Holiday houses in Wakerley

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Top-rated holiday rentals in Wakerley

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Top Guest favourite
Cottage in Stamford
4.95 out of 5 average rating, 357 reviews

Pea Cottage - A beautiful countryside retreat

Pea Cottage is a secretive, luxury cottage full of surprises. You're getting more than just a gorgeous place to hang out; the host has lined up a thoughtful selection of extras to make the most of your romantic break. These include a Prosecco Treasure Hunt, use of a tandem, an old fashioned record player, homemade "Scrum-Pea Cider", a choice of two walks and three hand-picked pubs to enjoy a memorable meal. Pea Cottage is 5 miles from Stamford, one of the prettiest market towns in the country.

Guest favourite
A stone cottage is surrounded by lush greenery and landscaped gardens featuring various plants in raised beds. A patio area with outdoor seating and a red umbrella offers a charming space for relaxation. The sky is bright and clear, enhancing the serene atmosphere.
Tiny home in Ketton
4.82 out of 5 average rating, 117 reviews

Beautiful and Quaint Converted Stable in Rutland

This Grade-2 Listed, self-contained, dog-friendly cottage is the perfect hideaway for a couple looking to enjoy the beautiful Rutland countryside. Ketton is only a few minutes drive from the beautiful town of Stamford, or Rutland Water with its stunning views and local Ospreys. Oakham is also a short drive away. There's a Camra award-winning pub a few minutes walk away and plenty of circular walks in the surrounding countryside, from the accommodation or further afield, to work up a thirst.

Top Guest favourite
Cottage in Ketton
4.95 out of 5 average rating, 158 reviews

Churchyard Ketton stone cottage next to the pub

Eighteenth century Ketton stone cottage nestled in the churchyard near the CAMRA award-winning and fabulous Railway Inn. Wood burner, three double/twin rooms, White Company bedding, nearby village vineyard & great food scene, Burghley House ten minutes away, Rutland Water three miles away; England's finest stone town,Stamford, ten minutes. Whether you are a group of three couples, a family or a couple wanting a romantic getaway, this is a great blend of a countryside retreat and great fun!

Guest favourite
A stone-clad building is visible from the street, framed by a neatly trimmed hedge. The roof is covered with gray tiles, and the structure features a dormer window. Sunlight brightens the scene, with a clear blue sky and scattered clouds overhead.
Tiny home in Empingham
4.84 out of 5 average rating, 319 reviews

Lower Farm View - Perfect For 2

Lower Farm View is beautifully converted with outstanding views, it's situated in the Rutland Village of Empingham and is only a short walk from Rutland Water's North Shore. Only 6 miles from the beautiful Georgian town of Stamford and 6/7 miles from the picturesque towns of Uppingham and Oakham. The village itself has a hairdresser, doctor's surgery, pub and shop. The local area has lots of pubs, cafes and shops. A perfect place to be able to enjoy and explore the county of Rutland.

Top Guest favourite
Religious building in Wing
4.89 out of 5 average rating, 320 reviews

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.

Guest favourite
Home in Northamptonshire
4.95 out of 5 average rating, 355 reviews

NEW Luxury Countryside Retreat w/ Stunning Views

Brand New! Beautiful Luxury Stable conversion incl terrace offering amazing views over rolling countryside. • Blissful tranquillity • Easy Access to A14, M1 and M6. • 10 mins to Market Harborough • 2 large Super King beds - Can split to 4 singles • Sofa bed - sleep up to 6 people in total. Enjoy: • Well Equipped Family Kitchen • 100MB Fibre Internet + Work Zone • Original Art • Luxury Linens • FREE Netflix, Disney+ & Xbox • Amazon Music • Air Conditioning + Underfloor Heating

Top Guest favourite
The exterior of a charming building features a green facade with decorative windows. A small tree and potted plants with flowers are positioned at the entrance, enhancing the welcoming appearance. The sidewalk is lined with square stones, and a parking sign is visible nearby.
Condo in Uppingham
5 out of 5 average rating, 87 reviews

The Old Bookshop

A unique one bedroom property. The Old Bookshop lies in the heart of historic Uppingham a short drive from beautiful Rutland Water offering walking, cycling, birdwatching and sailing. Recently refurbished by the interior decorator owner and still laden with books, it nestles in the heart of the town, with a distinctive style of it's own The book lined living area leads directly into a simple but well equipped kitchenette, onwards to a gorgeous bedroom with en-suite shower room.

Guest favourite
Condo in Uppingham
4.91 out of 5 average rating, 199 reviews

Comfy Modern APT - Sleeps 4

Located in the centre of the Historic Market Town of Uppingham. Based in is heart of the small county of Rutland. This apartment is a stones throw away to the gorgeous town centre, with markets every Friday, great places to eat and drink and some really cute little shops. A quick 10 minute drive to another Market Town of Oakham and not far from Rutland Water where you can enjoy some beautiful scenic walks. The apartment offers an allocated parking space and communal paved garden.

Top Guest favourite
A well-equipped kitchen features stone flooring and exposed wooden beams. Ample countertop space is complemented by modern appliances, including an oven and a sink positioned under a small window, which offers views of the outdoor area.
Cottage in Duddington
4.99 out of 5 average rating, 249 reviews

Beautiful Grade II Listed Barn Conversion

A beautiful Grade II listed stone barn with traditional & period features, but with all modern amenities. Comprised of 2 bedrooms & 2 bathrooms: one double-bed ensuite & a twin room. A traditional & well-equipped kitchen (inc washing machine & dishwasher). Flatscreen TV/DVD & Wifi. Access to own patio area with BBQ. Central heating and double glazing throughout. Parking outside the property with access to an electric charging point. Well behaved dogs (2 maximum) are welcome.

Top Guest favourite
Home in Wittering
4.99 out of 5 average rating, 150 reviews

Beautiful 3-bed chalet bungalow for 6-8 guests

One Chapel Court is a recently renovated chalet bungalow that offers attractive and comfortable home-from-home comfort for families and single travellers alike. With 3 bedrooms and 3 bathrooms, over two floors, there is plenty of space to call your own. Outdoor space is aplenty, with private, off-road parking for up to 5 vehicles and a large patio for al fresco dining. Located near the A1 and A47, One Chapel Court offers easy access to Stamford, Peterborough and beyond.

Top Guest favourite
Double doors open to a scenic outdoor terrace featuring a stone floor and wooden table surrounded by white chairs. Lush greenery and gentle hills are visible in the distance, creating a serene countryside view.
Home in North Luffenham
4.93 out of 5 average rating, 59 reviews

Chater View Cottage

Our cottage is surrounded by fields and offers beautiful views of the countryside. It's just a 5 minute drive to Rutland Water, offering walks, cycling paths, or visit the nature reserve for some of the best bird spotting in the UK. Situated equally between Stamford and Oakham. The Fox is just a 5 minute drive away, an 18th century pub which serves great food. There is a well stocked village shop in Edith Weston, also a 5 minute drive away!

Guest favourite
Cottage in Edith Weston
4.95 out of 5 average rating, 22 reviews

Rutland, Outdoor Copper Bath & Cosy Log Burner

Nestled in the picturesque village of Edith Weston, this cottage boasts a courtyard with a outdoor copper bath, two cosy bedrooms, a comfortable living and dining area, and a fully equipped kitchen. Just a short stroll from the beautiful Rutland Water, it’s the ideal getaway for nature enthusiasts and anyone looking for some peace and quiet ,all while being close to various local attractions and towns. Insta: @theoldforge_rutland

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