
Holiday rentals with outdoor seating in Oakham
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Top-rated rentals with outdoor seating in Oakham
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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.

The Hayloft: Popular Hideaway - Sleeps 3.
After our storming success for 6 years with our cosy Hayloft Apartment, we have totally refitted the bathroom, installed a brand new kitchen and added a single bedroom / study. Fresh paint, blinds and carpets throughout! Guests have dedicated parking [Now with EV Charging] a private patio for sunny breakfasts, lunches or sundowners. Home-cooked ready meals are available in the fridge or freezer when you arrive. Message when you book and we can supply details. The Welcome pack's a big hit.

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.

The Chapel
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 Quiet & very rural. Grade ii Listed. Modern interior feat. in "Living Etc" , on TV & won a local design award New for 2025-advanced ai heating system Owners next door COMPLETELY OPEN PLAN Internal walls around Bathroom only.

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, pub, medical centre, and an antique shop just 250m away. The local area also benefits from many other very good pubs, restaurants and cafes.

The Den self-contained annex.
The Den is a self- contained annex, which is very comfortable for 4 guests. It will provide everything you need for a short or long stay in Melton Mowbray. We provide tea, coffee, bread, milk etc. The property has a fitted kitchen with washing machine and tumble dryer. An open living space leads to two bedrooms with king size beds, & a bathroom with a walk in shower. There is parking for two cars on the drive and plenty of on street parking. Check in is from 3pm, & check out is by 10am.

Clock Cottage Self contained Rutland Rural Retreat
Clock Cottage is a self contained open plan suite located on the ground floor with garden views located within a characterful rural village within a 5 minute drive from Rutland water. The suite is open plan and includes a king sized bed, comfy living area and kitchen, Nespresso coffee machine, freestanding open plan bathtub and separate bathroom and outside dining area. The living area can be used as a family/friends bedroom with the use of a fold out sofa bed. Ideal for a couple.

Oak Tree Annexe
Oak Tree Annexe is set in a secluded and secure walled garden. You can park for free directly outside the house and will be staying in one of Rutland’s most desirable villages. Set on the fabulous cycle route around the water and with access to great walks directly from the house or a short drive away it’s a perfect location for exploring Rutland. Our village pub is a 3 minute stroll, serves food 7 days a week and offers our guests a 10% discount on their meals.

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.

Fennel House. Charming house in Oakham town centre
The townhouse is located on a quiet residential one way street. Oakham has stunning historical architecture, i.e a castle, quaint independent shops, pubs and restaurants are moments from the door. A short walk from the railway station. It is ideal for couples or families. A short drive is Rutland Water and is the largest man made lake in Europe 26 miles circumference and hosts many outdoor pursuits such as walking, cycling and bird watching.

Beautiful Conversion in Rutland Countryside
Come and stay in our lovingly converted barn in the middle of the Rutland countryside. Perfect for a quiet get-away with lots of walking and cycling from the doorstep. Set in a 3 acre plot of our family home, you will have access to a private garden at the rear of the property plus our orchard should you wish to bring 1 small - medium sized dog with you. Unfortunately, the property is not suited to large dogs.

Mayfield - 1 bedroom annexe flat
Kick back and relax in this calm, stylish space. Private annexe flat with its own access. Open plan kitchen and living area. Separate dining area. 1 bedroom with zip link beds, can either be twin or superking. Bathroom with shower. Hallway. Access to washing machine, tumble dryer and clothes airer on request. Lockable storage for push bikes on request. Outside patio area.
Popular amenities for outdoor seating rentals in Oakham
House rentals with outdoor seating

Well appointed self-contained one bedroom annexe

Cosy modern house patio free parking 15 min walk

Cosy hillside cottage with logburner and projector

Beautiful Thatched Cottage Annex with Piano

Beautiful Cosy Cottage Retreat

NEW Luxury Countryside Retreat w/ Stunning Views

Character cottage in Stamford

Cosy cottage in peaceful location
Apartment rentals with outdoor seating

Smart Studio

Locksmith cottage situated in the heart of Newark

Private Apartment in the Heart of Ketton, Stamford

Luxury City Studio

The Roost- A unique character built studio

Flat in Lady Bay &free parking - Riverside retreat

Spacious City Centre apt/parking and balcony

La Terraza 2 bed with balcony. Nottingham hockley
Apartment rentals with outdoor seating
Posh self contained studio apartment with parking.

Stylish, Opulent & Spacious 18C. Peaks apartment

Brand New Guest Suite: Mapperley

Tiny living at its best!

Honey Hill Lodge

The Acacia, Luxury with Private Balcony & Parking

Modern flat with balcony and private gardens

Dale side apartment
Quick stats about holiday rentals with outdoor seating in Oakham

Total holiday rentals
Explore 10 holiday rentals in Oakham

Nightly prices starting at
Oakham holiday rentals start at $103 SGD per night before taxes and fees

Verified guest reviews
Over 1,190 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
10 of Oakham holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oakham rentals

4.9 Average rating
Oakham stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Silverstone Circuit
- Motorpoint Arena Nottingham
- Santa Pod Raceway
- Bletchley Park
- Woburn Safari Park
- Lincoln Castle
- Burghley House
- National Exhibition Centre
- Coventry Cathedral
- Wicksteed Park
- Cambridge University Botanic Garden
- Gulliver's Land Theme Park Resort
- De Montfort University
- University of Cambridge
- Kettle's Yard
- Coventry Transport Museum
- The National Bowl
- Donington Park Circuit
- Jephson Gardens
- National Justice Museum
- The Fitzwilliam Museum
- Resorts World Arena
- University of Warwick
- King Power Stadium




