
Chester District Municipality Rentals
- From $388 per night (USD)
VRBO
Attention Curse of Oak Island fans!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Oak Island House is a newly restored and renovated century house which overlooks the famous Oak Island and the marina of ...
From $388 per night (USD)VRBO
- From $377 per night (USD)
VRBO
Cooperage Cottage - Peaceful & Family Friendly, Oceanfront
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our quiet oceanfront Cooperage Cottage sits sheltered by tall oak, pine and spruce trees on five private acres of forest ...
From $377 per night (USD)VRBO
- From $216 per night (USD)
VRBO
Oceanview Escape for Two, Steps from the Water - The Seanery Cottages
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
Welcome to the Seanery Cottages Bunkie — a cozy, romantic, and fully updated bachelor-style guesthouse located on a quie ...
From $216 per night (USD)VRBO
- From $344 per night (USD)
Expedia
Adventure Awaits at Salt & Tide Ocean Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Escape to peaceful coastal living at this charming vacation home in Blandford, where ocean views and tranquil sunsets aw ...
From $344 per night (USD)Expedia
- From $390 per night (USD)
VRBO
Charming coastal beach house, with beautiful ocean views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the Seanery Cottages Main House — a charming, updated 130-year-old beach house with peaceful ocean views from ...
From $390 per night (USD)VRBO
- From $208 per night (USD)
Expedia
Lakefront cottage on a Wallaback lake
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious comfortable cottage- bungalow with the finished walkout basement on a beautiful Wallaback lake. Great during al ...
From $208 per night (USD)Expedia
- From $563 per night (USD)
VRBO
4 Bed (Sleeps 8) persons Vacation Rental with cottage, private dock and beach.
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Custom built, architect-designed, open concept house and separate country-style cottage, Swallow Point Retreat sits high ...
From $563 per night (USD)VRBO
- From $205 per night (USD)
VRBO
Seaside Cottage - Blandford, Nova Scotia, Canada
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
LOCATED 15 MINUTES FROM CHESTER, NOVA SCOTIA The Cottage is a century home, with an unparralled view of the cove in the ...
From $205 per night (USD)VRBO
- From $235 per night (USD)
VRBO
Ocean Front Retreat!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Spectacular location and new kitchen! Watch the tide change and diverse marine ecosystem from every room. 50 feet from p ...
From $235 per night (USD)VRBO
- From $393 per night (USD)
VRBO
Clearwater Lake Lodge is the perfect destination for any special occasion.
- Bedrooms:
- 3
- Bathrooms:
- 10
- Sleeps:
- 16
Built by a regional railway company to host senior executives and corporate clients, Clearwater Lake Lodge is perfect fo ...
From $393 per night (USD)VRBO
- From $286 per night (USD)
VRBO
Coffee With A View Of Deep Cove
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Young Teazer Cottage offers a beautiful ocean view of South Shore Nova Scotia, overlooking Deep Cove. Using the cott ...
From $286 per night (USD)VRBO
- From $210 per night (USD)
Expedia
Quiet, peaceful, private country home with a large yard
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Country home in Chester, N.S.. Minutes from the ocean, yacht racing, Chester Race Week, Chester Yacht Club, Sensea Nordi ...
From $210 per night (USD)Expedia
- From $196 per night (USD)
VRBO
Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 4
Immerse yourself in the tranquillity of your private four-bedroom house perched by the ocean's edge. As the eastern-faci ...
From $196 per night (USD)VRBO
- From $178 per night (USD)
Expedia
Ocean front cottage in the heart of Hubbards.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This Quaint Cottage is located in the Heart of Hubbards, It has its own low tide beach situated beside the local sailing ...
From $178 per night (USD)Expedia
- From $416 per night (USD)
VRBO
Modern three bedroom with Panoramic Oceanview
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Tilley Cove House is a new build all year round cottage sitting close to the Ocean overlooking the fishing village o ...
From $416 per night (USD)VRBO
- From $322 per night (USD)
Expedia
Amazing ocean view/ private road/close to bayswater beach.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Magnificient oceanfront view, beautiful sunrise can be seen from your bed, fishing wharf is in 2 km, canoeing club, Hub ...
From $322 per night (USD)Expedia
- From $124 per night (USD)
VRBO
Oceanfront cozy comfortable cottage!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
If you like having access to a large front deck/porch with a fabulous waterview, it’s own private beach then this is the ...
From $124 per night (USD)VRBO
- From $570 per night (USD)
VRBO
Superb Oceanfront with Optional Boathouse
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
2026 EXTENSIVE RENOVATIONS NOW COMPLETE This outstanding 2026 renovated multi-faceted oceanfront property in Otter Poin ...
From $570 per night (USD)VRBO
- From $187 per night (USD)
VRBO
The Little House in Hubbards - a private heritage house steps from the sea
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Relax! Enjoy your own private heritage home and spacious, landscaped yard. Feel at home on your sunny south facing deck, ...
From $187 per night (USD)VRBO
- From $385 per night (USD)
VRBO
Spectacular Ocean Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
This century-old fisherman's home has been lovingly restored, and features four bedrooms, two living rooms, a modern, we ...
