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Best Vacation rentals and Airbnb offers in Chester
9.3 20 reviews
Chester
08/02 – 08/14
$750/nighttotal: $9000 (12 )
Oceanfront Luxury Magical Views Sunset And Sunrise
1 4
house , Chester
This luxurious townhouse is located at the Oak Island Resort, just a short 10-minute drive from Chester and Mahone Bay, offering stunning ocean and marina views. The property has consistently received excellent ratings for its cleanliness, location, and overall user experience. The three-level townhouse comfortably accommodates four guests and features a spacious layout with a loft area overlooking the ocean, a main level with living, dining, and kitchen, and a lower level with a bedroom, full bath, den, and private patio. Guests can enjoy access to the resort's amenities, including a dining room, boat tours, and a swimming pool, as well as a private deck with breathtaking views.
Chester
06/26 – 06/28
$382/nighttotal: $764 (2 )
Pine & Sea - Chester's Home For Active Families
3 2
apartment , Chester
This renovated cottage offers long views over Mahone Bay from its quiet Chester neighborhood, with convenient access to Chester Village, Lunenburg, and Halifax via the Chester Connector Trail, approximately 1 mile away. This pet-friendly, family-friendly rental accommodates up to 4 guests and features a full kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, and a large lawn suitable for outdoor activities.
9.5 13 reviews
Chester
08/01 – 08/31
$1270/nighttotal: $38100 (30 )
Tranquility’s Equilibrium Iii
2 2
house , Chester
This charming house is located just a short walk from the ocean, between the historic town of Chester and the picturesque Mahone Bay. The property has earned excellent ratings for its location, cleanliness, and overall experience. The two-bedroom house can comfortably accommodate up to five guests. Enjoy modern amenities, a spacious deck, a fire pit, and access to kayaks for exploring the beautiful waters.
9.0 2 reviews
Chester
08/03 – 08/07
$181/nighttotal: $724 (4 )
Oak Island Resort & Conference Centre
1 2
resort , Chester
Oak Island Resort & Conference Centre is a seaside resort located on the Nova Scotia peninsula, offering views of Mahone Bay and situated a 10-minute drive from the town of Mahone Bay. This resort boasts rooms with floor-to-ceiling windows, accommodating up to 5 guests, and features amenities such as two swimming pools, a private marina, a spa, and on-site dining at the Oak and Oar Eatery.
10 37 reviews
Chester
06/26 – 06/28
$488/nighttotal: $976 (2 )
The Twee House At Meisners Beach
1 2
apartment , Hubbards
The Twee House, a renovated English cottage near Meisner's Beach in Hubbards, Nova Scotia, offers easy access to Chester Village and the Sensea Spa. This two-bedroom, two-bathroom home sleeps six, features a fully equipped kitchen with a fridge, microwave, and dishwasher, plus a private hot tub and parking; nearby trails and beaches provide ample opportunities for outdoor recreation.
Chester
08/02 – 08/14
$895/nighttotal: $10740 (12 )
Family Home In The Heart Of The Village Of Chester
1 4
apartment , Chester
This Chester residence is located in the Village of Chester, a welcoming family home setting ideal for exploring the area. This spacious apartment accommodates 10-14 guests with an open-plan main floor, featuring a kitchen with a fridge, freezer, microwave, and dishwasher, and offers two bathrooms and internet access.
10 1 review
Chester
08/01 – 08/31
$165/nighttotal: $4950 (30 )
Cozy Coastal Hideaway In Chester Basin
1 2
apartment , Chester
This self-contained suite is located in Chester Basin, providing easy driving access to Chester and Mahone Bay. This upper-level apartment offers 1 bedroom and 1 bathroom, accommodating up to 2 guests with a full kitchen, fridge, freezer, microwave, and on-site parking.
9.7 162 reviews
Chester
08/03 – 08/07
$173/nighttotal: $692 (4 )
Hutt Lake Studio 10 Minutes Away From Sensea Spa
1 2
studio , Chester
This charming studio apartment is just a short drive from Chester's town center, offering easy access to the picturesque Mahone Bay and the vibrant town of Bridgewater. Guests consistently rate the studio as excellent for its cleanliness, location, and overall experience. The studio comfortably sleeps two guests and features a fully equipped kitchen with modern appliances. Guests can enjoy a variety of amenities, including access to kayaks, a paddleboat, and a fire pit, along with free Wi-Fi and cable TV.
