Melton Mowbray
WalkabilityOutdoor spacesLocation
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
- Resorts World Arena
- Gulliver's Land Theme Park Resort
- Loughborough University
- Kettle's Yard
- University of Nottingham
- Motorpoint Arena Nottingham
- Wicksteed Park
- Coventry University
- Southwell Minster





