House holiday rentals in Oakham

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Top-rated house rentals in Oakham

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Top Guest favourite
A cozy living room area is showcased with natural stone flooring and exposed stone walls. A soft sofa, a rustic wooden coffee table, and a wicker armchair create a welcoming space. An old piano is positioned nearby, enhancing the charm of the room.
Home in Byfield
4.97 out of 5 average rating, 190 reviews

Beautiful Thatched Cottage Annex with Piano

Beautiful thatched cottage annex with ensuite bedroom and living room/snug with an old piano. There is a shop, pub, park and walks such as The Jurassic Way. There is a daily bus service to Banbury and Daventry and from Banbury there is a train service for Oxford, London and Birmingham. Shakspeare's Stratford Upon Avon, Cropredy Festival and Silverstone are a short drive away. There is a plaque on the village hall to commemorate singer/songwriter Sandy Denny from the band Fairport Convention.

Guest favourite
The exterior of a charming period home is showcased, featuring natural stone walls and a slate roof. A well-maintained garden with a variety of colorful plants and flowers surrounds the house, enhancing the rural appeal. Large windows reflect natural light, creating an inviting atmosphere.
Home in Wilbarston
4.94 out of 5 average rating, 126 reviews

Beautiful, spacious 4-bed home in pretty village

Beautiful period home perfect for families, small get-togethers, retreats and business trips. In a picturesque village, surrounded by fields, just 12 minutes from Market Harborough. Strictly no parties/events/hens/stags. Stylish interior, open-plan kitchen/diner with everything you need; luxurious living room with plush sofas & big flat-screen TV; bright orangery with dining space, plus 'snug', 4 bedrooms: King with en-suite, 2 dbls, 1 bunk bedroom & 1 x full bathroom. Spacious country garden.

Top Guest favourite
A spacious living area is framed by dramatic internal columns, showcasing a modern black coffee table adorned with a floral arrangement and refreshments. Comfortable charcoal sofas invite relaxation, while soft light illuminates the room, highlighting the open design that connects to the bedroom area beyond.
Home in Grantham
5 out of 5 average rating, 103 reviews

The Garden House at Hungerton

This stunning property with double height ceiling, dramatic internal columns and beautiful interior design, sits at the end of a tree lined drive against stunning parkland - perfect for those seeking the peace and quiet of the countryside. Decorated to a high standard, this property offers wonderful open-plan space, a well equipped kitchen, large shower room and a bedroom area with working fireplace and French doors opening on to your own private garden. Private entrances and parking.

Guest favourite
The exterior of the loft showcases a beautifully crafted wooden structure, featuring large glass windows and a balcony overlooking a tranquil pond. Lush greenery surrounds the area, enhancing the serene country atmosphere.
Home in Clipston
4.95 out of 5 average rating, 349 reviews

NEW Luxury Countryside Retreat w/ Stunning Views

Brand New! Beautiful Luxury Stable conversion incl terrace offering amazing views over rolling countryside. • Blissful tranquillity • Easy Access to A14, M1 and M6. • 10 mins to Market Harborough • 2 large Super King beds - Can split to 4 singles • Sofa bed - sleep up to 6 people in total. Enjoy: • Well Equipped Family Kitchen • 100MB Fibre Internet + Work Zone • Original Art • Luxury Linens • FREE Netflix, Disney+ & Xbox • Amazon Music • Air Conditioning + Underfloor Heating

Top Guest favourite
A comfortable living area features a light-colored sofa with decorative cushions, accompanied by an armchair. A wooden cabinet is displayed against one wall, while a wall-mounted light fixture provides illumination. Large glass doors open to a deck with garden views.
Home in Leicestershire
4.98 out of 5 average rating, 121 reviews

The Den self-contained annex.

The Den is a self- contained annex, which is very comfortable for 4 guests. It will provide everything you need for a short or long stay in Melton Mowbray. We provide tea, coffee, bread, milk etc. The property has a fitted kitchen with washing machine and tumble dryer. An open living space leads to two bedrooms with king size beds, & a bathroom with a walk in shower. There is parking for two cars on the drive and plenty of on street parking. Check in is from 3pm, & check out is by 10am.

Top Guest favourite
The converted water tower stands prominently along a tree-lined path, featuring a circular tank on top. Its wooden and white exterior is complemented by large windows, surrounded by lush greenery and a serene countryside backdrop.
Home in Kenilworth
4.88 out of 5 average rating, 377 reviews

The Water Tower at Long Meadow Farm

The Water Tower at Long Meadow Farm, sits on the edge of an orchard and has spectacular views across the Warwickshire countryside. It has been converted into comfortable accommodation sleeping 4 in two bedrooms with ensuite bathrooms. Every attempt has been made to preserve the original components of the water tower . The construction company responsible for the conversion won a Federation of Master Builders regional award for the work. Described in the Daily Telegraph of 29 June 2019.

