Chester Islands Vacation Rentals

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Our top choices for Chester Islands vacation rentals

Black Forest Cabins

Black Forest Cabins
3.0 star property
Mahone Bay
9.4 out of 10, Exceptional, (35 reviews)
"Wonderful cabins and well located. "
Canada
Jonathan
The price is CA $309
CA $387 total
includes taxes & fees
Jun 4 - Jun 5
Black Forest Cabins

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, (13 reviews)
"Very nice cottage with beautiful views"
Canada
maureen
The price is CA $270
CA $361 total
includes taxes & fees
Jun 2 - Jun 3
Romantic Oceanfront Cottage | Private Wood-Fired Hot Tub | 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.
The price is CA $209
CA $336 total
includes taxes & fees
Jun 1 - Jun 2
Lake Mushamush Cottage!

ABBY’S APT Suite , 1 Queen Bed , 65” Curved TV,

ABBY’S APT Suite , 1 Queen Bed , 65” Curved TV,
Bridgewater
8.4 out of 10, Very good, (6 reviews)
"Great location. Surprisingly quiet given its proximity to a Main Street. "
United States
Jacqueline S.
The price is CA $126
CA $215 total
includes taxes & fees
Jun 1 - Jun 2
ABBY’S APT Suite , 1 Queen Bed , 65” Curved TV,

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, (15 reviews)
"Everything you need Welcome snacks were lovely Property well maintained Great amenities!"
Canada
Kelsea
The price is CA $224
CA $350 total
includes taxes & fees
Jun 14 - Jun 15
Luxury lakefront dome with private beach, close to nature and town!

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 CA $200
CA $260 total
includes taxes & fees
Jun 1 - Jun 2
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

One bedroom fully equipped Mahone Bay luxury cottage

One bedroom fully equipped Mahone Bay luxury cottage
Mahone Bay
10.0 out of 10, Exceptional, (108 reviews)
"Fantastic hosts and wonderful accommodation! "
Canada
Karen D.
The price is CA $225
CA $372 total
includes taxes & fees
Jun 2 - Jun 3
One bedroom fully equipped Mahone Bay luxury 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
8.8 out of 10, Excellent, (3 reviews)
"Everything was clean. We'll set up Would stay again for sure"
Canada
Porter F.
The price is CA $190
CA $333 total
includes taxes & fees
Jun 7 - Jun 8
Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6.

Orchard Cabin #4 - Hubbards Beach

Orchard Cabin #4 - Hubbards Beach
Hubbards
7.4 out of 10, Good, (6 reviews)
"We were upgrated and the property was very nice and comfortable. Very clean too. "
United States
Ghislaine L.
The price is CA $242
CA $322 total
includes taxes & fees
Jun 1 - Jun 2
Orchard Cabin #4 - Hubbards Beach

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, (6 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 CA $259
CA $346 total
includes taxes & fees
Jun 1 - Jun 2
Pet-Friendly Glamping Dome close to Peggy’s Cove!

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.
The price is CA $200
CA $260 total
includes taxes & fees
Jun 7 - Jun 8
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

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
8.2 out of 10, Very good, (31 reviews)
"Great stay"
Canada
Nigel F.
The price is CA $223
CA $291 total
includes taxes & fees
Jun 22 - Jun 23
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort

Large Backyard Oasis near River and Trails

Large Backyard Oasis near River and Trails
Bridgewater
10.0 out of 10, Exceptional, (1 review)
"Perfect place to stay. We will be back for sure."
Canada
Geoff M.
The price is CA $108
CA $224 total
includes taxes & fees
Jun 6 - Jun 7
Large Backyard Oasis near River and Trails

Oceanfront Luxury Magical Views Sunset and Sunrise

Oceanfront Luxury Magical Views Sunset and Sunrise
Western Shore
9.6 out of 10, Exceptional, (21 reviews)
"Short stay, unfortunately, but I’ll definitely be back. "
Canada
Laird N.
The price is CA $260
CA $464 total
includes taxes & fees
Jun 1 - Jun 2
Oceanfront Luxury Magical Views Sunset and Sunrise

Log Cabin #1 - Hubbards Beach

Log Cabin #1 - Hubbards Beach
Hubbards
9.6 out of 10, Exceptional, (4 reviews)
"A wonderful cottage with character!! Comfy beds, nice pillows! Very rustic, very peaceful"
Canada
Lisa R.
The price is CA $375
CA $500 total
includes taxes & fees
Jun 1 - Jun 2
Log Cabin #1 - Hubbards Beach

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 CA $215
CA $319 total
includes taxes & fees
Jun 4 - Jun 5
Red Roof Bed & Breakfast

Romantic Oceanfront Studio | Private Hot Tub | Fireplace | Near Halifax

Romantic Oceanfront Studio | Private Hot Tub | Fireplace | Near Halifax
Boutiliers Point
9.8 out of 10, Exceptional, (18 reviews)
"Everything was amazing. We had a very relaxing night away. "
Canada
Suzanne
The price is CA $279
CA $374 total
includes taxes & fees
Jun 2 - Jun 3
Romantic Oceanfront Studio | Private Hot Tub | Fireplace | Near Halifax

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 CA $420
CA $658 total
includes taxes & fees
Jun 1 - Jun 2
Coastal Dome Escape - Oceanfront, Private Hot Tub, Firepit and Deck

Romantic Getaway w/ King Bed in Historic Lunenburg (Suite 4)

Romantic Getaway w/ King Bed in Historic Lunenburg (Suite 4)
Lunenburg
8.8 out of 10, Excellent, (8 reviews)
"Close to town , clean and comfortable "
United States
Tom D.
The price is CA $259
CA $423 total
includes taxes & fees
Jun 2 - Jun 3
Romantic Getaway w/ King Bed in Historic Lunenburg (Suite 4)

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.
The price is CA $472
CA $611 total
includes taxes & fees
Jun 28 - Jun 29
Shackup A-frame— Private Hot Tub & Beach Access
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 Islands Hotel Reviews

Find out more about Chester Islands

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chester Islands. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Chester Islands?

Yes, you can find vacation rentals close to top points of interest in Chester Islands, or you can go with a more remote option if you're looking for a relaxing stay.

What are some of the best vacation home rentals that Chester Islands has to offer?

Overlooking the Stunning views of St.Margaret's Bay: Visitors like this Chester Islands vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

What’s there to see and do in Chester Islands?

Explore the area and family-friendly sights such as Shore Club Dance Hall, or get out into nature at a spot like Graves Island Provincial Park. In the larger area, you’ll find Chester Golf Club and Chester Playhouse.

What’s a vacation rental in Chester Islands like?

Vacation rentals are private properties you can book for several days or longer in Chester Islands. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a small group gathering.