
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 $77 SGD 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 & child-friendly amenities

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!
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.

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.

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.

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(£20 charge applies). Bedding and towels are included

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!

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.

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.

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.

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.

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.

Pantiles Cottage, Stretton, sleeps 4 self catering
Beautiful, recently renovated, detached stone cottage. Both bedrooms are en-suite, one with king sized bed the other twin zip and link beds, which can be used as a double if requested. Modern fully fitted kitchen diner and separate lounge. Free Wifi. Owners, Gill and Greg Harker live on site. Car 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.

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

Beautiful 3-bed chalet bungalow for 6-8 guests

Woodhaven Stays

Cosy country cottage

Cosy modern house patio free parking, walk to city

Honeysuckle Cottage

Stunning Countryside Manor — Hot Tub & Parking

Cosy, 5 bedroomed, 17 th century thatched cottage.

Chapter Two - Melbourne
Pet-friendly home rentals with a pool

Luxury apartment with outstanding views

Gonerby Grange Farm Barn, Belton

Fable Lodge | Lakeside Lodge with Hot Tub & Views

Luxury Annex beside the River Bain Nr Woodhall Spa

Luxury lakefront 3 bedroom lodge with Hot tub

Modern Family caravan holiday home 2 bed/6 berth

Spacious Two Bedroom Lodge

Dog Friendly Retreat
Private, pet-friendly home rentals

The 4.50 from Paddington

The Barn

Hot tub 4 bed RURAL Cottage sleeps 8 nr Stamford

20 Lacemarket Panorama

Stylish / Converted Chapel / Dog Friendly /Central

Little Oaks at Hillview

The Hayloft: Popular Hideaway - Sleeps 3.

Railway Cutting Tree House
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
- Santa Pod Raceway
- Belvoir Castle
- Cambridge University Botanic Garden
- Warwick Castle
- Motorpoint Arena Nottingham
- Coventry Cathedral
- Gulliver's Land Theme Park Resort
- Resorts World Arena
- Wicksteed Park
- Loughborough University
- Kettle's Yard
- University of Nottingham
- Southwell Minster





