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Family-friendly holiday rentals in Tewkesbury Borough

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Tewkesbury Borough

  • Total holiday rentals

    Explore 1,680 holiday rentals in Tewkesbury Borough

  • Nightly prices starting at

    Tewkesbury Borough holiday rentals start at £23 per night before taxes and fees

  • Verified guest reviews

    Over 69,530 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 680 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    600 properties have a dedicated workspace

  • Wifi availability

    1,650 of Tewkesbury Borough holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Tewkesbury Borough rentals

  • 4.8 Average rating

    Tewkesbury Borough stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    Tewkesbury Borough’s top spots include Cheltenham Racecourse, Sudeley Castle and Cotswold Farm Park

Top-rated family-friendly rentals in Tewkesbury Borough

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

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Guest favourite
Home in Boddington

Boddington Mill

Boddington Mill is a stunning countryside retreat in the heart of the Cotswolds, steeped in history and rural charm. The building retains industrial mill parts which intersect multiple levels for a unique and generous living space. Its south-facing garden includes outside dining, wood-fired hot tub, and large lawn, home to wildlife and fruit-bearing trees. Inside, the three king sized bedrooms feature luxury bedding beneath vaulted, oak-beamed ceilings and period windows. Sky TV, Sonos speakers.

4.94 out of 5 average rating, 199 reviews
Top guest favourite
An open-plan living area features exposed wooden beams and a brick feature wall, creating a warm ambiance. A plush sofa is positioned beside a log burner. A glass vase with colorful flowers adorns the dining table, enhancing the inviting interior.
Cottage in Stoke Orchard

Willow Cottage, A Luxury Cotswold Retreat

Willow Cottage is a self-contained annexe connected to Waterloo House, a 19th century farmhouse. Named after the Weeping Willow tree right outside the door and located in the beautiful semi-rural village of Stoke Orchard, this recently renovated cottage offers an excellent base from which to explore the Cotswolds. There are great walks and cycle routes straight out of the door, and with Cheltenham Racecourse and Cheltenham town only a short drive away the possibilities for exploring are endless!

4.94 out of 5 average rating, 151 reviews
Top guest favourite
The open living area features a cozy seating arrangement with a large white couch adorned with patterned cushions. Green beams are visible on the ceiling. Natural light floods in through multiple windows, illuminating a dining space with a wooden table surrounded by chairs.
Guest house in Stanton

Luxury self-catering for two in the Cotswolds

Situated on a farm between the picturesque villages of Broadway and Winchcombe this private annex is the ideal getaway or escape for visiting the Cotswolds. Spread over two floors the open ground floor contains a small fully equipped kitchen and comfortable seating area with large wood burner. There is a private outdoor area for your enjoyment. Upstairs has a super king size bed and ensuite bathroom. All bedlinen is 100% cotton with down duvet, pillows soft towels and lots of wardrobe space.

4.99 out of 5 average rating, 170 reviews
Top guest favourite
Two modern cabins are set within a natural landscape, surrounded by tall grass and trees. Shared outdoor seating areas are visible, along with a gravel path leading to the cabins. The sky is partly cloudy, enhancing the serene rural environment.
Farm stay in Whittington

Architectural gem on an acclaimed Cotswold farm /1

Enjoy a luxurious 'Bantam House' on our award-winning conservation farm. Your every comfort catered for with a handmade super king bed, air-conditioning and superfast fibre broadband. Overlooking a conservation orchard, this house is immersed in nature. The farm has been named one of the top wildlife destinations in the UK (Iolo Williams, Spring Watch). Ten minutes' drive to the spa town of Cheltenham, our cotswold getaway has bountiful access to the outdoors and great road links via the A40.

4.99 out of 5 average rating, 113 reviews
Top guest favourite
The entrance to the Garden House is framed by a sturdy tree and vibrant potted plants, showcasing colorful flowers. A wooden table and shelf stand beside the door, enhancing the welcoming appearance of this independent annex.
Tiny home in Gloucester

The Garden House in Kingsholm, Gloucester

The Garden House is a lovely single room annex with independent access, en-suite bathroom and shower. Light, cosy, and simply furnished, set in the garden of a residential home near the centre of Gloucester, it's a quiet space to relax or work. Driveway parking available. A two-minute walk to the famous Kingsholm rugby stadium and food shops, ten minutes to city centre, bus and train stations, cathedral, Quays shopping outlet, restaurants and historic docks. Easy bus route to Cheltenham.

