Cottage holiday rentals in Oakham

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Quick stats about cottage rentals in Oakham

Nightly prices starting at
Oakham holiday rentals start at $221 NZD 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.

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Top Guest favourite

A bright and airy living area is characterized by high ceilings and exposed wooden beams. A yellow sofa is complemented by blue accent pillows, while a brown armchair adds warmth. A stone floor leads to large windows, bringing in natural light. Decorative art and furnishings enhance the space.

Cottage in Aldwincle

5.0 out of 5 average rating, 101 reviews

The Old Forge, gorgeous 2 bedroom cottage

In Aldwincle village 5 miles from the historic market town of Oundle. Beautiful recently converted bright space with open plan well equipped kitchen, dining and living room with a woodburner. Great country walks and a nature reserve within five minutes. A pretty enclosed garden with patio and a view of the church. Two bedrooms with comfortable Hypnos beds, one king size bed, the other has twin beds. Off street parking for 2 cars. Up to two well-behaved dogs are welcome but not to be left alone.

ValueLocationRiver

Top Guest favourite

The exterior of a charming 17th-century cottage is featured, showcasing a thatched roof and white-washed walls. Surrounded by greenery, the cottage has large windows with gray frames, and a gravel pathway leads to the entrance, enhancing its quaint appeal.

Cottage in Cottesmore

4.98 out of 5 average rating, 140 reviews

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.

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Guest favourite

Cottage in Bulby

4.85 out of 5 average rating, 175 reviews

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.

LocationFamilyGetting around

Top Guest favourite

A cozy bedroom features a spacious bed with a cushioned headboard against a backdrop of warm stone walls. Natural light enters through a small window, complemented by soft fabric curtains. The wooden floor enhances the room's inviting ambiance.

Cottage in Stamford

4.95 out of 5 average rating, 370 reviews

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.

ValueLocationHospitality

Guest favourite

The country cottage is set on a spacious estate, surrounded by rolling green fields. The brick structure features a welcoming entrance with a covered porch and two dormer windows. A well-maintained, paved courtyard emphasizes the home's secluded and tranquil setting.

Cottage in Northamptonshire

4.96 out of 5 average rating, 398 reviews

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

ValueLocationAir conditioning

Guest favourite

The image captures a serene village scene, featuring charming stone cottages nestled among lush greenery. The majestic church tower rises in the background, adding architectural interest. A pathway winds gently through the area, inviting exploration of the picturesque surroundings.

Cottage in Ketton

4.94 out of 5 average rating, 165 reviews

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!

ValueFamilyTV

Top Guest favourite

A charming stone exterior of the cottage is visible, featuring several windows complementing the rustic facade. Flower pots with greenery are arranged along a gravel pathway, while a small bench provides a resting spot. Sunlight brightens the area, enhancing the inviting ambiance.

Cottage in Braunston-in-Rutland

4.93 out of 5 average rating, 107 reviews

Lovely Cottage In Pretty Village Nr Rutland Water

Gable Cottage is in the picturesque village of Braunston-in-Rutland. A unique two bedroom cottage annexe, with bath and shower. Dining room with kitchenette (air fryer, microwave, toaster, kettle), and cute gallery sitting area overlooking it. Breakfast welcome pack included, we make our own bread! Access via private lane, parking for 2 cars. We also have an electric car charger Children over 10 welcome, no pets. Discount of £30 a night if only want one bedroom - message us before booking.

LocationFamilyHospitality

Top Guest favourite

The image showcases the exterior of Castle Garden Cottage, featuring red brick and whitewashed walls. A gravel path leads up to the entrance, framed by window boxes filled with flowers. The garden area displays lush greenery and is bordered by trees, providing a serene environment.

Cottage in Oakham

4.96 out of 5 average rating, 175 reviews

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.

LocationFamilyAccuracy

Top Guest favourite

The exterior of a stone barn conversion features a distinct pitched roof and a charming facade. The building is marked by weathered stonework and traditional details, including a chimney and a welcoming entrance, set against a clear blue sky.

Cottage in Empingham

4.99 out of 5 average rating, 192 reviews

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.

LocationFamilyView

Top Guest favourite

The bathroom features a large copper bath set against exposed brick walls and timber beams. Natural light enters through a skylight and the space is complemented by antique-style decor, with fluffy white bathrobes hanging and decorative framed prints on the walls.

Cottage in Lincoln

4.99 out of 5 average rating, 378 reviews

Granary Digby, Luxury rural cottage nr Lincoln

Luxury self-catering accommodation on the border of the Lincolnshire limestone heath and the Witham valley. Centrally located at the heart of rural Lincolnshire, and only a 12 mile drive from The city of Lincoln. The Granary is a beautifully converted Lincolnshire barn, bursting with character and the perfect location from which to explore this historic county. Situated on the very edge of the rural village of Digby, the Granary forms one side of the original yard and stables.

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Top Guest favourite

The exterior of The Barn showcases a combination of brick and wood materials, created in a contemporary style. Large glass doors open to the garden, while a balcony overlooks the rear area. A chimney and various windows enhance the building's rustic charm.

Cottage in Colston Bassett

5.0 out of 5 average rating, 126 reviews

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)

FamilyLocationOutdoor spaces

Top Guest favourite

A spacious kitchen features exposed wooden beams and stone flooring. A dining table with striped tableware is set for four, while modern appliances are arranged across the counters. Natural light floods in through multiple windows, illuminating the well-equipped cooking area.

Cottage in Duddington

4.99 out of 5 average rating, 253 reviews

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.

ValueFamilySolo travel