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Check prices for these dates

Compare 64 Vacation Homes in Chester with updated reviews, rates, and availability.

Unwind, Explore and Reconnect at Knotting Hill

10.0 out of 10, Exceptional, (14)
"Easy check in, very responsive host, and let us check in early and check out late! Beautiful property, complete with a family of deer! Would love to return during a warmer month to fully enjoy cottage life!"
Unwind, Explore and Reconnect at Knotting Hill

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

10.0 out of 10, Exceptional, (9)
"The home was so clean and organized. We all enjoyed the soft tub. The kids loved the games and books. Beautiful location with a short walk to the park and ocean. The kitchen was so well stocked with everything to make a meal. We just brought the food. The host Karen checked on us to make sure all was good. Definitely a roomy home we would stay in again. Thank you Karen and Neil."
Relax on the South Shore, steps from 2 beaches, ocean views & hot tub.

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 SAR 805
SAR 1,052 total
includes taxes & fees
30 Mar - 31 Mar
Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia

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

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

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

Modern three bedroom with Panoramic Oceanview

9.6 out of 10, Exceptional, (13)
"Our group of four just stayed for a week in August and had an incredible time at this property! We found everything to be true to the listing if not better, and the stunning views from multiple directions made our stay even more memorable. We were able to explore a great deal of the surrounding areas thanks to the central location, with short hops to nearby Lunenburg, Mahone Bay, Peggy's Cove, Chester, and of course Halifax and other great destinations. Highly recommended!"
Modern three bedroom with Panoramic Oceanview

Oceanfront 3-Bedroom Captain's House

10.0 out of 10, Exceptional, (11)
"Very clean, comfy, great water views. Recommended!"
Oceanfront 3-Bedroom Captain's House

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

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 SAR 524
SAR 690 total
includes taxes & fees
15 Apr - 16 Apr
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort

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

9.8 out of 10, Exceptional, (214)
"What an amazing property! The property speaks for itself, the communication with the host takes the cake! The beds were above hotel quality. The pool was perfect and the main living area was perfect for a large group. The land yacht is a must stay. "
Nova Scotia Oceanfront with Private Indoor Pool: The Land Yacht.

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

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

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!

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

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 - Private oceanfront vacation home just minutes from Lunenburg

10.0 out of 10, Exceptional, (24)
"This is a lovely private oceanfront house. Perfect blend of old house but updated tasteful interior. Location is fantastic. Even the beds are comfortable. Win,win,win!"
The Salty Cribb - Private oceanfront vacation home just minutes from Lunenburg
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

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 SAR 805
SAR 1,052 total
includes taxes & fees
30 Mar - 31 Mar
Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia

Moonlight Cottage

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