From $385 per night (USD)VRBO
- From $331 per night (USD)
VRBO
Stunning Ocean Front cottage, minutes from the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ocean Front cottage, minutes from Bayswater Provincial Park and Beach. Enjoy your morning coffee or a glass of wine on ...
From $331 per night (USD)VRBO
- From $252 per night (USD)
Expedia
New Country Stay Ross
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Right in the heart of the small and hospitable community of New Ross, you will find the Country Stay; a comfortable and ...
From $252 per night (USD)Expedia
- From $320 per night (USD)
VRBO
Oceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Unique cove beach surrounding, beautiful, tranquil, and private, this water front house is in the famous beach town Ches ...
From $320 per night (USD)VRBO
- From $309 per night (USD)
VRBO
The Captain’s Quarters 2 bedroom harbourview condo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Located in the heart of sea-side Chester, Nova Scotia with a gorgeous, full view of the front harbour. The Captain’s Qua ...
From $309 per night (USD)VRBO
- From $221 per night (USD)
VRBO
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
CHECK IN IS AT 4PM .CHECKOUT IS AT 11AM .WE NEED 3 HOURS TO Properly clean FOR NEXT GUEST Bedroom enSuite bathroom, livi ...
From $221 per night (USD)VRBO
- From $220 per night (USD)
VRBO
Mid century modern home for rent in sought after Chester
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This sweet mid century modern home is just minutes from the village of Chester. Only minutes walk to the village of Ches ...
From $220 per night (USD)VRBO
- From $462 per night (USD)
VRBO
Luxury Oceanfront Retreat in Chester close to Mahone Bay, Lunenburg,
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Luxurious 3 level townhouse with high end finishes. High end furnishings, art work, Persian carpets throughout. Located ...
From $462 per night (USD)VRBO
- From $257 per night (USD)
Expedia
TheLowerDeck Oceanfront escape! Paddle Bds,Kayaking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
The Lower Deck sits overlooking the tranquil waters of Scotch Cove & just 5 min to the seaside Village of Chester where ...
From $257 per night (USD)Expedia
- From $405 per night (USD)
VRBO
The oceanside Hideaway is nestled between the trees with stunning ocean views
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Looking to relax in a stunning oceanside house with close proximity to Halifax NS? The Hideaway is your spot, just 30 mi ...
From $405 per night (USD)VRBO
- From $350 per night (USD)
Expedia
Relax on the South Shore, steps from 2 beaches, ocean views & hot tub.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
On the Aspotogan peninsula in the quiet community of East River, this beautiful renovated three bedroom two bathroom ...
From $350 per night (USD)Expedia
- From $189 per night (USD)
VRBO
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Booking at Dordéan Suites of Chester allows guests to be part of something that is bigger than just themselves, it’s abo ...
From $189 per night (USD)VRBO
- From $189 per night (USD)
Expedia
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Booking at Dordéan Suites of Chester allows guests to be part of something that is bigger than just themselves, it’s abo ...
From $189 per night (USD)Expedia
- From $194 per night (USD)
VRBO
First Mate's Flat in the Heart of Chester
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Keep it simple at this peaceful and centrally located bachelor suite. Freshly and stylishly renovated, this is a prime l ...
From $194 per night (USD)VRBO
- From $175 per night (USD)
VRBO
Cozy tranquil cottage, ocean view, nestled on the edge of a forest
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hubbards has it all for a quintessential Nova Scotia vacation or to just get away from the city for some nature and nurt ...
From $175 per night (USD)VRBO
- From $362 per night (USD)
VRBO
The Red Horseshoe Retreat with HOT TUB
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Our beautiful Lake House is situated on Horseshoe Lake in Queens County . It’s nature at it’s very best! Our home is a ...
From $362 per night (USD)VRBO
- From $189 per night (USD)
Expedia
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Booking at Dordéan Suites of Chester allows guests to be part of something that is bigger than just themselves, it’s abo ...
From $189 per night (USD)Expedia
- From $867 per night (USD)
VRBO
Spacious Exclusive 5-bedroom house in fabulous Chester with WiFi, AC
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Get ready to relax in this 5-bedroom house in Chester. With 2 king beds, 1 queen bed, 1 full bed, and 2 twin beds, this ...
From $867 per night (USD)VRBO
- From $729 per night (USD)
Expedia
Charming 3-bedroom exclusive house with WiFi, AC in serene Chester
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Chester is waiting for you at this 3-bedroom house. Nestled in a peaceful neighbourhood, this fabulous retreat offers 1 ...
From $729 per night (USD)Expedia
- From $329 per night (USD)
VRBO
Lakeside Paradise awaits you!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax at this peaceful cottage on beautiful Harris Lake in Harriston located minutes from New Ross. Enjoy every day on t ...
From $329 per night (USD)VRBO
- From $256 per night (USD)
Expedia
Stillwood Grove - A cozy 2 bed house, Close to Sensea Spa and Coveside Stables
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to a quiet 2 bed 1.5 bath house tucked away on a dead end road. Ideally located just 40 minutes from Halifax, yo ...
