House holiday rentals in Oakham

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Top-rated house rentals in Oakham

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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, 175 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
An open-plan kitchen and living area features high ceilings with recessed lighting. A large window allows natural light to fill the space. A compact seating area includes two bar stools at a countertop, while a television is mounted on the wall near a small table displaying books.
Home in Peatling Parva
4.94 out of 5 average rating, 205 reviews

Les Cedres -Cosy self contained annexe

Les Cedres -A calm self contained one bedroom annexe in a quiet, historic, rural village with a great selection of local pubs and restaurants. With great access to Motorways M1,M6 A14 and A5, Leicesters vibrant city centre is just 10 miles away. 1 small well behaved dog . No repeat no bookings for daytime only. Guest Access Guests have private access to a self contained one bedroom annexe. This is completely self contained you Do not share with anyone just like a. Ground floor flat:

Guest favourite
A cozy bedroom features a spacious bed with crisp white linens and a soft gray throw. A wooden wardrobe and bedside tables frame the bed, while a mirror reflects natural light. A small desk and chair are positioned against the wall, with neatly stacked towels nearby.
Home in Averham
4.87 out of 5 average rating, 263 reviews

Charming 18th Century Georgian Barn Conversion.

Welcome to Manor Cottage Barn. Situated in the quiet village of Averham just outside of Newark Upon Trent in rural Nottinghamshire. The barn itself is an 18th century chapel and barn combined and was fully restored in the 90's. Inside there are two large rooms, one comprising of a lounge area for guests and a private workshop area dedicated to picture framing. The other is a Bedroom, kitchen and dining room with a separate Bathroom. *This is a no smoking anywhere including outside home.

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, 337 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, 109 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
4.96 out of 5 average rating, 102 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
An open-concept living space features a comfortable gray sectional sofa and a round coffee table. Bar stools are positioned at a kitchen island, and a sleek television is mounted on the stone accent wall. Soft, ambient lighting enhances the inviting atmosphere.
Home in Caldecote
4.95 out of 5 average rating, 166 reviews

Peaceful home in the countryside

Our peaceful dog friendly home from home has the countryside on your doorstep with plenty of walks/bike rides etc. * Private garden which is not overlooked complete with BBQ and seating area * Kingsize bed, Netflix, Sky TV, WiFi and Air con unit for the warmer months * Private Parking * CCTV on front door and back gate * This centrally-located home has a number of attractions within a short driving distance and local pubs We do not have a hot tub anymore for returning guests

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
5 out of 5 average rating, 108 reviews

Character cottage in Stamford

This peaceful, recently renovated Victorian cottage, five minutes walk from Burghley park and Stamford high street, has a sunny patio courtyard and private off street parking. It has been decorated in bold Farrow & Ball colours and William Morris wallpaper, with new fittings and furniture throughout. 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 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, 364 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 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
4.99 out of 5 average rating, 120 reviews

Cherry Lap 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
4.94 out of 5 average rating, 145 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.

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, 219 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 Oakham house rentals

When is the best time to visit Oakham?

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Avg. price$296 NZD$294 NZD$285 NZD$335 NZD$333 NZD$344 NZD$317 NZD$333 NZD$333 NZD$285 NZD$216 NZD$277 NZD
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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 $106 NZD per night before taxes and fees

  • Verified guest reviews

    Over 620 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, Wi-Fi 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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