
House holiday rentals in Oakham
Find and book unique houses on Airbnb
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 $103 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!
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.

Beautiful, spacious 4-bed home in pretty village
Beautiful period home perfect for families, small get-togethers, retreats and business trips. In a picturesque village, surrounded by fields, just 12 minutes from Market Harborough. Strictly 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 dbls, 1 bunk bedroom & 1 x full bathroom. Spacious country garden.

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.

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.

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

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.

Duck Terrace with Home Gymnasium | DucklingStays
🏡 Pastel themed heritage terrace house 🦆 Hosted by @ducklingstays 🦆 🏡 Located a stones throw from the centre of Kibworth Beauchamp. 🏡 2 minutes from pubs, supermarket, Indian, Chinese, chip shop and kebab house 🏡 Free off-road parking 🏡 High-Speed Wi-Fi 🏡 65inch Smart TV cinema room. 🏡 3 double bedrooms with gym and fully equipped kitchen over 4 floors 🏡 Host response rate 100% and responds within the hour We’re here to make sure your stay is egg-ceptional! 🥚🎉

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.

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).

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.

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.

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.
Popular amenities for Oakham house rentals
House rentals with a pool

XL Country Home, Beautiful Gardens, Pool & Sauna

Luxury Lakeside Caravan With Hot Tub & Fishing Peg

New Family Caravan Holiday Home

Spacious Two Bedroom Lodge

St Andrews Dreams, luxury times!

The Pippins studio flat

Homely lodge in Golf and Country Club

Waterside Retreat
Weekly house rentals

The Little Dunnels

Nursery Cottage

The Garden House III at Top View

Enclosed garden, footpath walk to Rutland Water

The Walled Garden Holiday Cottage

10 Pudding Bag Lane

One bed cottage in village location.

Independence House - Oakham
Private house rentals

Box Barn - Stylish Accommodation in Rutland

Cosy 1 bed cottage - Sleeps 4

Gorgeous cosy 2 bed cottage in heart of Stamford

Spacious guest house in village near Cambridge

Red Roof Bungalow

ORION | Luxury 4 bedroom city centre townhouse

Cosy Cottage - Log Fire and walk to Rutland Water

Characterful garden cottage
When is the best time to visit Oakham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $185 NZD | $185 NZD | $264 NZD | $324 NZD | $322 NZD | $333 NZD | $307 NZD | $322 NZD | $322 NZD | $276 NZD | $256 NZD | $245 NZD |
| Avg. temp | 4°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 14°C | 11°C | 7°C | 5°C |
Destinations to explore
- Silverstone Circuit
- National Exhibition Centre
- The National Bowl
- Donington Park Circuit
- Bletchley Park
- University of Warwick
- Woburn Safari Park
- Lincoln Castle
- Burghley House
- Coventry Building Society Arena
- University of Cambridge
- Motorpoint Arena Nottingham
- Belvoir Castle
- Coventry Cathedral
- Cambridge University Botanic Garden
- Santa Pod Raceway
- Warwick Castle
- Gulliver's Land Theme Park Resort
- Wicksteed Park
- Loughborough University
- Resorts World Arena
- Kettle's Yard
- Southwell Minster
- University of Nottingham