9.6 21 reviews
Chester
08/03 – 08/07
$765/nighttotal: $3060 (4 )
Oceanfront Luxury Magical Views Sunset And Sunrise
3 2
apartment , Chester
This Chester oceanfront vacation home is located 2.2 miles from Oak Island and within 9 miles of the Northern Sun Gallery & Gifts and Have A Yarn, offering easy access to Mahone Bay's Settlers Museum and Cocoa Organic Spa & Boutique. This two-bedroom, 2.5-bathroom house sleeps four guests and features a fully equipped kitchen with a fridge, microwave, dishwasher, and in-house amenities including games, a smart TV, and a washer, plus an on-site playground.
10 1 review
Chester
08/03 – 08/07
$196/nighttotal: $784 (4 )
The Tulip Suite - The Dordean Suites Of Chester
1 2
chalet , Chester
The Tulip Suite, a private chalet in Western Shore, Nova Scotia, is located approximately 23 miles from Chester's St. John's Anglican Church and Fisheries Museum of the Atlantic. This 270-square-foot getaway features one bedroom, one bathroom, a kitchenette, a hot tub, and a private terrace, comfortably accommodating up to three guests.
9.3 33 reviews
Chester
06/26 – 06/28
$366/nighttotal: $732 (2 )
Marigold Cottage Luxury Suite
1 2
apartment , Chester
This basement suite is located in Chester Village, just steps away from coffee shops, restaurants, and Freda's Beach, making it a perfect spot to explore the charming town. The suite enjoys excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The apartment has a queen bed, a double bed, and twin bunk beds, accommodating up to 6 guests. It offers a fully equipped kitchen with a fridge, microwave, and dishwasher, along with air conditioning, parking, and internet access for a convenient and enjoyable stay.
Chester
08/03 – 08/07
$149/nighttotal: $596 (4 )
Simple Living On Big Tancook
1 2
apartment , Chester
This island escape on Big Tancook Island offers a tranquil natural setting, located a half-mile from the island's dock and providing convenient access to walking trails and South Cove Beach. This pet-friendly vacation rental features a fully equipped kitchen, a deck with water views, and complimentary canoe access, ideal for up to 6 guests seeking stargazing opportunities and outdoor activities.
Best Chester vacation rentals with a balcony
9.8 9 reviews
Chester
08/03 – 08/07
$185/nighttotal: $740 (4 )
Tiny Home In Chester Nova Scotia. Hosted By Dordean Suites
1 2
chalet , Chester
This Chester, Nova Scotia tiny home chalet, located on Windsor Road, offers a rural retreat near Chester's beach, with convenient access to the Lordly House Museum and Valverde Studio Gallery. This 297-square-foot (270 square feet converted from square meters to square feet) one-bedroom, one-bathroom cottage sleeps two and includes a spa, pet-friendly accommodations, and proximity to Chester Golf Club and Sherwood Golf and Country Club, plus opportunities for snowmobiling and mountain sports.
Browse Family-Friendly Vacation Rentals in Chester
Plan the perfect family beach trip to Chester with spacious rentals that offer plenty of room to spread out.
10 3 reviews
Chester
08/01 – 08/31
$415/nighttotal: $12450 (30 )
Oak Island Oasis
1 2
apartment , Chester
This Chester waterfront bungalow, located approximately 1500 feet from the Oak Island causeway, offers direct access to a rocky beach and stunning ocean views with frequent deer sightings. This three-bedroom, one-bathroom home sleeps six guests and features two living rooms, a fully equipped kitchen with dishwasher, private yard, private wharf, and fitness center access; nearby attractions include Oak Island and local shops and restaurants.
Frequently Asked Questions about vacation rentals in Chester
Which walking or cycling routes are the best in Chester?
The Chester waterfront trail is a popular choice for walkers and cyclists. It stretches along the scenic coastline, offering views of the harbor and the ocean. For a longer ride, try the Chester-Mahone Bay loop, which takes you through charming villages and coastal landscapes.
What are the best Airbnb and vacation rentals in Chester?
What sports or outdoor activites can visitors enjoy in and around Chester?
Chester is a great place for outdoor enthusiasts. You can go kayaking or canoeing in the calm waters of the Chester Basin. Hiking trails abound in the surrounding area, with options for all levels of experience. In the winter, you can enjoy cross-country skiing and snowshoeing.
