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Cottage vacation rentals in Chester

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Top-rated cottage rentals in Chester

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

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Top guest favorite
The exterior of the cottage showcases a modern extension with large glass doors that open onto a patio area. A wooden bench is positioned nearby, while solar panels are visible on the roof. The surrounding landscape features rolling hills, enhancing the rural setting.
Cottage in Llanfynydd
4.95 out of 5 average rating, 166 reviews

Luxury, cosy cottage with outstanding views.

Coed Issa is a traditional cottage dating form the early 1800’s. Following a complete renovation it is now available as a comfortable and cosy eco-friendly holiday let. There are two lovely bedrooms each with a king sized bed, it can sleep four people comfortably. Bedding and towels are provided. The original house also houses a snug with log burner and desk, utility room and downstairs shower room. The new extension has a large open plan kitchen, dining and living room with exceptional views.

Guest favorite
The charming entrance features a white door framed by colorful hanging flower baskets. Lush, flowering plants in a wooden planter are positioned below the window, which showcases a grid of small panes. The brick exterior adds character to the welcoming facade.
Cottage in Chester
4.91 out of 5 average rating, 386 reviews

Gamul Place Quiet Location Within the City Walls

Situated within an extremely quiet, charming courtyard inside the Roman city walls of Chester. Close to the river this clean character cottage is perfect for a visit to the city being close to the racecourse and a stone's throw from all the main shops, restaurants and bars. Liverpool is just 45 minutes away & Cheshire Oak's close too. The cottage is tastefully decorated with modern amenities together with a number of original period features. A true home from home experience - you'll love it :)

Top guest favorite
An open plan sitting and dining area features exposed wooden beams and a large, rustic fireplace. A comfortable, neutral-colored sofa is complemented by an armchair, and a small coffee table sits at the center. Natural light filters in through a window, enhancing the cozy ambiance.
Cottage in Cheshire West and Chester
4.92 out of 5 average rating, 359 reviews

Characterful City Centre Cottage, Garden & Parking

King Street is a charming cobbled street nestled in the heart of the city centre. Situated within the beautiful City Walls, guests will be able to access all that Chester has to offer including shops, restaurants, historic architecture and so much more. 29 King Street is a former Blacksmiths Cottage dating from 1773 so the property is full of character with a fascinating history. A peaceful retreat and a superb base for exploring our wonderful city, we hope everyone will enjoy their time here.

Top guest favorite
A row of Georgian-style mid-terrace houses lines the riverbank, characterized by red-brick façades and colorful doors. The reflection of the buildings can be seen on the calm surface of the River Dee, with trees providing a natural backdrop to the scene.
Cottage in Chester
4.9 out of 5 average rating, 231 reviews

"Rondeva" Great Holiday Home Facing The River Dee

This lovely 3 Gold Star AA Self Catering Georgian Grade II Listed mid terrace property comprises of 3 floors, which faces the River Dee and is less than 10 minutes walk to Chester City Centre. The Grosvenor Park is 30 seconds walk from the rear of the house, which hosts numerous events/concerts in the simmer. It also has a miniature railway for the children to ride on. The Park also has a play area for children. The property is ideal for families, romantic getaways or for your business trip.

Top guest favorite
A spacious private garden features a hot tub surrounded by lounge chairs and small hedged shrubs. A wooden table with umbrella is visible, along with a cozy seating area. The sunlit scene offers a relaxing outdoor space ideal for enjoyment and leisure.
Cottage in Chester
4.99 out of 5 average rating, 189 reviews

Stunning Views, Hot Tub, 5 minutes to Chester

Pipers Ash is a quaint small hamlet surrounded by green belt, set at the highest point of Chester next to the historical millennium beacon. Perfectly situated just two miles from the beautiful historic Chester city centre. Take a short car ride or just half an hours walk. Chester Zoo is just five minutes drive away. There are many lovely country walks and of course some fabulous country pubs. The trendy suburb of Hoole is only 15 minutes walk. Here you will find bars restaurants and shops.

Top guest favorite
A private courtyard is showcased, featuring a sheltered seating area with comfortable furnishings and a cozy table set for outdoor dining. String lights create a gentle ambiance, complementing the rustic brick backdrop and inviting relaxation in the tranquil space.
Cottage in Cheshire West and Chester
4.97 out of 5 average rating, 135 reviews

Luxury Renovated Barn Conversion

Relax in this calm, stylish space. Sitting beautifully in its picturesque setting, in the grounds of the Old Rectory (occupied by your hosts). A handsome 3 bedroom barn, renovated to the highest standards, a comfortable home for 5 guests and up to two well behaved dogs. Located in a peaceful rural hamlet, it's the perfect place to get away from it all, with country walks and cycles on your doorstep. Only a 20 minute drive from Chester and easily accessible for Manchester and Liverpool.

