
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 $77 SGD 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 & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Oakham holiday rentals include wifi 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.

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.

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

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.

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.

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.

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.

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.

Tanser's off grid barn conversion, covered Hot Tub
Tanser's Barn is COMPLETELY OFF-GRID AND CARBON NEUTRAL, it produces all its own electricity so you still get all the luxury's of Smart TV, WIFI, and coffee machine. Fantastic country-side views with local village shop and Pub within walking distance. Remote, private, and homely with all modern comforts. Take it easy at this unique and tranquil off-grid getaway. Relax in the Hot Tub and Soak up the views.
Popular amenities for house rentals in Oakham
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

The Pippins studio flat

15th Century Country House & Garden with Hot Tub

Tattershall Lakes Luxury Hot Tub Breaks

Gorgeous Barn with Hot Tub and Games Room
Weekly house rentals

The Side Saddle Hideaway with Woodfired Hot Tub

Red Roof Bungalow

Stunning spacious 3 bedroom central apartment

Triple Cottage - Country Stay

Cosy Cottage - Log Fire and walk to Rutland Water

Warm Cosy Holiday Cottage

Home in Melton Mowbray

The Garret cottage, Gallery Lane
Private house rentals

SPA Cottage With Mineral Water

Gorgeous cosy 2 bed cottage in heart of Stamford

ORION | Luxury 4 bedroom city centre townhouse

Perfect Stamford Getaway

The West Wing 1616 in Northants

Stunning Rectory in Countryside with Hot Tub

Charming Cottage LogFire • Games Room • Sky Cinema

Cosy and comfortable in Rutland
When is the best time to visit Oakham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $138 SGD | $138 SGD | $197 SGD | $242 SGD | $241 SGD | $248 SGD | $229 SGD | $241 SGD | $241 SGD | $206 SGD | $191 SGD | $183 SGD |
| 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
- Motorpoint Arena Nottingham
- Bletchley Park
- Lincoln Castle
- Woburn Safari Park
- The National Bowl
- Burghley House
- University of Warwick
- National Exhibition Centre
- Donington Park Circuit
- Coventry Cathedral
- Cambridge University Botanic Garden
- Wicksteed Park
- Gulliver's Land Theme Park Resort
- Coventry Building Society Arena
- University of Cambridge
- Kettle's Yard
- Sundown Adventureland
- Santa Pod Raceway
- Warwick Castle
- Belvoir Castle
- Parkers Piece
- National Justice Museum
- Resorts World Arena





