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Holiday Rentals in Chester

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    Travellers to Chester are booking October dates now. Secure your holiday rental today, and have the perfect trip.
    All 23 Rentals in Chester
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    Chester
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Breath taking Ocean Harbour Front 3 Bedroom 2 Bath1 / 34
    (2)Very good
    Chester
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Chester
    5 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    Serenity1 / 16
    (7)Excellent
    Chester
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Porch
    • Patio
    • Central Heating
    • Balcony
    • Grill
    • DVD Player
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Chester was a great location for us right in the middle of the attractions we visited. Close to Mahone Bay, Lunenburg and Peggy's Cove and also about one hour fromLiverpool and...
    Reviewed 27 July 2017
    My friend Howard and I and my dog Aislinn loved our visit to Serenity cottage and to Chester which is a nice townThe house was very comfortable and Sandra offered us greens from...
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    About this property
    Come to beautiful Chester and Stay in this Storybook 1600 Sq ft Cottage. It sits on a meticulously landscaped 2 acres overlooking the Coveside Stable. This cottage has all of the ammenities of home and is less than 5 minutes to the village of Chester, well known to sailors all over the world. The...
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    Chester, Southwest Nova Scotia B0J 1J0
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Chester
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Waterfront
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RENTAL DESCRIPTION: This delightful single level bungalow cottage is nestled on Nova Scotia's amazing South Shore area of Green Bay. Here, you are directly across from a pristine white sand beach and close to Risser's Beach Provincial Park. Wake up to the sounds of the ocean and surf while enjoying...
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    Chester, Southwest Nova Scotia
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Chester
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Internet Access
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RENTAL DESCRIPTION: Take in as much beauty as the undeveloped Nova Scotia waterfront has to offer, from this charming, private 2-story home. Located at the end of a winding private drive, this cape-style shingled cottage is sequestered in a pristine and natural setting of 3.75 acres with 300-ft of...
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    Chester, Southwest Nova Scotia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    #30 Captains Watch Oceanfront Retreat, McGraths Cove  NS1 / 16
    (2)Very good
    Chester
    6 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 June 2017
    This very nice home on a great place in a nice and friendly comunity needs cleaning up inside. Dishes, kitchenware, pots and pans was dirty and bevore using we have to clean up...
    Reviewed 14 October 2016
    I've stayed in many VRBO properties over the year. This is the BEST equipped property in which I've ever stayed. It was well-stocked with condiments from previous guests...
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    RENTAL DESCRIPTION: The locals say that Nova Scotia is the place where heaven meets earth, and nowhere is that more true than on this Peggy's Cove area oceanfront retreat. To see this 5 Bedroom 3.5 bath newly restored home and its picture-perfect sheltered cove, is to fall in love. It is a great...
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    Chester, Southwest Nova Scotia
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 10
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    Islands in the Sun1 / 12
    (1)Excellent
    Chester
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 2017
    We had a fantastic time and this cozy and comfortable cottage facing the beach and on a big lot perfect for kids to run around in and fly the kite that was left for our use...
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    About this property
    180 degree view of the Chester Basin on the South Shore of Nova Scotia. Watch the moon or sun rise directly out front over the ocean and countless islands. There are no dangerous rips or currents as the ocean is calm, the warmest I have experienced as this area is the farthest inland. in fact we...
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    Location Information
    Chester, Southwest Nova Scotia B0J3M0
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Chester
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Waterfront
    • Internet Access
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RENTAL DESCRIPTION: PRIVATE 2 BEDROOM COTTAGE NEAR HISTORIC LUNENBURG, MAHONE BAY & STONEHURST. A magical private cottage built on the rocks of Schooner Cove where eagles, osprey and seabirds fly by at eye level. Panoramic views from every window and the deck offers wonderful sunrises and sunsets....
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    Chester, Southwest Nova Scotia
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    #1 Waterside Cottage, Chester  NS1 / 18
    (1)Excellent
    Chester
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Air Conditioning
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Beautiful spot to unwind & enjoy Nova Scotia. Close to Halifax Chester Peggy's Cove & airport. Shopping is a drive but OK with planning. Quiet and secluded.
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    About this property
    RENTAL DESCRIPTION: DELIGHTFUL WATERFRONT 2BR/2BA HOME IN CHESTER'S BACK HARBOUR W/DOCK. Chester Waterfront with Private Dock, 4-Star. Extraordinary Location. This delightful waterfront home, nestled on a private lane, has a fabulous view of Chester's sheltered Back Harbour. Surrounded by peaceful...
