
Holiday rentals with beach access in Chester
Find and book unique rentals with beach access on Airbnb
Quick stats about holiday rentals with beach access in Chester

Total holiday rentals
Explore 20 holiday rentals in Chester

Nightly prices starting at
Chester holiday rentals start at $76 SGD per night before taxes and fees

Verified guest reviews
Over 900 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Chester holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chester rentals

4.9 Average rating
Chester stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated rentals with beach access in Chester
Guests agree: these rentals with beach access are highly rated for location, cleanliness and more.

Salt & Tide Ocean Retreat
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.
BeachWalkabilityAccess
4.95 out of 5 average rating, 153 reviews
Millet Lake House • Hot Tub • Sandy Beach
"Like having your own private resort" - Millet Lake House is welcoming, warm & every little comfort has been considered. Serious staycations start & end right here. Perfectly perched on peaceful forested acreage overlooking over 250ft of your own sandy beachfront, the setting is simply unmatched. Privacy, finishes, the outdoor toys & all of the special little touches to ensure everyone's vacation goals are exceeded. The reviews & the reputation as the South Shore's premium lake front retreat.
ViewBeachValue
4.94 out of 5 average rating, 211 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
BeachWalkabilityTV
4.98 out of 5 average rating, 275 reviews
Ocean Front #4 Hot Tub 2bdrm huge deck BBQ 2bath
- Oceanfront, Pier, Boat Launch, - Massive Deck: Ideal for lounging entertaining, dining, High-Top Table, BBQ, Firewall: Ensures safety and peace of mind. - Hot Tub: Unwind and enjoy the serene ocean views. - Kitchen: induction cooktop and wall oven, ideal for preparing gourmet meals. - Two Bedrooms, Two Baths: The home includes a spacious master bedroom with a king-size bed and an en suite bath. - Second Bathroom: tub for a relaxing soak. HOOKd 4 perfect retreat best of oceanfront living.
ViewWalkabilityAccuracy
5.0 out of 5 average rating, 222 reviews
Gorgeous Oceanfront Estate in Peggy’s Cove
Enjoy one of the most unique private oceanfront properties in southern Nova Scotia! A newly furnished year-round home with all the amenities, 1,000ft of oceanfront with beautiful docks, a sand-pebble beach and stunning sunsets! At night, enjoy the sky full of stars and sounds of the ocean around the large fire-pit, and in the morning watch the sunrise over the crystal clear lake in front of the home. Room for family and friends, located within minutes of Peggy’s Cove and 25 min from Halifax.
BeachViewKitchen
4.98 out of 5 average rating, 144 reviews
Studio Apt at Cove Cottage Eco Oasis
Cove Cottage is a lakefront eco-retreat tucked into the woods, 45 mins from HRM. We vibe with nature. Walk the boardwalk, sit lakeside enjoying the views, feed the chickens, wander the gardens, go kayaking or swimming. We are scent free & all natural with 100% cotton bedding Your stay includes a DIY Breakfast bar: Pancakes, syrup, rolled oats & of course coffee and tea Studio Suite is an Apartment here in our main building, more detail ⬇ TT, IG & FB: covecottageecooasis
ViewWalkabilityKitchen
4.96 out of 5 average rating, 313 reviews
Oceanfront #6 Hot tub sun sets huge deck BBQ 2 bed
Nate’s Nest is super close to the Historic town of Lunenburg Huge deck outdoor living Hot tub, Sun Sets Waterfront Ocean views quite charming unit with 2 baths modern kitchen & Den for friends to visit. HOOKd home Nestled in a very rare community lil HOOK Properties inclusive of a private pier boat launch and like minded people who enjoy living on the water A water lovers dream Wake up to sparkly water shimmering into your windows or enjoy star gazing in the hot tub.
BeachWalkabilityLaundry
4.92 out of 5 average rating, 135 reviews
The Beach Loft: 5-bedroom
This pretty beach house is located just steps from the beautiful Seawall beach. Relax in the hot tub, hammock or next to the fire. The perfect getaway that is only 34min from Halifax. Featuring a wood burning fireplace and stone accents. Private hot tub overlooking the ocean. Post and beam Construction. Ocean views. Seawall beach is between Queensland and Cleveland’s beach. Also located on Rails to Trails path. Minutes to restaurants and coffee shops in Hubbards.
WalkabilityBeachHospitality
4.98 out of 5 average rating, 148 reviews
Oceanfront | Hot Tubs | Sauna | Gym | Game Rooms
Escape to our stunning oceanfront property next to Fox Point Beach in Hubbards, NS! This listing includes both Seashore & Shoreside units: 5 bedrooms, 3 bathrooms, 2 kitchens, and 2 private saltwater hot tubs. Enjoy a 75” smart TV, home theater seating, arcades, ping-pong, air hockey & more. Plus, access a full gym & infrared sauna in a separate building. Perfect for families & groups looking for relaxation, fun, and breathtaking views!
ViewWalkabilityBathroom
4.97 out of 5 average rating, 104 reviews
the Escape - A Private Oceanfront Getaway
The ESCAPE provides a private oceanfront retreat for you and your family or friends to enjoy. Modern newly built house on large private oceanfront lot. Enjoy the endless ocean views from the large oversized deck, relaxing hot tub, large lawn or oceanfront fire pit. Explore the rocky shoreline and beach areas from your front steps! This remarkable getaway is located less than 1.5hrs from Halifax and is a short drive off the highway.
BeachViewBack garden
5.0 out of 5 average rating, 134 reviews
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.
ViewWalkabilityHiking
4.9 out of 5 average rating, 287 reviews
Cozy Oceanfront Escape with Hot Tub
High above the ocean, this contemporary two-bedroom cottage provides sweeping coastal views, stunning sunsets, and a canopy of starry skies. Overlooking the entrance to Deep Cove, and out towards Chester, Nova Scotia, this secluded four-season cottage offers an idyllic escape, ideal for a romantic couple's getaway or a tranquil retreat from the everyday.
ViewBeachKitchen
4.99 out of 5 average rating, 155 reviewsPopular amenities for rentals with beach access in Chester
Apartment rentals with beach access