4.94 out of 5 average rating, 857 reviews
Top guest favourite
A charming stone cottage is framed by lush greenery and colorful flowering plants. A wooden gate leads to a gravel driveway, while rolling hills can be seen in the background under a clear blue sky.
Cottage in Stanton

Hobleys Cottage Stanton Nr Broadway

Hobleys Cottage is positioned on the edge of the historic village of Stanton which is widely regarded as one of the most picturesque in the Cotswolds. Recently refurbished the luxury accommodation is light and spacious with a well-equipped kitchen, open plan dining and sitting room. Wake up to stunning views over the adjoining pasture fields; a relaxing setting and a perfect base from which to explore the Cotswalds. The village pub The Mount Inn is within walking distance.

5.0 out of 5 average rating, 143 reviews
Guest favourite
A spacious living area includes a comfortable green sectional sofa adorned with decorative throw pillows. A wooden coffee table is centered in the room, while a bookshelf filled with books is situated in the corner. Natural light fills the space through two windows dressed with sheer curtains.
Cottage in Apperley

Cricketers’ Cottage Nr Tewkesbury Glos. Sleeps 10

This 17th Century Grade 2 listed cottage is available .Situated in a rural location it boasts beautiful views and character.It is well equipped and comfortable with ample driveway parking for up to 5 cars. The cottage has a wood burner in the old dining/sitting room and gas central heating throughout.Dogs and children are welcome. Google Cricketer’s Cottage Lower Apperley. It is a convenient base to reach several areas of outstanding natural beauty .

4.9 out of 5 average rating, 201 reviews
Top guest favourite
A cozy living area features a green armchair and a vibrant orange chair beside a dark wooden coffee table. Floral wallpaper serves as a backdrop to a classic fireplace, which is adorned with decor. A small television is mounted on the wall, complemented by soft lighting.
Home in Swindon

Comfortable bungalow close to town and countryside

Newly refurbished detached bungalow in Swindon Village, Cheltenham. We are on the edge of Cheltenham, with rural fields on the doorstep but just a 10 minute drive into the town centre. A great base to explore the Cotswolds, and less than 1.5 miles from the racecourse. Inside is a spacious, comfortable living space with brand new kitchen and bathroom. There are two good bedrooms, and the third bedroom is a study with a single sofa bed.

4.98 out of 5 average rating, 126 reviews
Guest favourite
The exterior of the converted barn is showcased, featuring rustic red brick walls, a slate roof, and wooden doors. A gravel pathway leads to the entrance, surrounded by greenery and a garden area visible in the background. Skylights are positioned on the roof, allowing natural light.
Barn in Gloucestershire

Beautiful Barn in the Cotswolds

Beautifully private converted barn in the heart of Gloucestershire, perfectly situated for Cheltenham Races, the Cotswold Way and Gloucester Rugby as well as all the local town festivals. Dating back to the 1850s and part of the original village Rectory, the barn was converted in 2019 and provides both a light and airy base as well as a cosy and super comfortable retreat. Can sleep up to 4.

4.98 out of 5 average rating, 162 reviews
Top guest favourite
A cozy bedroom features a spacious bed adorned with a floral-patterned duvet, complemented by matching pillows. On either side, nightstands with lamps provide soft lighting. A textured area rug lies beneath the bed, while a mural of trees creates an inviting backdrop.
Home in Prestbury

Cheltenham accommodation -self-catering-2 bedrooms

Welcome to Cheltenham and to our new beautiful extension! You will have a place of your own with 2 large bedrooms, kitchen, dining/living room looking over our large, beautiful garden with views of Cleeve hill and the Cotswold. You are also welcome to use our large garden to have meals, drinks, BBQ or just relax (while your kids running around, if any) All rooms have beautiful views.

4.91 out of 5 average rating, 201 reviews
Guest favourite
The lodge is viewed from a wooden gate, framed by trees. The structure features large glass windows, revealing a bright and open design. Rolling hills can be seen in the distance under a clear blue sky.
Guest house in Gloucestershire

Luxury Cotswold Lodge |Stunning View of Cheltenham

Enjoying spectacular views this 2 bedroom, dog friendly lodge sits on the top of Leckhampton Hill, enjoying easy access to the famous ‘Cotswold Way’ walk and is a 5 minute drive from the town centre of regency Cheltenham. The Lodge also includes a 3.5m outdoor kitchen looking over The Malvern Hills. The kitchen includes a large built in BBQ, a pizza oven and sink.

