House holiday rentals in Oakham

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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 $83 AUD 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 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

  • 4.9 Average rating

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

Top-rated house rentals in Oakham

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

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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, 192 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
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
4.78 out of 5 average rating, 100 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
4.94 out of 5 average rating, 127 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, 104 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, 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, 123 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, 380 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 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, 143 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, 113 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, 143 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, 406 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, 109 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$232 AUD$231 AUD$224 AUD$263 AUD$262 AUD$270 AUD$249 AUD$262 AUD$262 AUD$224 AUD$207 AUD$199 AUD
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