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Holiday Rentals in Chester

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    Travellers to Chester are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    All 18 Rentals in Chester
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    Serenity1 / 16
    (7)Excellent
    Chester
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Chester
    5 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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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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    • Cable/satellite TV
    • Parking
    • Balcony
    • Internet Access
    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 August 2017
    My wife and I enjoyed a very peaceful and relaxing week in Chester at Richard's comfortable property on Pig Loop Rd. Accommodations were excellent ,well located with the view...
    Reviewed 26 April 2017
    This home is a real find right on the water in the heart of Chester. You are within walking distance to restaurants, shops, the Tancook Island Ferry and the Yacht Club. We fell...
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    About this property
    Breath taking Harbour Front 3 Bedroom 2 Bath Condo. Located on historic Chester Front Harbour. Private steps to the crystal clean water perfect for swimming in the summer months .The perfect mix. Master bedroom custom on suite with rain shower, walk in closet Recently renovated and excellent mix...
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    Chester, Southwest Nova Scotia B0J 1J0
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Chester
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Internet Access
    • Waterfront
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    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 B0J 1K0
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Chester
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RENTAL DESCRIPTION: In one of the historic homes of Lunenburg, a door gives way to a surprising find. Upstairs is an inviting, creatively designed and spacious loft style 1 bedroom 1 bath accommodation, that is upbeat with unique flourish, original art and maximum comforts. Through a private...
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    Chester, Southwest Nova Scotia B0J 1K0
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    #30 Captains Watch Oceanfront Retreat, McGraths Cove  NS1 / 16
    (3)Very good
    Chester
    6 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Waterfront
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 October 2017
    Our group of 8 retirees stayed in this amazing home from Sept 9 -23 2017. We enjoyed this well equiped waterfront property and used it as a base for touring around Nova Scotia...
    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...
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    About this property
    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 B0J 1K0
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 10
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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 23 August 2017
    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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    Chester, Southwest Nova Scotia B0J 1K0
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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 B0J 1K0
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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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.
    Cherry Lane Cottage Mahone Bay NS1 / 14
    (4)Excellent
    Mahone Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/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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    Mahone Bay, Southwest Nova Scotia B0J 2E0
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, 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
    • Cable/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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    Mahone Bay, Southwest Nova Scotia B3J 2Y3
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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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
    • Cable/satellite TV
    • Washer
    • Waterfront
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 August 2017
    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
    LOON LODGE ON MAHONE BAY HARBOR WAS COMPLETELY BOOKED FOR THE SUMMERS OF 2016 AND 2017. THANKS TO ALL OF OUR WONDERFUL GUESTS FOR THE ENTHUSIASM! FOR 2018, WE ARE OFFERING LOON LODGE FOR WEEKLY AND ALSO FOR MONTHLY SUMMER RENTALS (4 WEEKS) AT THE SPECIAL RATE OF $7000, SO YOU ARE GETTING 4 FULL...
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    Mahone Bay, Southwest Nova Scotia B0J 2E0
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    #34 Emily's Seaside Escape, Hubbards1 / 17
    (1)Very good
    Mahone Bay
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • 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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    Western Shore
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Ocean Views
    • Cable/satellite TV
    • Wi-Fi
    • Waterfront
    • Parking
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is situated on a peninsula and boasts ocean views from every window. Located on a quiet cove you can enjoy your own small beach area and clear views of the famous Oak Island. In the summer months the cove fills with sailboats and kayakers. Wake up in the morning to an ocean view at the...
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    Location Information
    Western Shore, Southwest Nova Scotia B0J 1J0
    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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    • Internet Access
    • Waterfront
    • Grill
    • Cable/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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    Mahone Bay, Southwest Nova Scotia B0J 2E0
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    #4 Heisler House Haven, Mahone Bay  NS1 / 14
    (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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    Mahone Bay, Southwest Nova Scotia B0J 2E0
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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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    • Cable/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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