
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$12,554 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.

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.
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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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Box Barn - Stylish Accommodation in Rutland
Enjoy a stylish experience at this centrally-located place. Stylish holiday accommodation located in a beautiful topiary garden behind Uppingham Antiques Centre. Box Barn is a one bedroom stone barn on two levels A stylish and comfortable living space with wood burning stove, WIFI, newly fitted kitchen and ensuite with modern interior and statement antiques located in the stunning market town of Uppingham in England's smallest county of Rutland. Within 4 miles of Rutland Water.
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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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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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Thimble Cottage | Minutes from Stamford | Sleeps 6
Welcome to Thimble Cottage, a stylish stone cottage in Uffington, named one of the Telegraph's 50 most desirable English villages. Just 5 minutes from the Georgian town of Stamford, voted Sunday Times' Best Place to Live. Sleeps up to 6, ideal for couples, families or small groups. Private courtyard garden, traditional village pub and play park nearby, scenic walks. Burghley House 10-15 minutes via Barnack. Peterborough station 20 minutes (London King's Cross 50 mins).
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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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Cosy one bedroom cottage in quaint village
Discover our newly refurbished cosy cottage in the heart of Barkby Village—perfect for singles or couples seeking a relaxing getaway or productive weekday stay. Enjoy a pub just steps away, local walks, and nearby Thurmaston, Syston, and Leicester (25 mins). The cottage features off-road parking, a modern open-plan lounge/kitchen with TV, a comfy double bed, ensuite shower, and a private patio. Your perfect home away from home.
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Field View
Located on half a mile outside the picturesque village of Braunston-in-Rutland, Field View is a spacious modern flat with beautiful countryside views from every aspect. Whether you are a family wanting to enjoy all the wonderful delights Rutland has to offer or someone who enjoys the outdoor life of walking, sailing or riding you will receive a warm welcome from Emma and Richard on their rural small holding.
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Popular amenities for Oakham house rentals
House rentals with a pool

XL Country Home, Beautiful Gardens, Pool & Sauna
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Luxury Lakeside Caravan With Hot Tub & Fishing Peg
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New Family Caravan Holiday Home
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Spacious Two Bedroom Lodge
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Large countryside house with heated outdoor pool
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Georgian home with swimming pool
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Waters Edge Lakeside Lodge Hot Tub & Wi-Fi
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The Firs Luxury Home
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Weekly house rentals

The Music Room - a unique, luxurious retreat
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The Garden House III at Top View
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Midway Cottage
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Triple Cottage - Country Stay
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Elegant country house in Oakham, Rutland.
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Cosy Cottage - Log Fire and walk to Rutland Water
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The Silvan Lodge Peace, Privacy, and Pure calm
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Stylish Stay w/ All You Need – Old Grammar School
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Private house rentals

Stylish cottage - superb views
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Red Roof Bungalow
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ORION | Luxury 4 bedroom city centre townhouse
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7 The Row, Secluded Hot Tub Retreat.
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Luxury cottage with log burner. Perfect escape
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3bed cottage sleeps 6 Harlaxton hot tub extra cost
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Characterful garden cottage
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Home in Melton Mowbray
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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





