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Holiday Rentals in Oakham

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    Travellers to Oakham are booking October dates now. Secure your holiday home today, and have the perfect trip.
    All 31 Rentals in Oakham
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    The Gallery Apartment, Oakham, Rutland1 / 13
    (11)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Home from Home in oakham, Rutland1 / 17
    (6)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Jubilee House - town centre property in Oakham1 / 21
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Central Heating
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 July 2018
    We were delighted with the house, it was beautifully clean with crisp bed linen and fluffy white towels. A short walk from the town centre with its own parking space and a small...
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    About this property
    Jubilee House is in a quiet side street just off the main High Street in Oakham. It sleeps six in comfort with 4 bedrooms, so ideal for families. It has all mod cons you would expect in a house including fully equipped kitchen and 3 bathrooms. Walking distance to numerous restaurants and pubs and...
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    Oakham, Rutland LE15 6NG
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    Autumn Cottage - Thatched Rutland Luxury Holiday Cottage1 / 28
    (20)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
    Kid friendly
    Smoking allowed
    Reviewed 23 May 2018
    Autumn Cottage, situated in the idyllic village of Preston, is perfect for a relaxed break. The cottage is picture perfect and Martin and Julia have furnished and equipped it to...
    Reviewed 8 May 2017
    Autumn cottage is the best self catering we have stayed in for equipment and comfort (and we have stayed in a good few). It is obvious that the owners have taken a great deal of...
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    About this property
    ** Sister property to local Rutland thatched cottages: Sticky End, Cottesmore, Near Oakham, Rutland - Property No. 9749 + Little Thatch, Seaton, Near Uppingham, Rutland - Property No. 1130618 NB: All our cottages operate a strictly 'Non-smoking' & 'No pets' policy. Children aged 10 years & over...
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    Oakham, Rutland LE15 9NJ
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lodge is located in the village of Whitwell, near Worksop, and can sleep six people in three bedrooms.Ashwell is a lovely lodge situated near the village of Whitwell, Rutland. Hosting three bedrooms; a double with en-suite, a twin, and a bunk room, along with a bathroom, this property can...
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    Barnsdale, Oakham LE15 8AH
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Chapel - Wing. RUTLAND.1 / 36
    (32)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Housekeeping Included
    • Patio
    • Balcony
    • Wi-Fi
    • Central Heating
    • Washer
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    The Chapel has been decorated with imagination and care. Everything you could possibly need by way of equipment is supplied. Lots of organised folders for local amenities...
    Reviewed 24 July 2018
    Thank you Samantha and colin for a lovely relaxing break in your lovely cottage, you thought of everything from utensils to flowers, im sure we will see you againBest wishes...
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    About this property
    ABOUT THE CHAPEL: The Chapel, Wing is an early 19th Century stone built Grade II listed Methodist Chapel sympathetically converted at the turn of the 21st Century to create a unique Modernist open plan house. Winner of The George Phillips Award and featured in 'Living Etc.' magazine. Set in the...
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    Wing, Oakham LE15 8RZ
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Sticky End - Thatched Rutland Luxury Holiday Cottage1 / 22
    (23)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Private Garden
    • Secure Parking
    • Central Heating
    • DVD Player
    • Wi-Fi
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2018
    Situated in a pretty village with many amenities nearby, pubs, restaurants, little shop, walks etc, this little thatched cottage was such a delight. The entrance gate brings...
    Reviewed 26 July 2018
    We were looking for a lovely place to relax and found this beautiful cottage of charm and character. Martin and Julia have thoughtfully and tastefully planned and provided...
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    About this property
    ** Sister property to local Rutland thatched cottages: Little Thatch, Seaton, Near Uppingham, Rutland - Property No. 1130618 + Autumn Cottage, Preston, Near Oakham/Uppingham, Rutland - Property No. 6555591 NB: All our cottages operate a strictly 'Non-smoking' & 'No pets' policy. Children aged...
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    Oakham, Rutland LE15 7DL
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
    • Grill
    • Sauna
    • Central Heating
    • Balcony
    • Washer
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Oakham, Rutland LE15 7QS
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
    • Wi-Fi
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An end-terrace cottage based near the town of Oakham in Rutland that can sleep three people in two bedrooms.Mouse Cottage is an end-terrace cottage located near the town of Oakham in Rutland. It has two bedrooms comprising of a king-size and a single with a single pull-out as well as a family...
