House holiday rentals in Oakham

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Top-rated house rentals in Oakham

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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, 125 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.

Guest favourite
A well-lit kitchen/diner features a large wooden dining table surrounded by black chairs. A sleek counter with wooden stools is positioned on one side. Skylights provide ample natural light, while framed photographs adorn the wall. A door leads to the outside patio.
Home in Leicestershire
4.92 out of 5 average rating, 127 reviews

Home from Home

Market Harborough, noted for it's coaching inns and Old Grammar School dating from 1614. Markets are held almost every day and the town has it's own theatre. Immaculate 1920's house with two bedrooms, a family bathroom , downstairs toilet, kitchen/diner and two reception rooms, A large garden with patio, lawn and fruit trees. Just a 3 minute walk from train station, (train less than one hour to London). Area boasts a Museum, Country houses, Foxton Locks, Canal basin and lots of good eateries.

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, 346 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
4.97 out of 5 average rating, 117 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 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
4.97 out of 5 average rating, 122 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, 133 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, 190 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, 107 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, 394 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.

Guest favourite
A modern two-story lodge showcases a clean exterior with pitched roofs and large glass doors. The setting features a gravel area leading to an inviting outdoor space, surrounded by trees and open countryside, reflecting a serene atmosphere.
Home in Sudborough
4.98 out of 5 average rating, 145 reviews

Stud Farm Lodge:Luxury hot tub/treehouse/ getaway

Set in 14 acres of beautiful northamptonshire countryside, Cherry lap lodge can be found on the grounds of a large farm. Escape and unplug in our luxury farm lodge. Nestled in a quiet location in the heart of our farm. Our lodge was previously an annex now hand crafted into a modern, luxury hot tub retreat. When it’s sunny an outdoor kitchen, bbq, hot tub and treehouse lookout onto the sheep field’s. Only 1 hour from London Insta: @Cherrylaplodge

Top guest favourite
The spacious kitchen is equipped with a large island unit and features light grey cabinetry. A range cooker and a dishwasher are included, alongside open shelves displaying dinnerware. Natural light enters through a nearby window, illuminating the warm wooden floor.
Home in Uppingham
4.95 out of 5 average rating, 156 reviews

36 High Street West -two bedroom luxury terrace

The property is set in the heart of this popular market town opposite the historic Uppingham School. It is perfect for any visitors to the school and is a short walk from the town's amenities which include a good range of independent shops and eating establishments. It is a spacious two bedroom house with a large, beautiful kitchen/ dining space and sheltered walled courtyard garden. The house has been decorated and furnished to a high standard.

Top guest favourite
The exterior of a charming stone chapel is displayed, showcasing tall, arched windows and a classic black door. Surrounding greenery and flowers frame the entrance, adding natural beauty to the facade. A street lamp stands nearby, enhancing the peaceful street setting.
Home in Oundle
4.93 out of 5 average rating, 235 reviews

3 bedroom converted chapel in historic Oundle

West St Chapel is a unique home in the heart of the historic market town of Oundle. Recently converted, it makes a comfortable, light-filled home, featuring an open-plan kitchen, small dining area , living room, three bedrooms and a bathroom. There is a well-equipped kitchen and west-facing outdoor terrace. Oundle is a beautiful vibrant town on the river Nene, featuring Georgian architecture and a range of independent shops, pubs and restaurants.

Popular amenities for house rentals in Oakham

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Avg. price$213 SGD$212 SGD$205 SGD$241 SGD$240 SGD$248 SGD$228 SGD$240 SGD$240 SGD$205 SGD$190 SGD$182 SGD
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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 $77 SGD 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 & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 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!

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