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.

%{current} / %{total}1 / 1
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, 173 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, 203 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:

Top Guest favourite
Double doors open to reveal a lush green garden, framed by tall trees. Natural light fills the space, highlighting a gravel path leading outside. A small potted plant adds a touch of color near the entrance.
Home in Collingham
4.9 out of 5 average rating, 220 reviews

Stylish Barn Conversion with Woodland Views

Wonderful Woodland location just 2 miles from Newark Show Ground. Wake up to the sound of birds and have a coffee in the south facing garden, before heading out to the show ground or surrounding areas. Amazing road networks taking you easily into Newark, Lincoln and Nottinghamshire, visit Castles and local attractions or easily commute to work, even avoid the car and walk your dog directly to Stapleford Woods. Kingsize bedroom, full kitchen, wet room and entertaining space with sofa bed...

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, 117 reviews

Beautiful, spacious 4-bed home in pretty village

Beautiful period home perfect for families, small get-togethers and business trips. In a picturesque village, surrounded by fields, just 12 minutes from Market Harborough & Corby. (Sorry - 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 doubles, 1 bunk bedroom & 1 x full bathroom. Spacious garden.

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, 332 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
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, 107 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
The exterior of The Old Dairy features a red brick facade under a clear blue sky. A private garden showcases outdoor seating, including a dining table and lounge area, surrounded by well-maintained greenery and flowers, creating an inviting space for relaxation.
Home in Riseley
5 out of 5 average rating, 120 reviews

Luxury Barn conversion, 3 bed, 3 bath with hot-tub

The Old Dairy sits in glorious Bedfordshire/Cambridgeshire countryside right on your doorstep. Lovely private garden for outside dining, relaxing and hot-tub. Excellent walking, cycling & other activities close by. You’ll love it because of its beamed ceilings, fabulous kitchen in large open plan living area with log burner and doors opening onto private garden. A great place for special occasions, and make the most of your Sunday with our Lazy Sunday check-out time of 4pm.

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, 356 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 charming stone cottage is visible, framed by lush greenery and flowering plants. The two-story structure features a sloped roof and a chimney, with a pathway leading to the entrance. Rolling hills are seen in the background, under a partly cloudy sky.
Home in Ashover
5 out of 5 average rating, 113 reviews

Country Cottage with great outside space & views

Relax in our stunning two-bedroom slice of Derbyshire heaven! Amazing walks and local pubs >1 mile away. Large terrace with fabulous views over the valley & a range of seating. 2 double bedrooms, 1 ensuite & large family bathroom. Significant renovations recently & has a highly specified kitchen inc. range. Log burner in living room & Smart TVs in Kitchen, Living room & main bedroom. WIFI & office to keep in touch with work whilst relaxing in comfort & style.

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, 117 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, 218 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

Quick stats about house rentals in Oakham

  • Total rentals

    20 properties

  • Nightly prices starting at

    $92 AUD before taxes and fees

  • Total number of reviews

    620 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 properties include access to Wi-Fi

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