Book Holiday Homes in Chester Basin

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Featured Holiday Homes in Chester Basin

Family Home In the Heart of the Village of Chester

Family Home In the Heart of the Village of Chester

Chester NS
Located in Chester, this vacation home is near the beach, within a 5-minute walk of Tancook Island and Lordly House Museum.
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Opens in a new windowFamily Home In the Heart of the Village of Chester
Mahone Bay Hide-Away

Mahone Bay Hide-Away

Mahone Bay NS
With a stay at this vacation home in Mahone Bay, you'll be within a 5-minute walk of Jubilee Park and Have A Yarn.
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Opens in a new windowMahone Bay Hide-Away
Treeside Retreat with Hot tub

Treeside Retreat with Hot tub

Windsor NS
When you a stay at this vacation home in Vaughan, you'll be on a lake, within a 5-minute walk of Falls Lake Provincial Park and Murphy Lake.
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Opens in a new windowTreeside Retreat with Hot tub
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Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia

Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia

Hubbards NS
Located in Northwest Cove, this vacation home is by the ocean, a 2-minute drive from Southwest Cove Lake and 7 minutes from Awalt Lake.
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Opens in a new windowPrivate Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia
Whalesback Cottage, on the ocean with access to Peggys Cove Preservation Area

Whalesback Cottage, on the ocean with access to Peggys Cove Preservation Area

Indian Harbour Nova Scotia
A stay at this vacation home places you in the heart of Indian Harbour, steps from West Dover Provincial Park and 12 minutes by foot from Swissair Flight 111 ...
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Opens in a new windowWhalesback Cottage, on the ocean with access to Peggys Cove Preservation Area
Wilson's Coastal Club - C1

Wilson's Coastal Club - C1

Boutiliers Point NS
The price is AU$514 per night from 26 Dec to 27 Dec
AU$514
26 Dec - 27 Dec
includes taxes & fees
Located in Boutiliers Point, this vacation home is by the ocean, a 1-minute drive from Saint Margarets Bay Look Off Park and 5 minutes from Cleveland Beach Provincial ...
Opens in a new windowWilson's Coastal Club - C1
Tucked away on quiet street but short walk to Mahone Bay and all its amenities.

Tucked away on quiet street but short walk to Mahone Bay and all its amenities.

Mahone Bay NS
A stay at this vacation home places you in the heart of Mahone Bay, within a 10-minute walk of Northern Sun Gallery & Gifts and Have A Yarn.
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Opens in a new windowTucked away on quiet street but short walk to Mahone Bay and all its amenities.
High end cozy retreat ideal for large families with wood stove & large firepit

High end cozy retreat ideal for large families with wood stove & large firepit

Smiths Corner NS
With a stay at this vacation home in Vaughan, you'll be on the waterfront, and 4.1 mi (6.5 km) from Lower Salter Lake and 4.7 mi (7.6 km) from Falls Lake Provincial ...
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Opens in a new windowHigh end cozy retreat ideal for large families with wood stove & large firepit
The Salty Cribb - Private oceanfront vacation home just minutes from Lunenburg

The Salty Cribb - Private oceanfront vacation home just minutes from Lunenburg

Rose Bay NS
Located in Feltzen South, this vacation home is by the ocean, within a 15-minute drive of Ovens Natural Park and Indian Path Commons.
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Opens in a new windowThe Salty Cribb - Private oceanfront vacation home just minutes from Lunenburg
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Chester Basin Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Chester Basin vacation homes are the perfect way for you to wing it.

Holiday houses in Chester Basin let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Chester Basin in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Chester Basin adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Chester Basin with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Chester Basin vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Chester Basin Holiday Homes essential information

Accommodation
71 Holiday Homes
Lowest Price
AU$190
Highest Price
AU$514
Popular accommodation
Family Home In the Heart of the Village of Chester, Mahone Bay Hide-Away , Treeside Retreat with Hot tub, Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia, Whalesback Cottage, on the ocean with access to Peggys Cove Preservation Area, Wilson's Coastal Club - C1, Tucked away on quiet street but short walk to Mahone Bay and all its amenities., High end cozy retreat ideal for large families with wood stove & large firepit, The Salty Cribb - Private oceanfront vacation home just minutes from Lunenburg

Top trending hotels in Chester Basin

Travelodge by Wyndham Bridgewater

Travelodge by Wyndham Bridgewater

2 out of 5
49 North St Bridgewater NS
Fully refundableReserve now, pay when you stay
The price is AU$190 per night from 1 Jan to 2 Jan
AU$190
1 Jan - 2 Jan 2026
includes taxes & fees
Located in Bridgewater, Travelodge by Wyndham Bridgewater is within a 5-minute drive of Bridgewater Mall and Bridgewater Memorial Arena.
Opens in a new windowTravelodge by Wyndham Bridgewater
Best Western Plus Bridgewater Hotel & Convention Centre

Best Western Plus Bridgewater Hotel & Convention Centre

3.5 out of 5
527 Highway 10 Exit 12 Cookville NS
Fully refundableReserve now, pay when you stay
The price is AU$197 per night from 16 Jan to 17 Jan
AU$197
16 Jan - 17 Jan 2026
includes taxes & fees
Located in Cookville, Best Western Plus Bridgewater Hotel & Convention Centre is within a 5-minute drive of Cookville Provincial Park and Bridgewater Mall.
Opens in a new windowBest Western Plus Bridgewater Hotel & Convention Centre
Smugglers Cove Inn

Smugglers Cove Inn

4 out of 5
139 Montague Street Lunenburg NS
With a stay at Smugglers Cove Inn in Lunenburg (Lunenburg Waterfront), you'll be steps from Lunenburg Waterfront and Knaut Rhuland House Museum.
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Opens in a new windowSmugglers Cove Inn
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Black Forest Cabins

Black Forest Cabins

3 out of 5
15 Longhill Rd Mahone Bay NS
Located in Mahone Bay, Black Forest Cabins is within a 15-minute walk of Mahone Bay Swimming Pool and Northern Sun Gallery & Gifts.
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Opens in a new windowBlack Forest Cabins
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.