Chester Vacation Rentals

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Check prices for these dates

In two weeks
May 8 - May 10
In two months
Jun 19 - Jun 21
In three months
Jul 17 - Jul 19
In four months
Aug 14 - Aug 16

Our top choices for Chester vacation rentals

Premium bedding, pillowtop beds, free WiFi

Black Forest Cabins

Black Forest Cabins
3.0 star property
Mahone Bay
9.6 out of 10, Exceptional, (25 reviews)
"Clean, comfortable, great location."
Canada
Colin
The price is ￥23,747
￥31,052 total
includes taxes & fees
Apr 22 - Apr 23
Black Forest Cabins
Property grounds

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, (12 reviews)
"It was cleaned and cozy stay with beautiful lake view"
Canada
Vikrant D.
The price is ￥26,809
￥35,859 total
includes taxes & fees
Apr 24 - Apr 25
Oceanview Cottage | Private Wood-Fired Hot Tub | Sauna | Near Halifax
Exterior detail

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.
The price is ￥20,837
￥31,717 total
includes taxes & fees
Apr 22 - Apr 23
Red Roof Bed & Breakfast
Outdoor spa tub

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
The price is ￥17,461
￥28,797 total
includes taxes & fees
Apr 23 - Apr 24
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Exterior

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, (20 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
The price is ￥23,282
￥30,390 total
includes taxes & fees
May 22 - May 23
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Property grounds

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, (4 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.
The price is ￥30,150
￥40,312 total
includes taxes & fees
Apr 23 - Apr 24
Pet-Friendly Glamping Dome close to Peggy’s Cove!
Property grounds

Oceanview 3-Bedroom Cottage | Fireplace | Sauna | Near Halifax

Oceanview 3-Bedroom Cottage | Fireplace | Sauna | Near Halifax
Boutiliers Point
9.4 out of 10, Exceptional, (10 reviews)
"Great cottage and location is amazing! "
Canada
Joanna
The price is ￥30,497
￥40,698 total
includes taxes & fees
Apr 29 - Apr 30
Oceanview 3-Bedroom Cottage | Fireplace | Sauna | Near Halifax
Beach

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.
The price is ￥24,306
￥39,254 total
includes taxes & fees
May 2 - May 3
Lake Mushamush Cottage!
Property grounds

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.
The price is ￥22,700
￥39,641 total
includes taxes & fees
Apr 23 - Apr 24
Oceanfront Luxury Magical Views Sunset and Sunrise
1 bedroom, WiFi

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.
The price is ￥19,173
￥31,810 total
includes taxes & fees
Apr 27 - Apr 28
Luxury lakefront dome with private beach, close to nature and town!
Interior

Executive 1-Bedroom King Bed Suite in Lunenburg (Suite 5)

Executive 1-Bedroom King Bed Suite in Lunenburg (Suite 5)
Lunenburg
8.4 out of 10, Very Good, (6 reviews)
"Great place tostay."
Canada
Bill
The price is ￥19,487
￥35,221 total
includes taxes & fees
Apr 22 - Apr 23
Executive 1-Bedroom King Bed Suite in Lunenburg (Suite 5)
Smart TV, fireplace

Abigael’s Apt Suite 1 BR 2 BED in Central Bridgewater

Abigael’s Apt Suite 1 BR 2 BED in Central Bridgewater
Bridgewater
9.0 out of 10, Wonderful, (2 reviews)
"Nice to have all the appliances and be able to do our laundry. Good location, Wilma was a responsive host. They need better signage - the building has a barber shop in it and 3 people coming for a haircut ended up knocking on our door because they couldn't find the entrance, which is through the Bubble Tea shop. Noisy in the day time but okay for sleeping."
Canada
Jeannie T.
The price is ￥18,858
￥32,826 total
includes taxes & fees
Apr 22 - Apr 23
Abigael’s Apt Suite 1 BR 2 BED in Central Bridgewater
Property grounds

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.
The price is ￥32,478
￥42,200 total
includes taxes & fees
Apr 27 - Apr 28
Indulge in luxurious bliss : private Hot Tub, kayaking. So much more
Terrace/patio

