Default HTG hotel image

Chester Islands Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Chester Islands vacation rentals

Cabin, 1 Double Bed, Shared Bathroom | Desk, WiFi (free)

Oakhill Pines Campground

Oakhill Pines Campground
3.0 star property
Oak Hill
8.8 out of 10, Excellent, (17 reviews)
"Staff was super welcoming and cabin was all set for us! "
Canada
Andrea
The price is ￥13,346
￥15,215 total
includes taxes & fees
Aug 17 - Aug 18
Oakhill Pines Campground
Premium bedding, pillowtop beds, WiFi (free)

Black Forest Cabins

Black Forest Cabins
3.0 star property
Mahone Bay
9.6 out of 10, Exceptional, (55 reviews)
"Very nice, modern and cosy cabins. Perfect location, highly recommended!"
Germany
Thomas Helmut Paul
The price is ￥33,716
￥42,392 total
includes taxes & fees
Jul 21 - Jul 22
Black Forest Cabins
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
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
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, (23 reviews)
"Everything was clean and cozy very quiet and friendly staff "
Canada
Adele S.
The price is ￥26,709
￥35,712 total
includes taxes & fees
Jul 19 - Jul 20
Oceanview 1-Bedroom Cottage | Private Hot Tub | Near Halifax
Beach nearby

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 ￥24,142
￥38,989 total
includes taxes & fees
Jul 26 - Jul 27
Lake Mushamush Cottage!
Property grounds

KoKo Bay:GLAMPING: Where Glamour meets Nature! Mix of Hilton Hotel and Camping!

KoKo Bay:GLAMPING: Where Glamour meets Nature! Mix of Hilton Hotel and Camping!
Ingramport
The price is ￥20,369
￥32,744 total
includes taxes & fees
Jul 22 - Jul 23
KoKo Bay:GLAMPING: Where Glamour meets Nature! Mix of Hilton Hotel and Camping!
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 ￥31,566
￥42,073 total
includes taxes & fees
Jul 29 - Jul 30
Orchard Cabin #4 - Hubbards Beach
Dining

Coastal Bunkie Retreat | Near Halifax | Sauna Access | Private Beach

Coastal Bunkie Retreat | Near Halifax | Sauna Access | Private Beach
Boutiliers Point
The price is ￥27,993
￥37,482 total
includes taxes & fees
Jul 19 - Jul 20
Coastal Bunkie Retreat | Near Halifax | Sauna Access | Private Beach
Interior

One bedroom fully equipped Mahone Bay luxury cottage

One bedroom fully equipped Mahone Bay luxury cottage
Mahone Bay
10.0 out of 10, Exceptional, (60 reviews)
"Close to everything, absolutely spotless and beautifully decorated… a 5 star experience!!"
Canada
Tanya K.
The price is ￥25,981
￥42,650 total
includes taxes & fees
Jul 22 - Jul 23
One bedroom fully equipped Mahone Bay luxury cottage
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)
"Hot tub is Devine, everything is clean and thoughtfully provided. Basket of snacks was a sweet treat! We enjoyed the large deck and privacy very much ♥️we will definitely be back "
Canada
Suzanne
The price is ￥23,094
￥30,013 total
includes taxes & fees
Jul 26 - Jul 27
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
1 bedroom, WiFi (free), bed sheets

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, (22 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
The price is ￥32,632
￥48,916 total
includes taxes & fees
Jul 30 - Jul 31
Luxury lakefront dome with private beach, close to nature and town!
Pool

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, (8 reviews)
"Fantastic little hideaway. Very comfortable and private"
Canada
Adam
The price is ￥36,838
￥48,058 total
includes taxes & fees
Jul 19 - Jul 20
Shackup Cabin— Wood Fired Hot Tub & Near the beach
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, (8 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 ￥29,947
￥40,041 total
includes taxes & fees
Jul 29 - Jul 30
Pet-Friendly Glamping Dome close to Peggy’s Cove!
Marina

Ocean Sanctuary - The Salty Cribb Cabin

Ocean Sanctuary - The Salty Cribb Cabin
Rose Bay
10.0 out of 10, Exceptional, (2 reviews)
"When we arrived after a long trip we found the rooms were clean, welcoming and attractive. The cabin was well equipped and everything worked. Beautiful location, always enjoyed the drive up to Lunenberg."
United States
Paul K.
The price is ￥26,016
￥49,035 total
includes taxes & fees
Aug 12 - Aug 13
Ocean Sanctuary - The Salty Cribb Cabin
Living area

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.
The price is ￥21,969
￥38,687 total
includes taxes & fees
Jul 31 - Aug 1
Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6.
View from property

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, (39 reviews)
"Have use of all the facilities (laundry) was extremely helpful when travelling with a toddler."
Canada
Lisa
The price is ￥30,062
￥39,148 total
includes taxes & fees
Aug 6 - Aug 7
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
Exterior detail

Red Barn Bed & Breakfast

Red Barn Bed & Breakfast
Lunenburg
9.6 out of 10, Exceptional, (9 reviews)
"We enjoyed our stay very much! "
Canada
Kimberley K.
The price is ￥24,826
￥36,858 total
includes taxes & fees
Jul 30 - Jul 31
Red Barn Bed & Breakfast
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
8.8 out of 10, Excellent, (5 reviews)
"Handy location for us. Very roomy. Clean. Easy parking."
Canada
Karen
The price is ￥23,125
￥43,288 total
includes taxes & fees
Jul 22 - Jul 23
Welcome to our cozy/charming 2 Bedroom 1 Bath Apartment in Central Bridgewater
Exterior detail

Overlooking the Stunning views of St.Margaret's Bay

Overlooking the Stunning views of St.Margaret's Bay
Upper Tantallon
9.6 out of 10, Exceptional, (20 reviews)
"Comfortable, relaxing place to stay that has great views and perfect location to visit different areas!"
Canada
Lisa H.
Overlooking the Stunning views of St.Margaret's Bay
TV

Oceanfront Sanctuary | Private & Peaceful

Oceanfront Sanctuary | Private & Peaceful
Hubbards
The price is ￥54,054
￥111,710 total
includes taxes & fees
Jul 20 - Jul 21
Oceanfront Sanctuary | Private & Peaceful
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester Islands Hotel Reviews

Days Inn & Conference Center by Wyndham Bridgewater

Days Inn & Conference Center by Wyndham Bridgewater

8/10 Good
"Great staff , helpful , courteous and professional ! We would certainly return ."
Bryan 1-night trip
Posted 1 hour ago
Days Inn & Conference Center by Wyndham Bridgewater

Find out more about Chester Islands

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

  • View our selection of featured holiday rentals in Chester Islands
  • Use the map to find apartments and other holiday homes in the Chester Islands neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chester Islands while they last

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

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?

Ocean front cottage in the heart of Hubbards.: Visitors like this Chester Islands vacation home rental. It is located by the ocean and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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 Tancook Island.

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.