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Vacation rentals in Chester

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Top-rated vacation rentals in Chester

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

Loft in Lunenburg
‘The BOHO retreat’ (entire ‘loft’ suite)
A newly constructed loft apartment, nestled between Lunenburg and Mahone bay. Minutes from either. A beautiful open plan living space, high end bathroom, all rustically finished with reclaimed 200 yr old Douglas fir. A stunning private deck, to enjoy the beginning or end of your adventure around the south shore! Easy self check in, parking, and private. Please note- there is a kitchenette/coffee bar-no stove/oven to cook on. (Please see ‘amenities’ list, for full description).
$88 per night
Chalet in Lunenburg
Waterfront Honeymoon Honeymoon Loft
These unique and thoughtful suites, each of the three units are outfitted with subtle nuances giving the spaces their own special feel. Visitors will enjoy designer micro-kitchens, fully stocked with amenities any food enthusiast would appreciate. A cozy wood stove for those chillier evenings. All units have a special secondary sleeping nest area accessible by ladder. A serene place to hide away and watch for shooting stars through the skylight windows.
$157 per night
Cabin in LaHave
Shackup Cabin — Wood Fired Hot Tub & River
Come for a magical getaway in our hand crafted cabin. Tucked away in the woods along side a babbling brook. Enjoy morning coffee on the deck, BBQ your dinner overlooking the river, groove to our vintage record collection, keep toasty by the wood stove and float in the hot tub under the stars. This is a wonderful cabin experience you won't forget!
$215 per night

Stay near Chester's top sights

SENSEA Nordic Spa39 locals recommend
The Kiwi Cafe44 locals recommend
The Rope Loft36 locals recommend
Fo'c'sle Tavern29 locals recommend
The Stretch Diner5 locals recommend
Oceanview Home and Garden3 locals recommend

Other great vacation rentals in Chester

Cottage in Chester
Moss Cottage on the Lake
$124 per night
Townhouse in Chester Basin
Tranquility's Equilibrium Too - Oceanside retreat
$89 per night
Tiny home in Nova Scotia
Cozy Cottage on South Shore. 30 min from Halifax!
$49 per night
Cottage in East Chester
Squid Cove Cottage on ocean
$129 per night
Cottage in Mahone Bay
Getaway by the Bay
$92 per night
Guest suite in Hubbards
Lakefront Eco Oasis, Cove Cottage Studio Suite
$93 per night
Home in Mahone Bay
Ocean front cottage, Mahone Bay
$88 per night
Home in Chester
Relaxed Chester home walking distance to town
$92 per night
Home in Chester
C’scape Cozy getaway Chester, Nova Scotia, Canada
$134 per night
Home in Chester
Charming three bedroom century home In Chester
$93 per night
Guesthouse in Chester
The Little Caboose
$136 per night
Home in Mahone Bay
Mahone Bay Ocean Retreat
$294 per night

Quick stats about vacation rentals in Chester

Total rentals

50 properties

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

40 properties are a good fit for families

Total number of reviews

820 reviews

Nightly prices starting at

$60 before taxes and fees

Destinations to explore

  1. Airbnb
  2. Canada
  3. Nova Scotia
  4. Chester