House vacation rentals in Chester

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Top-rated house rentals in Chester

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

Guest favorite
Home in Hubbards
Beach Bonfires by an Oceanfront Getaway in Shoal Cove
The eat in kitchen includes a large stainless steel fridge and full size stove. We have a good collection of spices and cooking supplies in the pantry for making cookies with the kids. Walk out to the back deck to bar-b-que or watch the kids play in the oversized 1 acre lot. The dining room comfortably seats six for family dinners to share the stories and adventures of the day. Views of the ocean from both the dining room and adjoining family room with bright south western facing windows lets you take in the amazing sunsets. A cozy den with wood burning fireplace is great if you are visiting in the Winter/Fall months. A nice spot to sit and relax and write in your journal after a busy day touring the South Shore. The main floor bathroom also has a large modern shower. Washer and Dryer are also located on the main floor and this house has a clothes line in the back. Where possible our housekeeper hangs the sheets out on the back line to blow dry for you to enjoy "fresh" clean bedding. Upstairs are four bedrooms perfect for the entire family or convenient if there are two smaller families travelling together. The upstairs contains a full bathroom that has double sinks to make getting the gang ready for the day move a bit quicker. The master bedroom has an ensuite bathroom. The two front bedrooms have ocean views and you can listen to the waves at night for a relaxing sleep. The beach in front (end of driveway and across the road) is flat pebble beach stones which is great for walking on, wading out into Shoal Cove and makes an amazing spot for bon-fires on the beach as you enjoy the sunsets and brilliant starry night sky. The water frontage showcases the two Tancook islands and across the Mahone Bay sits Chester and the infamous Oak Island (aka treasure island). Located on the Aspotogan Coastal Drive (Hwy NS-329) where the famous Bayswater Beach and provincial park is only 5 mins away. The local convenience store and "The Deck" restaurant are a one minute walk. Great for dropping in for a seafood chowder & pie or to get your daily ice cream fix in the afternoon. There is lots to do in the South Shore in case you are new to the area. Charter a sailboat, kayak or fishing boat to enjoy the area from the water. The Aspotogan Coastal Drive is heaven for bikers as much of the route is ocean side and in the summer it is common to see lines of 20-30 bikers peddling past our place. Hop on the Tancook Ferry and drive around the islands to explore the multi-colored homes. A short 20 minute drive will get you to either Chester or Hubbards. Make sure you visit the Hubbards farmers market on Saturday mornings in the spring/summer. Chester is famous for sailing and hosts the Chester Race week August 15-18th 2018. Visit Lunenburg (45 mins away) and tour shops, restaurants and the shipyards that built the famous Nova Scotia flagship BlueNose II. Take a day and tour the many vineyards and wineries located through-out the Annapolis valley (50 mins drive). And if you want to spend time in the big city, Halifax is only 45 minutes away. Our goal is to provide you and your family with a great experience so our vacation home has more to offer than just a place to sleep. Properly equipped with the amenities you require. Note: For groups over 4 guests there is an additional cleaning fee of $15 per person. Entire property, main and upper levels of house are available. Basement is not fimished so not part of rental. Andrew is reachable by text, e-mail or phone call to answer questions, provide recommendations, or make sailing arrangements, if available, to take you sailing out of Halifax on our 30 foot sloop. (moderate captain's fee applies). Opposite the beach in Shoal Cove, the house looks across the Mahone Bay and two Tancook islands. A local store and restaurant are a minute’s walk away. Bike the oceanfront, charter a boat, or hop on the Tancook Ferry and drive around the islands. Vehicle is required. Premium support when you need it When you book an Airbnb Plus home, you get the focused attention of our Airbnb Pluscustomer support team–a highly-trained team committed to great service and faster responses.
Jul 2 – 9
$274 per night
4.97 out of 5 average rating, 115 reviews
Guest favorite
Home in Crousetown
Cozy Riverside Cottage with 2 Fireplaces
Escape the hustle and bustle of city life to embrace tranquility of nature nestled in a tiny home on 2 acres of pristine land along a picturesque river. Stroll along the paths and unwind or cozy up by the fire with a good book. All this awaits you at Herons Rest. This is not just a home; it's a lifestyle! If you feel like venturing out, enjoy the beauty and fun offered by the South Shore, explore its abundant beaches, restaurants, shopping and music there is something for everyone!
Jan 12 – 19
$95 per night
4.98 out of 5 average rating, 493 reviews
Guest favorite
Home in Terence Bay
Back Bay Cottage
Designed and built by architect Peter Braithwaite, the unique cottage design offers an exclusive and tranquil getaway. Accommodating up to 6 guests, this open concept, fully equipped cottage is ideal for couples, small families or outdoor enthusiasts any time of year. The airbnb is located 20 minutes outside of Halifax on six-acres with an outdoor fireplace, BBQ and stunning views that overlook Back Bay.
Oct 8 – 15
$200 per night
4.86 out of 5 average rating, 103 reviews

