Chester Rentals
From $412 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 $412 per night (USD)VRBO
From $141 per night (USD)Expedia
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 $141 per night (USD)Expedia
From $481 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 $481 per night (USD)VRBO
From $438 per night (USD)Expedia
Family Home In the Heart of the Village of Chester
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Spacious & Cozy Family Home in the Village of Chester 5 bedrooms, 2 & 1/2 baths, sleep’s 10 -14 adults and more Welcome ...
From $438 per night (USD)Expedia
From $320 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 $320 per night (USD)VRBO
From $69 per night (USD)Expedia
Serenity Tiny House Cottage in Chester
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
This brand new storybook 665 Sq. ft. Tiny House Cottage sits on a meticulously landscaped private 2 acres of gardens and ...
From $69 per night (USD)Expedia
From $195 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 $195 per night (USD)VRBO
From $365 per night (USD)Expedia
Home in the Heart of Chester
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
<p>Nestled in Chester, this 4-bedroom, 2.5-bathroom vacation home brings it all within your reach. Fans of nature and th ...
From $365 per night (USD)Expedia
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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 ...
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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 ...
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From $412 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 $412 per night (USD)VRBO
From $189 per night (USD)Expedia
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 $189 per night (USD)Expedia
From $798 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 $798 per night (USD)VRBO
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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 ...
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From $126 per night (USD)VRBO
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 $126 per night (USD)VRBO
From $903 per night (USD)Expedia
Witmere - True Vacation Elegance
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Witmere - true vacation elegance. Exuding sophistication & refinement, characterized by clean lines, the highest-qualit ...
From $903 per night (USD)Expedia