Holiday rentals with beach access in Chester

Find and book unique rentals with beach access on Airbnb

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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Top guest favourite
A private chalet is nestled among bare trees, with warm light glowing from the windows. String lights adorn the deck, enhancing the wintery scene of fresh snow covering the ground. The cabin's rustic wooden exterior complements the tranquil woodland setting.
Cabin in Windsor
4.97 out of 5 average rating, 190 reviews

Ski Martock Chalet w Fire Pit + Movie Nights

Ski by day, unwind with crackling fires, movies & games by night. 15 minutes to Ski Martock & Bent Ridge Winery, 1 hour to Halifax. This cozy lakefront cottage is the perfect winter basecamp. Warm up by the fire pit, stream a movie on the projector, spin a record. This is your time to relax & reconnect. Pet friendly, fast wifi, tucked in the woods, and set on a quiet lake with private dock. Only 1 hour to Halifax . Expect snowy views, starry nights, and that “wish we had one more night” feeling.

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, 275 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, or currently the snow banks ❄️ We are scent free & all natural with 100% cotton bedding Your stay includes a DIY Breakfast bar: Pancakes, syrup, rolled oats & oatmeal pkgs & of course coffee and tea Studio Suite is an Apartment here in our main building, more detail ⬇ TT, IG & FB: covecottageecooasis

Top guest favourite
A spacious living area features contemporary leather sofas arranged around a low coffee table. Large glass garage doors provide abundant natural light and views of the exterior. A wooden dining table and chairs are visible in the background, enhancing the sense of openness.
Flat in Lunenburg
4.87 out of 5 average rating, 173 reviews

Architecturally-designed: The Rosebay, B2 Lofts

THE ROSEBAY AT B2 LOFTS is located in a newly renovated historic 1800s building adjacent to the Lunenburg Harbour in the heart of the UNESCO World District. Designed by internationally celebrated Brian MacKay-Lyons this charming 1-bedroom apartment is located on ground level, is wheelchair accessible and has a sprinkler system. The great room features: 13.5' ceiling, Belgian wood stove, huge glarage door that opens to breathtaking views of the Lunenburg Harbour, and a pull-out sofa bed.

Top guest favourite
The cabin's entrance features a spacious wooden deck with stairs, surrounded by greenery. A propane grill is positioned next to bright orange and red Adirondack chairs, inviting relaxation. The exterior is constructed of wood, combining natural tones with large windows for ample light.
Cottage in Windsor
4.92 out of 5 average rating, 359 reviews

Knotty Pine Cottage - cozy lakeside getaway!

Welcome to Knotty Pine Cottage - the perfect place to relax and enjoy nature. This 2-bedroom, 1 bathroom cottage has everything you need for your year-round getaway. Located in beautiful Chalet Hamlet, a private quiet cottage community that offers a relaxing retreat from the busy pace of everyday life. Beautiful Armstrong Lake is across the road, as is the community swimming area and boat launch. Knotty Pine Cottage is located 10 minutes from Martock/OnTree, and 20 minutes from Windsor.

Guest favourite
The modern kitchen features stainless steel appliances, including a refrigerator and stove. White cabinetry contrasts with a warm orange accent wall. A window allows natural light, highlighting the spacious layout and functional countertop space, with a decorative rug positioned on the dark wood floor.
Cottage in Hubbards
4.82 out of 5 average rating, 149 reviews

Emily's Seaside Escape

Beautiful cottage overlooking St. Margarets Bay. This 2 bedroom 1 bathroom cottage sleeps 4. Less than 1 hour to downtown Halifax NS. Wood burning stove, fridge, stove, dishwasher, microwave and washer and dryer. Peggy's Cove and the beautiful Chester/Mahone Bay shoreline are all an easy drive away. The quaint village of Hubbards is a mere 10 minute drive as are sand beaches in either direction. Relax and surround yourself with the calming ocean views of Emily's Seaside Escape.

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, 124 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 Mahone Bay
4.97 out of 5 average rating, 222 reviews

Mahone Bay Ocean Retreat

Your luxury ocean getaway and private spa for two. Private beach access, keyless self check-in. On the beautiful South Shore minutes from town. Cathedral ceilings & epic views. Four seasons. Hot-tub, full spectrum infrared sauna, both indoor & outdoor rainfall showers. Indoor wet room with claw foot tub. Bbq, wireless wifi, chef’s kitchen, wine fridge, AC, wood stove, Netflix, and King size bed with premium linens. A calm, luxurious space flooded with natural light.

Top guest favourite
Bungalow in Lunenburg
4.99 out of 5 average rating, 219 reviews

Ocean front HotTub Private Deck waterfront BBQ

HOOK'd 14 is your seaside sanctuary. Step into modern luxury in this open-concept unit, featuring a hot tub overlooking the sea and a waterfront deck brimming with amenities. Enjoy the comforts of home and beyond with air-conditioning, a fire pit, and more in this private community oasis. Complete with a private pier and boat launch, HOOK'd 14 invites you to experience waterfront living at its finest, just moments away from the heart of Lunenburg village.

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, 245 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.

Top guest favourite
A sunlit living area is highlighted by a striking floor-to-ceiling window, offering expansive views of the ocean. A cozy couch and wooden coffee table create a welcoming atmosphere, while a textured rug complements the contemporary design. A potted plant adds a touch of greenery.
Cabin in Deep Cove
4.99 out of 5 average rating, 121 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.

Guest favourite
The modern chalet is nestled among tall trees, featuring a wooden exterior and large windows that invite natural light. A spacious deck is visible, furnished with outdoor seating and a grill, offering a serene view of the surrounding forest.
Tiny home in Petite Rivière Bridge
4.93 out of 5 average rating, 298 reviews

Stunning, secluded chalet with wood fired hot tub

Enjoy the peaceful, wooded setting of this beautifully-appointed chalet. Tucked amongst the tall pines along Petite Rivière, the chalet marries modern amenities with comfort and tranquility. It is ideally situated within a short walk or drive to beautiful beaches and excellent surfing. Dining, museums, and local art galleries are also just minutes away.

Guest favourite
A tranquil lakeside setting is depicted at sunset, showcasing vibrant colors reflecting off the calm water. A wooden bench sits nearby, framed by trees. A small dock extends onto the lake, adding to the serene atmosphere of the natural surroundings.
Guest house in Chester Basin
4.86 out of 5 average rating, 152 reviews

Hutt Lake Studio 10 minutes away from Sensea Spa

Relax and unwind at this unique and tranquil getaway. Air conditioned for your comfort. Steps away from a lake for you with private beach to enjoy. Kayaks and pedalboat for you free to use at your own risk. Central location with Mahone Bay, Lunenburg, Peggy’s Cove and Halifax all a very easy drive from your cottage. Very quiet and peaceful location.

Popular amenities for rentals with beach access in Chester

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 $63 SGD per night before taxes and fees

  • Verified guest reviews

    Over 830 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!