
Holiday houses in Uppingham
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Top-rated holiday rentals in Uppingham
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St James's Cottage – Gretton
An independent, first floor, apartment in a 200yr old cottage. 1 bedroom available as superking bed or twin beds. Separate living room with kitchenette, combination microwave/oven/grill, single zone hob, toaster, kettle and full size fridge. Bathroom with shower. Free WiFi. Private, off road parking outside cottage. Secure garage space available upon request, for locking up bicycles, fishing tackle, golf clubs etc. Set in a lovely, quiet, village with two pubs & coffee shop in walking distance.

Bright modern two-bed house in beautiful Uppingham
This house has been completely modernised to provide quality accommodation in the beautiful, historic town of Uppingham. Its a short drive to Rutland Water, Stamford and all the charming villages and places of interest in picturesque, unspoiled county of Rutland. We have a driveway for one car and there are no parking restrictions here anyway. It is a short walk up the hill to the High Street to visit the historic town's antique shops, independent clothes and gift shops etc and restaurants.

Elegant 3 bed High Street apartment in Uppingham
A spacious and elegant 3 bed apartment on the middle floor of a Grade II listed Georgian house in the heart of historic Uppingham. This spacious home has been lovingly restored and is stylishly decorated and furnished to a high standard. 2 comfy double beds and 1 single bed with good quality mattresses. A spacious lounge. Full kitchen , table and chairs for 5, dishwasher and microwave and starter essentials provided, tea & coffee, wash up liquid, dishwasher tabs etc. FREE HIGH SPEED BT Wi-Fi

Entire House - Osprey Cottage, Manton in Rutland.
Osprey Cottage in Manton is a beautifully presented end terrace property which sleeps 4 guests. One bedroom with a king size bed, a second bedroom that can be configured either as single beds (2’6” wide) or a king, and a stylish bathroom. Finished in a contemporary style with modern facilities including Wi-Fi(74mb), TV, a well-equipped kitchen with dishwasher and washing machine. The fenced garden has a shed and we welcome well-behaved dogs(£22 charge applies). Bedding and towels are included

Unique Countryside hideaway
Unique rural retreat perched on a hill in open countryside with breathtaking views. The Retreat is a self-contained 3 bedroom home adjacent to our barn conversion in 13 acres. The barn was converted by ourselves over two levels - one ground floor and one underground (don't worry it is very light and airy on the lower floor!) The perfect place for a countryside getaway to totally relax and unwind. Great walking and cycling on your doorstep or just switch off, chill out and enjoy the space.

Market Town Hideaway
Located in the heart of the historic market town of Uppingham, this centrally positioned apartment is just a short walk from the charming town centre, home to weekly Friday markets, independent shops, cafés, and restaurants. Ideally placed in Rutland, with Oakham only 10 minutes away and Rutland Water nearby for scenic walks. The apartment includes an allocated parking space and access to a private garden. Sleeps up to 4 guests with a double bedroom and a large sofa bed in the living area.

The Old Bookshop
A unique one bedroom property. The Old Bookshop lies in the heart of historic Uppingham a short drive from beautiful Rutland Water offering walking, cycling, birdwatching and sailing. Recently refurbished by the interior decorator owner and still laden with books, it nestles in the heart of the town, with a distinctive style of it's own The book lined living area leads directly into a simple but well equipped kitchenette, onwards to a gorgeous bedroom with en-suite shower room.

Clock Cottage Self contained Rutland Rural Retreat
Clock Cottage is a self contained open plan suite located on the ground floor with garden views located within a characterful rural village within a 5 minute drive from Rutland water. The suite is open plan and includes a king sized bed, comfy living area and kitchen, Nespresso coffee machine, freestanding open plan bathtub and separate bathroom and outside dining area. The living area can be used as a family/friends bedroom with the use of a fold out sofa bed. Ideal for a couple.

Central Character/Contemporary Apartment
Set within walking distance to Uppingham’s bustling town centre is this stunning central ground floor apartment full of character and original features creating an ultimate holiday experience. Guests will enjoy two spacious double bedrooms, built in wardrobe, hand crafted breakfast kitchen, exceptional shower room, subtle design touches and beautiful courtyard garden. Free parking is available 2-3min walk away from the property. There is also 2hrs free parking to the front.

No. 34b
No. 34b is located in the centre of the historic market town of Uppingham which hosts a wide range of independent shops, restaurants and cafes and is within a few minutes walk from Uppingham School. A self-contained first floor apartment with open plan living, separate bedroom and ensuite. Having recently been decorated and refurbished to a high standard, this first floor apartment is a perfect choice for couples. (Maximum of 4 people (sofa bed in living area).

Topiary Barn - Stylish Accommodation in Rutland
Stylish holiday accommodation located in a beautiful topiary garden behind Uppingham Antiques Centre. Garden studio designed for 2 guests. In cosy living space with wood burning stove, WIFI, newly fitted kitchen and ensuite with modern interior and statement antiques located in the stunning market town of Uppingham in England's smallest county of Rutland. Within 4 miles of Rutland Water

Number 4, Pleasant Terrace, Uppingham, Rutland
No.4 is close to the centre of Uppingham. You’ll love No.4 because of the views over open countryside at the back whilst being within a 5 minute walk of the towns restaurants and pubs. No.4 is good for couples and business travellers. Parking is unrestricted on the road outside. Pleasant Terrace is a Cul-De-Sac so no passing traffic and it is very quiet and peaceful at night.
Popular amenities for Uppingham holiday rentals
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Guest Suite in rural village location nr Uppingham
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
- Royal Shakespeare Theatre
- Coventry University