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    Location Information
    Chester, Southwest Nova Scotia
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Chester
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Private Garden
    • Patio
    • Wi-Fi
    • Parking
    • DVD Player
    • Grill
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy 1 bedroom cottage with a loft in the heart of Chester. Newly renovated. Full kitchen, living room and bathroom. Beautiful gardens surrounding the property. Cable and Wireless Internet Provided. Not far from Chester's beautiful waterfront. In walking distance there is the Yacht Club, Captain's...
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    Location Information
    Chester, Southwest Nova Scotia B0J 1J0
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Chester
    2 Bedrooms, 4 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 200-year-old carriage house is Chester’s hidden gem. Completely renovated by a renowned East Coast architect, this property is the perfect place to relax and get away. It is located in the heart of the Chester village, within walking distance from restaurants, Nova Scotia`s oldest pub The...
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    Location Information
    Chester, Southwest Nova Scotia B0J1J0
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 4
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    The following rentals are within 15 kilometers of Chester.
    #4 Heisler House Haven, Mahone Bay  NS1 / 28
    (1)Excellent
    Mahone Bay
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Internet Access
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 2017
    We were bumped from our original booking in Lunenburg to this amazing apartment on the bay. The deck alone is reason enough to stay here. Even though it is on the main road...
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    About this property
    RENTAL DESCRIPTION: MAHONE BAY 2BR TOWNHOUSE IN TOWN NEAR ART GALLERIES, DINING, & SHOPS. The views from this second-level townhouse, located in the heart of Mahone Bay, are one of the most photographed scenes in Nova Scotia. From your waterside balcony, you look out onto the Mahone Bay Harbor and...
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    Location Information
    Mahone Bay, Southwest Nova Scotia B0J 2E0
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Mahone Bay
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Internet Access
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RENTAL DESCRIPTION: UPDATED OCEANFRONT 2BR/1 BA COTTAGE ON 35-ACRES W/POOL IN MAHONE BAY. Simply delightful, these three (3) refurbished oceanfront cottages on 35-acres with private swimming pool, will steal your heart. Beautifully upgraded, each cottages features one floor living with a bright...
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    Location Information
    Mahone Bay, Southwest Nova Scotia B0J 2E0
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    #42 Kingfisher Cottage, Mahone Bay  NS1 / 28
    (1)Excellent
    Mahone Bay
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 September 2015
    This was our second time staying in this cottage. We stayed for 6 nights and wish we could have stayed longer. Very well equipped for cooking. Very quiet and peaceful...
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    About this property
    RENTAL DESCRIPTION: UPDATED OCEANFRONT 2BR/1BA COTTAGE ON 35-ACRES W/POOL IN MAHONE BAY. Simply delightful, these three (3) refurbished oceanfront cottages on 35-acres with private swimming pool will steal your heart. Beautifully upgraded, each cottages features one floor living with a bright open...
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    Location Information
    Mahone Bay, Southwest Nova Scotia B0J 2E0
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Mahone Bay
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Waterfront
    • Grill
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RENTAL DESCRIPTION: COZY SEASIDE RETREAT ON MAHONE BAY SLEEPS 6 W/PRIVATE DOCK & ROW BOAT. Silver Tides is a cozy and compact seaside retreat offering easy access to the sought after sailing waters of Mahone Bay. Special features include more than a 100- ft. of ocean frontage with rock-stone...
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    Location Information
    Mahone Bay, Southwest Nova Scotia B0J 2E0
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    #19 Saracenia Cottage, Upper Blandford  NS1 / 18
    (3)Very good
    Blandford
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Internet Access
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RENTAL DESCRIPTION: WATERFRONT 4BR/2BA CAPE HOME W/BOLD OCEAN VIEWS NEAR HISTORIC TOWNS. Saracenia Cottage is enjoying a second lease on life. This fabulous classic waterfront cape on a private paved road, has been loving restored with every modern amenity to make your stay here special. Located in...
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    Location Information
    Blandford, Southwest Nova Scotia
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Mahone Bay
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RENTAL DESCRIPTION: DELIGHTFUL 2BR/1BA OCEANFRONT COTTAGE, UPGRADED W/POOL & PRIVATE DECK. Simply delightful, these three (3) refurbished oceanfront cottages on 35-acres with private swimming pool will steal your heart. Beautifully upgraded, each cottages features one floor living with a bright...
