A calm lake with boats, a stone dock, and houses with a stone wall and trees in the background.

Vacation Rentals in Chester

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Top Cities in Chester

Our top choices for Chester vacation rentals

4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort

4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
Hubbards
8.4 out of 10, Very Good, (36 reviews)
"Great stay"
Canada
Nigel F.
$188 nightly
The price is $215
Jul 5 - Jul 6
Total with taxes and fees
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort

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
$176 nightly
The price is $201
Jun 30 - Jul 1
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
Chester Basin
9.8 out of 10, Exceptional, (15 reviews)
"Amenities are fantastic, very private"
Canada
francesco c.
$145 nightly
The price is $166
Jun 29 - Jun 30
Total with taxes and fees
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Luxury Oceanfront Retreat in Chester close to Mahone Bay, Lunenburg,

Luxury Oceanfront Retreat in Chester close to Mahone Bay, Lunenburg,
Western Shore
9.6 out of 10, Exceptional, (21 reviews)
"Short stay, unfortunately, but I’ll definitely be back. "
Canada
Laird N.
$417 nightly
The price is $487
Jul 1 - Jul 2
Total with taxes and fees
Luxury Oceanfront Retreat in Chester close to Mahone Bay, Lunenburg,

Black Forest Cabins

Black Forest Cabins
3.0 star property
Mahone Bay
9.6 out of 10, Exceptional, (46 reviews)
"Very nice, modern and cosy cabins. Perfect location, highly recommended!"
Germany
Thomas Helmut Paul
$226 nightly
The price is $258
Jun 29 - Jun 30
Total with taxes and fees
Black Forest Cabins

Oakhill Pines Campground

Oakhill Pines Campground
3.0 star property
Oak Hill
9.0 out of 10, Wonderful, (16 reviews)
"Staff was super welcoming and cabin was all set for us! "
Canada
Andrea
$75 nightly
The price is $86
Jul 5 - Jul 6
Total with taxes and fees
Oakhill Pines Campground

Micro Boutique Living Wolfville

Micro Boutique Living Wolfville
3.5 star property
Wolfville
9.0 out of 10, Wonderful, (1,157 reviews)
"Great place 3rd stay Will definitely be back next time!"
Canada
Robin
$113 nightly
The price is $129
Jul 13 - Jul 14
Total with taxes and fees
Micro Boutique Living Wolfville

Oceanview Cottage | Private Wood-Fired Hot Tub | Sauna | Near Halifax

Oceanview Cottage | Private Wood-Fired Hot Tub | Sauna | Near Halifax
Boutiliers Point
10.0 out of 10, Exceptional, (14 reviews)
"It was cleaned and cozy stay with beautiful lake view"
Canada
Vikrant D.
$203 nightly
The price is $237
Jun 30 - Jul 1
Total with taxes and fees
Oceanview Cottage | Private Wood-Fired Hot Tub | Sauna | Near Halifax

Lake Mushamush Cottage!

Lake Mushamush Cottage!
Lower Northfield
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful spot we had the best time!!"
Canada
Patricia C.
$208 nightly
The price is $237
Jun 28 - Jun 29
Total with taxes and fees
Lake Mushamush Cottage!

Mermaid's Retreat - Caribou Lake Cottage!

Mermaid's Retreat - Caribou Lake Cottage!
Mahone Bay
8.0 out of 10, Very Good, (1 review)
"Very unique experience. The hosts were exceptionally friendly and there were so many thoughtful touches, including a homemade fruit / cheese try and chocolates."
United States
Melanie N.
$241 nightly
The price is $275
Jul 20 - Jul 21
Total with taxes and fees
Mermaid's Retreat - Caribou Lake Cottage!

