Holiday Rentals in Chester

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Holiday Rentals in Chester

Family Home In the Heart of the Village of Chester
9.6 out of 10, Exceptional, (28)
"Spacious, clean, comfortable, and lots of room for people to spread out. We would happily return."
Family Home In the Heart of the Village of Chester
Black Forest Cabins
3.0 star property
10.0 out of 10, Exceptional, (11)
"Great spot for a special night out … beds were super comfortable "
The price is €185
includes taxes & fees
2 Nov - 3 Nov
Black Forest Cabins
Oakhill Pines Campground
3.0 star property
9.0 out of 10, Wonderful, (16)
"Great place"
Oakhill Pines Campground
Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg
10.0 out of 10, Exceptional, (113)
"Wonderful. Great cottage."
Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg
Ocean front cottage, relax and enjoy the sunset over St. Margaret's Bay!
10.0 out of 10, Exceptional, (35)
"Very nice spot. property nicely decorated and conveniet"
Ocean front cottage, relax and enjoy the sunset over St. Margaret's Bay!
Juniper Bell Tent near Peggy's Cove
8.8 out of 10, Excellent, (3)
"Good for a nights stay and close to Peggy’s cove. Comfy and enough space"
The price is €128
includes taxes & fees
14 Oct - 15 Oct
Juniper Bell Tent near Peggy's Cove
One bedroom fully equipped Mahone Bay luxury cottage
10.0 out of 10, Exceptional, (101)
"Great cottage to use as a base to discover the area. Well equipped, quiet and close to restaurants and shopping."
One bedroom fully equipped Mahone Bay luxury cottage
Oceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring
9.6 out of 10, Exceptional, (34)
"Beautiful setting, very peaceful with lovely linens on the beds. The kitchen is fully stocked, the sitting room is comfortable and the outside decks are amazing. The little village of Chester was close by with a cozy pub offering live music on select nights and the local playhouse had local talent performing while we were there. We would stay again"
Oceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring
Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia
10.0 out of 10, Exceptional, (98)
"The island is beautiful and exceeded our expectations. The house was clean and check in was easy. Phil was an excellent host. "
Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia
Moonlight Cottage
9.2 out of 10, Wonderful, (16)
"Great time, went Peggy’s cove, Hubbard farm market, lunenburg and mahone bay"
Moonlight Cottage
Oceanside Cottage, Spectacular Sunsets, near Peggy's Cove
10.0 out of 10, Exceptional, (86)
"Everything about our trip and this property was amazing. The location, the peace, the scenery, etc. exceeded our expectations. The house was perfect and so comfortable. We hope to be back soon! "
Oceanside Cottage, Spectacular Sunsets, near Peggy's Cove
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
8.4 out of 10, Very good, (30)
"Beautiful view, the property owner was very responsive, they even had water in the fridge. Was perfect for our relaxing family getaway! "
The price is €150
includes taxes & fees
20 Oct - 21 Oct
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
Tucked away on quiet street but short walk to Mahone Bay and all its amenities.
10.0 out of 10, Exceptional, (22)
"The place was clean, and host ensured we had no questions. "
Tucked away on quiet street but short walk to Mahone Bay and all its amenities.
Amazing ocean view/ private road/close to bayswater beach.
8.6 out of 10, Excellent, (47)
"Great property for a quiet get away"
Amazing ocean view/ private road/close to bayswater beach.
Lunenburg's Cupcake House
10.0 out of 10, Exceptional, (4)
"What can I say? Lovely hosts, gorgeous cozy property, comfy beds, well-equipped kitchen, thoughtful information pack, board games in the cupboard, everything spotless, and in a great location within a few minutes walk of Lunenberg’s waterfront, shops and restaurants. Even the flowers at the front were in full bloom and smelled amazing! We toured Canada for 5 weeks, as a family of 4, staying in 14 different locations, and this house was my favourite. Thank you so much for a lovely stay! I only...
Lunenburg's Cupcake House
Unique Ocean View Hilltop Retreat
10.0 out of 10, Exceptional, (177)
"Great hosts and amazing location"
Unique Ocean View Hilltop Retreat
Whalesback Cottage, on the ocean with access to Peggys Cove Preservation Area
9.8 out of 10, Exceptional, (125)
"Cozy cottage with wonderful views. "
Whalesback Cottage, on the ocean with access to Peggys Cove Preservation Area
Oceanfront Luxury Magical Views Sunset and Sunrise
9.6 out of 10, Exceptional, (18)
"We took day trips from Holly’s home all week, but the view off the balcony was a delight to return to. "
Oceanfront Luxury Magical Views Sunset and Sunrise
Seaside Getaway.
9.6 out of 10, Exceptional, (55)
"We thoroughly enjoyed our stay. It met or exceeded our expectations . It was clean and had all the comforts. The view from the deck is wonderful and the hot tub is a bonus.As far as location its close to amenities and prime sightseeing locations.Would definately stay again."
Seaside Getaway.
Iconic Cabin on Lighthouse Route
10.0 out of 10, Exceptional, (3)
"Had a super comfortable stay. Kate had thought of everything you might need when away from home. Accommodation was better than we expected and all her suggestions of places to eat and visit were terrific. It was exactly what we were looking for. "
Iconic Cabin on Lighthouse Route
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chester Hotel Reviews

Find out more about Chester

Everything you need to know about Chester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chester holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chester holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chester. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chester holiday rentals we have selected for you start as low as €128 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chester rentals

At Expedia, we put the best Chester holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chester holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Chester?

Yes, there are holiday rentals close to the most popular sights in Chester, or you can select a more secluded option if you're looking for a relaxing stay. Chester is known for its golf courses and theatres. Make sure you have time to check out the entertainment choices and art during your trip.

What are some of the best holiday rentals that Chester has to offer?

Family Home In the Heart of the Village of Chester: This highly rated holiday home rental in Chester is located near the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

How many holiday rentals will I find in Chester?

Choose from 12 Expedia holiday rentals in Chester for a memorable holiday.

What’s there to see and do in Chester?

Cultural attractions to visit include Chester Playhouse and Lordly House Museum. Tancook Island and Chester Golf Club are other places to visit while you're in town.

What’s a holiday rental in Chester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chester. Holiday rentals offer extras such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for family trips.