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Holiday Rentals near Chester Playhouse

22 Pleasant Street, Chester, Nova Scotia NS B0J 1J0, Canada
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    Travellers to Chester are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    All 13 Rentals in Chester
    Breath taking Ocean Harbour Front 3 Bedroom 2 Bath1 / 34
    (2)Very good
    Chester
    0.4 kilometres from Chester Playhouse
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    5 bedroom quiet and spacious retreat1 / 27
    (1)Excellent
    Chester
    0.6 kilometres from Chester Playhouse
    5 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    Serenity1 / 16
    (7)Excellent
    Chester
    2.4 kilometres from Chester Playhouse
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Chester
    0.1 kilometres from Chester Playhouse
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Ocean Views
    • Washer
    • Parking
    • Wi-Fi
    • Private Garden
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Three storey historical home features traditional character and charm. Located in the historic seaside village of Chester. The House sleeps 10 people - 3 queen beds, and 2 single beds and a set of single bunk beds which are in the connecting room off one of the queen bedrooms. Lots of outdoor...
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    Location Information
    Chester, Southwest Nova Scotia
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    Chester
    0.9 kilometres from Chester Playhouse
    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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    Location Information
    Chester, Southwest Nova Scotia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Chester
    0.9 kilometres from Chester Playhouse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Internet Access
    Suitability
    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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Chester
    0.9 kilometres from Chester Playhouse
    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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    #1 Waterside Cottage, Chester  NS1 / 18
    (1)Excellent
    Chester
    0.9 kilometres from Chester Playhouse
    2 Bedrooms, 2 Bathrooms, Sleeps 4 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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    Location Information
    Chester, Southwest Nova Scotia
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    #30 Captains Watch Oceanfront Retreat, McGraths Cove  NS1 / 16
    (3)Very good
    Chester
    0.8 kilometres from Chester Playhouse
    6 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Waterfront
    • Grill
    Suitability
    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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    Location Information
    Chester, Southwest Nova Scotia
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 10
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    Chester
    0.7 kilometres from Chester Playhouse
    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
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 4
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    The following rentals are within 15 kilometres of Chester.
    Far Far Away Guesthouse1 / 22
    (5)Excellent
    Mahone Bay
    6.9 kilometres from Chester Playhouse
    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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    Location Information
    Mahone Bay, Southwest Nova Scotia
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Western Shore
    7.4 kilometres from Chester Playhouse
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • 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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Over The Way Cottage1 / 17
    (1)Very good
    Western Shore
    6.9 kilometres from Chester Playhouse
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • 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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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