Entire Apartment in Bedford

Entire Apartment in Bedford
Bedford
10.0 out of 10, Exceptional, (1 review)
"Comfortable apartment, in a quiet neighborhood, 20-minute drive to Halifax center and close the highways to move around town."
United States
Emilie H.
$143 nightly
The price is $167
Jun 28 - Jun 29
Total with taxes and fees
Entire Apartment in Bedford

Artistic Getaway Near Halifax | King Bed, Spacious Deck & Fire Pit

Artistic Getaway Near Halifax | King Bed, Spacious Deck & Fire Pit
Upper Hammonds Plains
9.6 out of 10, Exceptional, (24 reviews)
"Beautiful place to stay, the art work is amazing! "
Canada
Brooklyn
$221 nightly
The price is $259
Jun 29 - Jun 30
Total with taxes and fees
Artistic Getaway Near Halifax | King Bed, Spacious Deck & Fire Pit

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

Luxury lakefront dome with private beach, close to nature and town!
Lunenburg
10.0 out of 10, Exceptional, (19 reviews)
"Lovely stay! My partner and I really enjoyed it. Very clean and beautiful design inside. Very nice view of the lake and great, clean, and taken care of amenities."
Canada
Aleksa
$263 nightly
The price is $300
Jul 16 - Jul 17
Total with taxes and fees
Luxury lakefront dome with private beach, close to nature and town!

Cozy 2-Bed Apartment in Town

Cozy 2-Bed Apartment in Town
Wolfville
8.8 out of 10, Excellent, (5 reviews)
"Beautiful house with clean and functional apartments. Everything you need to feel exactly as if you were at home. Very quiet and nice neighborhood with good pubs and restaurants just a short walk away. Highly recommend for your vacation or business trip. Just an hour away from Halifax too! Oh! And great host too!"
Canada
Stephen
$213 nightly
The price is $243
Jul 12 - Jul 13
Total with taxes and fees
Cozy 2-Bed Apartment in Town

Lakefront Retreat - Idyle Acre - East Lake NS

Lakefront Retreat - Idyle Acre - East Lake NS
Annapolis, Subd. D
$166 nightly
The price is $189
Jun 28 - Jun 29
Total with taxes and fees
Lakefront Retreat - Idyle Acre - East Lake NS

Bespoke Lake Cottage

Bespoke Lake Cottage
Kings County
9.4 out of 10, Exceptional, (9 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.
$250 nightly
The price is $284
Jul 15 - Jul 16
Total with taxes and fees
Bespoke Lake Cottage

Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6.

Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6.
Bridgewater
9.0 out of 10, Wonderful, (4 reviews)
"Everything was clean. We'll set up Would stay again for sure"
Canada
Porter F.
$201 nightly
The price is $235
Jun 27 - Jun 28
Total with taxes and fees
Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6.

Pet-Friendly Glamping Dome close to Peggy’s Cove!

Pet-Friendly Glamping Dome close to Peggy’s Cove!
Seabright
10.0 out of 10, Exceptional, (7 reviews)
"It was a pleasure to stay here! It's well located, very cozy, spacious, and full of amenities. We felt nestled in a restful, secluded forest, yet not far off the main road. Our dog loved it here."
United States
Claudia Franey J.
$208 nightly
The price is $243
Jul 16 - Jul 17
Total with taxes and fees
Pet-Friendly Glamping Dome close to Peggy’s Cove!

Sunken Escapes Kenny's (Unit 5)

Sunken Escapes Kenny's (Unit 5)
Sunken Lake
10.0 out of 10, Exceptional, (5 reviews)
"Loved the sound of the loons on the lake, cozy accommodations and the beautiful scenery. Nice place, 10/10 "
Canada
Constance
$223 nightly
The price is $253
Jun 30 - Jul 1
Total with taxes and fees
Sunken Escapes Kenny's (Unit 5)

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, (10 reviews)
"Super clean, great communication with the host, parking very accessible."
Canada
Jennifer
$153 nightly
The price is $179
Jun 28 - Jun 29
Total with taxes and fees
Cozy Private Walk-in Basement | Bed, Living Room & Kitchenette!
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 $129 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.