4.92 out of 5 average rating, 695 reviews
Guest favourite
A traditional woodburner is centered within a rustic stone fireplace, complemented by wooden beams above. A framed artwork depicting a canal scene hangs on the wall. To the side, a stack of firewood is neatly arranged, with a small green table set with glasses and a champagne bucket.
Cottage in Winchcombe

4 Star Cotswold stone cottage

This modern Cotswold stone cottage (with good Wifi) 2.5 bathrooms and a new woodburner lies close to the heart of the delightful town of Winchcombe. Adjoining another property, it is set along a quiet lane, 2 minutes’ walk from an excellent range of shops, historic pubs, restaurants and 10 minutes to Sudeley Castle. EV chargers 300 metres from the property.

4.87 out of 5 average rating, 542 reviews

Popular amenities for Tewkesbury Borough family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favourite
The exterior of a Georgian house features a white facade with large windows and a welcoming entrance. A paved pathway leads to the front door, flanked by vibrant flower beds filled with blooming roses and other colorful plants, enhancing the serene ambiance.
Home in Tewkesbury

Attractive Period House with breath-taking views

5.0 out of 5 average rating, 194 reviews
Top guest favourite
A shepherd's hut is set on a grassy area, surrounded by trees and greenery. A wooden table and chairs are placed nearby, along with a wood-fired hot tub. Gravel paths lead to the hut, which features a two-tone exterior and large windows.
Shepherd’s hut in The Leigh

Becketts Farm Shepherd’s hut

4.96 out of 5 average rating, 153 reviews
Superhost
The traditional farmhouse is depicted from the exterior, showcasing its stone façade and distinctive architecture. A well-maintained garden is visible in the foreground, while the blue sky and scattered clouds complement the overall setting.
Home in Cheltenham

Traditional 6br farmhouse

4.85 out of 5 average rating, 111 reviews
Top guest favourite
The exterior of a charming cottage is featured, showcasing a combination of modern and traditional elements. Black timber beams contrast with whitewashed walls. A gravel pathway leads to the entrance, framed by potted plants. A fenced area is visible to the right, adding to the property's privacy.
Cottage in Ashleworth

Rural, character 2 bed cottage and hot tub

4.93 out of 5 average rating, 304 reviews
Top guest favourite
An indoor swimming pool is featured under arched windows, allowing natural light to illuminate the space. Comfortable seating is arranged alongside the pool, and the tranquil water reflects the elegant architecture of the room.
Cottage in Little Comberton

Well Furlong Cotswold Cottage, pool & hot tub

4.94 out of 5 average rating, 102 reviews
Top guest favourite
A charming stone cottage stands proudly under a clear blue sky, featuring a symmetrical facade with white-framed windows. A neatly landscaped garden with low hedges and shrubs frames the entrance, while a path leads to the front door.
Home in Winchcombe

Luxury Cotswolds Cottage with Hot Tub

4.96 out of 5 average rating, 180 reviews
Top guest favourite
A private patio area features a round wooden table with four folding chairs, surrounded by colorful flowers. A wood-fired hot tub is visible nearby, overlooking a scenic view of lush hills and greenery, under a bright sky with scattered clouds.
Cottage in Mitcheldean

Romantic Idyllic Nuthatch Cottage with Hot Tub

4.97 out of 5 average rating, 298 reviews
Top guest favourite
A spacious countryside home with stone and brick façades is set against a backdrop of rolling hills. A large parasol shades seating in the landscaped garden, surrounded by greenery. The property features a gravel pathway leading towards the rear garden area, enhancing outdoor relaxation.
Home in Grafton

Beautiful Cotswold Farmhouse with Hot tub

4.98 out of 5 average rating, 119 reviews

Family- and pet-friendly home rentals

Guest favourite
A large swimming pool is surrounded by a stone patio, featuring four sun loungers and an umbrella for shade. The serene setting includes a wall of greenery and views of the Georgian Manor House in the background, illuminated by bright sunlight.
Home in Bredon

Cotswolds Cottage, Heated Pool, Tithe Barn Views

4.97 out of 5 average rating, 175 reviews
Top guest favourite
A modern kitchen features a large island with four blue bar stools and granite countertops. Two ovens are built into white cabinetry, while a flat screen TV is mounted on the blue wall. Natural light comes through large windows, complemented by decorative flowers.
Home in Woodmancote

Premium 4-Bed Cotswolds Escape & Relaxing Retreat

4.93 out of 5 average rating, 135 reviews
Top guest favourite
The exterior of a small wooden studio features a large window with a view of the surrounding countryside. A bench is positioned near a gravel path. The lawn is neatly maintained, leading to a wooden gate with a paddock visible in the background.
Guest house in Worcestershire

Cleeve Cottage (The Studio)

4.96 out of 5 average rating, 281 reviews
Guest favourite
A scenic view of the estate is presented, featuring multiple cottages in the foreground with a large wild swimming lake nearby. The surrounding landscape includes lush greenery and distant hills under a partly cloudy sky, creating a serene atmosphere.
Farm stay in Cheltenham

Middle Stanley Cotswolds

4.84 out of 5 average rating, 134 reviews
Superhost
A pathway lined with lush greenery leads to a charming dwelling partially hidden by trees and bushes. The gravel drive is framed by manicured hedges, creating a serene entrance. Natural light filters through the foliage, highlighting the tranquil setting of the home.
Guest house in Cheltenham

Prestbury Village Annex.

