Skip to content

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.

  1. Entire cottage
  2. Chester
Spectacular 2 Bedroom Lake House!

Join us on Stanford Lake for your next getaway! This newly built home has a Scandinavian feel and overlooks a peaceful lake. Sprawl out on your king sized bed and take in the gorgeous views of Sensea Nordic Spa. Minutes from the Chester Yacht Club and Chester Golf Club. Chester Village, grocery stores, liquor store, bars and restaurants are all within walking distance. A short drive to many beautiful beaches, historic Lunenburg, Mahone Bay, Hubbards, and world famous Oak Island.

$527 NZD per night
SUPERHOST
  1. Entire home
  2. Chester
The Whale House

The Whale House offers bright panoramic water views from every room. Centrally located in the beautiful Village of Chester steps away from marinas, eclectic restaurants, artisan shops, beach, and yacht club. Open concept with large deck to eat and enjoy the stunning views of boats sailing by. Well appointed and beautifully decorated with fireplace and comfy furniture. Three large bedrooms, 2 full baths, fully equipped chef style modern Ikea kitchen. A true place to harbour.

$399 NZD per night
SUPERHOST
  1. Entire home
  2. Chester
Chester Village Getaway

Located right in the village of Chester! We are next to Lordly Park, and only a three minute walk to the Yacht Club, Lido Pool, Chester Playhouse, Frieda's Beach, and Foc'sle Tavern. The Chester Golf Club is a five minute drive away. Chester is 45 minutes from Halifax and a great spot to stay when traveling to the South Shore. Day trips to Lunenburg, Mahone Bay, or sail to one of the many islands within sight. Our home is perfect for a family or group of friends to getaway!

$395 NZD per night

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Other great holiday rentals in Chester

  1. Entire home
  2. Chester
The Crow’s Nest. Coastal, Modern, Perfect.
$394 NZD per night
SUPERHOST
  1. Entire home
  2. Chester
Relaxed Chester home walking distance to town
$154 NZD per night
  1. Entire guest suite
  2. Chester
Chester studio, walk to Nordic Spa , Golf & More
$141 NZD per night
  1. Entire cottage
  2. Chester
Squid Cove Cottage on ocean
$362 NZD per night
  1. Entire home
  2. Chester
Welcome to Casa Blanca Cottage!
$680 NZD per night
SUPERHOST
  1. Entire home
  2. Chester
Charming Seaside Village Home
$435 NZD per night
SUPERHOST
  1. Entire cottage
  2. Chester
Chester Basin Vacation Retreat Oceanfront
$553 NZD per night
  1. Entire cottage
  2. Chester
The Barn (Chester Oceanfront)
$240 NZD per night
  1. Entire rental unit
  2. Chester
Central Chester Casa
$230 NZD per night
SUPERHOST
  1. Entire cottage
  2. Chester
The Boathouse on Scotch Cove
$369 NZD per night
  1. Entire guest suite
  2. Chester
Chester Village Suite Steps from Ocean
$307 NZD per night
SUPERHOST
  1. Entire condo
  2. Chester
The Captain's Quarters 2 bedroom harbourview condo
$452 NZD per night