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    Braunston-in-Rutland, Oakham LE15 8QU
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    log cabin with hot tub free fishing Primrose1 / 12
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • DVD Player
    • Hot Tub
    • Central Heating
    • Balcony
    • Parking
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 May 2017
    Great location to see Rutland from. We didn't go for the fishing but it looked good! The cabin was spotless, spacious and well equipped. The hot tub was brilliant and wonderful...
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    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...
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    Oakham, Rutland LE15 7QS
    Cabin Holiday Rental - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A superb retreat nestled close to the town of Oakham in Rutland, sleeping up to four people in two bedrooms.Barrowden is a sleeps four retreat situated near to Oakham in Rutland, East Midlands. It comes with two bedrooms, made up of a double with an en-suite and a twin/double room with en-suite....
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    Barnsdale, Oakham LE15 8AH
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Garden Apartment, Manton Lodge1 / 22
    (16)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
    • Private Garden
    • Central Heating
    • Wi-Fi
    • Terrace
    • Shared Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 July 2018
    We have spent 5 wonderful days in "Garden Apartment": it is very comfortable and beautifully decorated (a home, definitely not the usual Ikea-furnished-impersonal...
    Reviewed 16 March 2018
    What a find! Warm welcome, beautiful gardens, spacious and light bedroom with large family bathroom and sitting room. My husband and I wanted a cosy, indulgent weekend away...
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    About this property
    Manton Lodge Farm is a beautifully-positioned 18th-century stone farmhouse set in more than 100-acres of privately owned rolling grassland in rural Rutland. It nestles in a fold in the landscape and boasts far-reaching views across the Chater valley. The property lies on the edge of Manton village...
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    Manton, Oakham LE15 8SS
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This single-storey retreat is based near the town of Oakham and can sleep six people in three bedrooms.Seaton is close to the Rutland town of Oakham. Containing three bedrooms that are made up of two doubles, one of which boasts an en-suite, as well as a twin/double, along with a family bathroom,...
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    Barnsdale, Oakham LE15 8AH
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Walled Garden, Rutland1 / 20
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
    • Central Heating
    • Terrace
    • Balcony
    • Shared Garden
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 October 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...
    Reviewed 3 May 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...
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    About this property
    The Walled Garden holiday Cottage 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 for...
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    Barnsdale, Oakham LE15 8AB
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    GLASTON, stylish interior, open-plan living, en-suite master room, Ref 9815501 / 5
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This fashionable wooden retreat sits near the town of Oakham and is able to sleep four people in two bedrooms.Glastontastefully furnished Retreat is situated close to the Rutland town of Oakham. It benefits from two bedrooms which include a double with an en-suite as well as a twin/double, it also...
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    Barnsdale, Oakham LE15 8AH
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This detached retreat sits near the Rutland town of Oakham, it is able to sleep four people in two bedrooms.Cottesmore is a tasteful retreat situated three miles from Oakham in Rutland. Its two bedrooms include a double with an en-suite along with a twin/double room, again with en-suite bathroom....
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    Barnsdale, Oakham LE15 8AH
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Modern studio flat on stunning farm.Horses welcome1 / 8
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2017
    Great flat, good place to stay to see Rutland. Would definitely go back.Lovely people, dogs and not forgetting the pigs!. But no farm smells in flat.
    Reviewed 16 October 2016
    Absolutely brilliant stay, super accommodation in the greatest of countryside. Rupert and Vanessa amazing hosts. Highly recommend a visit. Lovely sausages too.
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    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...
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    Oakham, Rutland LE7 9DN
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Valley View Apartment, Manton Lodge Farm1 / 24
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 days ago
    The apartment is part of Lodge Farm with beautiful views across the fields and down on to Caroline's fabulous gardens. Large double bed and comfortably furnished. The kitchen is...
    Reviewed 30 July 2018
    This is a beautifully furnished flat on a former farm close to Rutland Water. There are views over the peaceful countryside, horses in a field 100 yards away and a good pub with...