Top guest favorite
A warm dining area is featured, highlighting a wooden table surrounded by six chairs. A charming wood burner is positioned within a brick fireplace. Bookshelves filled with books line one wall, and natural light enters through a window dressed with light curtains.
Cottage in Chester
4.95 out of 5 average rating, 215 reviews

Charming Canalside Cottage

Our comfortable cottage has easy access into the heart of Chester. The garden gate opens onto the canal towpath with a ten minute stroll up to our local Cheshire Cat pub. Alternatively, stay in and snuggle up with the wood burner. On a fine day, turn left out of the back gate for a pleasant 35 minute walk, following the canal directly into the beautiful city of Chester. Maybe take a boat trip on the river Dee? Alternatively, Chester Zoo is just a 10 minute drive, continuing down the A41.

Top guest favorite
A modern kitchen is highlighted by an island with three sleek stools. Bright, wide bifold doors open to a decked area, inviting natural light. Stylish pendant lights hang above the island, and ample cabinetry is showcased against an exposed brick wall.
Cottage in Cheshire West and Chester
4.99 out of 5 average rating, 167 reviews

Relax and unwind in rural Cheshire

Tucked down a private lane in rural Cheshire, Eden Cottage sleeps 5 guests in 3 bedrooms: Bedroom 1 – Super-king bed Bedroom 2 – Super-king or twin Bedroom 3 – Single bed Upstairs, there’s a bathroom, plus a downstairs WC. The bright living room has a wood-burning stove and TV, while the dining room leads to a modern kitchen with bifold doors to the secure garden. Outside, relax on the decked seating, fire up the BBQ, and enjoy off-road parking for two cars plus an EV charger.

Top guest favorite
A charming white-washed farmhouse is framed by lush greenery and a well-maintained garden. The exterior features blue window frames and doors, alongside stone pathways and flower beds, offering a warm and welcoming introduction to the property.
Cottage in Cynwyd
5 out of 5 average rating, 103 reviews

Henfaes Isaf, Tranquil Farmhouse near Snowdonia

Lovely 16th century Welsh farmhouse, with large gardens, set in the secluded, peaceful surroundings of the Berwyn Mountains. Great walking and mountain biking from your doorstep. Ideal for couples or families looking to get away from it all. Tourist centres of Bala and Llangollen within 30 minutes drive. Sleeps up to 6 in 3 bedrooms. You have the whole detached property to yourself, with no neighbours. One of the "50 Coolest Cottages in the UK" (The Sunday Times 2018).

Top guest favorite
The exterior of the cottage is presented, showcasing a light-colored brick facade complemented by dark window frames. Flower pots add a touch of color, while the entrance features a decorative blue door. A small seating area with a bench is visible beside the entrance.
Cottage in Cheshire West and Chester
4.99 out of 5 average rating, 307 reviews

Character cottage within city walls

Roman Walls cottage is a unique one-bedroom cottage dating back to the 1800's. Located within the historic Roman walls on one of the most notable streets in Chester. The cottage is within walking distance to shops, restaurants/bars as well as to the Story House, Chester market, race course, river and cathedral. The cottage is full of character including low beamed ceilings, narrow spiral staircase and inglenook fireplace offering the perfect stay for two people.

Top guest favorite
A newly renovated sandstone cottage is framed by lush green lawns and well-maintained hedges. The inviting outdoor space features an array of trees and plants, complementing the cottage's rustic charm. Sunlight casts gentle shadows across the garden, enhancing the serene countryside setting.
Cottage in England
4.98 out of 5 average rating, 327 reviews

Exquisite Sandstone Cottage Rural Location

Hope Cottage is a superb, newly renovated, self-contained, sandstone cottage with off-road parking, garden and fabulous views across the Sandstone Trail. With a strong french influence this 1-bedroomed property is an ideal getaway for a romantic break and an excellent base to explore Cheshire, North Wales and the beautiful local countryside. Located beneath Bickerton Hill, Hope Cottage is set in a small rural village. The cottage is NOT suitable for children.

Guest favorite
A serene landscape is depicted, showcasing a stone bridge arching over the river amidst autumn foliage. Lush green trees blend with vibrant shades of orange and yellow, while morning mist gently rises above the valley, creating a tranquil atmosphere.
Cottage in Berwyn
4.94 out of 5 average rating, 213 reviews

Cosy house with hot tub and stunning valley views

No hot tub available on: 9th to 19th Feb 2026 11th to 23rd Apr 2026 Prices lower to reflect that. Enjoy a relaxing stay in a perfect location which includes a hot tub and large open decking with seating surrounded by stunning views of the Dee valley. You are spoilt for choice with walks and outdoor activities. The house is a few minutes walk to the ChainBridge (historic pub/restaurant) over the River Dee Thursday Nights are always a discount price.

Popular amenities for Chester cottage rentals

When is the best time to visit Chester?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$24,259 GYDG$28,651 GYDG$30,533 GYDG$35,762 GYDG$34,298 GYDG$32,834 GYDG$35,762 GYDG$37,017 GYDG$32,834 GYDG$29,906 GYDG$31,370 GYDG$32,206 GYD
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Quick stats about cottage rentals in Chester

  • Total vacation rentals

    Explore 30 vacation rentals in Chester

  • Nightly prices starting at

    Chester vacation rentals start at G$14,639 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,930 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Chester vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chester rentals

  • 4.8 Average rating

    Chester stays are highly rated by guests—averaging 4.8 out of 5!