Vacation Rentals in Chester

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Top Cities in Chester

Our top choices for Chester vacation rentals

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Chester Basin
10.0 out of 10, Exceptional, (19 reviews)
"Room was spotless so clean and cute with snacks and a cute card !! It was so perfect for a little get away. We stayed there after spending the day at the Sensea Nortic Spa, it was great to come back to more relaxation with the hot tub and adorable room! "
Canada
Isabel
$136 nightly
The price is $155
Apr 13 - Apr 14
Total with taxes and fees
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Windsor Road
9.8 out of 10, Exceptional, (9 reviews)
"The cleanliness was impeccable, the hospitality was lovely. Everything one needs while away from home was supplied and then some ! Would definitely visit again !"
Canada
Carol
$165 nightly
The price is $188
Apr 26 - Apr 27
Total with taxes and fees
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Oceanfront Luxury Magical Views Sunset and Sunrise

Oceanfront Luxury Magical Views Sunset and Sunrise
Western Shore
9.6 out of 10, Exceptional, (20 reviews)
"Excellent unit and very clean.The view was awesome.Highly recommended for a wonderful place to stay."
Canada
John S.
$214 nightly
The price is $250
Apr 12 - Apr 13
Total with taxes and fees
Oceanfront Luxury Magical Views Sunset and Sunrise

Indulge in luxurious bliss : private Hot Tub, kayaking. So much more

Indulge in luxurious bliss : private Hot Tub, kayaking. So much more
Chester
9.0 out of 10, Wonderful, (2 reviews)
"It was the perfect get away for myself after a rough week at work! Highly recommend. "
Canada
Michelle L.
$229 nightly
The price is $262
Apr 14 - Apr 15
Total with taxes and fees
Indulge in luxurious bliss : private Hot Tub, kayaking. So much more

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Chester Basin
9.8 out of 10, Exceptional, (15 reviews)
"There’s so much about Dordéan Suites to like: a contemporary, fun alternative to large, impersonal corporate roadside hotel. Loved our place, loved our stay! "
United States
Karil
$136 nightly
The price is $155
Apr 14 - Apr 15
Total with taxes and fees
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Archie's Lakeside Cabin

Archie's Lakeside Cabin
Kings County
7.4 out of 10, Good, (8 reviews)
"Great stay!"
Canada
Ashwin K.
$205 nightly
The price is $233
Apr 22 - Apr 23
Total with taxes and fees
Archie's Lakeside Cabin

Black Forest Cabins

Black Forest Cabins
3.0 star property
Mahone Bay
10.0 out of 10, Exceptional, (23 reviews)
"Clean, comfortable, great location."
Canada
Colin
$155 nightly
The price is $177
Apr 12 - Apr 13
Total with taxes and fees
Black Forest Cabins

Sunken Escapes ZEEK (Unit 6)

Sunken Escapes ZEEK (Unit 6)
Sunken Lake
10.0 out of 10, Exceptional, (1 review)
$143 nightly
The price is $162
Apr 14 - Apr 15
Total with taxes and fees
Sunken Escapes ZEEK (Unit 6)

Micro Boutique Living Wolfville

Micro Boutique Living Wolfville
3.5 star property
Wolfville
9.0 out of 10, Wonderful, (1,102 reviews)
"Very clean great location missing a few amenities, like ice cube trays but other than that great stay "
Canada
Rebecca
$110 nightly
The price is $126
May 3 - May 4
Total with taxes and fees
Micro Boutique Living Wolfville

Romantic Oceanfront Cottage | Private Wood-Fired Hot Tub | Near Halifax

Romantic Oceanfront Cottage | Private Wood-Fired Hot Tub | Near Halifax
Boutiliers Point
10.0 out of 10, Exceptional, (11 reviews)
"The place was exactly as advertised. Very clean, lots of towels, very cozy bed and bedding, hot tub was perfect, the view was incredible. Highly recommend!!!"
Canada
Jennifer R.
$172 nightly
The price is $201
Apr 13 - Apr 14
Total with taxes and fees
Romantic Oceanfront Cottage | Private Wood-Fired Hot Tub | Near Halifax

