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Top Holiday Rentals in Chester Islands

Oakhill Pines Campground

3.0 star property
9.0 out of 10, Wonderful, (4)
"Awesome place for a family stay! Cabin was great, the pool was nice, facilities were clean and all working. But the best part was the vibe; calm and quiet, but not too quiet. We wish we had longer to stay and enjoy! "
The price is £74
includes taxes & fees
6 Aug - 7 Aug
Oakhill Pines Campground

Black Forest Cabins

3.0 star property
10.0 out of 10, Exceptional, (5)
"Beautiful quiet cabins with local trails to enjoy and explore. The sauna was fantastic and we loved the decor! So easy to access our room. Highly recommend!"
The price is £213
includes taxes & fees
1 Sept - 2 Sept
Black Forest Cabins

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

7.8 out of 10, Good, (17)
"This property was great for our one night stay as a group attending a show at the shore club. The patio and view is wonderful! Owner was in contact very quickly which was very much appreciated. "
The price is £146
includes taxes & fees
27 Aug - 28 Aug
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort

Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg

10.0 out of 10, Exceptional, (97)
"Property was wonderful, love Lunenburg and area would definitely return!!!"
Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg

Family Home In the Heart of the Village of Chester

9.6 out of 10, Exceptional, (27)
"Spacious, clean, comfortable, and lots of room for people to spread out. We would happily return."
Family Home In the Heart of the Village of Chester

Spruce Bell Tent near Peggy's Cove

6.0 out of 10, (1)
"Washrooms could be cleanier and larger. Also improve stability of the washrooms."
The price is £110
includes taxes & fees
6 Aug - 7 Aug
Spruce Bell Tent near Peggy's Cove

Rock Haven Cottage, on the ocean!

10.0 out of 10, Exceptional, (86)
"Beautiful and peaceful location. A great place to rest and relax."
Rock Haven Cottage, on the ocean!

Wilson's Coastal Club - C3

10.0 out of 10, Exceptional, (6)
"It's great when all goes well, but it's truly a blessing when things go wrong and your host takes care of you! Our hot water froze our first night and Jessica and Kyle were so lovely and helpful. Really enjoyed our stay and hope to come back again next year. "
The price is £201
includes taxes & fees
12 Aug - 13 Aug
Wilson's Coastal Club - C3

One bedroom fully equipped Mahone Bay luxury cottage

10.0 out of 10, Exceptional, (93)
"We enjoyed our stay. The location was perfect for visiting Mahone Bay. "
One bedroom fully equipped Mahone Bay luxury cottage

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

8.0 out of 10, Very good, (2)
"The property was quite nice, but the smell in the room was a little too much. It could have been the cleaners that they use."
The price is £210
includes taxes & fees
19 Aug - 20 Aug
Executive 1-Bedroom King Bed Suite in Lunenburg (Suite 5)

Ocean front cottage in the heart of Hubbards.

9.8 out of 10, Exceptional, (47)
"This place was perfect for our little family stay! We enjoyed watching the boats from the deck and theres lots to do in the area. The hosts are lovely :)"
Ocean front cottage in the heart of Hubbards.

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

10.0 out of 10, Exceptional, (2)
"Wonderful studio, clean, comfortable bedOn 2nd floor (very quiet)Walkable to Lunenburg old town, restaurants & Bluenose marinaWalkable to Tim Hortons & Independent Grocery "
The price is £210
includes taxes & fees
19 Aug - 20 Aug
Romantic Getaway w/ King Bed in Historic Lunenburg (Suite 4)

Lunenburg's Cupcake House

Lunenburg's Cupcake House

Stunning Ocean Front cottage, minutes from the beach

10.0 out of 10, Exceptional, (25)
"We had an amazing vacation. The cottage was awesome and well maintained. Thank you. "
Stunning Ocean Front cottage, minutes from the beach

Moonlight Cottage

9.8 out of 10, Exceptional, (11)
"Loved getting to come stay at the house that was the Grey Gull on Haven the TV show! The host was great with communicating and our stay was awesome."
Moonlight Cottage

Shackup Cabin— Wood Fired Hot Tub & Near the beach

10.0 out of 10, Exceptional, (3)
"Fantastic little hideaway. Very comfortable and private"
The price is £250
includes taxes & fees
10 Aug - 11 Aug
Shackup Cabin— Wood Fired Hot Tub & Near the beach

Beautiful Lakefront Home with 5 Bed/3 Baths, WiFi, tons of amenities!

9.8 out of 10, Exceptional, (28)
"Great house with basics to make it easy to stay."
Beautiful Lakefront Home with 5 Bed/3 Baths, WiFi, tons of amenities!

Unique Ocean View Hilltop Retreat

10.0 out of 10, Exceptional, (170)
"We loved our stay at the Hilltop retreat. The architecture and design caught our attention, and the views out from the hilltop kept us enraptured. Proximity to Lunenburg amenities is great, and we enjoyed the farmer’s market nearby. Really a relaxing and lovely stay."
Unique Ocean View Hilltop Retreat

The Land Yacht – Indoor Pool, Hot Tub, Solarium Lounge & Sublime Ocean Views

9.8 out of 10, Exceptional, (220)
"We had an absolutely wonderful time on the Land Yacht, the kids used the pool everyday and we all thoroughly enjoyed the perfect weather from the solarium :) The Land Yacht in an incredible spot and we will definitely be back again."
The Land Yacht – Indoor Pool, Hot Tub, Solarium Lounge & Sublime Ocean Views

Located in the heart of Peggys Cove! Featured in Saltscapes Atlantic magazine!

10.0 out of 10, Exceptional, (90)
"Beautiful location, delightful merchants and lovely hosts."
Located in the heart of Peggys Cove! Featured in Saltscapes Atlantic magazine!
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

Frequently asked questions

Can I find holiday rentals in Chester Islands?

Yes, there are holiday rentals close to the most popular sights in Chester Islands, or you can select a more secluded option if you're looking for a relaxing stay.

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

Oceanfront 3-Bedroom Captain's House: This holiday home rental outside of Chester Islands offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 wider area, you’ll find Chester Golf Club and Chester Playhouse.

What’s a holiday rental in Chester Islands like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chester Islands. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from public hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a family getaway.