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    Location Information
    Mahone Bay, Southwest Nova Scotia B0J 2E0
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    #34 Emily's Seaside Escape, Hubbards1 / 34
    (1)Very good
    Mahone Bay
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 July 2017
    We enjoyed our stay here, it was very quiet. Great wifi, decent location and clean cottage. 10 minute drive to Hubbard's, where you can find grocery, liquor and restaurants...
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    About this property
    RENTAL DESCRIPTION: Relax and surround yourself with the calming ocean views of Emily's Seaside Escape. Early riser's can savour their morning beverage on the spacious deck awakening to the glorious sunrise over St. Margaret's Bay. Watch as the sailboats and fishing vessels venture off to seize the...
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    Location Information
    Mahone Bay, Southwest Nova Scotia B0J 2E0
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Far Far Away Guesthouse1 / 13
    (5)Excellent
    Mahone Bay
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Washer
    • Air Conditioning
    • Parking
    • Satellite TV
    • Grill
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 October 2016
    This house was a very cozy and comfortable base for our travels around Mahone Bay. When we first arrived we found it it was farther from Mahone Bay than we had anticipated, but...
    Reviewed 14 August 2016
    The Far Far Away Guesthouse was exactly what my family of three needed. It was far enough away from the hustle & bustle of the city, and a close drive to attractions. My 5...
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    About this property
    Far Far Away is a Canada Select 4 Star guesthouse located directly between Chester and Mahone Bay; a ten minute drive in either direction and 25 minutes to the UNESCO World Heritage Town of Lunenburg. The guest house shares a driveway with an early 1900s home and has oodles of privacy in the...
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    Location Information
    Mahone Bay, Southwest Nova Scotia B3J 2Y3
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Cherry Lane Cottage Mahone Bay NS1 / 14
    (4)Excellent
    Mahone Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Waterfront
    • Grill
    • Wi-Fi
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 July 2017
    Cherry Lane cottage was clean and in a fantastic location. The cottage was well stocked with towels, linens, and cooking utensils. The beds were comfortable. There was also a...
    Reviewed 21 September 2016
    Jim and I have traveled extensively over the years, but seldom have we enjoyed our accommodation as much as Cherry Lane Cottage. It is charming, comfortable, well equipped and a...
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    About this property
    Cozy 2 storey cottage on a narrow, quiet lane in the heart of pictureque, tranquil Mahone Bay, Nova Scotia. Within walking distance to downtown, the waterfront, restaurants, bistros, coffee shops, pub, shopping, waterfront festivals and events. Fully equipped kitchen, private deck with BBQ, bed...
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    Location Information
    Mahone Bay, Southwest Nova Scotia B0J 2E0
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Loon Lodge on Mahone Bay Harbor with Famous Waterfront View! Boats and Bikes!1 / 20
    (2)Very good
    Mahone Bay
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Central Heating
    • Grill
    • Wi-Fi
    • Satellite TV
    • Washer
    • Waterfront
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    A pretty, cosy cottage located in one of the most beautiful places in Nova Scotia. Loon Lodge is a comfortable 3 bedroom house with a postcard view of the town of Mahone Bay and...
    Reviewed 8 August 2016
    The hosts tried in every way to anticipate the needs of guests. I would have given 5 stars but we, unfortunately, chose a week during an extended drought and the water comes...
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    About this property
    NOTE: LOON LODGE ON MAHONE BAY HARBOR HAS BEEN COMPLETELY BOOKED OF 2017 FOR SOME TIME. BOOK EARLY FOR 2018 AT OUR NEW MONTHLY RATES AND SAVE ON ONE OF THE FINEST WATERFRONT VIEWS IN EASTERN NORTH AMERICA! The 3 Historic Churches on Mahone Bay Harbor are one of Canada's most famous views, and...
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    Location Information
    Mahone Bay, Southwest Nova Scotia B0J 2E0
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Over The Way Cottage1 / 17
    (1)Very good
    Western Shore
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 June 2017
    The owner Jay did an outstanding job of ensuring the unit was well stocked with everything. This included local organic coffee and local wine. There was really nothing that was...
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    About this property
    Over The Way Cottage offers pet-friendly accommodations in Martin's Point, Nova Scotia. It's conveniently located between Mahone Bay and Chester. Close to local attractions but out of the way enough to feel like a rural retreat. Originally built in the early 1900s, by the owners great grandparents,...
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    Location Information
    Western Shore, Southwest Nova Scotia B0J 2E0
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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