
House vacation rentals in Oakham
Find and book unique houses on Airbnb
Quick stats about house rentals in Oakham

Total vacation rentals
Explore 20 vacation rentals in Oakham

Nightly prices starting at
Oakham vacation rentals start at G$12,535 GYD per night before taxes and fees

Verified guest reviews
Over 490 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Oakham vacation 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.

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.
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Exclusive Coach House in The Park, free parking
A self-contained, modern home with lots of natural light. Located in a quiet street in the The Park (a private residential estate, formerly a royal deer park, adjoining Nottingham Castle) it’s a 5 min walk to the city centre and within easy reach of the Motorpoint Arena, Theatre & City Ground, Trent Bridge, the QMC and both universities. Decorated and furnished to a high standard. Guests have exclusive use of the south facing, sunken patio, super fast WiFi and free car parking. Air con unit.
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Cosy, 5 bedroomed, 17 th century thatched cottage.
Lovely, five bedroomed thatched cottage, surrounded by beautiful countryside, pretty villages and endless walks. Close to Bedford, Milton Keynes and Woburn. Great transport links to London. Cottage is spacious and full of unique period features. Kitted out with all the facilities you’d expect, including strong Wi-Fi, well equipped kitchen and bathrooms. Quiet and peaceful. Beautiful gardens for Al fresco dining or peaceful reflection. Comfortable beds, all equipped with electric blankets.
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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.
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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
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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.
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Cosy modern house patio free parking, walk to city
Enjoy a relaxing & quiet stay in our brand new studio, with a patio & free parking, all walking distance to the city centre, in the beautiful leafy sought after Park Estate. You can walk to the Nottingham castle, Theatre Royal, Nottingham Playhouse or the Motorpoint Arena, or to many pubs (incl. the Ye Old Trip to Jerusalem dated back from 1068), restaurants including the nationally acclaimed Alchemilla & Japanese Kushi-ya . Close to universities, train station and the QMC.
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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.
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Cosy country cottage
Hillcrest is a stone cottage dating back to the 1700s set within rolling countryside in the quiet hamlet of Preston Capes. This peaceful and beautifully renovated cottage offers all the charm of a period cottage, with the convenience and comfort of modern living. The cottage has a private walled garden and outdoor eating area. There are several good pubs/restaurants within easy driving distance or a walk for the more energetic guests (Fawsley Hall or The Plough at Everdon).
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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.
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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.
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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.
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Popular amenities for Oakham house rentals
House rentals with a pool

Private Indoor Pool | Countryside Retreat
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River View Holiday Let with Sunken Hot Tub
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Spacious Two Bedroom Lodge
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Luxury Lakeside Caravan With Hot Tub & Fishing Peg
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Georgian home with swimming pool
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New Family Caravan Holiday Home
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Large countryside house with heated outdoor pool
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Modern 4 bed house with hot tub & private garden
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Weekly house rentals

Field View
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Box Barn - Stylish Accommodation in Rutland
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Wisteria Cottage
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Mushroom Cottage - Luxury Rutland Water Home
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The Music Room - a unique, luxurious retreat
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Cosy one bedroom cottage in quaint village
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Fo’s Folly
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The Garden House III at Top View
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Private house rentals

Cosy Cottage - Log Fire and walk to Rutland Water
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Thimble Cottage | Minutes from Stamford | Sleeps 6
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Stylish Stay w/ All You Need – Old Grammar School
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Luxury Two Bedroom Home in pretty little Stamford
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Bright modern two-bed house in beautiful Uppingham
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Stylish cottage - superb views
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7 The Row, Secluded Hot Tub Retreat.
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The Railway Cottage
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Destinations to explore
- Silverstone Circuit
- National Exhibition Centre
- The National Bowl
- Donington Park Circuit
- University of Warwick
- Bletchley Park
- Woburn Safari Park
- Lincoln Castle
- Burghley House
- Coventry Building Society Arena
- University of Cambridge
- Warwick Castle
- Santa Pod Raceway
- Belvoir Castle
- Cambridge University Botanic Garden
- Motorpoint Arena Nottingham
- Loughborough University
- Coventry Cathedral
- Resorts World Arena
- Gulliver's Land Theme Park Resort
- Kettle's Yard
- Wicksteed Park
- University of Nottingham
- Southwell Minster





