
Family-friendly holiday rentals in Oakham
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Top-rated family-friendly rentals in Oakham
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Popular amenities for Oakham family-friendly rentals
Family-friendly home rentals with a hot tub

Cosy country log cabin & private indoor hot tub!
The best cost cabin! We had such a lovely time! My partner and I booked a weekend stay for our anniversary and to take the dog away for his first trip. It didn’t disappoint! The cabin was clean and homey, heating was on when we arrived so it was cosy when we got in and had everything we needed for a much needed relaxing trip! Alan was lovely, greeting us when we got in and was very responsive when I had any questions. The walk for the dog was lovely and the hot tub was the cherry on top! Deffo will be staying here again! Thanks for a lovely weekend!

Oak Cottage, optional hot tub.
We stayed in Oak Cottage at Elms Farm Cottages and couldn’t have been happier with our choice. Carol was a fantastic host - very communicative, flexible and helpful and the cottage was perfect - very comfortable and with excellent amenities - all the small things taken care of. We would highly recommend staying here and would love to come back one day.

Hunters Cottage. Wheatsheaf Mews
We had a lovely stay in the cottage. Two adults and two pre-teen children. The children loved the hot tub. Quite a few walking trails near the cottage. This was our first air b n b stay and would definitely return. The cottage is clean and so many lovely little touches. We loved the log burner for the colder evenings. We used the hosts recommendations for dinner and visited the Carnarvon pub and also ate from the local takeaways. The location was perfect for us as we were visiting family. Also lots in the local area to do for all ages. Would definitely recommend.

Shepherd's hut on a farm with a hot tub & Alpacas
Wonderful stay. Lynden accommodated all needs and helped make a birthday truly special. Couldn’t recommend more for a weekend stay. Hot tub was the highlight! Lovely and warm and looks over farms with plenty of animals, that are all super friendly.

BLUEBELL
I loved it so much I have booked to go again, disappointed that the prices are higher. However it was the perfect break that I needed.

Bar, Hot Tub, Pizza Oven! A Winter Friendly Oasis
We just spent 2 nights at Fred and Charlotte's glamping retreat - and what a weekend! In a peaceful and private location, the accommodation is beautifully clean, well-equipped and was absolutely perfect for our group of 14! Especially loved the hot tub, fire pit area, spacious kitchen/ dining room and the on-site bar! We even had a yoga class in the field alongside the surrounding cows and horses! I would highly recommend to any other large groups looking for somewhere to stay and wouldn't hesitate to book again.

Beautiful barns with gorgeous hot tub
Had a fantastic weekend here celebrating for a hen weekend! The place was perfect to accommodate a large group, big enough for communal socialising but also enough private spaces. Cathy was fantastic at communicating and was happy to provide extras where needed. Brilliant location, stunning views and easy to get to Cambridge centre! Would definitely stay here again.

Beautiful cottage hideaway with Hot Tub
This was our second year staying at the cottage. Like last time it was a wonderful holiday and we were sad to go. That Cottage feels like a second home to all of us. And we will be coming again next year. The property is beautiful and cosy. The surrounding area makes you feel so relaxed within nature. In the mornings we were able to see a barn owl on the garden fence. If you want somewhere to relax and unwind in the country I cannot recommend The Cottage enough.
Family- and pet-friendly home rentals

Thistledown Cottage, Snitterton near Matlock
What an incredible place! We fell in love with it. We were given excellent instructions prior to arrival and the owners came to say hi with the horses which my children loved. They also made friends wirh the two dogs and cat. The cottage has everything you could need, was really warm and cosy and had a lovely modern kitchen. The location is perfect, peaceful with no noise but close to Matlock. The lambs in the field next door were gorgeous! We will definitely be back, honestly couldnt fault it xxx

Light, spacious modern home in lovely Wirksworth
Loved the house and location. Turn right out of the back gates and it's a nice 10-15 minute stroll into the centre of town. Only two of us stayed but definitely big enough for 4 people. It felt like being home. Vicky the owner has a great collection of vinyl LP's and kindly allowed us to use her player. Highly recommended! Mike Wood

The Oak Barn - Beautiful Grade 2 Listed Oak Barn
The barn was a great place to stay. Full of rustic character but clean and well presented. We would definitely return if back in the area.

Comfortable two bedroom barn near Cambridge
Had a very quiet, comfortable and great couple of nights stay at Caroline’s place. Caroline is extremely kind and a generous host. The Airbnb was so well equipped, it was easy to feel at home immediately.

Daphne's cottage
A beautiful and very cosy cottage in a lovely little village. Elizabeth was fantastic from the moment of booking, really friendly and helpful. The hamper was a really nice touch and bringing treats for the dogs was very thoughtful, they definitely approved! Ample parking, very easy to check in. The cottage was absolutely immaculate. Reclining sofas, very comfortable beds, a great shower. Well equipped kitchen. The garden was perfect for our dogs. There was not one single fault with our stay and I was rather sad to leave! We will definitely be visiting again. Thank you so much 💕

Self-contained coach house in peaceful location
We had a great stay at Caroline and Roger’s Airbnb. Communication was extremely good. Fiona gave us great directions and gave us lots of recommendations on where to eat and go. Roger was there when we arrived and gave us a really warm welcome and showed us around our accommodation. Beautiful location, we would highly recommend staying here

Charming, character home in tranquil rural village
Great Air BnB - was perfect for our stay, lovely surroundings and house had everything you could need! Clare was a great host, very responsive and very clear & informative instructions!

