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Compare 53 Vacation Homes in Chester with updated reviews, rates, and availability.

Remodelled historic suite w/nautical boho decor, in the UNESCO Town of Lunenburg

10.0 out of 10, Exceptional, (6)
"Good location, quiet, well appointed apartment "
Remodelled historic suite w/nautical boho decor, in the UNESCO Town of Lunenburg

Unwind, Explore and Reconnect at Knotting Hill

10.0 out of 10, Exceptional, (13)
"Lovely spot.. well located and equipped with lots of amenities "
Unwind, Explore and Reconnect at Knotting Hill

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

Mahone Bay Hide-Away

10.0 out of 10, Exceptional, (68)
"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

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

The Beacon at Bayswater Beach

10.0 out of 10, Exceptional, (2)
"Beautiful and cozy place. Wonderful spot to get away, recharge and enjoy each other's company. Communication with host was great, clear ,responsive and unobtrusive.We look forward to visiting again when winter ends!"
The Beacon at Bayswater Beach

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

7.8 out of 10, Good, (8)
"Great house. Some of the furniture needs changing like the dining room chairs that are very wobbly.3 bedrooms in basement are only doubles so like my son and his wife that are bigger people they had to sleep separately. All in all there was a great view and it was worth the prixe."
The price is AED 511
AED 673 total
includes taxes & fees
15 Apr - 16 Apr
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort

The Nest at Deep Cove

10.0 out of 10, Exceptional, (40)
"This is a great property. We really enjoyed the beautiful view and fireplace. Very relaxing. We took a winter getaway and so were not able to use the patio, but it looked very inviting even with snow on it. The unit was well stocked with cooking items, the furniture was very comfortable. The location is a convenient distance from Mahone Bay and Chester; great for lunch, dinner or just coffee shop hopping. Will definitely try to get back. "
The Nest at Deep Cove

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

10.0 out of 10, Exceptional, (81)
"Bring your groceries and leave your worries behind. This out-of-the-way vacation cottage is a great place to settle in and watch the waves. We spotted seals, eagles and fishing boats gliding past. The road onto the island, with it's twists, turns and one-lane bridge, adds to the charm. The property provides a sense of isolation but neighbours are nearby if needed. The owner is super-friendly and was reachable throughout our stay. The cottage is well-equipped and quickly feels like home. The...
The price is AED 781
AED 1,013 total
includes taxes & fees
16 Mar - 17 Mar
Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia

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.

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

9.8 out of 10, Exceptional, (27)
"Great house with basics to make it easy to stay."
Beautiful Lakefront Home with 5 Bed/3 Baths, WiFi, tons of amenities!

Relax on the South Shore, steps from 2 beaches, ocean views & hot tub.

10.0 out of 10, Exceptional, (8)
"Great location and very well equipped."
Relax on the South Shore, steps from 2 beaches, ocean views & hot tub.

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.

Adventure Awaits at Salt & Tide Ocean Retreat

10.0 out of 10, Exceptional, (49)
"This was a beautiful home - perfect for a relaxing weekend escape. Jane was a lovely host and responded immediately to any questions we had. Well equipped kitchen and cozy bedrooms. Couldn’t have asked for more. Thank you! "
Adventure Awaits at Salt & Tide Ocean Retreat

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

Lakefront beautiful property in a very private area. An hour drive from Halifax.

8.8 out of 10, Excellent, (6)
"Beautiful Lake Front property, Ultra clean lake."
Lakefront beautiful property in a very private area. An hour drive from Halifax.

The Salty Cribb II- Private oceanfront vacation home just minutes from Lunenburg

10.0 out of 10, Exceptional, (34)
"Our family of 5 (and a baby) enjoyed our stay at the Salty Cribb II. The house is comfortable, well stocked, and a short distance to a great little store. The owner responded quickly when we did have a question."
The Salty Cribb II- Private oceanfront vacation home just minutes from Lunenburg

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

Family Home In the Heart of the Village of Chester

9.6 out of 10, Exceptional, (24)
"Awesome time!"
Family Home In the Heart of the Village of Chester

Oceanview 5 bdrm, 3 bath with Stunning Views near Peggy's Cove, East Dover

10.0 out of 10, Exceptional, (40)
"This home is fabulous. Clean, spacious, well furnished. Amazing location - within short gorgeous drives to whatever we need. And plenty of room for walks around the property and rocks along the bay. Magnificent views of the ocean/bay. Any minor issues were resolved quickly. Stephen is very responsive and attentive. Excellent host. "
Oceanview 5 bdrm, 3 bath with Stunning Views near Peggy's Cove, East Dover
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 property types in Chester

Family Home In the Heart of the Village of Chester

9.6 out of 10, Exceptional, (24)
"Awesome time!"
Family Home In the Heart of the Village of Chester

Moonlight Cottage

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

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

10.0 out of 10, Exceptional, (81)
"Bring your groceries and leave your worries behind. This out-of-the-way vacation cottage is a great place to settle in and watch the waves. We spotted seals, eagles and fishing boats gliding past. The road onto the island, with it's twists, turns and one-lane bridge, adds to the charm. The property provides a sense of isolation but neighbours are nearby if needed. The owner is super-friendly and was reachable throughout our stay. The cottage is well-equipped and quickly feels like home. The...
The price is AED 781
AED 1,013 total
includes taxes & fees
16 Mar - 17 Mar
Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia
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.