Holiday rentals in Upton upon Severn

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Top-rated holiday rentals in Upton upon Severn

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Guest favourite
Home in Boddington
4.95 out of 5 average rating, 181 reviews

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.

Top guest favourite
A private outdoor area is highlighted by a round table surrounded by four chairs, complemented by a sun lounger. Lush greenery and flowering shrubs frame the space, while a tall umbrella provides shade. The brick façade of the annex is visible in the background.
Guest house in Gloucestershire
4.99 out of 5 average rating, 154 reviews

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.

Guest favourite
A quaint, historic building featuring a distinctive black and white facade, with multiple gabled roofs. Flower baskets adorn the exterior, complementing the nearby shops and cafes located on a lively street, filled with pedestrians and colorful signage.
Home in Upton upon Severn
4.83 out of 5 average rating, 241 reviews

Large stylish , central 17th century home, 3 bdrms

Spacious, 17th century very comfortable 3 bedroomed oak beamed period property. Beautifully furnished throughout with fully equipped kitchen. 2 bedrooms, 1 king , 1 Twin with luxury bedding and towels, bathroom next to them. Third bedroom has a double bed and fold up bed next to 2nd WC. The cottage has free street parking nearby. Stone's throw from the river Severn + marina Cheltenham ( 25mins ) Malvern and 3 counties showground( 15mins )Worcester (20 mins ) Great base for visiting Cotswolds.

Top guest favourite
A single-story annex is presented, featuring a stone patio with outdoor seating for four. Large windows brighten the facade, surrounded by green foliage. The roof is covered with slate, and the entrance is marked by a white door, leading into the welcoming space.
Guest house in Severn Stoke
4.97 out of 5 average rating, 365 reviews

Detached Annex in idyllic Countryside

Separate annex in idyllic countryside location, beautiful walks, local country pub. Near to Croome Court National Trust. Close to M5 and M50. Self Catering private location. The annex is prepared to a high standard and we respect your privacy leaving you to enjoy your stay. The annex has a free sat TV, fully fitted kitchen, tea, coffee and milk are provided along with a selection of biscuits, fluffy white towels, and a comfy new bed. The sofa can convert to a double bed if required. Free WIFI.

Top guest favourite
A spacious conservatory features a large dining table set for six, adorned with a light green tablecloth and elegant dishware. Natural light floods the room through expansive glass walls, providing views of the lush garden outside, where greenery and a small planter can be seen.
Home in Upton upon Severn
4.87 out of 5 average rating, 200 reviews

Quiet, elegant Upton home: >2 days clean window!

Nature reserves, rural villages. Our detached home (not letting) is quiet, unlike the town; clean, spacious, elegant. It's our home so GOOD reviews required. Booker MUST be present; NO booking for others. Walk to Upton (10-12 mins flat). Off-road parking. Great for couples. If you want the second bedroom, enter THREE (or FOUR) guests. No access to the 2nd room unless you enter 3 or more guests. Responsible adults only! Contact now to check your needs. We are allergic to dogs; no pets or kids!

Top guest favourite
The exterior of Cedar Cottage features a charming red brick facade with a distinctive glazed oak door and a Juliet balcony above. Large glass doors invite natural light into the open-plan interior. A gravel path leads to a secure perimeter, enhancing the cottage's welcoming appeal.
Guest house in Eckington
4.99 out of 5 average rating, 282 reviews

Renovated cottage with views of Bredon Hill

Cedar Cottage is a recently renovated self contained cottage adjacent to our home with its own entrance and secure parking on site. It has everything you need to make your stay comfortable with high quality stylish furnishings including a king sized bed with Emma mattress. The village has 2 pubs and a village shop and is perfectly situated for easy access to Cheltenham Festivals, Upton-upon-Severn and the Cotswolds. Wonderful walks directly from the cottage. Bike storage & EV Charger available

Top guest favourite
A well-maintained garden area is shown, featuring lush green grass and a variety of colorful plants and flowers. The brick cottage is partly visible in the background, with large windows allowing natural light to enter. A peaceful, serene setting is evident.
Cottage in Upton upon Severn
4.99 out of 5 average rating, 180 reviews

Peaceful relaxation or jumping off point & hot tub

Tranquil, well equipped cottage in peaceful semi rural surroundings. Hot tub for quiet relaxation chill out time. Private off road parking for at least 3 cars. One well behaved pet welcome. Please see house/pet rules before booking. EXTRA PETS BY NEGOTIATION ONLY. Country side walks on the doorstep. Country pub 600 meters away. An easy 10 minute dawdle along either a pavement route or a shorter field/footpath route into Upton upon Severn. Malvern Hills a short drive away. Lots to explore.