Top Guest favourite
The exterior of Welby Cottage is characterized by natural stone walls and a pitched roof. A small tree and grassy area are visible in front of the cottage, alongside a paved path leading to the entrance. The nearby hedged wall adds a sense of privacy.
Home in Market Deeping
4.96 out of 5 average rating, 126 reviews

Beautiful Cosy Cottage Retreat

Welby Cottage is a hidden gem in the heart of Market Deeping. A stone's throw from the High Street. You walk out of the cottage through a beautiful listed historic arch, to be welcomed by a range of shops, bars and restaurants. You are getting more than just a gorgeous place to hang out. We will provide a complimentary welcome box. The moment you arrive here you will feel at ease. The walls are decorated in soft relaxing colours complimented by high quality flooring and furniture.

Top Guest favourite
The image showcases the exterior of a Victorian cottage featuring a combination of warm brick tones. Two large windows are visible on the front, providing light to the interior, while a solid black door is centrally positioned. The façade exudes a classic charm.
Home in Stamford
4.99 out of 5 average rating, 137 reviews

Character cottage in Stamford

This peaceful Victorian cottage is a short walk from Burghley park, Stamford high street and the historic railway station. Decorated in bold Farrow & Ball colours and William Morris wallpaper, with new fittings and furniture throughout, it also has a sunny patio courtyard and private off street parking. Situated just up the hill from the Meadows, River Welland and famous George Hotel, there are extensive views across the historic rooftops of Stamford from the bedroom windows.

Top Guest favourite
A tranquil patio area is presented, featuring three teal chairs surrounding a glass table. A small statue and a candle are visible, complemented by a backdrop of brick walls and sliding glass doors that lead to the interior living space.
Home in The Park
4.97 out of 5 average rating, 199 reviews

Cosy modern house patio free parking 15 min walk

Enjoy a relaxing & quiet stay in our brand new studio, with a patio & free parking, all walking distance to the city centre, in the beautiful leafy sought after Park Estate. You can walk to the Nottingham castle, Theatre Royal, Nottingham Playhouse or the Motorpoint Arena, or to many pubs (incl. the Ye Old Trip to Jerusalem dated back from 1068), restaurants including the nationally acclaimed Alchemilla & Japanese Kushi-ya . Close to universities, train station and the QMC.

Guest favourite
A well-lit living area is viewed through an open doorway, featuring a grey sofa adorned with cushions. A coffee table rests on a soft rug, positioned under large windows that frame a green, tree-lined view.
Home in Scredington
4.95 out of 5 average rating, 111 reviews

Woodhaven Stays

If you are looking for a place to relax then look no further! Whether it be a couples weekend away or a holiday for the full family, Woodhaven Stays is the perfect location. Our beautiful house sleeps 6 people and don't forget we are pet friendly ! This spacious home provides all the comforts you need when you are away from home, a spacious living and dining area, stunning kitchen, utility and sitting area. Of course we cannot forget the scenic garden with hot tub and BBQ.

Top Guest favourite
A charming garden is illuminated by soft lights, showcasing a path leading to a thatched-roof building. The well-maintained green space features neatly arranged plants and shrubs, with a birdbath as a focal point. The atmosphere suggests a tranquil evening setting.
Home in Manton
4.96 out of 5 average rating, 402 reviews

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.

Top Guest favourite
An outdoor terrace features a round white table surrounded by delicate chairs, overlooking lush greenery. Glass railings provide a clear view of the surrounding trees, creating a serene atmosphere. The sun filters gently through the leaves, enhancing the tranquil ambiance.
Home in Darley Dale
5 out of 5 average rating, 108 reviews

Spacious Scandinavian style hideaway with log fire

The property is in a delightful and secluded position on the south facing side of Darley Hillside with views over the valley. The main living area is on the upper floor, accessed directly from the driveway and car-port via a hallway leading to the master bedroom and ensuite; living room with open log fire, dining area and internal balcony access to 2-storey atrium complete with spiral staircase; cloakroom; toilet, and kitchen with tree top external terrace.

Popular amenities for Oakham house rentals

When is the best time to visit Oakham?

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Avg. price$237 AUD$236 AUD$229 AUD$268 AUD$267 AUD$276 AUD$254 AUD$267 AUD$267 AUD$229 AUD$212 AUD$203 AUD
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Quick stats about house rentals in Oakham

  • Total holiday rentals

    Explore 20 holiday rentals in Oakham

  • Nightly prices starting at

    Oakham holiday rentals start at $85 AUD per night before taxes and fees

  • Verified guest reviews

    Over 500 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Oakham holiday 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!

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