
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 850 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.

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

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.

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

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.

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.

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.

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.

Nova Glamping Dover Dome
Experience the natural beauty of Nova Scotia through your own island oasis experience! Our upscale, cozy Geodesic Dome is equipped with everything you need with a view you will never forget. Enjoy a unique blend of nature and luxury as you explore the island during the day and relax in your own private jacuzzi under the stars at night. We guarantee this experience will be one you’ll never forget and one that you’ll keep coming back to time and time again!

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.

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!

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.

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.
Popular amenities for rentals with beach access in Chester
Apartment rentals with beach access

Oceanfront, Hot Tub, Beach, Kayaks nr Peggy’s Cove

Spectacular Oceanfront Unit in Summerville

Architecturally-designed: The Rosebay, B2 Lofts

Private island with own beach and sauna/eko-island

Main Stay

Dreamy Beach Suite Right on the Bay

Bay suite

Scenic Lakefront Suite with Private Jacuzzi
House rentals with beach access

The Little Bird Cottage

Home in the Heart of Chester

Gorgeous Oceanfront Estate in Peggy’s Cove

Tide & Vine | Vineyard Stay Near Wolfville | 3BR

Cozy Riverside Cottage Indoor & Outdoor Fireplace

Kingsburg Guest House

Luxury Beachfront Villa, Cleaveland Beach 71

Seaside Stay
Other holiday rentals with beach access

Sucker lake Tiny home Unit A

Private Island, Oceanfront Southshore, Nova Scotia

Welcome to Piper's Perch - 10 Mins To The Ski Hill

In ground HOT TUB + 2 primary bedrooms w/ ensuites

A Dream Cottage in a Village by the Sea

The Tidal Fox Retreat-Oceanside Air BnB

Blysteiner Lake Dome

Shoreside Unit | Hot tub | Game Room | Sauna
When is the best time to visit Chester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $282 SGD | $282 SGD | $294 SGD | $184 SGD | $232 SGD | $351 SGD | $352 SGD | $349 SGD | $338 SGD | $322 SGD | $321 SGD | $290 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
- Mid-Coast, Maine Holiday rentals
- Moncton Holiday rentals
- Cape Breton Island Holiday rentals
- China Holiday rentals
- Charlottetown Holiday rentals
- Lunenburg County Holiday rentals
- Fredericton Holiday rentals
- Saint John Holiday rentals
- Dartmouth Holiday rentals
- Kennebec River Holiday rentals
- Rentals with outdoor seating Chester
- House rentals Chester
- Rentals with a fireplace Chester
- Pet-friendly rentals Chester
- Family-friendly rentals Chester
- Rentals with a washing machine and dryer Chester
- Cottage rentals Chester
- Rentals with a patio Chester
- Cabin rentals Chester
- Rentals with beach access Nova Scotia
- Rentals with beach access Canada
- Rissers Beach Provincial Park
- Oak Island
- Hirtle's Beach
- Halifax Citadel National Historic Site
- Rainbow Haven Beach
- Lawrencetown Beach Provincial Park
- Conrad's Beach
- Dalhousie University
- Halifax Waterfront Boardwalk
- Point Pleasant Park
- Halifax Public Gardens
- Canadian Museum of Immigration at Pier 21
- Long Lake Provincial Park
- Maritime Museum of the Atlantic
- Shubie Park
- Halifax Central Library
- Big Mushamush Lake
- Luckett Vineyards
- Kejimkujik National Park & National Historic Site
- Ski Martock
- Halifax Seaport Farmers' Market
- Grand-Pré National Historic Site
- Peggys Cove Lighthouse
- Museum of Natural History