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    About this property
    Manton Lodge Farm is a beautifully-positioned 18th-century stone farmhouse set in more than 100-acres of privately owned rolling grassland in rural Rutland. It nestles in a fold in the landscape and boasts far-reaching views across the Chater valley. The property lies on the edge of Manton village...
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    Manton, Oakham LE15 8SS
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This detached retreat is three miles from the Rutland town of Oakham and is able to sleep six people in three bedrooms.Wing is placed three miles from the East Midlands town of Oakham. Its three bedrooms are made up of a double with an en-suite, a further double and a twin/double room, along with a...
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    Barnsdale, Oakham LE15 8AH
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    This up-to-date lodge rests near the town of Oakham in Rutland, it is able to sleep four people in two bedrooms.Egleton which comes near Oakham in Rutland. The two bedrooms here are made up of a double with an en-suite and a twin/double room, it also offers a bathroom, the property is able to sleep...
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    Barnsdale, Oakham LE15 8AH
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    A modern, ground floor retreat based near the East Midlands town of Oakham, it can sleep six people in three bedrooms.Hambleton is a stunning single-storey retreat located close to the town of Oakham in the East Midlands. It offers three bedrooms which include a double with an en-suite, a further...
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    Barnsdale, Oakham LE15 8AH
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
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    A ground floor retreat placed close to Oakham in Rutland, it can sleep up to four people in two bedrooms.Tickencote is a cedar-clad retreat located three miles from the town of Oakham. It boasts two bedrooms which include a double with an en-suite and a twin/ double room with en-suite. The property...
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    Barnsdale, Oakham LE15 8AH
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    This modern retreat sits near Oakham in Rutland and can sleep six people in three bedrooms.Clipsham is located close to Oakham in Rutland. It provides three bedrooms which include two doubles, one of which has an en-suite, a twin/double and a family bathroom, the property is able to sleep six...
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    Barnsdale, Oakham LE15 8AH
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    A superb modern retreat placed close to the Rutland town of Oakham, it sleeps four people in two bedrooms.Brooke is a fashionable wooden retreat three miles from Oakham in Rutland. It hosts two bedrooms which include a double with an en-suite as well as a twin/double, there is also a bathroom, the...
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    Barnsdale, Oakham LE15 8AH
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
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    A three bedroom retreat sat three miles from Oakham in Rutland, it can sleep six people in three bedrooms.Langham is located near Oakham in Rutland. It offers three bedrooms which include a double with an en-suite, a further double and a twin/double, there is also a family bathroom, the property is...
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    Barnsdale, Oakham LE15 8AH
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Guests have the freedom and exclusive occupation of a warm and comfortable cottage in this picturesque conservation village.Breakfast served in our own 17th Century oak beamed dining room. In the cottage kitchens an electric kettle, microwave and fridge. No children under 10 or pets.Two pubs...
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    Braunston-in-Rutland, Oakham LE15 8QS
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Guests have the freedom and exclusive occupation of a warm and comfortable cottage in this picturesque conservation village.Breakfast served in our own 17th Century oak beamed dining room. In the cottage kitchens an electric kettle, microwave and fridge. No children under 10 or pets.Two pubs...
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    Braunston-in-Rutland, Oakham LE15 8QS
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Guests have the freedom and exclusive occupation of a warm and comfortable cottage in this picturesque conservation village.Breakfast served in our own 17th Century oak beamed dining room. In the cottage kitchens an electric kettle, microwave and fridge. No children under 10 or pets.Two pubs...
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    Braunston-in-Rutland, Oakham LE15 8QS
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Central Heating
    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Guests have the freedom and exclusive occupation of a warm and comfortable cottage in this picturesque conservation village.Breakfast served in our own 17th Century oak beamed dining room. In the cottage kitchens an electric kettle, microwave and fridge. No children under 10 or pets.Two pubs...
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    Braunston-in-Rutland, Oakham LE15 8QS
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    About this property
    Guests have the freedom and exclusive occupation of a warm and comfortable cottage in this picturesque conservation village.Breakfast served in our own 17th Century oak beamed dining room. In the cottage kitchens an electric kettle, microwave and fridge. No children under 10 or pets.Two pubs...
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    Braunston-in-Rutland, Oakham LE15 8QS
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 1
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