From $256 per night (USD)Expedia
- Click For Pricing
VRBO
Brand-new oceanfront cottages with unobstructed views of the Atlantic Ocean.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Escape to our brand-new oceanfront cottages, perfectly positioned to offer breathtaking, unobstructed views of the Atlan ...
Click For PricingVRBO
- From $372 per night (USD)
VRBO
Hillstone Cottage 10-15 min walk to Nordic Spa
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This classic summer home with a wraparound veranda, is a welcoming oasis to spend your time exploring Chester and the So ...
From $372 per night (USD)VRBO
- From $267 per night (USD)
VRBO
Vista Del Mar 596 - LOFT
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Studio Del Mar is a private, light-filled loft nestled above the coast in Hubbards, Nova Scotia. Part of the 5-star Vist ...
From $267 per night (USD)VRBO
- From $460 per night (USD)
VRBO
Vista Del Mar 596 - Main House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Vista del Mar 596, a +100-year-old church turned cozy retreat, offers breathtaking ocean views, original charm, and mode ...
From $460 per night (USD)VRBO
- From $274 per night (USD)
VRBO
Vista Del Mar 596 - Lower Level Retreat
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover serenity at VDM 596 Lower Level retreat. This cozy 2-bedroom hideaway offers modern comforts, ocean views, and ...
From $274 per night (USD)VRBO
- From $758 per night (USD)
Expedia
The Vista Del Mar 596
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Vista del Mar 596, a +100-year-old church turned cozy retreat, offers breathtaking ocean views, original charm, and mode ...
From $758 per night (USD)Expedia
- From $506 per night (USD)
VRBO
Spectacular 3 Bedroom Lake House!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Join us on Stanford Lake for your next getaway! This newly built home overlooks a peaceful lake. Sprawl out on your king ...
From $506 per night (USD)VRBO
- From $310 per night (USD)
Expedia
Stunning villa at the beautiful Oak Island Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Beautifully decorated three level villa located at Oak Island Inn and Resort. Amazing water and marina views from the wh ...
From $310 per night (USD)Expedia
- From $311 per night (USD)
VRBO
Shoreside Unit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Escape to our stunning oceanfront retreat next to Fox Point Beach in Hubbards, NS! The Shoreside Unit is a charming 2-be ...
From $311 per night (USD)VRBO
- From $293 per night (USD)
VRBO
Lakeview Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our charming Lakeview cottage on Fox Point Lake in Hubbards, NS! This rustic log home boasts 3 bedrooms and 1 ...
From $293 per night (USD)VRBO
- From $280 per night (USD)
VRBO
Fox Creek Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Fox Creek Cottage is a peaceful 2-bedroom retreat on Fox Point Lake run, a quiet channel off Fox Point Lake. Enjoy a ful ...
From $280 per night (USD)VRBO
- From $759 per night (USD)
VRBO
Oceanfront Units
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Escape to our stunning oceanfront property next to Fox Point Beach in Hubbards, NS! This listing includes both Seashore ...
From $759 per night (USD)VRBO
- From $523 per night (USD)
VRBO
Seashore Unit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to our stunning oceanfront retreat next to Fox Point Beach in Hubbards, NS! The Seashore Unit offers breathtaking ...
From $523 per night (USD)VRBO
- From $126 per night (USD)
Expedia
The Cooperage: Renovated historic cottage on river
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
This loft studio (1 Queen, 1 Twin bed & pull out couch), recently renovated, overlooks beautiful Martins River. Enjoy w ...
From $126 per night (USD)Expedia
- Click For Pricing
VRBO
COZY SOUTH SHORE COTTAGE CLOSE TO THE BEACH
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Welcome to our cozy cottage close to the beach. This cottage has a a nautical feel, ocean vista, surrounded by trees and ...
Click For PricingVRBO
- From $572 per night (USD)
Expedia
Oceanfront Sanctuary | Private & Peaceful
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to this private oceanfront retreat, less than an hour from downtown Halifax. Enjoy complete privacy, with only th ...
From $572 per night (USD)Expedia
- From $383 per night (USD)
VRBO
Brand-new Oceanfront cottage 8 overlooking Peggys Cove.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Escape to our brand new oceanfront cottage perfectly positioned to offer breathtaking unobstructed views of the Atlantic ...
From $383 per night (USD)VRBO
- From $690 per night (USD)
VRBO
Chester Village + Harbour Views: 4-Bedroom Family-Friendly Historic Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Seaglass House, a charming 4-bedroom historic home located in the heart of Chester Village. The entire home h ...
From $690 per night (USD)VRBO
- From $235 per night (USD)
VRBO
Oak Island Oasis / Oak Island Oasis
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your peaceful waterfront escape—just 1500 feet from the legendary Oak Island causeway! Spend your days relaxi ...
From $235 per night (USD)VRBO



























































