Cottage holiday rentals in Rutland

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Top-rated cottage rentals in Rutland

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Guest favourite

Cottage in Wing

4.88 out of 5 average rating, 221 reviews

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

4–11 Apr

£116 per night

Guest favourite

Cottage in Cottesmore

4.98 out of 5 average rating, 109 reviews

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.

27 Jul – 3 Aug

£231 per night

Guest favourite

Cottage in Ketton

4.94 out of 5 average rating, 89 reviews

Rutland churchyard cottage in Ketton near the pub.

Just a few paces from the wonderful local award-winning Railway Inn pub, this Ketton stone three bedroom cottage is a lovely place to stay in Rutland. I teach English down south, but love to get home when I can with family and friends to enjoy country walks, Stamford - England's finest stone town, Rutland Water, Ketton’s Rutland Vineyard, Burghley House, and the incredible local fine dining scene, notably at Hambleton Hall, Hitchen’s Barn and the Olive Branch, which all do lunch-for-less deals.

14–21 Dec

£237 per night

Guest favourite

Cottage in Great Easton

5.0 out of 5 average rating, 23 reviews

Countryside 6-bedroom cottage

Set in the picturesque village of Great Easton, this luxurious, countryside cottage is the perfect place for you & your family & friends to come and stay. With a games room (home to a vintage table football), ample living space & multiple open fires, it makes for a cosy retreat. There is also a very large, secluded garden at the rear, with a pond, BBQ and outdoor dining area which is best enjoyed on a summers evening so you can admire the views across the rolling Leicestershire countryside

9–16 Apr

£467 per night

Guest favourite

Cottage in Empingham

5.0 out of 5 average rating, 116 reviews

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.

8–15 Oct

£137 per night

Guest favourite

Cottage in Rutland

4.96 out of 5 average rating, 118 reviews

Beautiful Georgian cottage within a walled garden

This unique family-friendly Georgian cottage, located in the very heart of Oakham. Quiet location, set within a secluded red brick walled garden next to Oakham Castle, and All Saints Church. You will have full use of the property and private garden with summer house, outside seating and dining areas. Facilities include king and double beds, plus a double sofa bed in a second sitting room leading off the main bedroom. Bathroom with shower, kitchen, lounge, dining room & toilet/utility.

17–24 Sept

£258 per night

Guest favourite

Cottage in Duddington

4.99 out of 5 average rating, 212 reviews

Beautiful Grade II Listed Barn Conversion

A beautiful Grade II listed stone barn with traditional & period features, but with all modern amenities. Comprised of 2 bedrooms & 2 bathrooms: one double-bed ensuite & a twin room. A traditional & well-equipped kitchen (inc washing machine & dishwasher). Flatscreen TV/DVD & Wifi. Access to own patio area with BBQ. Central heating and double glazing throughout. Parking outside the property with access to an electric charging point. Well behaved dogs (2 maximum) are welcome.

11–18 Mar

£178 per night

Guest favourite

Cottage in Wing

4.83 out of 5 average rating, 223 reviews

Idyllic Thatched Country Cottage - a hidden gem!

Situated in the picturesque village of Wing, this adorable thatched cottage is nestled in the grounds of beautiful Cedar House. The property was fully renovated in March 2021 and is the ideal getaway location to explore everything that stunning Rutland has to offer. The cottage is only 5 minute drive to Rutland Water, Uppingham and Oakham, so you have everything you wish to experience during your stay on your doorstep. Historic Stamford is also only 20 mins away.

22–29 Mar

£107 per night

Guest favourite

Cottage in Rutland

4.93 out of 5 average rating, 116 reviews

Daphne's cottage

Our comfortable stone built self-contained cottage, situated 1/2 mile from the A1 in a rural village called Stretton. The cottage contains .. 2,Bedrooms .. room 1 with a double bed and room 2, with 2 single beds (which are "Zip and link beds") by request can be turned in to a King size bed. shower room .. with a large comfortable shower cubicle (unfortunately no bath) a front room and fully equipped kitchen. You also have your own private Patio area.

14–21 Feb

£116 per night

Guest favourite

Cottage in Rutland

4.95 out of 5 average rating, 19 reviews

Lovely cottage in Oakham-a calm and relaxing oasis

Courtyard Cottage is a well located two bedroom holiday cottage in the centre of Oakham. With off-street parking, an enclosed courtyard garden and everything you need within walking distance, this cottage makes a stay in beautiful Rutland easy. The cottage is particularly suited to a couples weekend away with excellent restaurants a short walk away and 2 comfortable double bedrooms with king size Silentnight beds.

20–27 Aug

£163 per night

Guest favourite

Cottage in Uppingham

4.91 out of 5 average rating, 280 reviews

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.

23–30 Apr

£82 per night

Guest favourite

Cottage in Burley

4.98 out of 5 average rating, 353 reviews

Cosy Country Cottage near Rutland Water

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.

9–16 Dec

£107 per night