Vacation Rentals in Chester

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Top Cities in Chester

Top Vacation Rentals in Chester

Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia
10.0 out of 10, Exceptional, (98)
"We had a wonderful time. You can’t beat the views!"
United States
Belinda S.
Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia
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! "
United States
Ariele M.
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
Oceanfront Luxury Magical Views Sunset and Sunrise
9.6 out of 10, Exceptional, (19)
"We took day trips from Holly’s home all week, but the view off the balcony was a delight to return to. "
United States
frances p.
$261 nightly
The price is $303
Nov 16 - Nov 17
Total with taxes and fees
Oceanfront Luxury Magical Views Sunset and Sunrise
Amazing ocean view/ private road/close to bayswater beach.
8.6 out of 10, Excellent, (48)
"Our stay was great!! We loved the house and the ocean view. The deck was sunny and warm in the morning for breakfast. Would go back in a flash!!!"
Canada
Jenny m.
Amazing ocean view/ private road/close to bayswater beach.
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"
Canada
Elisabeth
Oceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring
Moonlight Cottage
9.2 out of 10, Wonderful, (19)
"Great time, went Peggy’s cove, Hubbard farm market, lunenburg and mahone bay"
Canada
Joanne C.
Moonlight Cottage
Cozy Oceanfront Escape with Hot Tub
10.0 out of 10, Exceptional, (21)
"Stunning accommodations, exceptionally clean and well appointed. Hosts were very responsive and great to deal with. Look forward to returning "
Canada
HENRY D.
Cozy Oceanfront Escape with Hot Tub
Micro Boutique Living Wolfville
3.5 star property
9.0 out of 10, Wonderful, (1093)
"Loved staying here💕"
Canada
Deborah
$135 nightly
The price is $154
Nov 9 - Nov 10
Total with taxes and fees
Micro Boutique Living Wolfville
Black Forest Cabins
3.0 star property
10.0 out of 10, Exceptional, (13)
"Great spot for a special night out … beds were super comfortable "
Canada
Caroline
$152 nightly
The price is $174
Nov 9 - Nov 10
Total with taxes and fees
Black Forest Cabins
Basement Studio w/Den & Kitchenette
9.2 out of 10, Wonderful, (5)
"Allowed to check in early. Communications with owner was great. Close to everything we wanted to see"
Canada
Judith
$138 nightly
The price is $162
Nov 3 - Nov 4
Total with taxes and fees
Basement Studio w/Den & Kitchenette
Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg
10.0 out of 10, Exceptional, (116)
"We enjoyed our 2 night stay at this beautiful cottage. It is beautifully decorated, and very clean. I loved sitting and watching the water and the birds in the morning. It was very relaxing! If we were staying more than a few nights, it would be nice to have a place to hang some clothes, and it would have been nice to have even a few basic tv channels. I'd love to come back in the summer so we could fully enjoy the beautiful property. "
Canada
Linda
Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg
Cute n Lovely
6.8 out of 10, (3)
"Convenient for attending Dalhousie graduation "
Canada
Glynis P.
$211 nightly
The price is $246
Nov 3 - Nov 4
Total with taxes and fees
Cute n Lovely
This quiet neighbourhood is great place to relax and enjoy the peace and quiet.
10.0 out of 10, Exceptional, (2)
"This property worked out very well for our work trip (3-4 staff members) over a 10 day periord. Host was easy to deal with and fast to reply to messages. Would stay here again. "
United States
Cory N.
$632 nightly
The price is $740
Nov 3 - Nov 4
Total with taxes and fees
This quiet neighbourhood is great place to relax and enjoy the peace and quiet.
Stay With Precious
7.4 out of 10, Good, (3)
"I never got a chance to stay because my reservation was cancelled less than 30 hours before check-in and nothing was done by any of the parties concerned to help me find similar affordable accommodation for my weekend. I ended up having to pay almost double the amount for a hotel that did not suit my trip as well as the booking would have, and since I had already paid for the booking my money was tied up in limbo in the transaction for days after the cancellation. This was an extremely...
Canada
Nadine
$180 nightly
The price is $210
Dec 1 - Dec 2
Total with taxes and fees
Stay With Precious
Peaceful Retreat on Schmidt Lake
10.0 out of 10, Exceptional, (2)
"We had an amazing time at this property, its the perfect property for a summer get away. The hosts responded promptly and check in was seamless."
United States
Ben M.
$789 nightly
The price is $912
Nov 3 - Nov 4
Total with taxes and fees
Peaceful Retreat on Schmidt Lake
Overlooking the Stunning views of St.Margaret's Bay
9.6 out of 10, Exceptional, (19)
"It was clean, comfortable with great views and well located. Jenny was a great host. "
Canada
brian l.
$226 nightly
The price is $265
Nov 5 - Nov 6
Total with taxes and fees
Overlooking the Stunning views of St.Margaret's Bay
Cozy Private Walk-in Basement | Bed, Living Room & Kitchenette!
9.6 out of 10, Exceptional, (7)
"Very clean,nice walking trail close by,easy accessible,hostess was very nice and helpfull,highly recommend ."
Canada
Linda
$131 nightly
The price is $153
Nov 3 - Nov 4
Total with taxes and fees
Cozy Private Walk-in Basement | Bed, Living Room & Kitchenette!
Serene modern Lakehouse on Golf Course
9.6 out of 10, Exceptional, (10)
"This was a beautiful home that we stayed in for my partner's birthday. Well stocked kitchen and lots of room for guests. There was an ensuite unit attached for people who need more space and a downstairs with a pool table. The dock and water was much closer then we expected. So much space and beautiful open concept. Hosts were always available to respond. No issues just bring your own fire wood unless you want to forage for it. Would stay again."
Canada
Brianna H.
$607 nightly
The price is $701
Nov 3 - Nov 4
Total with taxes and fees
Serene modern Lakehouse on Golf Course
Ocean front cottage, relax and enjoy the sunset over St. Margaret's Bay!
10.0 out of 10, Exceptional, (38)
"This place is amazing and feels like home. It’s extremely clean. Beth is super nice and made us feel so welcomed. I highly recommend this place. "
United States
Yuxin
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"
Canada
Pamela M.
Juniper Bell Tent near Peggy's Cove
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

Discover your perfect Chester vacation rental with Expedia

How many vacation rentals are available in Chester?


Expedia has plenty of vacation rentals to choose from in and around  Chester, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Chester?


The selection of Chester vacation rentals we have selected for you start as low as $153 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Chester?


Vacation rentals in Chester come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Chester vacation rentals to suit everyone. 


Why should I choose a vacation rental in Chester?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Chester vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Chester?


Find vacation rentals in Chester by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Chester.  


What amenities are available in a vacation rental in Chester?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Chester vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Chester?   


Everytime is a great time to head to Chester! Staying in a Chester vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Chester. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Chester vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Chester, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Chester vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.