Coastal Dome Escape - Oceanfront, Private Hot Tub, Firepit and Deck

Coastal Dome Escape - Oceanfront, Private Hot Tub, Firepit and Deck
LaHave
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful stay. "
Canada
Kyle M.
The price is ￥42,780
￥68,367 total
includes taxes & fees
Apr 22 - Apr 23
Coastal Dome Escape - Oceanfront, Private Hot Tub, Firepit and Deck
Exterior

Orchard Cabin #4 - Hubbards Beach

Orchard Cabin #4 - Hubbards Beach
Hubbards
7.4 out of 10, Good, (6 reviews)
"Very cute property with a nice location. "
United States
Nancy O.
The price is ￥28,113
￥37,537 total
includes taxes & fees
May 17 - May 18
Orchard Cabin #4 - Hubbards Beach
Interior

Welcome to our cozy/charming 2 Bedroom 1 Bath Apartment in Central Bridgewater

Welcome to our cozy/charming 2 Bedroom 1 Bath Apartment in Central Bridgewater
Bridgewater
9.4 out of 10, Exceptional, (3 reviews)
"As described and in a great location!"
United States
Erin E.
The price is ￥20,857
￥40,130 total
includes taxes & fees
Apr 26 - Apr 27
Welcome to our cozy/charming 2 Bedroom 1 Bath Apartment in Central Bridgewater
Property grounds

Oceanview 1-Bedroom Cottage | Private Hot Tub | Near Halifax

Oceanview 1-Bedroom Cottage | Private Hot Tub | Near Halifax
Boutiliers Point
9.8 out of 10, Exceptional, (20 reviews)
"Very nice cottage, steps from the beach"
United States
Christine
The price is ￥26,809
￥35,726 total
includes taxes & fees
Apr 26 - Apr 27
Oceanview 1-Bedroom Cottage | Private Hot Tub | Near Halifax
Interior

Luxury Coastal Dome - Private Hot Tub, Oceanfront Deck, Firepit & Parking

Luxury Coastal Dome - Private Hot Tub, Oceanfront Deck, Firepit & Parking
LaHave
10.0 out of 10, Exceptional, (11 reviews)
"Great experience "
Canada
Nathan D.
The price is ￥42,780
￥68,367 total
includes taxes & fees
Apr 22 - Apr 23
Luxury Coastal Dome - Private Hot Tub, Oceanfront Deck, Firepit & Parking
Beach

Spring Retreat near the LaHave River and Trails 1BR

Spring Retreat near the LaHave River and Trails 1BR
Bridgewater
The price is ￥12,223
￥25,581 total
includes taxes & fees
Apr 23 - Apr 24
Spring Retreat near the LaHave River and Trails 1BR
Terrace/patio

Coastal Gale

Coastal Gale
Lunenburg
9.8 out of 10, Exceptional, (8 reviews)
"This home is very comfortable & the location was convenient for us. The scenery is beautiful and we enjoyed the hot tube. "
Canada
Linda G.
The price is ￥44,817
￥81,083 total
includes taxes & fees
May 3 - May 4
Coastal Gale
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

Smugglers Cove Inn

Smugglers Cove Inn

10/10 Excellent
"Nice"
Dawson 1-night trip
Posted 1 day ago
Smugglers Cove Inn

Find out more about Chester

Search for holiday rentals in Chester on Expedia! You can easily find your home rentals, villas, holiday apartments in Chester using one of the methods below:

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Look no further and take a look at our great range of rental properties in Chester!

Frequently asked questions

Are there vacation rentals in Chester?

Yes, there are vacation rentals close to the most popular sights in Chester, or you can choose a secluded option if you'd like a relaxing place to stay. Chester is known for its golf courses and theaters. Make sure you have time to check out the entertainment choices and art during your trip.

What are some of the best vacation rentals in Chester?

The Chester House. Seaside in the village, with private wharf: This highly rated vacation home rental in Chester is located on the beach and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games. Another good choice for your trip to Chester is Chester Back Harbour Exclusive providing direct access to water via private dock.

How many vacation rentals will I find in Chester?

Choose from 16 Expedia vacation rentals in Chester for a memorable vacation.

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 vacation rental in Chester like?

Vacation rentals are privately owned properties you can stay in for short or long periods in Chester. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a family trip or a small group gathering.