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Vacation rentals in Chester

Vacation rentals in Chester

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chester

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Moss Cottage
    SUPERHOSTEntire cabin · 2 guests · 1 bed · 1 bath
    Moss Cottage

    Moss Cottage can be your getaway only 45 minutes from Halifax and a few kilometers from the village of Chester on Nova Scotia's beautiful south shore. It's your choice to take in the many local sights, shop in towns and villages that dot the coastline, sail, play golf or stretch out on any number of beaches -- all within easy driving. Or, perhaps you'd prefer to stay put at Moss Cottage for a lovely chance at solitude and a dip in our crystal clear lake.

    What guests are saying:

    “What a beautiful place Moss Cottage was! From the moment we walked down the stone stairway to the front door my fiance and I were entranced by the magic this place holds. There was always something to do here, and whether we were playing board games or watching a large selection of DVDs next to a cozy wood stove we always felt like we were in our home away from home. The spectacular lake view never disappointed and was a dream to wake up to every morning, and with the fall leaves floating on the lake and peppering the lawn the view was like a painting I couldn't take my eyes off of. We even got out on the boat a couple times and the lake looked just as amazing from the boats perspective. I'm sure I'm forgetting a lot of things but all in all the hospitality and small touches that Cindy and Moss Cottage provide make this place feel like your own. I would absolutely recommend this place to my family and friends and I will absolutely be back again. Thank you infinitely, Justin”

  • Cozy Cottage on South Shore. 30 min from Halifax!
    SUPERHOSTEntire cottage · 2 guests · 1 bed · 1 bath
    Cozy Cottage on South Shore. 30 min from Halifax!

    A very cozy and peaceful place to base any vacation on the South Shore out of. Very close to hiking and ATV trails. No visible neighbors from the yard, lots of wildlife. Large parking areas. Interior is a mixture of new and re purposed materials. Appliances are small but functional, all the comforts of home but smaller. Double bed is incredibly comfortable. The building is compact but well laid out for function. It's my favorite place to be.

    What guests are saying:

    “If you are looking for a peaceful retreat this is your place! Michelle's little cottage is private and quiet. We had our dogs there and they had lots of space to run and play. Her location its perfectly located to chester and mahone bay for little day trips. We were there in the spring but I can imagine it would be a perfect spot for a summer trip!”

  • Squid Cove Cottage on ocean
    SUPERHOSTEntire cottage · 2 guests · 1 bed · 1 bath
    Squid Cove Cottage on ocean

    Romantic getaway on oceanfront. Minutes from the village of Chester and 30 minutes to Halifax. Beaches near by, short drive to Mahone Bay, Lunenburg and other tourist attraction like Oak Island and New Ross Farm. Private wharf to catch a Mackerel, Squid or just hang out . Little sandy beach.... be sure to bring water shoes it’s alittle rocky but lots of hermit crab to catch! Great friendly local neighbors .

    What guests are saying:

    “This Seaside Cottage was exactly what I was looking for to "Retreat Myself"! Attention to detail was impressive and it was so cozy and peaceful. Even the foggy days were welcomed as the cottage more than made up for the non-sunny days. The spa bath had candles ready for you to soak it all up! Kerry knows "Hospitality" !”

Vacation rentals for every style

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Popular amenities for Chester vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Chester

Wilderness Tiny Cabin by the Ocean(Solar/Glamping)
Tiny house
Wilderness Tiny Cabin by the Ocean(Solar/Glamping)
Price:$59 CAD/night
Garden Loft Cottage on the Water
SUPERHOSTEntire cottage
Garden Loft Cottage on the Water
Price:$145 CAD/night
Driftwood Cottage
SUPERHOSTEntire cottage
Driftwood Cottage
Price:$125 CAD/night
Pioneer Cottage 8km from Chester's New Sensea Spa
SUPERHOSTEntire guesthouse
Pioneer Cottage 8km from Chester's New Sensea Spa
Price:$109 CAD/night
A great South Shore location for your Staycation!
SUPERHOSTEntire guest suite
A great South Shore location for your Staycation!
Price:$75 CAD/night
Quarrie Cottage | Bright & airy in-town cottage
SUPERHOSTEntire cabin
Quarrie Cottage | Bright & airy in-town cottage
Price:$200 CAD/night
Ocean Breezes/Ocean Views&Access/ 5 min/Mahone Bay
SUPERHOSTEntire guesthouse
Ocean Breezes/Ocean Views&Access/ 5 min/Mahone Bay
Price:$149 CAD/night
Ocean front cottage,  Mahone Bay
SUPERHOSTEntire house
Ocean front cottage, Mahone Bay
Price:$100 CAD/night
Home in the heart of Chester Village
Entire house
Home in the heart of Chester Village
Price:$125 CAD/night
Sea-side retreat in Hubbards
SUPERHOSTEntire cottage
Sea-side retreat in Hubbards
Price:$165 CAD/night
Mahone Bay...Prime Waterfront Location
SUPERHOSTEntire guesthouse
Mahone Bay...Prime Waterfront Location
Price:$150 CAD/night
COZY DEEP COVE COTTAGE
SUPERHOSTEntire house
COZY DEEP COVE COTTAGE
Price:$95 CAD/night
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