Chester Holiday Rentals

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Holiday Rentals in Chester

Family Home In the Heart of the Village of Chester

9.6 out of 10, Exceptional, (25)
"The property was large and very spacious. It was clean and comfortable. The house is near the water and close to town. We stayed here for a work conference, and it was nice for everyone to have their own space. "
Family Home In the Heart of the Village of Chester

Black Forest Cabins

3.0 star property
10.0 out of 10, Exceptional, (1)
"Black Forest Cabins were beautiful! The decor inside the cabin was adorable. It was spacious and clean. I was pleasantly surprised with the size of the bathroom- bigger than expected. The cabins are located within walking distance to restaurants, cafes, shopping, the ocean, and walking trails. I would recommend staying here!"
The price is AU$356
includes taxes & fees
24 June - 25 June
Black Forest Cabins

Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg

10.0 out of 10, Exceptional, (90)
"Property was wonderful, love Lunenburg and area would definitely return!!!"
Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg

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

7.8 out of 10, Good, (8)
"Went on vacation with my Aunt, Uncle as well as our kids and their girlfriends. The rooms were great, nice view, a half a block from the water! Very close to Oak Island and Peggy's Cove! We highly recommend!"
The price is AU$298
includes taxes & fees
7 July - 8 July
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort

One bedroom fully equipped Mahone Bay luxury cottage

10.0 out of 10, Exceptional, (90)
"We enjoyed our stay. The location was perfect for visiting Mahone Bay. "
The price is AU$412
includes taxes & fees
27 June - 28 June
One bedroom fully equipped Mahone Bay luxury cottage

Arm's length from the sea, private cove beach. Easy to access town and city.

9.4 out of 10, Exceptional, (18)
"Comfortable , quiet with water views and sounds."
Arm's length from the sea, private cove beach. Easy to access town and city.

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

10.0 out of 10, Exceptional, (12)
"We loved our stay at the Dordean Suites, very private, very friendly. We will be back! "
The price is AU$298
includes taxes & fees
18 June - 19 June
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia

10.0 out of 10, Exceptional, (82)
"We had a very relaxing time. The property is very ideally located. A very comfortable house."
Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia

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

10.0 out of 10, Exceptional, (1)
"It was amazing clean and quiet will definatly be back in the summer"
The price is AU$386
includes taxes & fees
26 June - 27 June
Romantic Getaway w/ King Bed in Historic Lunenburg (Suite 4)

Tucked away on quiet street but short walk to Mahone Bay and all its amenities.

9.6 out of 10, Exceptional, (7)
"This vacation rental was so much more than we had hoped for. The place was impecable, the location was perfect, and the hosts were so helpful and friendly. We would recommend this property to anyone looking for a great vacation in the Mahone Bay Area. "
Tucked away on quiet street but short walk to Mahone Bay and all its amenities.

Wilson's Coastal Club - C3

10.0 out of 10, Exceptional, (3)
"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 AU$248
includes taxes & fees
17 June - 18 June
Wilson's Coastal Club - C3

The Nest at Deep Cove

10.0 out of 10, Exceptional, (45)
"This place is amazing!"
The Nest at Deep Cove

Oceanside Glamping Dome near Lunenburg

10.0 out of 10, Exceptional, (4)
"Had an amazing anniversary weekend here. Very cool experience and the property was better than expected. Lots of heat, very clean, everything exceeded expectations. Owners were amazing answering all our questions even a couple late in the evening. Happy with our stay and the location was perfectly just a few minutes away from Lunenburg. Would def stay again!"
The price is AU$486
includes taxes & fees
17 June - 18 June
Oceanside Glamping Dome near Lunenburg

Cozy Oceanfront Escape with Hot Tub

10.0 out of 10, Exceptional, (14)
"This spot was beyond my wife and i expectations. Would definitely recommend anyone to experience the beautiful views great accommodations."
Cozy Oceanfront Escape with Hot Tub

Ocean front cottage, relax and enjoy the sunset over St. Margaret's Bay!

10.0 out of 10, Exceptional, (16)
"Beth made our stay so pleasant with special touches such as a dog bed and bowls and even fresh eggs from her chickens. The house was spotless and well organized. The view was incredible even from inside. "
Ocean front cottage, relax and enjoy the sunset over St. Margaret's Bay!

Oakhill Pines Campground

3.0 star property
6.0 out of 10, (1)
"It was ok but I found it very expensive for only 1 plug in and no shower. I did like the location and staff were very friendly. "
The price is AU$154
includes taxes & fees
22 June - 23 June
Oakhill Pines Campground

Mahone Bay Hide-Away

10.0 out of 10, Exceptional, (71)
"Great little cottage. It was very clean and well equipped as well as nicely decorated. The man that met us there seemed very nice and helpful as well. "
Mahone Bay Hide-Away

Adventure Awaits at Salt & Tide Ocean Retreat

10.0 out of 10, Exceptional, (50)
"Loved the house, the location and everything else."
Adventure Awaits at Salt & Tide Ocean Retreat

Ocean front cottage in the heart of Hubbards.

9.8 out of 10, Exceptional, (41)
"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.

Wilson's Coastal Club - C7

10.0 out of 10, Exceptional, (4)
"A great place overlooking the water. Everything you need and very comfortable. Would love to come back in the warmer months. "
The price is AU$315
includes taxes & fees
17 June - 18 June
Wilson's Coastal Club - C7
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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Frequently asked questions

Are there holiday rentals in Chester?

Yes, there are holiday rentals close to the most popular sights in Chester, or you can select a more secluded option if you're looking for a relaxing stay. Chester is known for its golf courses and theatres. Make sure you have time to check out the entertainment choices and art during your trip.

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

Family Home In the Heart of the Village of Chester: This highly rated holiday home rental in Chester is located near the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

How many holiday rentals will I find in Chester?

Choose from 12 Expedia holiday rentals in Chester for a memorable holiday.

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 holiday rental in Chester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chester. Holiday rentals offer extras such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for family trips.