House holiday rentals in Oakham

Find and book unique houses on Airbnb

Top-rated house rentals in Oakham

Guests agree: these houses are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Guest favourite
A spacious living area features a large, comfortable sofa adorned with colorful cushions. Light floods through a skylight and large windows, highlighting the warm wooden flooring. A staircase leads to a mezzanine level, while a dining area with a table is visible in the background.
Home in Stamford
4.79 out of 5 average rating, 103 reviews

The Maltings. Stunning 3-4 Bed Stamford House!

Centrally situated just over 5 minutes walk from Stamford town centre and main attractions, this stylish, spacious 4-storey house consists of 2 bedrooms, large bathroom, large kitchen & living room with sofa bed, 50" TV, as well as a mezzanine level area with sofa bed, desk & chair, & patio doors leading out to roof terrace. Other features include a dishwasher, cot, washing machine / tumble dryer, iron and ironing board, and air conditioning and wifi throughout. All towels & bed linen provided.

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
4.93 out of 5 average rating, 129 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, 107 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 Northamptonshire
4.95 out of 5 average rating, 351 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

Guest favourite
A fully equipped kitchen is presented, featuring light cabinetry, a wooden dining table with place settings, and a window providing natural light. A door leads to the garden, and view of a kitchen counter with a gas stove and sink adds to the functional space.
Home in Kibworth Beauchamp
4.87 out of 5 average rating, 148 reviews

Duck Terrace with Home Gymnasium | DucklingStays

🏡 Pastel themed heritage terrace house 🦆 Hosted by @ducklingstays 🦆 🏡 Located a stones throw from the centre of Kibworth Beauchamp. 🏡 2 minutes from pubs, supermarket, Indian, Chinese, chip shop and kebab house 🏡 Free off-road parking 🏡 High-Speed Wi-Fi 🏡 65inch Smart TV cinema room. 🏡 3 double bedrooms with gym and fully equipped kitchen over 4 floors 🏡 Host response rate 100% and responds within the hour We’re here to make sure your stay is egg-ceptional! 🥚🎉

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 Saint Martins
4.99 out of 5 average rating, 150 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 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
4.96 out of 5 average rating, 116 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 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, 148 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 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, 414 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
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, 187 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 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, 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 favourite
Home in Northamptonshire
4.94 out of 5 average rating, 240 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 house rentals in Oakham

When is the best time to visit Oakham?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$138 SGD$138 SGD$197 SGD$242 SGD$241 SGD$248 SGD$229 SGD$241 SGD$241 SGD$206 SGD$191 SGD$183 SGD
Avg. temp4°C5°C7°C9°C12°C15°C17°C17°C14°C11°C7°C5°C

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 450 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

  • 4.9 Average rating

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

  1. Airbnb
  2. United Kingdom
  3. England
  4. Rutland
  5. Oakham
  6. House rentals