Top guest favourite
A private courtyard garden is surrounded by lavender plants, with a white picket fence framing the scene. A round table is accompanied by four wicker chairs, providing a serene outdoor space. Natural light bathes the brick exterior of The Little Retreat.
Cottage in Worcestershire
5 out of 5 average rating, 169 reviews

Dog friendly stylish cottage near Malvern Hills

The Little Retreat is a beautiful stable conversion. The open plan living/kitchen/dining room has a vaulted ceiling, stylish lighting and everything you need to cook up a storm. With cosy underfloor heating throughout, this is a special place, with only 5 star reviews! The Malvern Hills, and the new Cotswold Designer Outlet are on the doorstep, the Cotwolds Hills, Jeremy Clarkson's pub and Diddly Squat Farm are less than an hour away. Well behaved dogs welcome by arrangement.

Guest favourite
The living area features a large sofa adorned with colorful cushions, a light rug, and a coffee table. Sunlight floods the space through large windows, illuminating the dining table set for four. Decorative plants and artwork enhance the inviting ambiance.
Apartment in Upton upon Severn
4.93 out of 5 average rating, 167 reviews

Historic Renovated Apartment in Riverside town

Visit the magnificent “Regency Apartment” in Upton-upon-Severn, and discover a spacious first floor apartment in a charming, historic riverside town. Recently modernised to a high standard, the apartment offers comfortable accommodation in majestic surroundings. Upton is a lively ‘picture postcard’ town with a wealth of amenities and all the scenic delights of the river and country. With fast WI-FI and private parking this is the perfect holiday accommodation.

Guest favourite
The exterior of the cottage is featured, showcasing a two-story structure with a spacious upper balcony furnished with chairs and a table. A wooden bench is positioned near the entrance, and a dark vehicle is parked in the driveway beneath the balcony. Lush greenery surrounds the property.
Cottage in Upton upon Severn
4.9 out of 5 average rating, 154 reviews

Riverside Retreat with dining / river view Balcony

Malt House Cottage is a detached two bedroomed retreat full of character. It's riverside position makes it very peaceful and it is only a 5 min walk from the pretty town of Upton-upon Severn. Accommodation is split over first and second floors, two big bedrooms, two shower rooms, 1 with a bath, an open plan kitchen / dining / living room (with sofa bed) and large balcony overlooking the River Severn. Private courtyard with plants and parking for 3 cars.

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
4.98 out of 5 average rating, 204 reviews

Cottage luxe in The Cotwolds

Wycke Cottage welcomes you with unequivocal charm and a little luxe at every turn. Hunker down in style in the picture-perfect Cotswold setting in the heart of Painswick. This 400-year-old cosy cottage, sits opposite the historic church. With stunning sunset views across to the church's beautiful spire and clockface, and its much storied 99 cloud-like yew trees, this stay offers the quintessential Cotswold experience.

Guest favourite
The historic country house features intricate timber framing and large leaded windows, set against a backdrop of manicured lawns. The facade showcases a blend of architectural styles, with multiple gabled roofs and a well-maintained garden that enhances its charm.
Home in Worcester
4.97 out of 5 average rating, 186 reviews

Severn End - 15th Century Manor House

Experience a truly unique and luxurious stay in this charming country house in the picturesque south Worcestershire countryside, on the doorstep of the Cotswolds AONB. Enjoy breath-taking views of the Malvern Hills and the River Severn from the comfort of Severn End Manor. Ideal for family getaways, this home also offers a cot and child’s bed, making it the perfect retreat for all ages.

Popular amenities for Upton upon Severn holiday rentals

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Upton upon Severn?

    Upton upon Severn has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Upton upon Severn?

    Experience the best of Upton upon Severn with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Upton upon Severn have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Upton upon Severn. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Upton upon Severn have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Upton upon Severn. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Upton upon Severn

  • Total holiday rentals

    Explore 20 holiday rentals in Upton upon Severn

  • Nightly prices starting at

    Upton upon Severn holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,380 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Wifi availability

    20 of Upton upon Severn holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Upton upon Severn rentals

  • 4.7 Average rating

    Upton upon Severn stays receive an average rating of 4.7 out of 5 from guests