Chester Islands, Nova Scotia Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Chester Islands, Nova Scotia on RentalSaver.com!

Chester Islands Rentals

From $179 per night (USD)
VRBO
The Lower Deck Oceanfront Studio mins from Chester and beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
The Lower Deck Studio sits overlooking the tranquil waters of Scotch Cove & just 5 min to the seaside Village of Chester ...
From $179 per night (USD)
VRBO
From $119 per night (USD)
Expedia
Seapearl Studio: Cozy Coastal Retreat in the Heart of Chester
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Seapearl, a cozy and bright studio apartment perfect for a relaxing getaway. This thoughtfully designed space ...
From $119 per night (USD)
Expedia
From $375 per night (USD)
VRBO
4 Bed (Sleeps 8) persons Vacation Rental with cottage, private dock and beach.
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Custom built, architect-designed, open concept house and separate country-style cottage, Swallow Point Retreat sits high ...
From $375 per night (USD)
VRBO
From $116 per night (USD)
Expedia
A Sailor's Paradise - Stevens Cove Guest Quarters
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just steps from the wharf you'll find Stevens Cove Guest Quarters. The apartment is at ground level with a spacious deck ...
From $116 per night (USD)
Expedia
From $193 per night (USD)
VRBO
Seaside Cottage - Blandford, Nova Scotia, Canada
Bedrooms:
2
Bathrooms:
4
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 $193 per night (USD)
VRBO
From $116 per night (USD)
VRBO
Second Wind Cottage - ocean front chalet near Mahone Bay & Lunenburg Nova Scotia
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is an intriguing A Frame structure. The front patio doors lead from the open-plan livingroom/dining room/kitchen o ...
From $116 per night (USD)
VRBO
From $102 per night (USD)
VRBO
Stylish Riverside Country Queen Room in Historic Farmhouse
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The bright airy and newly remodelled queen bedroom on the 2nd-floor has a full private ensuite bathroom with a shower, s ...
From $102 per night (USD)
VRBO
From $323 per night (USD)
VRBO
Stoneybrook House - historic property on 1.7 acres of land
Bedrooms:
2
Bathrooms:
6
Sleeps:
12
Welcome to Stoney Brook House, 150 years old in 2010. This historic landmark is located just across Highway Three from t ...
From $323 per night (USD)
VRBO
From $642 per night (USD)
VRBO
Breathtaking Oceanfront Chateau
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Tranquility awaits at “Harbour Mist” on the Aspotogan Peninsula with 192 feet of private oceanfront. This stunning stone ...
From $642 per night (USD)
VRBO
From $306 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 $306 per night (USD)
VRBO
From $368 per night (USD)
VRBO
Custom Built Home On The Scenic Waterfront Facing The Picturesque MarriottsCove
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The main floor features a comfortably furnished, open concept Great Room, with sitting, kitchen and dining areas, as wel ...
From $368 per night (USD)
VRBO
From $136 per night (USD)
VRBO
Seascape,Art Deco cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Two bedroom Art Deco cottage on 6 acre estate. Minutes from ocean and downtown amenities in the village of Chester. Ther ...
From $136 per night (USD)
VRBO
From $222 per night (USD)
VRBO
Adventure Awaits at Salt & Tide
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 $222 per night (USD)
VRBO
From $357 per night (USD)
VRBO
Riverside Country Retreat near Mahone Bay, Lunenburg and Oak Island
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
The guest side of our large historic house has two double rooms and one 2-bedroom suite. Each spacious room has its own ...
From $357 per night (USD)
VRBO
From $390 per night (USD)
VRBO
Superb Oceanfront with Optional Boathouse
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This outstanding multi-faceted oceanfront property in Otter Point has privacy without isolation, panoramic western sunse ...
From $390 per night (USD)
VRBO
From $288 per night (USD)
VRBO
Ahoy!...Oceanfront Family Cottage with Hot Tub, Near South Shore Attractions
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Come and Relax at this private family cottage with direct waterfrontage and floating dock. This Nova Scotia cottage rent ...
From $288 per night (USD)
VRBO
From $181 per night (USD)
VRBO
Studio Apartment 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 $181 per night (USD)
VRBO
From $373 per night (USD)
VRBO
The Oaks Seaside Retreat
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Hosting ocean-loving travellers on the South Shore since 1898. The Oaks Seaside Retreat has been a historic inn, elegant ...
From $373 per night (USD)
VRBO
From $184 per night (USD)
VRBO
Cozy Oceanfront Escape with Hot Tub
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
High above the ocean, this contemporary two-bedroom cottage provides sweeping coastal views, stunning sunsets, and a can ...
From $184 per night (USD)
VRBO
From $203 per night (USD)
Expedia
Peaceful 2-Bedroom Coastal Cottage with Hot Tub
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
High above the ocean, this contemporary two-bedroom cottage provides sweeping coastal views, stunning sunsets, and a can ...
From $203 per night (USD)
Expedia
From $251 per night (USD)
VRBO
The Acorn at The Oaks
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The location, the views, the finishes, the history, the reputation for premium East Coast hospitality - yes, a place thi ...
From $251 per night (USD)
VRBO
From $241 per night (USD)
Expedia
The Coach House at White Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
All of the elegance of majestic White Cottage, just on a smaller scale. Charming & romantic Chester seaside escape ideal ...
From $241 per night (USD)
Expedia
From $738 per night (USD)
VRBO
White Cottage, An East Coast Architectural Masterpiece
Bedrooms:
6
Bathrooms:
4
Sleeps:
8
NEW for 2025 - White Cottage, synonymous with endless charm, true grace and elegant oceanfront living since 1795. One of ...
From $738 per night (USD)
VRBO
From $178 per night (USD)
Expedia
Arm's length from the sea, private cove beach. Easy to access town and city.
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 $178 per night (USD)
Expedia
From $167 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 $167 per night (USD)
VRBO
$Oceanfront Luxury Magical Views Sunset and Sunrise\n$
From $209 per night (USD)
Expedia
Oceanfront Luxury Magical Views Sunset and Sunrise\n
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Luxurious 3 level townhouse with high end furnishings, art work, Persian carpets throughout. Located at The well known ...
From $209 per night (USD)
Expedia
From $338 per night (USD)
VRBO
The Chester House, oceanside in the village, private wharf
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
An acre on the ocean in Chester's front harbour, this historic gem was once a Lobster Plant dormitory and has been lovin ...
From $338 per night (USD)
VRBO
From $326 per night (USD)
Expedia
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 $326 per night (USD)
Expedia
$Luxury Accomodation, Footsteps from the Ocean.\n$
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VRBO
Luxury Accomodation, Footsteps from the Ocean.\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to The Crow’s Nest. A Luxurious vacation destination in Chester. A three bedroom home; Centrally located in th ...
Click For Pricing
VRBO
From $204 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 $204 per night (USD)
Expedia
Click For Pricing
VRBO
Large, modern Cape Cod style cottage in oceanside charming town
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Sweeping ocean views, across the road from the beach, looking out over yacht club and sailboats - steps to the restauran ...
Click For Pricing
VRBO
From $100 per night (USD)
Expedia
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 $100 per night (USD)
Expedia
From $268 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 $268 per night (USD)
VRBO
From $234 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 $234 per night (USD)
VRBO
From $460 per night (USD)
VRBO
Gorgeous Oceanfront Estate with Heated Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This stylish Chester Cape Cod is now available for rent! Imagine vacationing by the sea, lying around your own pool enjo ...
From $460 per night (USD)
VRBO

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Chester Islands Rentals

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Results: 35 Rentals