The 30 Best Holiday Rentals in Rutland

Ranked 1 out of 84 in the Rutland region, as well as being 1 of 1 for holiday rentals in South Luffenham.

• “Easy secure parking, easy check-in, Kate was the perfect...”
• “Beautiful, peaceful place.”
• “Excellent. stylish apartment. Peaceful.”
• See more reviews of Bridge House Apartment. Luxury and cosy self contained apartment.

Ranked 2 out of 84 in the Rutland region, as well as being 1 of 4 for holiday rentals in Manton.

• “Wow what a find, there wasn't anything to fault it truly...”
• “A fabulous cottage - we’ve already recommended it to friends planning to visit the area.”
• “Perfect for our two day stay for the CICLE bike race.”
• See more reviews of Osprey Cottage, Manton in Rutland

Ranked 3 out of 84 in the Rutland region, as well as being 1 of 28 for holiday rentals in Oakham.

• “The cottage was well equipped and very comfortable.”
• “Lovely cottage with everything you need”
• “Brilliant”
• See more reviews of Bolton's Cottage

Ranked 4 out of 84 in the Rutland region, as well as being 2 of 28 for holiday rentals in Oakham.

• “Blissful & very convenient”
• “Excellent value”
• “Very enjoyable. I would recommend and will be staying again when I next visit.”
• See more reviews of Rooms @ Number Six

Ranked 5 out of 84 in the Rutland region, as well as being 3 of 28 for holiday rentals in Oakham.

• “Lovely and cozy....”
• “Fantastic getaway”
• “Excellent”
• See more reviews of Cozy Nook a cosy 2-Bed House in Oakham Rutland

Ranked 6 out of 84 in the Rutland region, as well as being 2 of 14 for holiday rentals in Uppingham.

• “Lovely getaway for 2”
• “The property is well kept and clean in the perfect location...”
• “Excellent in every way”
• See more reviews of Box Barn - Stylish Accommodation in Rutland

Ranked 7 out of 84 in the Rutland region, as well as being 2 of 4 for holiday rentals in Manton.

• “Great location. Quie”
• “We had a wonderful birthday weekend, so relaxing and private and peaceful”
• “Clock Cottage exceeded my expectations and the welcome gift provided by the hosts was great!”
• See more reviews of Clock Cottage Self contained Rutland Rural Retreat

Ranked 8 out of 84 in the Rutland region, as well as being 3 of 14 for holiday rentals in Uppingham.

• “Lovely comfortable stay. Will definitely visit again”
• “Sam’s Place was an amazing place to stay in!”
• “Beautifully furnished and well equipped apartment.”
• See more reviews of Sam's Place Apartment in Uppingham, Rutland

Ranked 9 out of 84 in the Rutland region, as well as being 4 of 28 for holiday rentals in Oakham.

• “Fabulous short break in a very nice apartment in a lovely town.”
• “Beautiful clean apartment in the centre of Oakham.”
• “Wonderful apartment”
• See more reviews of The Gallery Two Bedroom Apartment

Ranked 10 out of 84 in the Rutland region, as well as being 5 of 28 for holiday rentals in Oakham.

• “Little gem”
• “We would come again”
• “Comfortable and thoughtfully put together”
• See more reviews of Lazy Nest is a Lazy comfortable Nest to laze

Ranked 11 out of 84 in the Rutland region, as well as being 6 of 28 for holiday rentals in Oakham.

• “Lovely setting.”
• “Warm host, clean well equipped cottage in a peaceful location!”
• “Great house for kids, very clean, and comfortable beds.”
• See more reviews of Moo Cow Cottage Self Catering

Ranked 12 out of 84 in the Rutland region, as well as being 5 of 14 for holiday rentals in Uppingham.

• “Perfect characterful apartment. Cosy, relaxing, clean and everything supplied that you need.”
• “I'd highly recommend it.”
• “A perfect short break, wish it had been longer!”
• See more reviews of High Street Apartment

Ranked 13 out of 84 in the Rutland region, as well as being 7 of 28 for holiday rentals in Oakham.

• “Great property”
• “Great home in good location”
• “Excellent location and accommodation for a family get together”
• See more reviews of Rutland View

Ranked 14 out of 84 in the Rutland region, as well as being 6 of 14 for holiday rentals in Uppingham.

• “The beds were so comfortable with lovely cool cotton bedding.”
• “Neat little house, suited us perfectly for a few nights stay. Situated in a quiet and nice area.”
• “We stayed with our family so it was convenient for a wedding locally. We really loved the house and will hopefully be bo”
• See more reviews of Stylish and modern home in Uppingham, Rutland

Ranked 15 out of 84 in the Rutland region, as well as being 7 of 14 for holiday rentals in Uppingham.

