Holiday houses in Wakerley

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Top-rated holiday rentals in Wakerley

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Top Guest favourite
A cozy bedroom features a spacious bed with a cushioned headboard against a backdrop of warm stone walls. Natural light enters through a small window, complemented by soft fabric curtains. The wooden floor enhances the room's inviting ambiance.
Cottage in Stamford
4.95 out of 5 average rating, 370 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 features a sloping roof and large glass doors opening to the garden. A wooden pergola, supported by beams, adorns the outdoor seating area. Lush greenery and lavender line the property, enhancing the peaceful countryside setting.
Tiny home in Ketton
4.82 out of 5 average rating, 125 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
Religious building in Wing
4.89 out of 5 average rating, 327 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
A grassy outdoor space is bordered by neat hedges, contrasting with the lush green hills in the background. The bright sky features scattered clouds, enhancing the tranquility of the rural setting.
Tiny home in Empingham
4.84 out of 5 average rating, 341 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
The open-plan kitchen and seating area feature modern cabinetry in a light color, complemented by warm wooden countertops. A cozy blue armchair with decorative cushions sits in the foreground, while kitchen appliances, including a black refrigerator and built-in oven, are neatly arranged along the wall.
Home in South Luffenham
5.0 out of 5 average rating, 58 reviews

Stylish cottage - superb views

Kick back and relax in this calm, stylish, totally private annex. The views from upstairs and down across the rolling Rutland countryside is worth the booking alone. The private patio is ideal for relaxing and enjoying the views. A vaulted ceiling upstairs makes it bright and spacious. Perfect for that weekend lie-in. The well equipped kitchen and open plan seating area are designed for relaxed daytimes and evenings. And with a pub in the village, eating out is always an easy option.

Top Guest favourite
A wooden gate stands closed at the entrance to a stone-clad property, framed by lush greenery. The home features multiple windows with warm lights glowing inside, suggesting a welcoming atmosphere. The surroundings include trees, creating a serene setting.
Condo in South Luffenham
4.97 out of 5 average rating, 60 reviews

Luxury & cosy self-contained holiday apartment.

Bridge House Apartment is a luxury self-contained annexe to our family home. The stylish rooms, form a luxurious self-catering annexe, ideal for a couple, with space for 2 more on sofa bed. Situated in the quiet and tranquil village of South Luffenham, close to Rutland Water. The village has a lovely local pub within walking distance. Country walks, water sports, and events abound, along with dog friendly pubs, cafes, restaurants and shops in nearby Stamford, Oakham and Uppingham.

Top Guest favourite
A spacious kitchen features exposed wooden beams and stone flooring. A dining table with striped tableware is set for four, while modern appliances are arranged across the counters. Natural light floods in through multiple windows, illuminating the well-equipped cooking area.
Cottage in Duddington
4.99 out of 5 average rating, 253 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.

Guest favourite
The kitchen features a double Belfast sink and handcrafted cabinetry, highlighted by warm, natural light filtering through the window. Exposed ceiling beams complement the neutral tones of the stylish design, while a potted plant adds a touch of greenery to the inviting space.
Condo in Uppingham
4.91 out of 5 average rating, 129 reviews

Central Character/Contemporary Apartment

Set within walking distance to Uppingham’s bustling town centre is this stunning central ground floor apartment full of character and original features creating an ultimate holiday experience. Guests will enjoy two spacious double bedrooms, built in wardrobe, hand crafted breakfast kitchen, exceptional shower room, subtle design touches and beautiful courtyard garden. Free parking is available 2-3min walk away from the property. There is also 2hrs free parking to the front.

Top Guest favourite
A recently renovated chalet bungalow is featured, showcasing a gravelled driveway providing ample parking space. The structure displays a combination of brick and tiled roofing, with large windows allowing natural light to fill the interior. Surrounding greenery adds to the inviting atmosphere.
Home in Wittering
4.99 out of 5 average rating, 157 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
A modern living area is furnished with a leather sofa and an ottoman, complemented by a flat-screen TV on a white stand. Natural light enters through skylights, illuminating the space, which features a neutral color palette and laminate flooring.
Guest suite in Laxton
5.0 out of 5 average rating, 94 reviews

Bright and Relaxing Retreat

A self-contained studio apartment, accessed via an external staircase with a small garden. A bright living space, with a separate room hosting kitchen (2 halogen rings, ninja 8-in-1 mini oven, fridge and dishwasher) and dining area. Set in a small, conservation village, this is a perfect base to walk, cycle and explore the local woods and amenities. Free off street secure parking is available. This accommodating provides a delightful opportunity to relax and unwind.

Top Guest favourite
A modern glamping cabin is illuminated by soft outdoor lighting, showcasing a wooden exterior and a unique curved design. The spacious outdoor area includes a sheltered pergola with seating and a central chimney, creating a cozy ambiance against the twilight sky.
Cabin in Lincolnshire
4.96 out of 5 average rating, 123 reviews

Luxury Rural Cabin with Wood Fired Hot Tub

Crowtree by Wigwam Holidays is part of the UK's No1 glamping brand that has been providing guests with 'great holidays in the great outdoors' for over 20 years! Our site has 9 ensuite cabins, including 2 new Premium Cabins (no pets allowed in this cabin), and the capacity to accommodate for families, dogs and group bookings. Located near the banks of the River Welland in rural Lincolnshire, Crowtree by Wigwam Holidays offers a peaceful glamping retreat near Spalding.

Top Guest favourite
Cottage in Edith Weston
4.97 out of 5 average rating, 38 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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