4.87 out of 5 average rating, 136 reviews
Top guest favourite
The exterior of Wycke Cottage features charming stone walls adorned with lush green vines. Multiple windows allow natural light to fill the space, while potted plants in various sizes enhance the entrance. A clear blue sky creates a serene backdrop.
Home in Painswick

Cottage luxe in The Cotwolds

4.98 out of 5 average rating, 275 reviews
Top guest favourite
An outdoor garden area is featured, showcasing a stone patio with a large dining table surrounded by chairs. Potted plants and lush greenery create a natural setting, while the rustic wooden structures of the property provide a charming backdrop.
Guest house in Cranham

The Organic Cotswolds Cowshed

4.96 out of 5 average rating, 246 reviews
Guest favourite
A charming cabin features a distinctive conical roof and large, glass windows, surrounded by lush greenery. Natural light pours in, creating a serene atmosphere. A small stone patio is visible, alongside a simple bench, offering a peaceful view of the adjacent pond.
Tiny home in Cheltenham

Garden refuge in style

4.88 out of 5 average rating, 990 reviews

Family-friendly home rentals with a pool

Top guest favourite
The exterior of a large Regency villa is presented, showcasing its elegant white façade and grand entrance steps. Lush greenery surrounds the building, with trees and well-kept shrubs enhancing the tranquil setting. A private parking area is visible in the foreground.
Flat in Cheltenham

Stunning flat with swimming pool, garden, parking

4.92 out of 5 average rating, 390 reviews
Top guest favourite
Apartment in Chedworth, Cheltenham

Cosy, rural apartment with breakfast hamper

4.93 out of 5 average rating, 404 reviews
Guest favourite
A tranquil scene shows the Dovecote cottage beside a serene lake. Lush greenery frames the water's edge, while flowering trees add a touch of color. The well-maintained garden leads to the cottage, creating a peaceful setting for relaxation.
Cottage in Kemerton

Dovecote Cottage

4.86 out of 5 average rating, 128 reviews
Top guest favourite
A charming stone cottage with a steeply pitched roof is framed by lush greenery. The exterior features multiple windows that allow natural light, and a wooden gate leads into a pebbled driveway. The grassy area surrounds the cottage, accentuating its tranquil setting.
Cottage in Stow-on-the-Wold

Hyde Mill Cottage

4.97 out of 5 average rating, 103 reviews
Top guest favourite
A tranquil garden scene is displayed, featuring a central pond with a fountain. Surrounding the pond are neatly trimmed hedges and vibrant purple flowers. Lush trees provide shade in the background, contributing to the serene atmosphere of the outdoor space.
Home in Bretforton

Deluxe Coach House at Bretforton Manor with pool

4.98 out of 5 average rating, 326 reviews
Guest favourite
The Victorian house is set amidst lush green gardens, featuring well-maintained flower beds and expansive lawns. A conservatory is visible, with solar panels on the roof. Rolling hills in the background create a serene rural landscape under a clear blue sky.
Cottage in Worcestershire

Rural idyll, with tennis court and swimming pool

4.86 out of 5 average rating, 119 reviews
Top guest favourite
The open-plan living area features exposed brick walls and vaulted ceilings with timber beams. A wooden dining table is set for six, complemented by a cozy seating arrangement with two sofas. Natural light enters through windows with simple coverings, highlighting the warm tones of the space.
Cottage in Warwickshire

The Stables Cottage, hot tub &indoor swimming pool

4.96 out of 5 average rating, 249 reviews
Top guest favourite
An open-plan space features a large dining table set for six, surrounded by wooden chairs. Natural light streams through expansive windows, providing views of the surrounding landscape. The mezzanine above contains a sofa, and textured stone walls add character to the area.
Home in Gloucestershire

Boundary Court Barn, Selsley common, Stroud

4.97 out of 5 average rating, 152 reviews

When is the best time to visit Tewkesbury Borough?

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