Vacation rentals in Rutland

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Top-rated vacation rentals in Rutland

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

Guest favorite
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
Jan 31 – Feb 7
$121 per night
4.87 out of 5 average rating, 215 reviews
Guest favorite
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.
Dec 14 – 21
$118 per night
4.99 out of 5 average rating, 338 reviews
Guest favorite
Cottage in Empingham
Primrose Hall Holiday Cottage Rutland
Primrose Hall is a beautifully renovated, Grade 2 listed stone barn conversion. It is ideally situated in the Rutland village of Empingham, within walking distance of Rutland Water’s North Shore. Empingham nestles in the Gwash Valley, equidistant from the charming Georgian town of Stamford, and Rutland’s county town, Oakham. The village has a shop, medical centre, hairdressing salon and pub just 250m away. The local area also benefits from many other very good pubs, restaurants and cafes.
Oct 5 – 12
$147 per night
5.0 out of 5 average rating, 111 reviews

Popular amenities for Rutland vacation rentals

Other great vacation rentals in Rutland

Guest favorite
Home in Rutland
The Haybarn, luxurious Rutland retreat
Aug 20 – 25
$259 per night
5.0 out of 5 average rating, 170 reviews
Guest favorite
Home in Wing
Stunning Thatched Barn- Newly renovated, High Spec
Jan 1 – 8
$155 per night
4.92 out of 5 average rating, 105 reviews
Guest favorite
Cottage in Uppingham
Number 4, Pleasant Terrace, Uppingham, Rutland
Apr 16 – 23
$80 per night
4.91 out of 5 average rating, 272 reviews
Guest favorite
Farm stay in Rutland
The Old Stables Retreat, Northfield Farm
Jun 13 – 20
$121 per night
4.93 out of 5 average rating, 121 reviews
Guest favorite
Cottage in Wing
Stunning Grade II listed thatched cottage
Jul 19 – 26
$344 per night
4.86 out of 5 average rating, 114 reviews
Guest favorite
Home in Manton
Oak Tree Annexe
Nov 30 – Dec 7
$113 per night
4.97 out of 5 average rating, 160 reviews
Guest favorite
Cottage in Cottesmore
Quiet Lane Retreat: The Bee Cottage Rutland
Jun 26 – Jul 3
$253 per night
4.98 out of 5 average rating, 105 reviews
Guest favorite
Apartment in Rutland
Clock Cottage Self contained Rutland Rural Retreat
Jul 15 – 22
$136 per night
4.9 out of 5 average rating, 200 reviews
Guest favorite
Condo in Gretton
St James’s Cottage - Gretton
May 13 – 20
$77 per night
4.97 out of 5 average rating, 280 reviews
Guest favorite
Apartment in Ketton, Stamford, Lincs
Private Apartment in the Heart of Ketton, Stamford
Jul 16 – 23
$85 per night
4.94 out of 5 average rating, 294 reviews
Guest favorite
Home in Uppingham
36 High Street West -two bedroom luxury terrace
Jul 31 – Aug 7
$132 per night
4.95 out of 5 average rating, 102 reviews
Guest favorite
Condo in Rutland
Mayfield - 1 bedroom annexe flat
Apr 28 – May 5
$127 per night
5.0 out of 5 average rating, 28 reviews

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