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Cottages in Chester

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Top-rated cottages for rent in Chester

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

  1. Entire cottage
  2. Chester
The Barn (Chester Oceanfront)

The 200+ year old converted barn is on the ocean 5 minutes from the village of Chester. The Barn offers the perfect get away to recharge in peace and quiet or an easy launch pad for everything the South Shore has to offer. Wake up to views of the ocean. Enjoy your coffee on the deck. Walk down to the beach and have a morning dip (if you dare!). Ideal for families with lots of space to explore. We live in a separate house on the property and are here to help make your stay enjoyable!

$151 per night
  1. Entire cottage
  2. Chester
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. Only 5 minutes from the Nordic Spa.

$194 per night
SUPERHOST
  1. Entire cottage
  2. Nova Scotia
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. It is my home that I vacate for guests, and contains some sentimental decorations and items. It is my favorite place to be!

$52 per night

Vacation rentals for every style

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Vacation rentals in Chester

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  1. Entire home
  2. Chester
Relaxed Chester home walking distance to town
$79 per night
  1. Entire rental unit
  2. Chester
Central Chester Casa
$119 per night
SUPERHOST
  1. Entire home
  2. Chester
The Whale House
$271 per night
  1. Entire guest suite
  2. Chester
Chester studio, walk to Nordic Spa , Golf & More
$89 per night
  1. Entire rental unit
  2. Marriotts Cove
Sailors’ Paradise - Stevens Cove Guest Quarters
$120 per night
SUPERHOST
  1. Entire home
  2. Chester
Chester Village Getaway
$232 per night
  1. Entire guest suite
  2. Chester
Chester Village Suite Steps from Ocean
$195 per night
  1. Entire home
  2. Chester
The Crow’s Nest. Coastal, Modern, Perfect.
$244 per night
  1. Entire rental unit
  2. Chester
Ye Olde Barne, Heart of Chester Village, NS
$155 per night
SUPERHOST
  1. Entire condo
  2. Chester
The Captain's Quarters 2 bedroom waterfront condo
$257 per night
SUPERHOST
  1. Entire cottage
  2. Chester
Chester Basin Vacation Retreat Oceanfront
$349 per night
  1. Entire home
  2. Chester
Welcome to Casa Blanca Cottage!
$290 per night