House holiday rentals in Oakham

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Top-rated house rentals in Oakham

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

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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, 105 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.

Top Guest favourite
Home in Titton on the Hill
5 out of 5 average rating, 20 reviews

The Silvan Lodge Peace, Privacy, and Pure calm

The Silvan Lodge is the Guest Annex of Stone Lodge House that is available on selected dates throughout the year. The Annex is finished to the highest standard, is fully equipped with all you will need, 50inch QLED TV and Bose sound, Washer Dryer, Fridge, Freezer, Dishwasher, Air Fryer, Boiling water Tap, Coffee machine and much more. If you are looking for a tranquil, secluded, private location but want all mod cons, high speed wifi, central heating and space to relax then look no further

Superhost
A historic stone church building features an intricate Gothic-style window, framed by lush greenery. The front facade showcases detailed stonework, and the structure is positioned near a road with parked cars visible in the foreground.
Home in Melbourne
4.89 out of 5 average rating, 239 reviews

Chapter Two - Melbourne

Welcome to Chapter Two - Melbourne, located in the heart of Melbourne village. The church was built in the mid 1800’s and converted into several cosy dwellings over 30 years ago. The church has been fully renovated to provide an unique and unforgettable stay for up to 5 people. Fantastic range of restaurants, shops and pubs, all on the door step. Perfectly located to explore some of south Derbyshires most beautiful sights, Calke Abbey, Staunton Harold, Donington Race track are all nearby.

Top Guest favourite
A spacious loft bedroom features a large bed dressed in neutral linens. A decorative rug lies beneath, and wall-mounted lamps provide soft lighting. The room is accented by wooden beams and a large arched window adorned with delicate floral arrangements, offering a cozy ambiance.
Home in Farnsfield
4.99 out of 5 average rating, 124 reviews

Charming & stylish cosy country barn conversion

Delightfully stylish, luxurious, cosy country accommodation in the pretty (recently voted North Notts' Best-Kept) village of Farnsfield situated between Sherwood Forest and the historic Minster town of Southwell. Refurbished to a high standard in 2019/20, this is an ideal base to enjoy the surrounding countryside. This charming new barn conversion retains many original features but also has a brand new efficient gas central heating system as well as a Smart TV, free Wifi and an Amazon Echo.

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, 108 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, 358 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 living area features an orange sofa adorned with a decorative blanket and cushions. A colorful rug lies on the wooden floor. Various artworks, including a red-framed piece, are displayed on the walls, complemented by green accents and potted plants adding a vibrant touch.
Home in Normanton
4.94 out of 5 average rating, 51 reviews

Mushroom Cottage - Luxury Rutland Water Home

Welcome to our charming two-bedroom cottage overlooking Rutland Water. Immerse yourself in tranquillity with cloud-themed and playful yellow bedrooms, both boasting beautiful ensuites. The modern kitchen features exposed brickwork, adding rustic charm to contemporary comfort. Relax in the cosy living/dining room adorned with fantastic orange tones, perfect for unwinding after a day of adventure. Experience the magic of lakeside living at its finest in this stylish retreat.

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, 158 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
4.94 out of 5 average rating, 123 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, 151 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, 421 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 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, 190 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.

Popular amenities for Oakham house rentals

When is the best time to visit Oakham?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$191 NZD$191 NZD$272 NZD$334 NZD$332 NZD$343 NZD$316 NZD$332 NZD$332 NZD$284 NZD$263 NZD$252 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 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!

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