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Vacation rentals in Uppingham

Vacation rentals in Uppingham

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Uppingham

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • No. 1 Orange St
    SUPERHOSTEntire apartment · 4 guests · 1 bed · 1.5 baths
    No. 1 Orange St

    A lovely contemporary ground floor apartment in the recently renovated 'old constables'. Located in the heart of the historic, market town of Uppingham. This classy accommodation is a stones throw from local bars, restaurants, art galleries and antique shops. Nestling in the county of Rutland, it is convenient for Uppingham school. Nearby is Rutland Water, fantastic for cyclists, walkers, sailors and wind surfers. The flat is currently exhibiting local artist Fenella Beauchamp.

    What guests are saying:

    “Lovely apartment in a superb location, next to Uppingham market square and with the convenience of private parking. The apartment was modern, clean, and very comfortable. It had all the amenities required. Robert was very responsive and helpful throughout our stay. Very much enjoyed it and would highly recommend!”

  • Bright modern house in beautiful Uppingham  town
    SUPERHOSTEntire house · 5 guests · 2 beds · 1 bath
    Bright modern house in beautiful Uppingham town

    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.

    What guests are saying:

    “The house was a gem and perfect for our needs. It was just as described - very clean & bright. Communication with Sue was amazing and the earlier check-in (agreed in advance) was much appreciated. The information folder was the best we've ever seen....anywhere! Thank you and we'll definitely return.”

  • Elegant High Street apartment in Uppingham
    SUPERHOSTEntire apartment · 5 guests · 3 beds · 1 bath
    Elegant High Street apartment in Uppingham

    A spacious and elegant 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 comfortable 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

    What guests are saying:

    “Lovely apartment in the center of Uppingham. Sue was extremely helpful with local info and had left us homemade fruit cake (which was delicious!) and toys/books for the children. Everything we needed was walking distance away but it was also close by to various places to drive to for a few hours or a day out. Thanks Sue, we loved our stay! We’ll be back!”

Vacation rentals for every style

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Popular amenities for Uppingham vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Uppingham

town house, the barn uppingham town
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Topiary Barn - Stylish Accommodation in Rutland
SUPERHOSTBarn
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Price:R1,599 ZAR / night
Attractive one bedroom annexe with private kitchen
SUPERHOSTEntire guest suite
Attractive one bedroom annexe with private kitchen
Price:R1,386 ZAR / night
St James’s Cottage - Gretton
SUPERHOSTEntire condominium
St James’s Cottage - Gretton
Price:R1,279 ZAR / night
Number 4, Pleasant Terrace, Uppingham, Rutland
SUPERHOSTEntire cottage
Number 4, Pleasant Terrace, Uppingham, Rutland
Price:R1,237 ZAR / night
The Old Telephone Exchange
SUPERHOSTEntire guesthouse
The Old Telephone Exchange
Price:R1,386 ZAR / night
Character Cottage
SUPERHOSTEntire cottage
Character Cottage
Price:R1,706 ZAR / night
The Little Owls Rest
SUPERHOSTEntire guest suite
The Little Owls Rest
Price:R2,025 ZAR / night
Beautiful annex situated in the heart of rutland!
Entire house
Beautiful annex situated in the heart of rutland!
Price:R959 ZAR / night
Cherry Tree Cottage
SUPERHOSTEntire house
Cherry Tree Cottage
Price:R1,492 ZAR / night
Luxurious Self-Catering 5 Beds-Corby-Entire House
SUPERHOSTEntire house
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Price:R1,173 ZAR / night
Bright 1st floor flat in Drayton, Leicestershire.
SUPERHOSTEntire apartment
Bright 1st floor flat in Drayton, Leicestershire.
Price:R1,386 ZAR / night
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