
Cottage vacation rentals in Oakham
Find and book unique cottages on Airbnb
Quick stats about cottage rentals in Oakham

Nightly prices starting at
Oakham vacation rentals start at ﺩ.ﺇ 477 per night before taxes and fees

Verified guest reviews
Over 330 verified reviews to help you choose

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 cottage rentals in Oakham
Guests agree: these cottages are highly rated for location, cleanliness, and more.

Quiet Lane Retreat: The Bee Cottage Rutland
Welcome to our charming cottage located on a tranquil lane in Rutland. Just a quick 5-min drive from Rutland Water, this 17th-century cottage is a picture-perfect gem that has undergone a refurbishment. The thatched roof adds to its undeniable charm. Step inside and be greeted by original features like low ceilings, doorways and exposed beams, creating an authentic atmosphere. The cottage comfortably accommodates up to 5 people, offering surprisingly spacious living. Enjoy free Netflix and WiFi.

Pitchers Barn with Wood Fired Hot Tub & Log Burner
Charming barn conversion with a relaxing wood fired hot tub and a warm, inviting log burner, perfect for a countryside retreat. Situated on our 350 acre Farm in the Northamptonshire Uplands Only a 20 minute Taxi from Market Harborough and Rugby Train Stations. Both on London Lines It has Fantastic country-side views with local amenities within walking distance. Remote, private, homely with modern comforts to be the perfect getaway to the country To top it off it is a Carbon Neutral Property

Hot tub 4 bed RURAL Cottage sleeps 8 nr Stamford
Free hot tub Sleeps 8 in 4 double bedrooms Free logs for open fire Comado grill £10 2 Dogs welcome (mostly fenced garden) Linens and towels Oak framed dining room Free welcome hamper Free continental breakfast Late checkout available (£28 -£50) Close to The Grange Wedding Venue Travel Cot available Country Walks/ Cycling From front door Cosy traditional pub in next village board games, jigsaws, play room & Netflix We are 12 mins from A1 so good location for meeting up Free Wifi.

Pea Cottage - A beautiful countryside retreat
Pea Cottage is a secretive, luxury cottage full of surprises. You're getting more than just a gorgeous place to hang out; the host has lined up a thoughtful selection of extras to make the most of your romantic break. These include a Prosecco Treasure Hunt, use of a tandem, an old fashioned record player, homemade "Scrum-Pea Cider", a choice of two walks and three hand-picked pubs to enjoy a memorable meal. Pea Cottage is 5 miles from Stamford, one of the prettiest market towns in the country.

NEW Luxury Romantic Cottage - Idyllic Rural Bliss
Brand New! Beautiful Romantic Country Cottage with private deck offering amazing rolling countryside views set on 14 acre estate. • Blissful tranquillity • Easy Access to A14, M1 & M6. • 10 mins to Market Harborough • Super King wide bed - Can split to 2 singles • Sofa bed - 1 adult or 2 kids Enjoy: • Fully Equipped Kitchen • 100MB Fibre Internet • Gas BBQ • Original Art • Luxury Linens • FREE Netflix, Disney+ & Xbox • Amazon Echo + Free Music • Air Conditioning + Underfloor Heating

Churchyard Ketton stone cottage next to the pub
Eighteenth century Ketton stone cottage nestled in the churchyard near the CAMRA award-winning and fabulous Railway Inn. Wood burner, three double/twin rooms, White Company bedding, nearby village vineyard & great food scene, Burghley House ten minutes away, Rutland Water three miles away; England's finest stone town,Stamford, ten minutes. Whether you are a group of three couples, a family or a couple wanting a romantic getaway, this is a great blend of a countryside retreat and great fun!

Beautiful cottage in village location
Located in a small village with beautiful countryside views, this spacious, 150 year old character cottage is self-contained with a garden to the front and a courtyard to the rear. It has two bedrooms, a newly refurbished bathroom, beamed living room and spacious kitchen diner. The cottage is 7 miles north of Melton Mowbray on the Notts / Leics border. Originally converted from a barn in the 1850s, it has been recently refurbished to a high standard but still retains many original features.

