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Compare 198 Cottages in Oakham with updated reviews, rates, and availability.

Gable Cottage
Front of property
Gable Cottage
3.0 star property
9.4 out of 10, Exceptional, (9)
"Perfect spot, close to Oakham. Quiet and comfortable. Friendly host. "
Gable Cottage
In an idyllic location surrounded by peacocks and grazing sheep and goats.
Living area
In an idyllic location surrounded by peacocks and grazing sheep and goats.
10.0 out of 10, Exceptional, (1)
"Excellent for a quiet getaway. Will definitely be coming back again."
In an idyllic location surrounded by peacocks and grazing sheep and goats.
Spacious Detached Bungalow With Ample Parking
Lounge
Spacious Detached Bungalow With Ample Parking
3.5 star property
9.6 out of 10, Exceptional, (4)
"i went with my daughter, had an amazing time! my cousins were at arena uk just 7 mins drive. so had the comfort of being able to relax at the beginning and end of day. Loved the fact had internet and watch all my favourite programmes on Netflix etc. My daughter was able to chill in her own room with tv at the end of a busy day. "
Spacious Detached Bungalow With Ample Parking
2 bedroom accommodation in Easton on the Hill, Stamford
Exterior
2 bedroom accommodation in Easton on the Hill, Stamford
10.0 out of 10, Exceptional, (5)
"The cottage is a lovely period stone cottage , warm and welcoming. Clean and tidy and comfortable. Ideally situated to explore Stamford and surounding towns . Everything you require for a comfortable stay."
2 bedroom accommodation in Easton on the Hill, Stamford
Family and Dog Friendly 3 bedroom holiday Cottage near Oakham & Rutland Water
Property grounds
Family and Dog Friendly 3 bedroom holiday Cottage near Oakham & Rutland Water
10.0 out of 10, Exceptional, (19)
"This is a really lovely property, lots of space with an excellent, very well equiped, kitchen leading on to a big secure garden. we were a three generation family with a dog and the space worked brilliantly. We entertained family and had lots of children visit, the garden toys and sit on tractors where a huge success. I can honestly say we had everything we needed for a very comfortable stay. Jennifer is so helpful and made us feel completely at home, the cottage has lots of nice touches and...
Family and Dog Friendly 3 bedroom holiday Cottage near Oakham & Rutland Water
Beautiful, renovated 1 Bedroom Cottage, with private yard. Great location.
Exterior
Beautiful, renovated 1 Bedroom Cottage, with private yard. Great location.
10.0 out of 10, Exceptional, (2)
"Had a lovely few days/nights here. The property has everything you need for a home from home experience. The cottage is very well located for the town and all of its variety of shops, with frequent buses into Leicester city centre. Thank you for a great stay Rebecca!"
Beautiful, renovated 1 Bedroom Cottage, with private yard. Great location.
Unique house, stylish decor, with garden.
Room
Unique house, stylish decor, with garden.
10.0 out of 10, Exceptional, (1)
"This was a lovely little house. Very nicely decorated, very clean, great facilities and the host has done everything that they can to make you feel welcome. I didn’t know I wanted the hot chocolate but it was very welcome at the end of the day 😃"
Unique house, stylish decor, with garden.
2 bedroom accommodation in Oakham
Living area
2 bedroom accommodation in Oakham
8.0 out of 10, Very Good, (1)
"Spacious, comfortable cottage on a quite road within walking distance of the shops and eateries of Oakham. Rutland Water is a short drive away with its famous Ospreys, the main reason for our visit doWater us a very short drive away"
2 bedroom accommodation in Oakham
Primrose Hall Holiday Cottage, near Rutland Water
Primrose Hall
Primrose Hall Holiday Cottage, near Rutland Water
10.0 out of 10, Exceptional, (35)
"Lovely property in a lovely area. "
Primrose Hall Holiday Cottage, near Rutland Water
Pantiles Cottage in Rutland, the heart of England. Self catering, sleeps 4.
Outdoor dining
Pantiles Cottage in Rutland, the heart of England. Self catering, sleeps 4.
10.0 out of 10, Exceptional, (62)
"Beautifully clean , excelently equipped, beds very comfortable, nice welcome tray and milk in the fridge very thoughtful.. Our arrival was delayed because of a road traffic accident and sadly I didn't have telephone contact details for our host so I couldn't let her know but she was very inderstanding when we arrived."
Pantiles Cottage in Rutland, the heart of England. Self catering, sleeps 4.
Quiet s/c cottage with garden 5 minutes walk to the centre of Uppingham
View of Number Four from the garden
Quiet s/c cottage with garden 5 minutes walk to the centre of Uppingham
9.0 out of 10, Wonderful, (6)
"A brilliant stay at this wonderful property. Hosts are so helpful and have made the property so welcoming to stay in. Easily accessible to beautiful local scenery and everything you need for an amazing stay. "
Quiet s/c cottage with garden 5 minutes walk to the centre of Uppingham
NEW 2BD Victorian Terraced House Loughborough
Living room
NEW 2BD Victorian Terraced House Loughborough
3.0 star property
8.0 out of 10, Very Good, (2)
"Modern, clean stay in Loughborough, close enough to the high street, parks, and shops. The place was great for our little family and hosting the cousins we came to visit for a little sleep over thanks to pull out couch. Well equiped kitchen, and parking was right in front. "
NEW 2BD Victorian Terraced House Loughborough
Clicker’s Cottage makes a great base to explore all that Northamptonshire has to offer.
Interior
Clicker’s Cottage makes a great base to explore all that Northamptonshire has to offer.
9.6 out of 10, Exceptional, (5)
"A cosy cottage tastefully furnished and well equipped. Lovely garden. A very relaxing place to stay."
