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Holiday rentals in Oakham

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Top-rated holiday rentals in Oakham

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

Guest favourite
Cottage in Cottesmore
Quiet Lane Retreat: The Bee Cottage Rutland
Welcome to our charming cottage located on a tranquil lane in Rutland. Just a quick 5-min drive from Rutland Water, this 17th-century cottage is a picture-perfect gem that has undergone a refurbishment. The thatched roof adds to its undeniable charm. Step inside and be greeted by original features like low ceilings, doorways and exposed beams, creating an authentic atmosphere.T he cottage comfortably accommodates up to 5 people, offering surprisingly spacious living. Enjoy free Netflix and WiFi.
Individual Host
Guest favourite
Cottage in Burley
Cosy Country Cottage near Rutland Water
COVID 19 UPDATE: the cottage is still taking bookings and is completely private and deep cleaned between guests. It’s a great place to escape. Gamekeeper Lodge is a characterful, modern and luxurious self catering cottage; and forms a totally private annexe to our Grade 2 listed thatched cottage in the heart of Rutland. The property was designed in 1795 by John Nash, who also designed Buckingham Palace and overlooks the original thatched game larder. Situated only 2 miles from Rutland Water.
Individual Host
Guest favourite
Apartment in Uppingham
Comfy Modern APT - Sleeps 4
Located in the centre of the Historic Market Town of Uppingham. Based in is heart of the small county of Rutland. This apartment is a stones throw away to the gorgeous town centre, with markets every Friday, great places to eat and drink and some really cute little shops. A quick 10 minute drive to another Market Town of Oakham and not far from Rutland Water where you can enjoy some beautiful scenic walks. The apartment offers an allocated parking space and communal paved garden.
Individual Host

Popular amenities for Oakham holiday rentals

Stay near Oakham's top sights

Oakham Castle19 locals recommend
Captain Noel Newton5 locals recommend
The Admiral Hornblower16 locals recommend
The Lord Nelson17 locals recommend
Lands' End3 locals recommend
Rutland Farm Park6 locals recommend

Other great holiday rentals in Oakham

Guest favourite
Home in Uppingham
36 High Street West -two bedroom luxury terrace
Individual Host
Guest favourite
Guest house in Braunston
Self-catering country cottage bedsit
Individual Host
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Tiny home in Empingham
Lower Farm View - Perfect For 2
Individual Host
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Home in Rutland
Cherry Tree Cottage
Individual Host
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Cottage in Wing
Stunning Grade II listed thatched cottage
Individual Host
Guest favourite
Cottage in Empingham
Primrose Hall Holiday Cottage Rutland
Professional Host
Guest favourite
Farm stay in Rutland
The Old Stables Retreat, Northfield Farm
Individual Host
Guest favourite
Cottage in Uppingham
Number 4, Pleasant Terrace, Uppingham, Rutland
Individual Host
Guest favourite
Apartment in Gretton
St James’s Cottage - Gretton
Individual Host
Guest favourite
Cottage in Wing
Quiet Rural Chapel Conversion (Architectural Gem)
Individual Host
Guest favourite
Flat in Stamford
Stamford Self Contained Flat Private Gated Parking
Individual Host
Guest favourite
Flat in Rutland
The Limes - Beautiful Townhouse Apartment, Oakham
Individual Host

Quick stats about holiday rentals in Oakham

Total rentals

50 properties

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

30 properties are a good fit for families

Total number of reviews

1.2K reviews

Nightly prices starting at

£40 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United Kingdom
  3. England
  4. Rutland
  5. Oakham