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Vacation rentals in Chester

Vacation rentals in Chester

Find and book unique accommodation on Airbnb

Top-rated holiday 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:

“We just spent the most relaxing, peaceful few days at Moss Cottage! The super cute cottage was clean and well stocked with kitchen items and other necessities, the bed was super comfy, the A/C a lovely option for those humid days, and the personal touches were extra nice. Best of all, the surroundings (deck, wharf, lake, surrounding forest) were absolutely idyllic! I would certainly recommend it to anyone who wants a serene, rustic getaway. For the price, Moss Cottage is a beautiful retreat and we really hope to return!”

Driftwood Cottage
SUPERHOSTEntire cottage · 4 guests · 3 beds · 1 bath
Driftwood Cottage

Simple, peaceful, perfect getaway. Driftwood cottage is nestled in beautiful Northwest Cove, your own private peace of heaven. Available for your vacational needs whether a romantic retreat or a relaxing place to hang out in-between day trips. Enjoy the sunny deck or make your way to one of the 5 local beaches. If you are looking for a relaxing time away from the regular hustle and bustle of life then this is definitely the place for you. The location is ideal for exploring the South Shore.

What guests are saying:

“Wonderful stay at driftwood! highly recommend this cottage. There was a power outage one night which didn’t really bother us but i thought to message andy and nicola in case it was something serious and they got back to me immediately and looked it up and apparently it was a scheduled maintenance outage for the region. They had lots of candles around and were very easy to reach. We went to the white sand beach that they had recommended. It was really nice and not too busy (although maybe this is because of things only reopening now due to covid). Basic cooking things provided although just a heads up to bring your own cooking oil. Really a very charming cottage, you will not be disappointed.”

Pioneer Cottage 8km from Chester's New Sensea Spa
SUPERHOSTEntire guesthouse · 4 guests · 2 beds · 1 bath
Pioneer Cottage 8km from Chester's New Sensea Spa

Pioneer Cottage is an ocean view, family friendly, cozy studio guest house situated on a 40 acre property, which is shared with our family home. It's close to the highway and only minutes from the charming village of Chester, NS. Woodstove with wood available for the winter months and newly added heat pump for air conditioning during the hot summer. With a comfortable queen bed, pull out sofa, mini fridge, induction cooktop portable burner, and microwave to help make your stay enjoyable.

What guests are saying:

“The cottage was very nicely decorated, very clean and modern. It was just off the highway and very easy to find. My partner and I stayed for two nights. There were plenty of little touches in the cottage, including a couple grenola bars, apple juice, a bag of popcorn, etc. Overall a great stay, great value, and I'd highly recommend it to anyone visiting the area.”

Holiday rentals for every style

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Popular amenities for Chester holiday rentals

  • Kitchen
  • Wi-Fi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Chester

Squid Cove Cottage on ocean
SUPERHOSTEntire cottage
Squid Cove Cottage on ocean
Price:$264 AUD / night
A great South Shore location for your Staycation!
SUPERHOSTEntire guest suite
A great South Shore location for your Staycation!
Price:$85 AUD / night
Big Red Roof (IMMACULATE,bathroom, Netflix coffee)
SUPERHOSTEntire guest suite
Big Red Roof (IMMACULATE,bathroom, Netflix coffee)
Price:$81 AUD / night
Puffin’s Nest romantic loft enhanced clean getaway
SUPERHOSTEntire guest suite
Puffin’s Nest romantic loft enhanced clean getaway
Price:$84 AUD / night
Squid Cove Cottage 2 bedroom, East Chester
SUPERHOSTEntire cottage
Squid Cove Cottage 2 bedroom, East Chester
Price:$181 AUD / night
Back Harbour Hideaway
SUPERHOSTEntire cottage
Back Harbour Hideaway
Price:$349 AUD / night
Quarrie Cottage | Bright & airy in-town cottage
SUPERHOSTEntire cabin
Quarrie Cottage | Bright & airy in-town cottage
Price:$243 AUD / night
Private Forest Paradise in Perfect Location
SUPERHOSTEntire house
Private Forest Paradise in Perfect Location
Price:$315 AUD / night
Garden Loft Cottage on the Water
SUPERHOSTEntire cottage
Garden Loft Cottage on the Water
Price:$153 AUD / night
Seaside suite & private beach on St Margaret’s Bay
SUPERHOSTEntire guest suite
Seaside suite & private beach on St Margaret’s Bay
Price:$127 AUD / night
Bayswater Cottage
Entire cottage
Bayswater Cottage
Price:$169 AUD / night
Beautiful Newly Renovated Hubbards Chalet
Entire chalet
Beautiful Newly Renovated Hubbards Chalet
Price:$216 AUD / night
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