Cottage vacation rentals in Rutland

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Top-rated cottage rentals in Rutland

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Guest favorite

Cottage in Cottesmore

4.98 out of 5 average rating, 121 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. The cottage comfortably accommodates up to 5 people, offering surprisingly spacious living. Enjoy free Netflix and WiFi.

Guest favorite

Cottage in Wing

4.88 out of 5 average rating, 241 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

Guest favorite

Cottage in Rutland

5 out of 5 average rating, 14 reviews

Hunky Dory Cottage

Our recently renovated 'home from home' is situated in the heart of Oakham with the boutique shops of Mill Street and many cafés, bars and restaurants of Oakham on its doorstep. The castle & park are an easy walk away as are all the towns amenities & attractions. The cottage is surrounded by roses and has been decorated by the owner, Jane, in her own unique style. All 3 beds are king size making it ideal for small families or up to 3 couples with good size dining room, lounge and a new kitchen.

Superhost

Cottage in Hambleton

4.91 out of 5 average rating, 87 reviews

Telegraph and Post Office cottage, Hambleton

The cottage , featured in Conde Nast 20 best UK villages and in the film Starfish is in Hambleton on a peninsula surrounded by Rutland water where you can sail fish and cycle. A superb pub, The Finchs is opposite with views of the lake and Hambleton Hall Hotel is nearby and has a Michelin starred restaurant. The cottage is opposite the church. Two king sized bedrooms . The third bedroom has a single bed and a pull out single bed underneath. It is a bit cozy for two adults but fine for kids.

Guest favorite

Cottage in Rutland

4.95 out of 5 average rating, 131 reviews

Beautiful Georgian cottage within a walled garden

This unique family-friendly Georgian cottage, is 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.

Guest favorite

Cottage in Empingham

5 out of 5 average rating, 131 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.

Guest favorite

Cottage in Ketton

4.93 out of 5 average rating, 107 reviews

Rutland churchyard stone cottage next to the pub

Set in the churchyard, a few paces from the award-winning Railway Inn pub, and the Rutland Vineyard, this 1820s Ketton stone cottage is the perfect place to stay in Rutland this Autumn and Christmas. Most people come with pals, but we love coming here, just the two of us, in Autumn or Winter in particular, for the wood burner, lots of great walking, a nip to the pub, a glass at the village’s vineyard, a mooch around Stamford, Burghley House, Rutland Water and the amazing food scene.

Guest favorite

Cottage in Duddington

4.99 out of 5 average rating, 222 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.

Guest favorite

Cottage in Wing

4.85 out of 5 average rating, 261 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.

Guest favorite

Cottage in Rutland

4.94 out of 5 average rating, 145 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.

Superhost

Cottage in Caldecott

4.79 out of 5 average rating, 105 reviews

Thatch 1 bed cottage. Period features.

Enjoy a walk in Rutland’s stunning countryside or a browse in the unspoilt local market town of Uppingham then return to the warmth of Rose Cottage to enjoy some downtime before supper at one of 2 village pubs. Fishing at popular Eyebrook reservoir (0.5 mile) Plus walking/ biking at Rutland water (14 miles) Rockingham Castle (2 miles) Independent shops & eateries in Uppingham (4 miles) Stamford (14 miles) Burghley House (16 miles)

Guest favorite

Cottage in Uppingham

4.92 out of 5 average rating, 307 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.