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Holiday houses in Glaston

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Top-rated holiday rentals in Glaston

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A bright bedroom features a spacious bed dressed in fresh linens, complemented by an assortment of folded towels. A simple wooden bed frame supports the mattress, while a stylish chair and patterned rug add warmth. Natural light filters in through the window, enhancing the inviting atmosphere.
Home in Uppingham
4.99 out of 5 average rating, 67 reviews

Bright modern two-bed house in beautiful Uppingham

This house has been completely modernised to provide quality accommodation in the beautiful, historic town of Uppingham. Its a short drive to Rutland Water, Stamford and all the charming villages and places of interest in picturesque, unspoiled county of Rutland. We have a driveway for one car and there are no parking restrictions here anyway. It is a short walk up the hill to the High Street to visit the historic town's antique shops, independent clothes and gift shops etc and restaurants.

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, 124 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
Home in Titton on the Hill
5 out of 5 average rating, 28 reviews

The Silvan Lodge Peace, Privacy, and Pure calm

The Silvan Lodge is the Guest Annex of Stone Lodge House that is available on selected dates throughout the year. The Annex is finished to the highest standard, is fully equipped with all you will need, 50inch QLED TV and Bose sound, Washer Dryer, Fridge, Freezer, Dishwasher, Air Fryer, Boiling water Tap, Coffee machine and much more. If you are looking for a tranquil, secluded, private location but want all mod cons, high speed wifi, central heating and space to relax then look no further

Guest favourite
Condo in Uppingham
4.9 out of 5 average rating, 40 reviews

Market Town Hideaway

Located in the heart of the historic market town of Uppingham, this centrally positioned apartment is just a short walk from the charming town centre, home to weekly Friday markets, independent shops, cafés, and restaurants. Ideally placed in Rutland, with Oakham only 10 minutes away and Rutland Water nearby for scenic walks. The apartment includes an allocated parking space and access to a private garden. Sleeps up to 4 guests with a double bedroom and a large sofa bed in the living area.

Top Guest favourite
Religious building in Wing
4.89 out of 5 average rating, 326 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.

Top 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.

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, 116 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
The well-equipped kitchen features modern cabinetry and grey tile backsplash. Stainless steel appliances include an electric oven and dishwasher, complemented by a spacious sink. Natural light enters through a window adorned with patterned fabric, enhancing the sleek countertop space.
Apartment in Uppingham
4.98 out of 5 average rating, 43 reviews

No. 34b

No. 34b is located in the centre of the historic market town of Uppingham which hosts a wide range of independent shops, restaurants and cafes and is within a few minutes walk from Uppingham School. A self-contained first floor apartment with open plan living, separate bedroom and ensuite. Having recently been decorated and refurbished to a high standard, this first floor apartment is a perfect choice for couples. (Maximum of 4 people (sofa bed in living area).

Top Guest favourite
A charming garden is illuminated by soft lights, showcasing a path leading to a thatched-roof building. The well-maintained green space features neatly arranged plants and shrubs, with a birdbath as a focal point. The atmosphere suggests a tranquil evening setting.
Home in Manton
4.96 out of 5 average rating, 430 reviews

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.

Guest favourite
The exterior of a recently renovated oak-framed garage is displayed, featuring a gabled roof and wooden stairs leading to a door on the second level. A gravel surface surrounds the building, which has large open doors on the lower level providing accessible storage space.
Guest suite in Bisbrooke
4.92 out of 5 average rating, 75 reviews

Guest Suite in rural village location nr Uppingham

Guest suite above oak framed garage, recently renovated. Set back from the road, quiet location (except for the noise of sheep grazing in the field next to the house). Rural setting in lovely Rutland Village, 20 minute walk or 5 minute drive from historic Market Town of Uppingham with shopping, pubs and restaurants. Also only 6.5 miles to Oakham and 13 miles to Stamford. Will take around 15 minutes by car to get to Rutland Water. Private parking space.

Top Guest favourite
Cottage in Edith Weston
4.97 out of 5 average rating, 36 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

Superhost
The charming exterior of Park Cottage features warm stonework with unique architectural details. Set amidst greenery, the cottage is framed by trees and shrubs, creating a natural, inviting entrance. The windows allow glimpses of the cozy interior while the neatly maintained garden provides a sense of serenity.
Home in Glaston
4.86 out of 5 average rating, 7 reviews

Park Cottage

Park Cottage is a charming and characterful rural haven set in the picturesque village of Glaston, Rutland. Nestled away from the road up a private driveway, this delightful two bedroom retreat offers seclusion and tranquillity, surrounded breathtaking countryside views. With its own private garden, guests can enjoy a peaceful outdoor space, perfect for unwinding in the fresh countryside air.

Popular amenities for Glaston holiday rentals