Private Lakefront Escape | Swim, Sip Wine & Stargaze | 25 Mins to Halifax

Private Lakefront Escape | Swim, Sip Wine & Stargaze | 25 Mins to Halifax
Brookside
8.8 out of 10, Excellent, (27 reviews)
"Awesome spot of the lake, enjoyed a casual canoe paddle around the lake at sunset. Overall a very relaxing spot"
United States
Greg M.
$204 nightly
The price is $239
Apr 11 - Apr 12
Total with taxes and fees
Private Lakefront Escape | Swim, Sip Wine & Stargaze | 25 Mins to Halifax

Onyi’s cozy Himalaya

Onyi’s cozy Himalaya
Hammonds Plains
8.4 out of 10, Very Good, (5 reviews)
"The place was very clean, it had everything we needed. The area is nice and plenty of walking trails and lakes. The host was nice and accommodating. The building could use more spund proofing as we could hear toddlers and stomping, but other than that everything was perfect. I can't wait to come back again."
United States
Salima
$100 nightly
The price is $116
Apr 11 - Apr 12
Total with taxes and fees
Onyi’s cozy Himalaya

Bespoke Lake Cottage

Bespoke Lake Cottage
Kings County
9.6 out of 10, Exceptional, (8 reviews)
"We have a lovely stay - our only complaint is that we didn't book for long enough! The cottage is very charming and very clean. Bed is comfortable and kitchen had all equipment needed for food prep. "
Canada
Lily S.
$209 nightly
The price is $238
Apr 13 - Apr 14
Total with taxes and fees
Bespoke Lake Cottage

Leland’s Lakehouse

Leland’s Lakehouse
Kings County
9.6 out of 10, Exceptional, (4 reviews)
"The cabin is in a fantastic location looking over the lake, the interior was very clean and looks great. Convinent location for getting to vineyards and wolfvile. I would highly recommend this place for anyone to stay at. "
Canada
Max D.
$227 nightly
The price is $258
Apr 16 - Apr 17
Total with taxes and fees
Leland’s Lakehouse

Cozy Private Walk-in Basement | Bed, Living Room & Kitchenette!

Cozy Private Walk-in Basement | Bed, Living Room & Kitchenette!
Bedford
9.6 out of 10, Exceptional, (7 reviews)
"Very clean,nice walking trail close by,easy accessible,hostess was very nice and helpfull,highly recommend ."
Canada
Linda
$157 nightly
The price is $184
Apr 11 - Apr 12
Total with taxes and fees
Cozy Private Walk-in Basement | Bed, Living Room & Kitchenette!

Red Roof Bed & Breakfast

Red Roof Bed & Breakfast
Lunenburg
9.6 out of 10, Exceptional, (9 reviews)
"We enjoyed our stay very much! "
Canada
Kimberley K.
$172 nightly
The price is $196
Apr 13 - Apr 14
Total with taxes and fees
Red Roof Bed & Breakfast

Shackup Cabin— Wood Fired Hot Tub & Near the beach

Shackup Cabin— Wood Fired Hot Tub & Near the beach
West Dublin
10.0 out of 10, Exceptional, (5 reviews)
"Fantastic little hideaway. Very comfortable and private"
Canada
Adam
$194 nightly
The price is $221
Apr 22 - Apr 23
Total with taxes and fees
Shackup Cabin— Wood Fired Hot Tub & Near the beach

Shackup A-frame— Private Hot Tub & Beach Access

Shackup A-frame— Private Hot Tub & Beach Access
La Have
10.0 out of 10, Exceptional, (4 reviews)
"Was an amazing weekend. Cabin was just as described."
United States
Adam H.
$292 nightly
The price is $332
Apr 13 - Apr 14
Total with taxes and fees
Shackup A-frame— Private Hot Tub & Beach Access

Luxury lakefront dome with private beach, close to nature and town!

Luxury lakefront dome with private beach, close to nature and town!
Lunenburg
9.8 out of 10, Exceptional, (10 reviews)
"Perfect spot for a peaceful getaway with a great view. "
Canada
Alan L.
$241 nightly
The price is $275
Apr 12 - Apr 13
Total with taxes and fees
Luxury lakefront dome with private beach, close to nature and town!

One bedroom fully equipped Mahone Bay luxury cottage

One bedroom fully equipped Mahone Bay luxury cottage
Mahone Bay
10.0 out of 10, Exceptional, (58 reviews)
"Close to everything, absolutely spotless and beautifully decorated… a 5 star experience!!"
Canada
Tanya K.
$172 nightly
The price is $196
Apr 13 - Apr 14
Total with taxes and fees
One bedroom fully equipped Mahone Bay luxury cottage
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 $126 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.