Family-friendly holiday rentals in Stamford

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Stamford

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
The exterior of a wooden hobbit house features a curved roof and natural logs. A small porch with two chairs invites relaxation, while a rustic wooden bench complements the entrance. Soft outdoor lighting enhances the charming design, and a landscaped garden surrounds the structure.
Shepherd’s hut in Stamford
4.94 out of 5 average rating, 354 reviews

A Magical Hobbit House In Rutland

A unique quaint ‘Hobbit House’ nestled in the heart of Rutland/Stamford Looking for a cosy romantic getaway or a magical adventure getting closer to nature, then this is the place for you. Stepping inside, it really has the wow factor, offering something that little bit different from the rest. Close to Burghley house, a host of local pubs/restaurants and endless nearby activities. A self catering accommodation with home from home facilities and close to all amenities. It’ll make you smile!

Top guest favourite
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, 288 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 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
4.96 out of 5 average rating, 331 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 favourite
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, 123 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!

Top 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
4.84 out of 5 average rating, 105 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
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
4.93 out of 5 average rating, 140 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 favourite
The image showcases a well-appointed studio apartment featuring a wooden breakfast bar with a decorative tray holding snacks and a drink. A cozy seating area with a brown sofa can be seen alongside a neatly made double bed framed by soft textiles. Decorative wall elements add warmth to the space.
Apartment in Lincolnshire
5 out of 5 average rating, 109 reviews

Waters Rest - Boutique studio apartment

A light and beautifully presented first floor studio apartment in the stunning market town of Stamford. Tucked away off the River Welland and close to Burghley House; its conveniently located just a five minute walk from the town centre. The little Airbnb has one small off street parking space. Ideal for business travellers, holiday makers and weekenders. Waters Rest is decorated using soft colours and materials providing the relaxing vibe you might find in a boutique hotel.

Top guest favourite
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.
Flat in Stamford
4.96 out of 5 average rating, 736 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 favourite
The image showcases the exterior of a Victorian cottage featuring a combination of warm brick tones. Two large windows are visible on the front, providing light to the interior, while a solid black door is centrally positioned. The façade exudes a classic charm.
Home in Saint Martins
5 out of 5 average rating, 108 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 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, 366 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.

Top guest favourite
Cottage in Stamford
4.97 out of 5 average rating, 136 reviews

Town Centre Cottage in Stamford

Located in the heart of Stamford, this charming 2-bedroom cottage exudes character and history, with a rich heritage spanning over 300 years. The cottage offers a convenient location where short walks to restaurants, cafes, bars, and supermarkets allow for easy access to all your daily needs. Immerse yourself in the local culture and vibrant atmosphere without the need for driving, as everything you desire is within walking distance.

Top guest favourite
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, 105 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.

Popular amenities for Stamford family-friendly rentals

When is the best time to visit Stamford?

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Avg. price$238 SGD$226 SGD$235 SGD$251 SGD$258 SGD$262 SGD$280 SGD$280 SGD$330 SGD$256 SGD$265 SGD$262 SGD
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Quick stats about holiday rentals that are family-friendly in Stamford

  • Total holiday rentals

    Explore 130 holiday rentals in Stamford

  • Nightly prices starting at

    Stamford holiday rentals start at $117 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,150 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    130 of Stamford holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Stamford rentals

  • 4.9 Average rating

    Stamford stays are highly rated by guests – averaging 4.9 out of 5!