Popular amenities for Chester house rentals

House rentals with a pool

Guest favorite
Home in Halifax
Luxury Home on Halifax Waterfront w/Pool & Hot Tub
Mar 24 – 31
$390 per night
4.85 out of 5 average rating, 54 reviews
Guest favorite
Home in Mahone Bay
Stylish Modern Home W/ hot tub, pool and privacy!
Nov 7 – 14
$350 per night
5.0 out of 5 average rating, 28 reviews
Guest favorite
Home in Nova Scotia
The Blue Cottage
Nov 10 – 17
$169 per night
4.88 out of 5 average rating, 33 reviews
Guest favorite
Home in Upper Tantallon
Beautiful new 6 bedroom lakehouse close to Halifax
Dec 7 – 14
$328 per night
4.92 out of 5 average rating, 71 reviews
Guest favorite
Home in Kingston
Heritage Cape, 2 Fireplaces, Hot Tub, Pool, 5 Beds
Jun 30 – Jul 7
$222 per night
4.85 out of 5 average rating, 55 reviews
Guest favorite
Home in Halifax
North End Nest
May 3 – 10
$74 per night
5.0 out of 5 average rating, 9 reviews
Guest favorite
Home in Windsor
Comfort & Relaxation
Jun 9 – 16
$147 per night
5.0 out of 5 average rating, 34 reviews
Guest favorite
Home in Centreville
The Farmhouse Getaway with a Pool
Jan 2 – 9
$314 per night
4.97 out of 5 average rating, 30 reviews
Guest favorite
Home in Berwick
Private, quiet Valley delight!
Apr 6 – 13
$299 per night
4.92 out of 5 average rating, 12 reviews
Guest favorite
Home in Pentz
Riverhouse in Pentz
Feb 2 – 9
$259 per night
4.94 out of 5 average rating, 64 reviews
Superhost
Home in Porters Lake
The Nordique Retreat
Apr 19 – 26
$236 per night
4.79 out of 5 average rating, 38 reviews
Guest favorite
Home in Cow Bay
Stunning Salt Water Pool - Cow Bay
Oct 17 – 24
$366 per night
5.0 out of 5 average rating, 10 reviews