Clicker’s Cottage makes a great base to explore all that Northamptonshire has to offer.
River Nene Cottages
Front of property - evening/night
River Nene Cottages
3.5 star property
10.0 out of 10, Exceptional, (11)
"Thank you for a wonderful stay at Rivernene Cottages. Hosts Stephen and Phil were amazing and could not do enough for all the guests. We stayed in the Yew Tree Cottage, as a family of 4 (2 teenagers) this was perfect! The entire place is immaculately kept. The sweeping garden was a great place to chill out by the bank of the river as well as the delightful heated pool which was used many times during our stay! Cottages are very well equipped with everythjng you could need for a short or...
River Nene Cottages
Yew Lodge
Exterior
Yew Lodge
3.5 star property
10.0 out of 10, Exceptional, (1)
"Its was amazing stay for us"
Yew Lodge
A countryside retreat where you can relax in the hot tub whilst admiring the stunning views.
Exterior
A countryside retreat where you can relax in the hot tub whilst admiring the stunning views.
10.0 out of 10, Exceptional, (1)
"Booked a long weekend for myself and my grown up son to catch up with friends and family who still live in the area We moved North when he was 2 years old and is now in his early 20's so spent the time going to places he went as a baby. The lodge position was perfect as it was quiet but only about 20 minutes from everything. It was cosy and comfortable with everything we needed. My son made good use of the hot tub. are definitely considering booking to do the same next year."
A countryside retreat where you can relax in the hot tub whilst admiring the stunning views.
4 bedroom accommodation in Drayton
Exterior
4 bedroom accommodation in Drayton
10.0 out of 10, Exceptional, (2)
"Great little lodge nestled in the rolling countryside between Drayton and Medbourne. Perfect location for a quiet family break which is surrounded by great walking opportunities and a short drive to the local towns and Rutland waters. Would recommend ⭐️⭐️⭐️⭐️⭐️"
4 bedroom accommodation in Drayton
Church View
Exterior
Church View
3.5 star property
Church View
Think quintessentially English "chocolate box" cottage and you’ll find this is it.
Exterior
Think quintessentially English "chocolate box" cottage and you’ll find this is it.
Think quintessentially English "chocolate box" cottage and you’ll find this is it.
Charming cottage near lovely Stamford with cosy open fire and a rural location.
Exterior
Charming cottage near lovely Stamford with cosy open fire and a rural location.
2.0 out of 10, (1)
"Front door is 5 yards from busy A43. Contacted owner for key code Friday am for Friday stay did not reply till 14.21 Sunday. Builders next door Hammering just after 7 Saturday and Monday. Cover on front bed filthy. Toilet seat not attached correctly. No logs provided for log burner or tools. Welcome pack not as advertised no wine no milk no eggs no crisps small loaf. Outside area no parasols cushions left outside dirty and cigarette burn, and a broken chair. Broken glass in cupboard. Very noisy...
Charming cottage near lovely Stamford with cosy open fire and a rural location.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Oakham

Relaxing Room With Ensuite Rutland Point
Room
Relaxing Room With Ensuite Rutland Point
3.0 star property
10.0 out of 10, Exceptional, (1)
"Lovevly night away! Hosts made it so easy and hassle free. Room was very clean, had a peaceful nights sleep! Had dinner down the road in a pub called the wheatsheaf! Which was very nice! Rutland water is only a 15min drive! Thanks again to the host! "
The price is SAR 272
SAR 323 total
includes taxes & fees
17 Nov - 18 Nov
Relaxing Room With Ensuite Rutland Point
Relaxing Room With Ensuite Rutland Point
Room
Relaxing Room With Ensuite Rutland Point
3.0 star property
8.0 out of 10, Very Good, (1)
"The room I had was roomy and clean, bathroom/shower again clean and spacious. Equipment and white goods suited my needs. Entrance to the room a little dark as outside lights didn't react early enough. Overall I would book again if in that area."
The price is SAR 294
SAR 344 total
includes taxes & fees
9 Nov - 10 Nov
Relaxing Room With Ensuite Rutland Point
2 bedroom accommodation in Oakham
Living area
2 bedroom accommodation in Oakham
8.0 out of 10, Very Good, (1)
"Spacious, comfortable cottage on a quite road within walking distance of the shops and eateries of Oakham. Rutland Water is a short drive away with its famous Ospreys, the main reason for our visit doWater us a very short drive away"
2 bedroom accommodation in Oakham
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much do cottages in Oakham cost?
You’ll pay between and per night for cottages in Oakham. No matter your budget, an epic stay is just a few clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Oakham?
Pick from multiple cottages in Oakham with a total average guest review rating of 9.1. Amberleigh is a fantastic place to rest and put your feet up between adventures. This 3.5-star cottage also features a garden and individually decorated rooms. The Windmill is another popular pick with travelers to the area. It has a 3.5-star rating and amenities including individually decorated rooms and free WiFi.
How many cottages are there in Oakham?
Pick from 198 cottages in Oakham. No matter if you’re taking a trip with the kids or organizing a weekend retreat with close friends, Expedia can help you find the right space to get back to nature.
Why book your cottage in Oakham with Expedia?
Expedia has some superb cottages in Oakham, so get set for an unforgettable stay on nature’s doorstep. If you have a fixed budget, click on how much you’re willing to spend and the preferred star rating of your property. Or, use our handy filters to search for cottages with a pool or a kitchen. We’ll help you find the perfect place whatever your trip looks like.
How can I find cheap cottages in Oakham?
The best way to find cheap cottages in Oakham is with Expedia’s useful filter tool. Narrow down your search by star rating, budget and amenities to land awesome bargains in a few clicks.