House vacation rentals in Oakham

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Top-rated house rentals in Oakham

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Superhost
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
4.93 out of 5 average rating, 130 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 favorite
The dining area features a modern black table accompanied by stylish chairs, set against a backdrop of lush greenery visible through large glass doors. A unique cowhide rug lies beneath the table, while warm pendant lights add a welcoming touch to the space.
Home in West Bridgford
4.9 out of 5 average rating, 123 reviews

2-bedroom home in the heart of West Bridgford

Welcome to our 2-bedroom home in West Bridgford, just a 4-min walk from Central Avenue (the home to restaurants & bars). Enjoy a spacious open-plan living with a 65" lounge TV (Sky Go, Netflix, etc), cozy bedrooms with luxury bedding (towels included), office space with 2-monitors and a garden retreat for those sunny days. Welcome gift: choice of prosecco or white/red wine for your arrival! Nottingham city centre is only a 12 minute drive/uber away! Free on-street parking included!

Guest favorite
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 Northamptonshire
4.95 out of 5 average rating, 352 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 favorite
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, 138 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 favorite
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, 152 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.

Guest favorite
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
4.96 out of 5 average rating, 117 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 favorite
A cozy bedroom features exposed wooden beams against a softly painted wall. A spacious bed is dressed with neutral linens, complemented by two warm yellow cushions. Soft lighting from two bedside lamps casts a gentle glow, and a window allows natural light to filter in.
Home in Preston Capes
5 out of 5 average rating, 100 reviews

Cosy country cottage

Hillcrest is a stone cottage dating back to the 1700s set within rolling countryside in the quiet hamlet of Preston Capes. This peaceful and beautifully renovated cottage offers all the charm of a period cottage, with the convenience and comfort of modern living. The cottage has a private walled garden and outdoor eating area. There are several good pubs/restaurants within easy driving distance or a walk for the more energetic guests (Fawsley Hall or The Plough at Everdon).

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, 149 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.

Top guest favorite
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, 418 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 favorite
A grand manor house with a brick facade and symmetrical design is set against a clear blue sky. Lush green lawns frame the property, which is accentuated by tall trees and several parked vehicles. Four chimneys rise above the roofline, contributing to the estate's historic charm.
Home in Nottinghamshire
4.94 out of 5 average rating, 188 reviews

Stunning Countryside Manor — Hot Tub & Parking

Step back in time and experience the breathtaking grounds of Thurgarton Priory Manor House. Surrounded by massive 200 year old Lebanese Cedars and 8 foot wide Beechnut trees, rolling hills dotted with sheep, Highland Cattle and horses, this is a nature lovers dream. The estate is surrounded by miles of footpaths and bridleways that offer enchanted hikes through old mills, sheep dips, and sunken hedgerow paths. (Many leading to village pubs) hint hint.

Top guest favorite
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, 161 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 favorite
Home in Northamptonshire
4.94 out of 5 average rating, 243 reviews

Tanser's off grid barn conversion, covered Hot Tub

Tanser's Barn is COMPLETELY OFF-GRID AND CARBON NEUTRAL, it produces all its own electricity so you still get all the luxury's of Smart TV, WIFI, and coffee machine. Fantastic country-side views with local village shop and Pub within walking distance. Remote, private, and homely with all modern comforts. Take it easy at this unique and tranquil off-grid getaway. Relax in the Hot Tub and Soak up the views.

Popular amenities for Oakham house rentals

When is the best time to visit Oakham?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 397ﺩ.ﺇ 397ﺩ.ﺇ 566ﺩ.ﺇ 694ﺩ.ﺇ 690ﺩ.ﺇ 712ﺩ.ﺇ 657ﺩ.ﺇ 690ﺩ.ﺇ 690ﺩ.ﺇ 591ﺩ.ﺇ 547ﺩ.ﺇ 525
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Quick stats about house rentals in Oakham

  • Total vacation rentals

    Explore 20 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 450 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Oakham vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Oakham rentals

  • 4.9 Average rating

    Oakham stays are highly rated by guests—averaging 4.9 out of 5!

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