Holiday Rentals in Chester Islands

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Holiday Rentals in Chester Islands

Nova Scotia Oceanfront with Private Indoor Pool: The Land Yacht.

9.8 out of 10, Exceptional, (212)
"We had fantastic time. Thank you"
Nova Scotia Oceanfront with Private Indoor Pool: The Land Yacht.

Treeside Retreat with Hot tub

9.8 out of 10, Exceptional, (27)
"Great stay and easy communication with owner! Property is very up to date and has all of the amenities you could want. Very pleased and will be returning! "
Treeside Retreat with Hot tub

Cozy Cape Located In The Beautiful Seaside Town of Mahone Bay

10.0 out of 10, Exceptional, (10)
"What a charming, cozy, and well maintained rental...it feels like home. If you are an antique collector you will appreciate the furniture & collectibles that can be admired throughout the rental. It has everything you need and more. Pat & Pam were wonderful hosts. I would highly recommend this VRBO if you are traveling to the South Shore. "
Cozy Cape Located In The Beautiful Seaside Town of Mahone Bay

Oceanfront 3-Bedroom Captain's House

10.0 out of 10, Exceptional, (9)
"Amazing sunsets, daily visits from a family of deer, bright spacious surroundings, The Captain’s House has it all. It’s clean, quiet and welcoming. Thoughtfully designed & intentionally comfortable. A rare gem!"
Oceanfront 3-Bedroom Captain's House

Rock Haven Cottage, on the ocean!

10.0 out of 10, Exceptional, (80)
"Stayed for three nights and the cottage was everything they promised. It was incredibly peaceful and the proximity to the water was wonderful. Can’t wait to come back!"
Rock Haven Cottage, on the ocean!

Mahone Bay Hide-Away

10.0 out of 10, Exceptional, (67)
"It was a perfect place for me to relax and concentrate on my work. Everything I needed was very close. Property was exceptionally clean and comfortable. Highly recommend this property and others owned by this host."
Mahone Bay Hide-Away

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

10.0 out of 10, Exceptional, (4)
"Wonderful accommodations and host. Kelly helped with suggestions, set up a sailing excursion for us and made some delicious cookies and coffee cake. We were very pleased with the community of Mahone Bay and easy access, by car, to many other towns. Such a beautiful area. Terry"
Tucked away on quiet street but short walk to Mahone Bay and all its amenities.

Overlooking the Stunning views of St.Margaret's Bay

9.2 out of 10, Wonderful, (5)
"Clean and very well equipped. Above and beyond our expectations! Would highly recommend !!!"
Overlooking the Stunning views of St.Margaret's Bay

Ocean front cottage in the heart of Hubbards.

9.8 out of 10, Exceptional, (41)
"Great, cozy, comfortable, light-filled cottage for two on St Margarets Bay, with view of water from large deck. Close to beaches, South Shore, Peggy's Cove and Halifax area. The village of Hubbards has grocery, cafes, pharmacy, NSLC, bike trails and great Farmers Market."
Ocean front cottage in the heart of Hubbards.

Whalesback Cottage, on the ocean with access to Peggys Cove Preservation Area

9.8 out of 10, Exceptional, (115)
"Wow! Whalesback Cottage was the Nova Scotia oceanside escape that we were looking for. Our own private space – no traffic … no crowds … and the only sounds were the waves hitting the rocks. We spent countless pleasant hours watching the tides change the view … scanned the ocean with binoculars looking for the whales folks see occasionally. A few excited moments at dusk when we caught sight of several whales waaaaay out – okay, turned out be distant shoals but what fun! Enjoyed long walks … to...
Whalesback Cottage, on the ocean with access to Peggys Cove Preservation Area

Moonlight Cottage

9.8 out of 10, Exceptional, (6)
"We loved the spot and would love to stay again!"
Moonlight Cottage

Romantic, oceanfront, renovated luxury cottage at a beach and near Halifax

10.0 out of 10, Exceptional, (89)
"Loved it. Just what we needed and more. Will definitely come again"
Romantic, oceanfront, renovated luxury cottage at a beach and near Halifax

Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg

10.0 out of 10, Exceptional, (87)
"We had a great time at the cottage. Our 2 year old grand daughter loved the s'mores by the fire. We brought along all we needed for Thanksgiving Dinner and the kitchen was so well equipped that we actually could have roasted our turkey there but we had that done at home. Frank and Val have thought of everything you might need for a great stay! Frank was very quick to respond to any requests we had and the instructions for use of the cottage were very clear. Would definitely stay here again and...
Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg

Unique Ocean View Hilltop Retreat

10.0 out of 10, Exceptional, (160)
"The hilltop retreat was perfect for us. We were looking for a place big enough and fully equipped to host a family gathering pre-Christmas. This was just right. The kitchen is fully equipped. The hosts have thought of everything. The house is cozy and beautiful. Great distance from town and beautiful views. We may make it an annual tradition. "
Unique Ocean View Hilltop Retreat

Cozy Oceanfront Escape with Hot Tub

10.0 out of 10, Exceptional, (9)
"I booked this Vrbo for a quiet little weekend away to focus on some writing and to relax. Immediately when walking in the front door of this little cottage I was in awe. The view is absolutely stunning and the place was so well decorated. Every little detail for the coziest of stays was thought out. Some of my highlights were enjoying my morning coffee and journalling in the little window nook and getting all curled up on the couch infront of the fireplace. Truly and amazing stay. Would...
Cozy Oceanfront Escape with Hot Tub

The Nest at Deep Cove

10.0 out of 10, Exceptional, (39)
"This place is amazing!"
The Nest at Deep Cove

Dome One - Experience the ocean like never before. Private hot tub!

10.0 out of 10, Exceptional, (13)
"Astonishing views and our Anniversary night well spent "
The price is €333
includes taxes & fees
3 Feb - 4 Feb
Dome One - Experience the ocean like never before. Private hot tub!

Spectacular Oceanfront Living in Authentic Fishing Village

10.0 out of 10, Exceptional, (102)
"My friends and I enjoyed our stay at this property. Our host was responsive and made sure we had everything we needed. I wouldn’t hesitate to stay at this property again. "
Spectacular Oceanfront Living in Authentic Fishing Village

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

10.0 out of 10, Exceptional, (13)
"November 8th - November 13th There are not enough words to describe this property!! The amount of care that is put into everything is amazing. Beth has thought of EVERYTHING you could need...just when you think "Hmm, she probably doesn't have that..." just open a drawer, and there's a great chance you'll find it! The cottage was sparkling clean, the location/view was exactly as shown in the pics, it's phenomenal. We stayed there for 5 nights and I think we had the best sleep we've had in years!...
Ocean front cottage, relax and enjoy the sunset over St. Margaret's Bay!

Luxury Oceanfront Cottage

9.8 out of 10, Exceptional, (6)
"We loved this property! So clean and just a beautiful location. We grilled a couple of nights and sat outside looking at the amazing view. The location was perfect to go into Lunenburg such a gorgeous city. We did love the keyless entry. We would recommend one hundred percent! "
The price is €356
includes taxes & fees
3 Feb - 4 Feb
Luxury Oceanfront Cottage
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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Other types of properties in Chester Islands you may be interested in

Best Western Plus Bridgewater Hotel & Convention Centre

3.5 star property
9.2 out of 10, Wonderful, (822)
"only thing was couldn’t find dry towels for around pool area but it didn’t affect the stay"
The price is €114
includes taxes & fees
18 Feb - 19 Feb
Best Western Plus Bridgewater Hotel & Convention Centre

Days Inn & Conference Center by Wyndham Bridgewater

2.5 star property
7.4 out of 10, Good, (1000)
"good stay"
The price is €90
includes taxes & fees
4 Feb - 5 Feb
Days Inn & Conference Center by Wyndham Bridgewater

Nova Scotia Oceanfront with Private Indoor Pool: The Land Yacht.

9.8 out of 10, Exceptional, (212)
"We had fantastic time. Thank you"
Nova Scotia Oceanfront with Private Indoor Pool: The Land Yacht.
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.

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?

Treeside Retreat with Hot tub: This holiday home rental outside of Chester Islands is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of Access to hot tub in this rental home to help you unwind.

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.