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Vacation Rentals in Oakham, England

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    Travelers to Oakham are booking September dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 25
    5 of 5 stars (12) Excellent
    Wing
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 17
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 7
    5 of 5 stars (6) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 14
    5 of 5 stars (4) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
    • Central Heating
    • Wi-Fi
    • Terrace
    • Parking
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A newly converted two bedroom self catering apartment situated in the centre of the historic market town of Oakham. The building was converted to an apartment in 2015 and provides accommodation on the first floor with two bedrooms accommodating four guests, a sitting room with dining and kitchen... View all property information
    Location Information
    Oakham, Rutland LE15 6AE
    5 of 5 stars Reviewed June 9, 2016
    We stayed over a weekend for a wedding locally. Information on how to get there and collect the key was spot on. Wendy was very helpful in finding out about which cafe might have...
    5 of 5 stars Reviewed August 10, 2015
    We stayed here with our 2 young sons and grandmother (1 night) for 5 nights and could not have been happier with the apartment and service. Everything was of a very high quality...
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    1 / 20
    5 of 5 stars (3) Excellent
    Barnsdale
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • DVD Player
    • Central Heating
    • Terrace
    • Balcony
    • Shared Yard
    • Wi-Fi
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    The Walled Garden Bed and Breakfast is a pretty, self-contained cottage that sits in a quiet, private garden in Barnsdale, in the heart of Rutland. Located just a minute's walk from the banks of Rutland Water, it's perfect for a weekend getaway or longer holiday, ideal for rest and relaxation or... View all property information
    Location Information
    Barnsdale, Oakham LE15 8AB
    5 of 5 stars Reviewed October 16, 2014
    Beautiful & peaceful. Well presented accommodation with a warm welcome from the hosts. Available if you have any queries, but never intrusive. The gardens are beautiful and the...
    5 of 5 stars Reviewed May 3, 2013
    We stayed at the Walled Garden B&B because we wanted to get away from it all and we couldn't have picked a better place! We loved the privacy of the little cottage and the view...
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    1 / 14
    5 of 5 stars (7) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Wi-Fi
    • Private Yard
    • DVD Player
    • Washer
    • Central Heating
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    The Green is a self-catering Rutland holiday cottage in the rural conservation village of Market Overton just a stone’s throw away from Rutland Water. Rutland is excellent for walking and cycling and The Green holiday cottage provides a perfect base for exploring the local footpaths and cycle... View all property information
    Location Information
    Oakham, Rutland LE157PL
    5 of 5 stars Reviewed June 8, 2016
    The Rutland area is ideal for friends and family to visit, both from the North and South ( I live overseas and was also attending a wedding at Rockingham Castle ). I have stayed...
    5 of 5 stars Reviewed August 1, 2015
    We had a wonderful stay. The cottage was beautifully presented, very quaint but with lots of funky colours in the kitchen and well chosen art works on display. The garden was...
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    1 / 23
    5 of 5 stars (10) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Secure Parking
    • Grill
    • DVD Player
    • Washer
    • Outdoor Dining Area
    • Patio
    • Central Heating
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    ** Sister property to local Rutland thatched cottages: <BR>Sticky End, Cottesmore, Near Oakham, Rutland - Property No. 9749 <BR>+ <BR>Little Thatch, Seaton, Near Uppingham, Rutland - Property No. 1130618<BR>NB: All our cottages operate a strictly "Non-smoking" & "No pets" policy. Children aged 10... View all property information
    Location Information
    Oakham, Rutland LE15 9NJ
    5 of 5 stars Reviewed June 26, 2016
    Holidays in Autumn Cottage is an experience you will not soon forget. The authentic cottage is romantic, cosy, delightful and complete. Everything is there and makes the stay...
    5 of 5 stars Reviewed April 29, 2016
    Autumn Cottage is quite simply 'perfect. The Owners have gone to extreme lengths to provide a truly memorable 'home from home'. Cute, cosy and so comfortable with everything...
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    1 / 19
    5 of 5 stars (2) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Satellite TV
    • Parking
    • Wi-Fi
    • Private Yard
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Available for Burghley horse trails This newly built house can sleep up to 9 people. This house is perfect for a family weekend away, perfect open plan kitchen to meals in or BBQ outside.  Orchard House is a beautiful luxury architect designed home in Rutland. Built in 2014 it has a light... View all property information
    Location Information
    Oakham, Rutland LE15 7JP
    5 of 5 stars Reviewed June 13, 2016
    We had a wonderful time at Orchard House for my sister's hen party. The house had large entertaining areas, perfect for all of our activities; 3 ensuite bathrooms, perfect for 10...
