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 $77 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.

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Guest favourite
A spacious living area features a large sectional sofa adorned with patterned cushions and a rustic coffee table. Two pieces of colorful artwork hang on the wall, complemented by decorative items on the table. The dining table can be seen in the background, surrounded by wooden chairs.
Home in Hubbards
4.95 out of 5 average rating, 149 reviews

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.

Top guest favourite
A serene lakefront view captures the luxury lake house surrounded by trees. The structure reflects gently in the calm water, showcasing warm tones from the setting sun. A private beach area with sand and a dock is visible, enhancing the tranquil atmosphere.
Cottage in Hubbards
4.98 out of 5 average rating, 271 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

Guest favourite
Home in Chester Basin
4.94 out of 5 average rating, 207 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.

Top guest favourite
A serene lakefront scene captures vibrant autumn foliage reflecting on still waters. A wooden boardwalk leads to a small dock, surrounded by trees displaying shades of red, orange, and green, creating a peaceful natural setting.
Guest suite in Hubbards
4.96 out of 5 average rating, 300 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

Top guest favourite
An A-frame cabin is showcased with a wooden deck that features vibrant yellow chairs. The cabin's large triangular windows reflect the natural surroundings, while trees frame the structure. A gentle path leads to the steps, emphasizing the peaceful lakefront setting.
Cabin in Barss Corner
5 out of 5 average rating, 109 reviews

Mallard on Church Lake Accessible Lakefront AFrame

The Mallard is an accessible A-Frame cabin in the woods just outside of the beautiful town of Lunenburg! Enjoy peace and quiet while being able to access all that the South Shore of Nova Scotia has to offer. An hour from Halifax, and less than 20 minutes to both Lunenburg and Bridgewater, this brand new cabin is perfectly situated to give you the best of all worlds. Lakefront living on a quiet lake, right off of a main road for easy access to shopping, dining, and tourism.

Guest favourite
A geodesic dome is illuminated at dusk, showcasing large glass panels that offer a view of the interior. Soft lighting highlights the spacious bedroom area, while the natural surroundings are encompassed by lush green grass and tree line in the background.
Dome in Rose Bay
4.88 out of 5 average rating, 138 reviews

Glamping Dome 3 DriftWood

Welcome to Board & Batten in beautiful Rose Bay, Nova Scotia. Sitting on a cliff overlooking the ocean, this breathtaking property is home to four, individually rented, geodesic glamping domes and two premium cottages (coming soon). Each identical dome offers a breathtaking view of the ocean and the night sky, as well as everything you’ll need for a luxury stay (this isn’t camping, it's glamping!). The domes and cottages are set nicely apart to allow a feel of privacy.

Top guest favourite
A circular hot tub is positioned on a deck overlooking the water. Clear blue skies and scattered clouds are visible above a calm water surface. Comfortable outdoor seating is arranged nearby, creating a tranquil setting for relaxation and enjoyment of the beautiful waterfront view.
Bungalow in Lunenburg
4.93 out of 5 average rating, 123 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.

Top guest favourite
A dining area is showcased with a wooden table surrounded by six metal chairs. Natural light filters in through a large window, highlighting the beam ceiling and stone accents. A decorative bowl rests at the center of the table, complemented by a plant and surfboards nearby.
Cottage in Hubbards
4.98 out of 5 average rating, 143 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.

Top guest favourite
Home in Lunenburg
5 out of 5 average rating, 185 reviews

Ocean Front #3 HotTub Sunset RoofTopDeck BBQ 2bath

Waterfront Cottage: Huge deck, sun sets, Private Hot Tub: 6 Person tub for 2. Panoramic Water Views: Modern Cabin: privacy and a peaceful environment. Large Deck: outdoor living space both you can take in the sun or retreat into the share. Nature Retreat with wildlife Romantic Escape: for couples, Heated floors, Shower tower, queen master, an extra guest could sleep on the couch. Super private chefs kitchen. Well equipped for all seasons.

Top guest favourite
A spacious dining area features a long wooden table surrounded by white chairs, with large windows offering panoramic ocean views. Natural light fills the room, enhancing the clean lines and modern design. The serene outdoor landscape is visible through sliding glass doors.
Home in Port Medway
5 out of 5 average rating, 129 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.

Top guest favourite
A wooden boardwalk leads down through lush greenery, flanked by trees and foliage. The path is illuminated by natural light, creating a welcoming atmosphere as it descends towards a destination visible in the distance.
Tent in Ingramport
4.96 out of 5 average rating, 158 reviews

Koko Bay: Glamping, where glamour meets nature!

Escape the ordinary at KoKo Bay—an adults-only glamping retreat near Hubbards! Sleep in luxury, wake to ocean breezes, and stargaze by the fire. With epic views, fine linens, and direct access to Rails to Trails, it’s the perfect mix of wild and wonderful. Beach days, bike rides, and total unplugged bliss await. Romantic, peaceful, and unforgettable. (Yes, nature’s guests—bugs & critters—may drop by!!) it's part of the magic!

Top guest favourite
The exterior of the architecturally unique cottage is showcased in the twilight. The structure features large windows and a sleek design, elevated on supports. Surrounded by natural landscapes, two chairs are positioned on the deck, offering a space to enjoy the views.
Home in Terence Bay
4.89 out of 5 average rating, 280 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.

Popular amenities for rentals with beach access in Chester

When is the best time to visit Chester?

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Avg. price$283 SGD$283 SGD$294 SGD$185 SGD$232 SGD$351 SGD$352 SGD$350 SGD$338 SGD$323 SGD$321 SGD$290 SGD
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