Weekly house rentals

Guest favorite
Home in Mahone Bay
Mahone Bay Hide-Away
Nov 12 – 19
$111 per night
4.97 out of 5 average rating, 172 reviews
Guest favorite
Home in Wolfville
Lovely 2 - Bedroom Wolfville Home with Hot-Tub
Oct 25 – Nov 1
$105 per night
4.99 out of 5 average rating, 148 reviews
Guest favorite
Home in Hubbards
Charming Ocean Retreat
Sep 9 – 16
$259 per night
4.96 out of 5 average rating, 191 reviews
Guest favorite
Home in Mahone Bay
Luxury Getaway Home | Cozy Vacation in Mahone Bay
Nov 21 – 28
$151 per night
4.97 out of 5 average rating, 117 reviews
Guest favorite
Home in Mineville
Owl & Otter
Nov 12 – 19
$369 per night
5.0 out of 5 average rating, 159 reviews
Guest favorite
Home in Wolfville
Leland’s Lakehouse
Oct 14 – 21
$183 per night
4.88 out of 5 average rating, 153 reviews
Guest favorite
Home in Wolfville
BRAND NEW GUESTHOUSE IN THE HEART OF WOLFVILLE
Apr 23 – 30
$120 per night
4.99 out of 5 average rating, 119 reviews
Guest favorite
Home in Halifax
Vibrant Downtown Estate with Parking - 8 Bedrooms
Feb 3 – 10
$373 per night
4.95 out of 5 average rating, 189 reviews
Guest favorite
Home in Indian Harbour
Oceanfront Guest House near Peggy's Cove
Oct 17 – 24
$173 per night
4.95 out of 5 average rating, 111 reviews
Superhost
Home in Wolfville
Bespoke Lake Cottage
Jan 30 – Feb 6
$133 per night
4.88 out of 5 average rating, 264 reviews
Guest favorite
Home in Hammonds Plains
Private suite in quiet neighbourhood
May 13 – 20
$70 per night
4.88 out of 5 average rating, 127 reviews
Superhost
Home in Brookside
Dreamy Lakefront View Retreat House on Melissa Ave
Nov 8 – 15
$163 per night
4.87 out of 5 average rating, 127 reviews

Private house rentals

Guest favorite
Home in Chester
C’scape Cozy getaway Chester, Nova Scotia, Canada
Mar 17 – 24
$149 per night
4.93 out of 5 average rating, 14 reviews
Guest favorite
Home in Western Shore
Little Pink Cottage
Apr 2 – 9
$95 per night
5.0 out of 5 average rating, 35 reviews
Guest favorite
Home in Chester
The Whale House
Sep 22 – 29
$350 per night
5.0 out of 5 average rating, 42 reviews
Guest favorite
Home in Mahone Bay
Mahone Bay Ocean Retreat
Apr 10 – 17
$255 per night
4.97 out of 5 average rating, 92 reviews
Guest favorite
Home in Chester
Home in the Heart of Chester
Apr 29 – May 6
$250 per night
5.0 out of 5 average rating, 15 reviews
Guest favorite
Home in Chester Basin
The Oasis on Blueberry Lane
Jan 14 – 21
$291 per night
4.95 out of 5 average rating, 81 reviews
Guest favorite
Home in Chester
Beautiful home in picturesque Chester NS
Jun 27 – Jul 4
$370 per night
5.0 out of 5 average rating, 11 reviews
Guest favorite
Home in Chester
Charming three bedroom century home In Chester
Jan 8 – 15
$216 per night
5.0 out of 5 average rating, 40 reviews
Guest favorite
Home in Chester
Relaxed Chester home walking distance to town
Jul 26 – Aug 2
$141 per night
4.78 out of 5 average rating, 49 reviews
Guest favorite
Home in Hubbards
Hubbards Cozy Convenient Cottage
Apr 28 – May 5
$127 per night
4.94 out of 5 average rating, 31 reviews
Guest favorite
Home in Hubbards
Shoreside Unit at Fox Point Shore Rentals
Mar 18 – 25
$154 per night
4.96 out of 5 average rating, 52 reviews
Guest favorite
Home in Port Medway
the Escape - A Private Oceanfront Getaway
Dec 6 – 13
$266 per night
5.0 out of 5 average rating, 25 reviews

Quick stats about house rentals in Chester

Total rentals

20 properties

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

20 properties are a good fit for families

Total number of reviews

440 reviews

Nightly prices starting at

$60 before taxes and fees

Destinations to explore

  1. Airbnb
  2. Canada
  3. Nova Scotia
  4. Chester
  5. House rentals