Beautiful Georgian cottage within a walled garden
This unique family-friendly Georgian cottage, is located in the very heart of Oakham. Quiet location, set within a secluded red brick walled garden next to Oakham Castle, and All Saints Church. You will have full use of the property and private garden with summer house, outside seating and dining areas. Facilities include king and double beds, plus a double sofa bed in a second sitting room leading off the main bedroom. Bathroom with shower, kitchen, lounge, dining room & toilet/utility.

Primrose Hall Holiday Cottage Rutland
Primrose Hall is a beautifully renovated, Grade 2 listed stone barn conversion. It is ideally situated in the Rutland village of Empingham, within walking distance of Rutland Water’s North Shore. Empingham nestles in the Gwash Valley, equidistant from the charming Georgian town of Stamford, and Rutland’s county town, Oakham. The village has a shop, pub, medical centre, and an antique shop just 250m away. The local area also benefits from many other very good pubs, restaurants and cafes.

The Barn
The Barn is a rural retreat tucked away at the end of a quiet leafy lane in Colston Bassett in the heart of the beautiful Vale of Belvoir. Ideal for families, walkers, cyclists, gastro enthusiasts or perhaps those just looking to enjoy the peace and quiet of the countryside, The Barn is a brand new, hand-crafted home built by the architect owner who lives in The Old Farmhouse next door. We also welcome well behaved dogs (we just request a modest fee of £20 per dog per stay)

Beautiful Grade II Listed Barn Conversion
A beautiful Grade II listed stone barn with traditional & period features, but with all modern amenities. Comprised of 2 bedrooms & 2 bathrooms: one double-bed ensuite & a twin room. A traditional & well-equipped kitchen (inc washing machine & dishwasher). Flatscreen TV/DVD & Wifi. Access to own patio area with BBQ. Central heating and double glazing throughout. Parking outside the property with access to an electric charging point. Well behaved dogs (2 maximum) are welcome.

Pantiles Cottage, Stretton, sleeps 4 self catering
Beautiful, renovated, detached stone cottage. Both bedrooms en-suite, one with king sized bed the other twin zip and link beds, Modern fully fitted kitchen diner and separate lounge. Free Wifi. Owners, Gill and Greg live on site. Parking for two cars. Stretton is 7 miles from Rutland Water, 8 miles from Oakham and 9 miles from Stamford and Burghley. Electric charging point available. The White Horse Country Inn is next door, recently renovated and open for bookings.
Popular amenities for Oakham cottage rentals
Cottage rentals with a hot tub

Hot Tub, Horses & Hills – The Perfect Escape

Country cottage with private hot tub & log burner

Peaceful cottage in orchard with Hot tub and sauna

The Old Coach House, Wheatsheaf Mews

Croft view cottage

Tinkers Corner: 1 bedroom cottage, Leamington Spa

Hastings Retreat Parlour barn with private lake

Hollies cottage
Pet-friendly cottage rentals

Granary Digby, Luxury rural cottage nr Lincoln

Daphne's cottage

The Old Forge, gorgeous 2 bedroom cottage

As featured in 25 Beautiful Homes - Cottage for 2

NEW* Country Cottage with log fire & parking

Hardwick Lodge Barn - Guest House in Rural Setting

Wren Cottage - a rural home from home

Self-contained coach house in peaceful location
Private cottage rentals

Converted Barn overlooking fields.

Charming cottage beautiful location + EV charger

Stamford - Luxurious & Chic fully equipped cottage

Linseed Barn by Stamford Holiday Cottages

Barn conversion set in 30 acres of nature reserve.

Willow Cottage

Luxury character cottage, close to The West Mill

Cosy 1700s period cottage, open fire & king bed
Destinations to explore
- Silverstone Circuit
- The National Bowl
- National Exhibition Centre
- Donington Park Circuit
- Lincoln Castle
- Woburn Safari Park
- Burghley House
- Coventry Building Society Arena
- University of Cambridge
- University of Warwick
- Warwick Castle
- Santa Pod Raceway
- Cambridge University Botanic Garden
- Belvoir Castle
- Coventry Cathedral
- Gulliver's Land Theme Park Resort
- Resorts World Arena
- Loughborough University
- Motorpoint Arena Nottingham
- Kettle's Yard
- University of Nottingham
- Wicksteed Park
- Coventry University
- Southwell Minster





