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

  • Verified guest reviews

    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.

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Top guest favorite
An open living area features high wooden beams and skylights, creating a spacious atmosphere. Two comfortable Chesterfield sofas in shades of blue are arranged around a wooden coffee table adorned with a floral centerpiece. A homely dining area is visible in the background.
Barn in Thistleton
4.96 out of 5 average rating, 114 reviews

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.

Top guest favorite
A cozy bedroom features a spacious bed with a cushioned headboard against a backdrop of warm stone walls. Natural light enters through a small window, complemented by soft fabric curtains. The wooden floor enhances the room's inviting ambiance.
Cottage in Stamford
4.95 out of 5 average rating, 370 reviews

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.

Top guest favorite
Townhouse in Manton
4.99 out of 5 average rating, 186 reviews

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

Guest favorite
The image captures a serene village scene, featuring charming stone cottages nestled among lush greenery. The majestic church tower rises in the background, adding architectural interest. A pathway winds gently through the area, inviting exploration of the picturesque surroundings.
Cottage in Ketton
4.94 out of 5 average rating, 166 reviews

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!

Top guest favorite
A well-appointed bedroom features a spacious bed with neatly arranged towels at its foot. Soft lighting is provided by a modern chandelier. The textured stone wall adds character, while a mirror and a small desk enhance functionality within the room. A window with slatted blinds offers natural light.
Apartment in Stamford
4.95 out of 5 average rating, 104 reviews

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.

Top guest favorite
The exterior of a stone barn conversion features a distinct pitched roof and a charming facade. The building is marked by weathered stonework and traditional details, including a chimney and a welcoming entrance, set against a clear blue sky.
Cottage in Empingham
4.99 out of 5 average rating, 193 reviews

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.

Top guest favorite
A shepherd's hut is set in a tranquil orchard, surrounded by blooming flowers. A small outdoor seating area with a table and chairs is visible in front of the hut, which has large windows allowing natural light into the interior.
Shepherd’s hut in Burton Lazars
4.99 out of 5 average rating, 212 reviews

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.

Guest favorite
An open plan suite features a king-sized bed with a plush headboard, complemented by a decorative quilt. A vintage grey wardrobe stands beside the freestanding bathtub, which is positioned near a large wall clock. Soft lighting enhances the serene atmosphere of the space.
Apartment in Rutland
4.86 out of 5 average rating, 322 reviews

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.

Top guest favorite
The exterior of The Barn showcases a combination of brick and wood materials, created in a contemporary style. Large glass doors open to the garden, while a balcony overlooks the rear area. A chimney and various windows enhance the building's rustic charm.
Cottage in Colston Bassett
5.0 out of 5 average rating, 127 reviews

The Barn

The Barn is a rural retreat tucked away at the end of a quiet leafy lane in Colston Bassett in the heart of the beautiful Vale of Belvoir. Ideal for families, walkers, cyclists, gastro enthusiasts or perhaps those just looking to enjoy the peace and quiet of the countryside, The Barn is a brand new, hand-crafted home built by the architect owner who lives in The Old Farmhouse next door. We also welcome well behaved dogs (we just request a modest fee of £20 per dog per stay)

Top guest favorite
A spacious kitchen features exposed wooden beams and stone flooring. A dining table with striped tableware is set for four, while modern appliances are arranged across the counters. Natural light floods in through multiple windows, illuminating the well-equipped cooking area.
Cottage in Duddington
4.99 out of 5 average rating, 253 reviews

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.

Top guest favorite
A recently renovated chalet bungalow is featured, showcasing a gravelled driveway providing ample parking space. The structure displays a combination of brick and tiled roofing, with large windows allowing natural light to fill the interior. Surrounding greenery adds to the inviting atmosphere.
Home in Wittering
4.99 out of 5 average rating, 160 reviews

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.

Guest favorite
A charming stone cottage with a red-tiled roof is surrounded by greenery. Large windows allow natural light to enter, while a small patio area with two metal chairs and potted plants sits in the foreground. The entrance features a dark wooden door.
Cottage in Rutland
4.89 out of 5 average rating, 213 reviews

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.

Popular amenities for Oakham pet-friendly home rentals