
Pet-friendly holiday rentals in Oakham
Find and book unique pet-friendly homes on Airbnb
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.

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!

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. Next door is the Jackson Stops Inn, which unfortunately has closed recently.

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.

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.

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.

Small luxury barn, near Grantham
- Luxury open-plan barn conversion - countryside location - private/secure behind electric gates - high beamed ceilings throughout - open log fire - logs included all year round - lounge/65" TV Netflix/Amazon - kitchenette - oven/2 ring hob/microwave/fridge/kettle/toaster - one large bedroom with king bed and two single beds - large luxury bathroom with bath and separate walk-in shower - private patio with seating - BBQ - WiFi - off-road car parking (carport) - dogs welcome

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

Cosy, 5 bedroomed, 17 th century thatched cottage.

3 Bed Semi House close to M1 Junction 21 Leicester

Unique 3 b'room house + free parking /city centre

Beautiful spacious period home close to centre

3 bedroom converted chapel in historic Oundle

Stunning Countryside Manor — Hot Tub & Parking

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

The Escape
Pet-friendly home rentals with a pool

Luxury Lakeside Caravan With Hot Tub & Fishing Peg

Fable Lodge | Lakeside Lodge with Hot Tub & Views

Spacious Two Bedroom Lodge

Lakeside Indulgent lodge 8 berth, Hottub & ramp

Stunning views - outdoor pool - cosy log burner

Dog Friendly Retreat £75 pn or all March £1000

Lake side cosy Hot Tub Holiday Tattershall Lakes

Modern Family caravan holiday home 2 bed/6 berth
Private, pet-friendly home rentals

Luxury rural barn with hot tub

Pea Cottage - A beautiful countryside retreat

The Cabin: Great Bowden, Leicestershire

The Grange (Annex Apartment)

Hot tub 4 bed hamlet Cottage sleeps 8 nr Stamford

Beautiful and Quaint Converted Stable in Rutland

Town Centre Cottage in Stamford

Hardwick Lodge Barn - Guest House in Rural Setting
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 680 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!
Destinations to explore
- Silverstone Circuit
- Motorpoint Arena Nottingham
- Bletchley Park
- Lincoln Castle
- Woburn Safari Park
- Burghley House
- The National Bowl
- National Exhibition Centre
- Coventry Cathedral
- Cambridge University Botanic Garden
- Wicksteed Park
- University of Warwick
- Gulliver's Land Theme Park Resort
- Donington Park Circuit
- University of Cambridge
- Kettle's Yard
- Santa Pod Raceway
- Belvoir Castle
- Resorts World Arena
- Coventry Building Society Arena
- The Fitzwilliam Museum
- National Justice Museum
- Coventry University
- University of Lincoln




