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.

Guest favourite

Cottage in Hubbards

4.98 out of 5 average rating, 170 reviews

Fox Point Lake House - Luxury Lakefront Rental!

Featured on Home Shores - Season 2, Episode 1! This one of a kind luxury lake house has plenty to offer. Gorgeous lakefront, private beach, hot tub that overlooks the lake, water views from the main floor and primary bedroom, wood fireplace and the list goes on. Other features include: - 30 mins from Halifax - Cathedral ceilings with A frame front - Built in wet bar with wine and beer fridge - Private sand beach - Salt water hot tub that comfortably sits 7 Check our IG - @foxpointlakehouse

Sep. 27 – Oct. 4

$594 CAD per night
Guest favourite

Tiny homes in Lunenburg

4.97 out of 5 average rating, 131 reviews

Birch tree abode-tiny hme with dry/wet CEDAR SAUNA

Welcome to ‘Birch Tree Abode’. A unique way to unwind after a day in lunenburg county.Situated between Lunenburg and Mahone bay. Minutes from either. This bunkie’ is situated amongst the trees, with a secluded deck to enjoy the beginning/end of your adventures around the South Shore. A beautiful open plan living space, high end bathroom, all rustically finished . 400sq ft-this is slightly larger than a ‘tiny home’, however minimal space 4 storage/luggage ,also note 5.10 ceiling in bedroom area

May 8 – 15

$193 CAD per night
Guest favourite

Dome in Chester

4.95 out of 5 average rating, 129 reviews

Norse Geodesic Retreat (Balder)

Embrace the cozy allure of fall in our geodesic domes, cocooned by nature's vibrant transformation. Sip complimentary hot chocolate and wine on your private deck, soak in your private hot tub. Bask in climate-controlled comfort and take in the breathtaking fall foliage. Enjoy thrilling moments at Ski Martock or explore the lake with our kayaks from our access point. Just 45 minutes from Halifax, our domes offer an autumnal escape for couples seeking reconnection amid the season's splendor

Dec. 27 – Jan. 3

$257 CAD per night

Popular amenities for Chester vacation rentals

Stay near Chester's top sights

SENSEA Nordic Spa39 locals recommend
The Rope Loft36 locals recommend
The Kiwi Cafe44 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

Guest favourite

Home in Crousetown

4.98 out of 5 average rating, 499 reviews

Cozy Riverside Cottage Indoor & Outdoor Fireplace

Dec. 4 – 11

$172 CAD per night
Guest favourite

Villa in Hubbards

4.98 out of 5 average rating, 104 reviews

Breathtaking Oceanfront Chateau

Feb. 22 – Mar. 1

$744 CAD per night
Guest favourite

Cottage in Chester

5.0 out of 5 average rating, 24 reviews

Cozy Oceanfront Escape with Hot Tub

Nov. 20 – 27

$389 CAD per night
Superhost

Apartment in Marriotts Cove

4.88 out of 5 average rating, 42 reviews

Sailors’ Paradise - Stevens Cove Guest Quarters

Dec. 25 – Jan. 1

$189 CAD per night
Guest favourite

Apartment in Chester

4.93 out of 5 average rating, 14 reviews

Studio Apartment in the heart of Chester

May 9 – 16

$171 CAD per night
Guest favourite

Guesthouse in Chester

5.0 out of 5 average rating, 20 reviews

The Little Caboose

Jan. 16 – 23

$191 CAD per night
Guest favourite

Cottage in Chester

4.95 out of 5 average rating, 58 reviews

The Boathouse on Scotch Cove

Dec. 4 – 11

$304 CAD per night
Guest favourite

Home in Western Shore

5.0 out of 5 average rating, 40 reviews

Little Pink Cottage

May 17 – 24

$194 CAD per night
Guest favourite

Cabin in Mahone Bay

4.95 out of 5 average rating, 43 reviews

The Narrows Nest

Jan. 11 – 18

$267 CAD per night
Guest favourite

Guesthouse in Chester Basin

4.89 out of 5 average rating, 62 reviews

Hutt Lake Studio 10 minutes away from Sensea Spa

Jan. 24 – 31

$140 CAD per night
Guest favourite

Home in Mahone Bay

4.97 out of 5 average rating, 97 reviews

Mahone Bay Ocean Retreat

May 2 – 9

$439 CAD per night
Guest favourite

Villa in Chester

4.92 out of 5 average rating, 64 reviews

Chester Oceanfront Luxury Villa with Outstanding D

Jun. 13 – 20

$481 CAD 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

20 properties allow pets

Family-friendly rentals

40 properties are a good fit for families

Total number of reviews

850 reviews

Nightly prices starting at

$82 CAD before taxes and fees

Destinations to explore

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