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    1 / 20
    3 Bedrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Internet Access
    • Private Yard
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    CHARMING COTTAGE OFFERING A RELAXING COUNTRYSIDE BREAK This semi-detached property is situated in the heart of an active working family farm. With the owners various breeds of cows located in the surrounding fields, and the beautiful rolling countryside as a backdrop, the location provides a... View all property information
    Location Information
    Oakham, Rutland LE15 7RW
    1 / 14
    5 of 5 stars (20) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Amenities & Details
    • Grill
    • Private Yard
    • Secure Parking
    • Central Heating
    • DVD Player
    • Wi-Fi
    • Patio
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    ** Sister property to local Rutland thatched cottages: <BR> <BR>Little Thatch, Seaton, Near Uppingham, Rutland - Property No. 1130618<BR>+<BR>Autumn Cottage, Preston, Near Oakham/Uppingham, Rutland - Property No. 6555591<BR><BR>NB: All our cottages operate a strictly "Non-smoking" & "No pets"... View all property information
    Location Information
    Oakham, Rutland LE15 7DL
    5 of 5 stars Reviewed June 4, 2016
    Thank you, Julia and Martin, for a wonderful stay at Sticky End. We thoroughly enjoyed our time at your property and in the beautiful village of Cottesmore. It was a magical place...
    5 of 5 stars Reviewed May 28, 2016
    Just home from a wonderful week in this beautiful cottage. So comfortable, full of antiques and interesting bits and pieces. Lovely lounge, huge bedroom and a delightful little...
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    1 / 8
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Washer
    • Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Stables Flat is attached to our secluded farmhouse. We are surrounded by rolling fields grazed by cattle, sheep and horses. We keep pigs, ducks and hens. The house is down a quiet country lane without passing cars, apart from farm traffic. The light, airy flat has its own private entrance and... View all property information
    Location Information
    Oakham, Rutland LE7 9DN
    1 / 11
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Amenities & Details
    • Internet Access
    • Grill
    • Sauna
    • Central Heating
    • Balcony
    • Washer
    • DVD Player
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Stretton lakes is situated within 120 acres of farmland in the picturesque county of Rutland. 4 luxury round log cabins are surrounded by woodland and set overlooking our fishing lakes. Our award winning 4 & 5* lodges are finished to an exceptionally high standard. Each lodge has its own private... View all property information
    Location Information
    Oakham, Rutland LE15 7QS
    1 / 12
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    Amenities & Details
    • Central Heating
    • Washer
    • Sauna
    • DVD Player
    • Balcony
    • Hot Tub
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Stretton lakes is situated within 120 acres of farmland in the picturesque county of Rutland. 6 luxury round log cabins are surrounded by woodland and set overlooking our fishing lakes. Our award winning 4 & 5* lodges are finished to an exceptionally high standard. Each lodge has its own private... View all property information
    Location Information
    Oakham, Rutland LE15 7QS
    1 / 10
    5 of 5 stars (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    Amenities & Details
    • Grill
    • Washer
    • Hot Tub
    • Internet Access
    • Central Heating
    • Parking
    • DVD Player
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Stretton lakes is situated within 120 acres of farmland in the picturesque county of Rutland. 6 luxury round log cabins are surrounded by woodland and set overlooking our fishing lakes. Our award winning 4 & 5* lodges are finished to an exceptionally high standard. Each lodge has its own private... View all property information
    Location Information
    Oakham, Rutland LE15 7QS
    5 of 5 stars Reviewed April 11, 2015
    found this site on google search, beautiful quiet site, 5star cabin on side of fishing lake, large sauna and private hot tub for relaxing in. fishing was excellent all week, wife...
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    1 / 10
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Amenities & Details
    • Grill
    • DVD Player
    • Hot Tub
    • Central Heating
    • Balcony
    • Parking
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Stretton lakes is situated within 120 acres of farmland in the picturesque county of Rutland. 4 luxury round log cabins are surrounded by woodland and set overlooking our fishing lakes. Our award winning 4 & 5* lodges are finished to an exceptionally high standard. Each lodge has its own private... View all property information
    Location Information
    Oakham, Rutland LE15 7QS