• “A relaxing, cosy stay”
• “A lovely small rustic accommodation perfect in every way.”
• “Stylish studio apartment”
• See more reviews of Topiary Barn - Stylish Accommodation in Rutland

Ranked 16 out of 84 in the Rutland region, as well as being 8 of 28 for holiday rentals in Oakham.

• “Visiting daughter who is on a working gap year so just wanted somewhere close by”
• “good position, clean, good for rest.”
• “location and no parking spoilt stay - would not return”
• See more reviews of The Hideout

Ranked 17 out of 84 in the Rutland region, as well as being 1 of 1 for holiday rentals in Braunston.

• “Lovely, quiet break,.Great decor and facilities. Relaxing.”
• “Every kindness and facility was provided.”
• “Beautiful little gem!”
• See more reviews of Field View

Ranked 18 out of 84 in the Rutland region, as well as being 9 of 14 for holiday rentals in Uppingham.

• “If you are looking for a place to stay in the area look no further than Ash house. Dave and Sue are genuinely nice peopl”
• “This was a very convenient, pleasant and clean house suiting the requirements for our family of 4.”
• “lovely house and hosts”
• See more reviews of Ash House

Ranked 19 out of 84 in the Rutland region, as well as being 9 of 28 for holiday rentals in Oakham.

• “Excellent host and lovely cozy house”
• “The loveliest rental in a lovely town.”
• “the special touches left by the owners make you feel at home!”
• See more reviews of Bennett's Cottage

Ranked 20 out of 84 in the Rutland region, as well as being 10 of 28 for holiday rentals in Oakham.

• “Everything was amazing x location was stunning x very quiet...”
• “stunning beautiful peaceful perfect”
• “Beautiful location with stunning panoramic views”
• See more reviews of Cosy getaway near Rutland Water

Ranked 21 out of 84 in the Rutland region, as well as being 11 of 28 for holiday rentals in Oakham.

• “Very spacious, warm and comfortable with a great view”
• “beautiful comfy location.”
• “Lovely comfy house, only 10 minutes from Rutland Water”
• See more reviews of Field View

Ranked 22 out of 84 in the Rutland region, as well as being 12 of 28 for holiday rentals in Oakham.

• “Security of site, accessibility to pubs.”
• “Definitely book again !”
• “Our stay was too short 🙁😃😃”
• See more reviews of Oak Lodge

Ranked 23 out of 84 in the Rutland region, as well as being 13 of 28 for holiday rentals in Oakham.

• “Well appointed cosy lodge”
• “Loved it”
• “Very relaxing. Thank you.”
• See more reviews of Holly Lodge

Ranked 24 out of 84 in the Rutland region, as well as being 14 of 28 for holiday rentals in Oakham.

• “We enjoyed the relaxed atmosphere and the hot tub.”
• “Excellent family getaway and perfect way to spend Christmas”
• “As above”
• See more reviews of Pine Lodge

Ranked 25 out of 84 in the Rutland region, as well as being 1 of 2 for holiday rentals in Ketton.

• “Amazing host, perfect property. They really have thought of everything”
• “beautiful shepherds hut in a beautiful setting.”
• “Stunning views perfect location”
• See more reviews of The Rabbit Warren Shepherd Hut

Ranked 26 out of 84 in the Rutland region, as well as being 2 of 2 for holiday rentals in Ketton.

• “Wish we booked for longer, sooo relaxing!”
• “Best way to spend a birthday night”
• “A lovely location huts are done to a very high standard”
• See more reviews of The Black Swan Shepherd Hut

Ranked 27 out of 84 in the Rutland region, as well as being 15 of 28 for holiday rentals in Oakham.

• “All good”
• “Beautiful lodge and amazing stay. Can’t wait to return.”
• “Lovely relaxing stay.”
• See more reviews of Ash Lodge

Ranked 28 out of 84 in the Rutland region, as well as being 16 of 28 for holiday rentals in Oakham.

• “Location was fine.”
• “Well equipped, clean , comfortable great location for...”
• “Comfortable stay.”
• See more reviews of The Croft

Ranked 29 out of 84 in the Rutland region, as well as being 17 of 28 for holiday rentals in Oakham.

• “Centrally located to Oakham.”
• “Visiting my daughter who is here on a gap year at Oakham school - gave us a chance to chill out and get to have a change”
• “Our stay at The Limes made a family weekend away absolutely perfect! ely perfect!”
• See more reviews of The Limes - Beautiful Townhouse in Oakham

Ranked 30 out of 84 in the Rutland region, as well as being 18 of 28 for holiday rentals in Oakham.

• “Lovely stay, friendly host, great location.”
• “A really lovely cottage.”
• “It was clean and in a great location, perfect with plenty of...”
• See more reviews of Kings Retreat