Vacation 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 Wing
Quiet Rural Chapel Conversion (Architectural Gem)
Stylish & unique, self- contained historic Chapel conversion overlooking stunning scenery, (Chater Valley) tucked away at the edge of Conservation Village, 5 min drive from R.Water. Private. Sleeps 4 1 king-size & 1 small DBL Kids 8+ welcome Park free outside 2 min walk from King's Arms, Award winning Pub. Quiet & very rural. Grade ii Listed. Modern interior feat. in "Living Etc" & won a local design award Helpful owners next door Completely OPEN PLAN INTERNAL WALLS ONLY AROUND BATHROOM
12–19 Jun
$227 NZD per night
4.88 out of 5 average rating, 218 reviews
Guest favourite
Condo in Gretton
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.
9–14 May
$172 NZD per night
4.97 out of 5 average rating, 287 reviews
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.
13–20 Oct
$223 NZD per night
4.99 out of 5 average rating, 344 reviews

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
Wheatsheaf3 locals recommend

Other great holiday rentals in Oakham

Guest favourite
Cottage in Wing
Stunning Grade II listed thatched cottage
19–26 Jul
$648 NZD per night
4.86 out of 5 average rating, 115 reviews
Guest favourite
Guesthouse in Northamptonshire
The Old Telephone Exchange
17–24 Jul
$179 NZD per night
4.93 out of 5 average rating, 292 reviews
Guest favourite
Farm stay in Leicester
A view for all seasons
4–11 Jan
$170 NZD per night
4.96 out of 5 average rating, 103 reviews
Guest favourite
Condo in Rutland
Mayfield - 1 bedroom annexe flat
3–10 Jan
$239 NZD per night
5.0 out of 5 average rating, 30 reviews
Guest favourite
Apartment in Rutland
The Limes - Beautiful Townhouse Apartment, Oakham
23–30 Sep
$228 NZD per night
4.88 out of 5 average rating, 32 reviews
Guest favourite
Condo in Rutland
Comfortable, well located, converted apartment.
12–19 Nov
$211 NZD per night
4.85 out of 5 average rating, 67 reviews
Guest favourite
Condo in Braunston
Healey House The Annex
25 Jun – 2 Jul
$236 NZD per night
5.0 out of 5 average rating, 9 reviews
Guest favourite
Condo in Manton
Lovely studio annexe in a Rutland Water village
7–14 Aug
$183 NZD per night
5.0 out of 5 average rating, 23 reviews
Guest favourite
Cottage in Rutland
Lovely cottage in Oakham-a calm and relaxing oasis
25 Aug – 1 Sep
$340 NZD per night
4.94 out of 5 average rating, 17 reviews
Guest favourite
Home in Rutland
The Walled Garden HolidayCottage
24–31 May
$237 NZD per night
5.0 out of 5 average rating, 11 reviews
Superhost
Home in Rutland
Family friendly hot tub break in beautiful Rutland
7–14 Nov
$234 NZD per night
4.88 out of 5 average rating, 41 reviews
Guest favourite
Apartment in Manton
Manton Lodge Valley View
16–23 Jun
$151 NZD per night
4.9 out of 5 average rating, 10 reviews

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

$82 NZD before taxes and fees

Destinations to explore

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