House holiday rentals in Oakham

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Top-rated house rentals in Oakham

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Guest favourite

Home in Eydon

4.99 out of 5 average rating, 143 reviews

Spacious annex in picturesque rural village

In the heart of beautiful countryside, this architect designed building provides a homely stay for holiday maker or business person. The village has its own pub and is located on the geological edge of the Cotswolds with many beautiful walks to be discovered The living space has a very large lounge, good sized bedroom and own bathroom. It has great broadband/wifi meaning you can stay in contact with the World whether on holiday or working It has its own entrance and safe off street parking.

5–12 Oct

$107 SGD per night

Guest favourite

Home in Tibshelf

4.97 out of 5 average rating, 285 reviews

Hunters Cottage. Wheatsheaf Mews

Our cottage is situated directly on the Five Pits Trail, which provides miles of trails for walkers, bike and horse riders, there are also fishing ponds 500m along the trail. It's a beautiful character cottage newly renovated to a high standard. It is ideally situated, with Hardwick Hall 5 minutes drive away and the Peak District on our doorstep. Matlock, Crich Tramway Village, Chatsworth House and Haddon Hall within half an hour. We also have a hottub for you to relax in at the end of your day.

6–13 Nov

$176 SGD per night

Superhost

Home in Rutland

4.8 out of 5 average rating, 142 reviews

Cherry Tree Cottage

Cherry Tree Cottage is a delightful and spacious yet cosy stone barn conversion situated in the peaceful and picturesque Rutland village of Seaton only 2 miles from the historic market town of Uppingham. The property has bi-folding doors opening out onto a completely private enclosed garden. There are beautiful walks exploring the Welland Valley from the property including to the impressive Harringworth viaduct only a mile away. It is the ideal location to explore what Rutland has to offer

14–21 Apr

$134 SGD per night

Guest favourite

Home in Stanford on Soar

4.97 out of 5 average rating, 122 reviews

With ensuite, self contained, twin beds or double

A beautiful, comfortable, clean, and private ground floor suite of rooms in our home in Stanford on Soar, by the road through to Loughborough. Breakfast is included in price. Visitors have an off road parking place and their own entrance. The bedroom, to the front of the house, is part of the original cottage, with beamed ceilings. The bedroom can be configured with either a superking size double, or as a twin, with 2 singles. The accommodation includes ensuite shower room with toilet.

20–27 Sep

$86 SGD per night

Guest favourite

Home in Milton Keynes

4.98 out of 5 average rating, 161 reviews

Hall Piece Annexe

Lovely Country Barn Annexe furnished with a contemporary country feel, fully equipped for s/c in the peaceful village setting of Clifton Reynes just 15 minutes from Milton Keynes, and 3 miles from the historic market town of Olney. Sky T.V. Fully equipped kitchen, Large Bedroom with Kingsize Bed. Bath and Separate Shower, Lovely country walks and lots to do. Close to Woburn Abbey (20 mins) Snowdome (15 mins) Bletchley Park (20 mins) and within easy reach of 30 minute trains into London.

16–23 Jan

$165 SGD per night

Guest favourite

Home in Northamptonshire

4.97 out of 5 average rating, 263 reviews

Luxury Countryside Retreat for Family and Friends

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

2–9 Apr

$392 SGD per night

Guest favourite

Home in Orlingbury. Northants

4.98 out of 5 average rating, 261 reviews

Beautifully restored stone barn in lovely village

Beautifully restored stone barn in a lovely Northamptonshire village. Orlingbury has been named as one of Northamptonshires top village gems. The Barn is in the grounds of our cottage and has been renovated to a very high standard, retaining it's beautiful beams and restored with oak flooring, marble work surfaces, Fired Earth bathroom, White Company bedding, under floor heating and industrial chrome lighting. There is a great pub and cafe in the village and lovely walks.

11–18 May

$171 SGD per night

Guest favourite

Home in Uppingham

4.93 out of 5 average rating, 107 reviews

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.

16–23 Sep

$201 SGD per night

Guest favourite

Home in Oundle

4.94 out of 5 average rating, 153 reviews

3 bedroom converted chapel in historic Oundle

West St Chapel is a unique home in the heart of the historic market town of Oundle. Recently converted, it makes a comfortable, light-filled home, featuring an open-plan kitchen, small dining area , living room, three bedrooms and a bathroom. There is a well-equipped kitchen and west-facing outdoor terrace. Oundle is a beautiful vibrant town on the river Nene, featuring Georgian architecture and a range of independent shops, pubs and restaurants.

22–29 Apr

$191 SGD per night

Guest favourite

Home in Manton

4.97 out of 5 average rating, 172 reviews

Oak Tree Annexe

This unique place has a style all of its own, set in a secluded and secure garden. The house is in one of Rutland’s most desirable villages and on the cycle route around the water offering easy access to all the activities that the area offers. The historic towns of Oakham and Uppingham are just a very short drive from the property. The village pub, which serves food, is a 2 minute walk and is very popular with visitors to the area.

25 Feb – 4 Mar

$172 SGD per night

Guest favourite

Home in Allington

4.89 out of 5 average rating, 133 reviews

Lovely one bedroom apartment with amazing views

Unwind in our beautiful village in this lovely well appointed apartment with fabulous views. Close to the Vale of Belvoir with its miles of foot/cycle paths and Belvoir Castle with it shopping complex and a number of places to eat. Enjoy the local towns and their enthralling history, from the Romans through the Vikings and the civil war to WW2 bomber history. Being 1.5 miles from the A1 makes it an easy area to find and enjoy.

17–24 Aug

$143 SGD per night

Guest favourite

Home in Stamford

4.97 out of 5 average rating, 244 reviews

Detached Victorian Cottage, Stamford

The cottage is located on a private lane with free parking. Stamford's stunning historic architecture, quaint independent shops and fabulous pubs are moments from the door. Short walk from the railway station. The cottage is ideal for a couple or group of 3. Being in town, there are daytime background noises of a a nearby laundry and occasional workman in the area but people don't generally find these a problem.

14–21 Jan

$131 SGD per night