Vacation rentals in Old Stratford

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Top-rated vacation rentals in Old Stratford

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Guest favorite

A comfortable bedroom features a large bed with a floral quilt and a neatly placed towel, alongside a wooden dresser and bedside lamp. A private en-suite bathroom is visible, separated by a glass shower door. Natural light filters in through a small skylight.

Guest suite in Lincolnshire

4.86 out of 5 average rating, 279 reviews

ENTIRE GUEST SUITE -CENTRAL STAMFORD WITH WIFI

Guests have use of an entire suite / a light, spacious bedroom in our annexe, just 10 m from a 16th century Elizabethan cottage in the very heart of Stamford. (High St. is barely 1 min walk away but the street is quiet, as it is an access only road) The annexe has a private entrance with 2 secure locks. Parking - free on site. Private en-suite bathroom & shower. Wifi, TV, microwave, kettle & light breakfast are provided (cereals/ fruit)& guests are welcome to use our cottage kitchen & laundry.

Top guest favorite

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

4.96 out of 5 average rating, 327 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.

Top guest favorite

A private decking terrace is accessed through French doors, featuring two wicker chairs and a large umbrella for shade. Lush greenery surrounds the area, complementing the natural stone wall and offering a cozy outdoor space for relaxation.

Townhouse in Lincolnshire

4.99 out of 5 average rating, 116 reviews

Executive 1 bed town house in central Stamford.

Enjoy a relaxed stay at this centrally located gem of a place, with parking. Nestled away on the edge of the Meadows and river, you are only a 2 minute walk to all the fine eateries, quality retail shops, and places of interest, that this vibrant market town has to offer. It's 600 listed buildings and wonderful architecture are a delight to see. Burghley House is a 30 minute stroll away, and Rutland Water is a short car journey, offering water sports, cycling, bird watching and even a beach!

Guest favorite

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

4.83 out of 5 average rating, 100 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.

Guest favorite

A rustic hut is nestled among lush greenery, surrounded by a variety of plants and flowers. The entrance features a unique wooden door with decorative panels. Stone pathway leads to the entrance, complemented by well-maintained flower beds and ornamental planters.

Hut in Lincolnshire

4.92 out of 5 average rating, 128 reviews

Peaceful hidden hut based in the heart of Stamford

Adventure awaits you in this rustic and romantic getaway. The hut is based in a very quiet location on the edge of Stamford town centre. All of your home facility needs will be provided including, air fryer/microwave/fridge/kettle/running hot and cold water/shower/toilet/hand basin/heated radiator/double bed, sofa bed and bedding/EETV and Wi-Fi. Free parking and private entrance through a gate at the back of the house. Extra amenities include - travel cot, blankets and dog bed and bowls.

Top guest favorite

The exterior of a stone barn conversion features a distinct pitched roof and a charming facade. The building is marked by weathered stonework and traditional details, including a chimney and a welcoming entrance, set against a clear blue sky.

Cottage in Empingham

4.99 out of 5 average rating, 164 reviews

Primrose Hall Holiday Cottage Rutland

Primrose Hall is a beautifully renovated, Grade 2 listed stone barn conversion. It is ideally situated in the Rutland village of Empingham, within walking distance of Rutland Water’s North Shore. Empingham nestles in the Gwash Valley, equidistant from the charming Georgian town of Stamford, and Rutland’s county town, Oakham. The village has a shop, pub, medical centre, and an antique shop just 250m away. The local area also benefits from many other very good pubs, restaurants and cafes.

Top guest favorite

A spacious studio flat features a king-size bed with striped bedding, complemented by a double sofa and a coffee table. A dining area with wooden chairs is visible, and a 55" TV is positioned against the wall. Natural light enters through skylights, enhancing the open space.

Apartment in Stamford

4.96 out of 5 average rating, 718 reviews

Stamford Self Contained Flat Private Gated Parking

A private studio flat with kitchenette, bathroom and secure gated parking close to Stamford in Wothorpe. The flat is a 5 to 10 minute walk to the Town Center and the Train Station. Burghley Park is also very close and within walking distance (10-15 Minutes). Ideally placed for weekend breaks and weddings and for business travellers looking for easy access to transport routes like the A1 yet based close to the beautiful historic Stamford to take advantage of all that it offers.

Top guest favorite

A private patio garden features a round table with glass top, accompanied by four striped chairs. Large, Crittall-style glass doors provide a view into a cozy living space, while potted plants add greenery. An umbrella offers shade over the outdoor seating area.

Home in Saint Martins

5 out of 5 average rating, 101 reviews

Character cottage in Stamford

This peaceful, recently renovated Victorian cottage, five minutes walk from Burghley park and Stamford high street, has a sunny patio courtyard and private off street parking. It has been decorated in bold Farrow & Ball colours and William Morris wallpaper, with new fittings and furniture throughout. Situated just up the hill from the Meadows, River Welland and famous George Hotel, there are extensive views across the historic rooftops of Stamford from the bedroom windows.

Top guest favorite

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, 344 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 favorite

An open-plan living area features a spacious L-shaped sofa adorned with colorful cushions and a light blanket. A small wooden coffee table is located in front, while decorative plants and art brighten the space. A staircase leads to the upper level, enhancing the airy atmosphere.

Religious building in Wing

4.88 out of 5 average rating, 281 reviews

Quiet Rural Chapel Conversion (Architectural Gem)

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 Helpful owners next door Completely OPEN PLAN INTERNAL WALLS ONLY AROUND BATHROOM

Top guest favorite

Two connected silos are shown, featuring large bifold doors that provide views into the interior space. Wheat fields surround the structure, complementing the rustic charm of the transformed agricultural buildings under a clear blue sky.

Place to stay in Rutland

4.99 out of 5 average rating, 102 reviews

The Silos by Stamford Holiday Cottages

A quirky, luxurious couple's retreat, with views of fields and Big Sky! Carefully transformed former agricultural storage buildings that have now taken on a new lease of life. The Silos are now fully equipped with underfloor heating, proper insulation and double glazed bifold doors, not to mention the king sized bed, Egyptian cotton and pillows galore!The perfect ingredients for a relaxing stay, whatever the weather.

Top guest favorite

The charming barn cottage is nestled among lush greenery and colorful flowers. A tranquil pond is visible in the foreground, surrounded by vibrant blooms. The cottage features a rustic roof and large windows, offering a connection to the natural surroundings.

Bungalow in Broughton

4.95 out of 5 average rating, 558 reviews

Pear Tree Cottage, Little Farm in quaint village

This cosy self-contained private barn is found in a pretty historic village, nestling in a hollow away from busy roads and bustling towns. A country retreat in a conservation area with a friendly English pub/ restaurant just a short walk away. You will find a welcome pack of tea, coffee milk, ,butter and snacks on arrival and the smell of your fresh bread as it finishes baking.. Nearby car charging point.