The Lodge, Bourn, near Cambridge
We stayed for 2 nights from Christmas Eve to Boxing Day 2024 and what a find this cabin was. As the listing states, there's no TV but that was fine with us and we spent a lovely couple of days enjoying countryside walks (our dog loved it!), conversation, board games and reading. It was wonderfully peaceful and we all felt refreshed from the break. The only very minor issue was that there is only a combi microwave and a 2-ring induction hob. I brought along an air fryer/oven so was able to knock out our Christmas dinner pretty well but be aware if you are planning to cook anything exciting. Additionally, despite having an induction hob at home, I couldn't work out how to get it working but that wasn't an issue for me. Great wifi, wonderful walks abound, we were greeted very nicely and then left to our (happy) devices throughout our stay. I can recommend The Willow Tree in Bourn for wonderful food but we didn't try anywhere else, given the times we were there. Many thanks, Jonathan.
Family-friendly home rentals with a pool

Spacious Two Bedroom Lodge
Patricia's home is lovely, warm and cozy. We booked at the last minute so that our family could spend Christmas together. We appreciated the lovely welcome and provision of staples like milk, butter, tea, coffee, juice and also crusty bread. The kitchen had everything we needed to cook a full Christmas dinner with ease. Patricia had even gone to the trouble to decorate her home for Christmas for us, which was very special. We all enjoyed our time together there. It is a bonus to have a full bathroom and an extra toilet for a family, too. The setting in the park is peaceful and welcoming and there are nice walks around the woods and lakes; our dog loved it, too. This is a wonderful place to stay in every way and Patricia is a very thoughtful and accommodating host. Thank you!

Spa luxury 3 bedroom 3bath 8pax lodge house Lincs
Fantastic week at Belton Woods Lodge. David was a great host with clear communication and information received prior to stay. Hope to book again!

The Pippins studio flat
We were greeted well upon arrival. They showed and explained everything. We were also lucky to see beautiful peacocks on the territory. The house corresponds to the description and photos. There is a good sauna, a large pool and there is a passage from a small goubina to a large one. The jacuzzi is also large. Everything is clean and neat, we liked it, the child is delighted, we will definitely come again.🙃

Coach Cottage.
Stephen is amazing, personable, responsive, ready with helpful actionable suggestions if you need them . The place itself is on a beautiful , riverside property, with beautifully maintained garden, swimming pool. It is 10 minutes drive from Peterborough and 25 minutes form Stomford, and has many trails and walks around that you can explore.

Kingfisher Caravan 8 berth with Hot tub & WIFI
The Holliday caravan House offers a charming and cozy atmosphere, perfect for a relaxing getaway. The rooms are elegantly furnished, and very clean. The common living room making it an ideal spot for both leisure and special events. Guests can enjoy a spacious living room and lovely hot tub if you're looking for a peaceful retreat or a unique lodging experience, this Holliday caravan House is a fantastic choice.

Family Home Getaway - Hot Tub, Sauna & Swim Spa
We had a fantastic break. 2 families with kids of different ages and the dogs of course. There was more than enough space for all of us, and the house was kitted out perfectly. We absolutely loved the swim spa and hot tub. We would definitely book the house again.

40 Kingfisher Court - Beautiful 3 Bed Lodge
We had a wonderful time even though weather wasnt great Lodge was perfect everything you need perfect location on site will definitely be booking again

We have two 3 bedroom 8 berth caravans hot tubs
Was lovely and clean although odd bits like under beds and walls had a few marks but nothing that would put me off staying there again. Really comfy and clean beds I have a 2 year old and she usually wakes up in the night to get in my bed but while we stayed here she stayed in her own room all night as I think the bed was comfier than hers at home 🤣 brilliant location as really quite but abit of a walk for little ones, and the hot tub was really clean and brilliant touch!
Quick stats about holiday rentals that are family-friendly in Oakham
Total rentals
30 properties
Nightly prices starting at
£45 before taxes and fees
Total number of reviews
1.3K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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- Silverstone Circuit
- Bletchley Park
- Birmingham Airport
- Drayton Manor Theme Park
- Woburn Safari Park
- Burghley House
- Sundown Adventureland
- Gulliver's Land Theme Park Resort
- The Fitzwilliam Museum
- Cambridge University Botanic Garden
- Wicksteed Park
- Kettle's Yard
- Woodhall Spa Golf Club
- Derwent Valley Mills
- Lincoln Castle
- Coventry Cathedral
- Rufford Park Golf and Country Club
- National Justice Museum
- The Nottinghamshire Golf & Country Club
- Bosworth Battlefield Heritage Centre
- Leamington & County Golf Club
- Aqua Park Rutland