Family-friendly vacation rentals in Oakham

4.98 out of 5 average rating, 100 reviews

A beautiful cottage in the Vale of Belvoir

Our light and airy cottage was completed in 2014 & provides a spotless rural space perfect for a couple, small families or friends to come together for a memorable stay. 5 star amenities provided, you'd think you were in a hotel in the countryside! Come and say hello to our chickens, sample their delicious eggs over a lazy breakfast. Head out for a walk in the bucolic Vale of Belvoir, maybe take in a country pub, then home to cosy up in front of the log burner with some of our home-made cake 🍰

4.98 out of 5 average rating, 129 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.

4.88 out of 5 average rating, 139 reviews

Condo

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.

5 out of 5 average rating, 145 reviews

Apartment

Treeside Penthouse-180view-2 Floors-Games-Awards

Awarded 'Top 5 National Airbnb Host Awards for Design' and in the 'Top 1% Airbnb' globally in 2024, our 3-bedroom penthouse in Leicester's Cultural Quarter is ideal for families, couples, business travelers, and reunions. Enjoy a sleek, open-plan mid-century style with breathtaking floor-to-ceiling glass walls and a serene treetop ambiance. Just a 5-minute walk from theatres, restaurants, cafes, and entertainment. Book now for an unforgettable stay with stunning views and top-tier amenities.

4.97 out of 5 average rating, 337 reviews

Guesthouse

The Orchard Chalet superb amenities total privacy

Private space own entrance, in quiet residential area. Private guest parking. Enhanced cleaning procedure carried out prior to your stay. Relaxing and a great location with lots of extras for a comfortable stay. Perfect for professionals. Great base for Cambridge visits. Friendly local pubs, walks and cruises on the River Ouse. Hinchingbrooke Country Park hosts park runs, walks and woodland events with lots of outdoor activities. The area has Mills and great tea rooms, pubs and restaurants.

4.97 out of 5 average rating, 102 reviews

Condo

Elegant 3 bed High Street apartment in Uppingham

A spacious and elegant 3 bed apartment on the middle floor of a Grade II listed Georgian house in the heart of historic Uppingham. This spacious home has been lovingly restored and is stylishly decorated and furnished to a high standard. 2 comfy double beds and 1 single bed with good quality mattresses. A spacious lounge. Full kitchen , table and chairs for 5, dishwasher and microwave and starter essentials provided, tea & coffee, wash up liquid, dishwasher tabs etc. FREE HIGH SPEED BT Wi-Fi

4.92 out of 5 average rating, 140 reviews

Farm stay

The Old Stables Retreat, Northfield Farm

Quiet, romantic retreat on small family-run working farm w. rare & native breed cattle & sheep. Fascinating place to learn about food & the countryside. Great place to stay & explore one of England's most lovely countryside areas. Farm shop, open for 20 + yrs, sells a wide range of home grown & home butchered meats & local flour, beers, ready meals & pies. Nr. Rutland Water, & Melton Mowbray, of pie fame, Stamford & Leicester. Great pubs abound, as do walks & entertainment of every kind.

4.95 out of 5 average rating, 163 reviews

Daphne's cottage

Our comfortable self-contained cosy dwelling of traditional build located in a rural village just North of Stamford. A stone throw away from the A1 leading you to points of attraction such as Stamford, a beautiful historic town center. Rutland water, "the largest man made lake in the UK" that is perfect for outdoor activities. Belton Estate, apart of the National trust. Keen cyclists are able to store their bicycles safely away in our key lock garage.

4.94 out of 5 average rating, 343 reviews

Lovely cottage in outstanding rural location.

Self contained accommodation, private entrance in beautiful rural setting. Sitting room with log burner and kitchen with oven, fridge, microwave and Nespresso machine. Two bedrooms with shared bath / shower room. We allow up to 2 dogs. We also offer a fully enclosed half acre paddock for exercising them. No street lights so it is a perfect location for stargazing. Village pub 5 mins walk away. Local for Stamford, Belvoir Castle, and Burghley House.

4.97 out of 5 average rating, 265 reviews

Home

Detached Victorian Cottage, Stamford

The cottage is located on a private lane with free parking. Stamford's stunning historic architecture, quaint independent shops and fabulous pubs are moments from the door. Short walk from the railway station. The cottage is ideal for a couple or group of 3. Being in town, there are daytime background noises of a a nearby laundry and occasional workman in the area but people don't generally find these a problem.

4.97 out of 5 average rating, 292 reviews

Cabin

Self contained Oak Framed Studio in Village garden

Situated in the Vale of Belvoir, this self-contained, open plan studio sleeps two people comfortably and includes a fully equipped kitchen, shower room, high speed Wifi and Smart TV. Surrounded by countryside, Harby is ideal for walking, cycling and being in the great outdoors. There are an abundance of public footpaths in the Vale and we can provide plenty of inspiration and maps!