Architecturally-designed: The Rosebay, B2 Lofts
WalkabilityViewValue
4.87 out of 5 average rating, 199 reviews
Scenic Lakefront Suite with Private Jacuzzi
ViewWalkabilityComfort
4.75 out of 5 average rating, 485 reviews
Beautiful ocean front couples getaway
ViewBeachKitchen
4.83 out of 5 average rating, 121 reviews
Main Stay
WalkabilityViewAir conditioning
4.94 out of 5 average rating, 67 reviews
Oceanview Oasis
ViewAccuracySleep quality
4.9 out of 5 average rating, 31 reviews
Private island with own beach and sauna/eko-island
BeachViewCondition
4.93 out of 5 average rating, 46 reviews
The Eyrie, an eagles nest with an amazing view.
WalkabilityBeachCleanliness
5.0 out of 5 average rating, 58 reviews
Marriott Villa
ViewBeachKitchen
4.8 out of 5 average rating, 20 reviewsHouse rentals with beach access

Kingsburg Guest House
BeachViewComfort
4.93 out of 5 average rating, 284 reviews
Modern NS Four-square inspired Lighthouse
ViewWalkabilityPool
4.91 out of 5 average rating, 152 reviews
Lakefront home with hot tub
BeachWalkabilityComfort
4.99 out of 5 average rating, 218 reviews
Beachfront 3 Bdr, 2 Bath Home 20 min frm Halifax
WalkabilityViewKitchen
4.94 out of 5 average rating, 113 reviews
Cozy Riverside Cottage Indoor & Outdoor Fireplace
BeachViewAmenities
4.98 out of 5 average rating, 588 reviews
Buttercup Cottage Lake Mush-a-Mush
BeachViewComfort
4.96 out of 5 average rating, 113 reviews
Stunning Island Home Above Treetops Near Lunenburg
BeachWalkabilityQuiet
4.79 out of 5 average rating, 135 reviews
The Whale House
WalkabilityViewSolo travel
4.99 out of 5 average rating, 72 reviewsOther holiday rentals with beach access

Private cabin on a lake - kayaks, SUP, fire pit
ViewWalkabilityKitchen
4.96 out of 5 average rating, 219 reviews
Peaceful, private, forest hideaway for two
ViewBeachGetting around
4.94 out of 5 average rating, 341 reviews
Glamping Dome 1 SeaSpray
ViewBeachLayout
4.89 out of 5 average rating, 173 reviews
Viola’s House. Idyllic Oceanfront Cottage
ViewWalkabilityHiking
4.99 out of 5 average rating, 130 reviews
Spectacular 5 Bedroom Spaview Retreat!
ViewWalkabilityAccuracy
4.92 out of 5 average rating, 64 reviews
Chester Basin Vacation Retreat Oceanfront
WalkabilityBeachWifi
4.86 out of 5 average rating, 83 reviews
2 bedroom unit in heart of Chester Village.
WalkabilityBeachCleanliness
4.86 out of 5 average rating, 37 reviews
The Little Bird Cottage
ViewWalkabilityHospitality
5.0 out of 5 average rating, 42 reviewsWhen is the best time to visit Chester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $278 SGD | $278 SGD | $290 SGD | $323 SGD | $338 SGD | $360 SGD | $347 SGD | $344 SGD | $333 SGD | $318 SGD | $316 SGD | $286 SGD |
| Avg. temp | -6°C | -6°C | -2°C | 4°C | 10°C | 14°C | 17°C | 17°C | 14°C | 9°C | 4°C | -2°C |
Destinations to explore
- Halifax Holiday rentals
- Bar Harbor Holiday rentals
- Moncton Holiday rentals
- Charlottetown Holiday rentals
- Fredericton Holiday rentals
- Saint John Holiday rentals
- Bangor Holiday rentals
- Ellsworth Holiday rentals
- Dartmouth Holiday rentals
- Cape Breton Island Holiday rentals
- Gaspé Holiday rentals
- Dieppe Holiday rentals
- Rissers Beach Provincial Park
- Oak Island
- Kejimkujik National Park & National Historic Site
- Hirtle's Beach
- Lawrencetown Beach Provincial Park
- Dalhousie University
- Halifax Citadel National Historic Site
- Conrad's Beach
- Big Mushamush Lake
- Long Lake Provincial Park
- Shubie Park
- Rainbow Haven Beach
- Point Pleasant Park
- Maritime Museum of the Atlantic
- Halifax Public Gardens
- Luckett Vineyards
- Crystal Crescent Bch Provincial Pk
- Canadian Museum of Immigration at Pier 21
- Ski Martock
- Halifax Central Library
- Halifax Seaport Farmers' Market
- Fisherman's Cove
- Sir Sandford Fleming Park
- Scotiabank Centre