What other towns or cities can be easily accessed from Chester?
Chester is conveniently located within a short drive of Halifax, the capital of Nova Scotia. You can also easily reach other charming towns in the area like Lunenburg, Mahone Bay, and Bridgewater.
What are the best vacation rentals with a pool in Chester?
What amenities are commonly available in vacation rentals in Chester?
Vacation rentals in Chester typically offer a range of amenities, including fully equipped kitchens, comfortable living spaces, and laundry facilities. Many also have access to outdoor areas like patios or decks, perfect for enjoying the fresh air.
What are the best rentals for families and kids in Chester?
What time of year is best to rent a vacation rental Chester?
Chester is a beautiful destination year-round, but the best time to visit depends on your preferences. Summer offers warm weather and plenty of outdoor activities. Fall is a picturesque time with vibrant foliage. Spring is a quieter time with blooming flowers. Winter offers a chance to enjoy snow-covered landscapes.
What are the best rentals or Airbnbs with a jacuzzi in Chester?
The Chester region is known for its fresh seafood. You can find delicious lobster rolls, clam chowder, and fish and chips at local restaurants. Don't miss the opportunity to try Nova Scotia's famous blueberry pie, a sweet treat made with locally grown blueberries.
Destinations nearby
Best Chester vacation rentals with parking
10 58 reviews
Chester
06/26 – 06/28
$261/nighttotal: $522 (2 )
Chester, Ns. Ye Olde Barne In A Seaside Village
1 2
apartment , Chester
This Chester, Nova Scotia apartment, a converted barn loft, is situated a short distance from local attractions in the village of Chester. The two-bedroom, one-bathroom unit sleeps six, features a fully equipped kitchen with a fridge, microwave, and dishwasher, offers air conditioning, off-street parking, and a private garden with lawn furniture.
9.8 22 reviews
Chester
06/26 – 06/28
$307/nighttotal: $614 (2 )
Oak Island Cottage With Hot Tub
1 2
apartment , Chester
This charming cottage is located on Nova Scotia's South Shore, just 15 minutes from Chester and a short drive from other popular destinations like Oak Island, Mahone Bay, and Lunenburg. The quiet setting offers stunning ocean views, making it a perfect spot to relax and enjoy the natural beauty of the area. The cottage features two bedrooms and two bathrooms, comfortably accommodating up to three guests. Enjoy a fully equipped kitchen, a private deck, a hot tub, a fire pit, and a shared gas BBQ for outdoor entertaining, along with a pet-friendly environment and the convenience of a nearby superhost for assistance.
Choose the Right Vacation Rentals with a Pool in Chester
A vacation rental with a pool in Chester is the perfect amenity to complement your time spent by the water.
9.0 2 reviews
Chester
08/03 – 08/07
$181/nighttotal: $724 (4 )
Oak Island Resort & Conference Centre
1 2
resort , Chester
Oak Island Resort & Conference Centre is a seaside resort located on the Nova Scotia peninsula, offering views of Mahone Bay and situated a 10-minute drive from the town of Mahone Bay. This resort boasts rooms with floor-to-ceiling windows, accommodating up to 5 guests, and features amenities such as two swimming pools, a private marina, a spa, and on-site dining at the Oak and Oar Eatery.
9.3 20 reviews
Chester
08/02 – 08/14
$750/nighttotal: $9000 (12 )
Oceanfront Luxury Magical Views Sunset And Sunrise
1 4
house , Chester
This luxurious townhouse is located at the Oak Island Resort, just a short 10-minute drive from Chester and Mahone Bay, offering stunning ocean and marina views. The property has consistently received excellent ratings for its cleanliness, location, and overall user experience. The three-level townhouse comfortably accommodates four guests and features a spacious layout with a loft area overlooking the ocean, a main level with living, dining, and kitchen, and a lower level with a bedroom, full bath, den, and private patio. Guests can enjoy access to the resort's amenities, including a dining room, boat tours, and a swimming pool, as well as a private deck with breathtaking views.
Search Coastal Vacation Rentals near Chester
Discover beautiful beach towns with these seaside vacation rentals in Chester, perfect for relaxing near the coast and exploring the shore.
9.5 113 reviews
Chester
06/26 – 06/28
$182/nighttotal: $364 (2 )
Sunny Sanctuary In Martin's River
1 2
apartment , Mahone Bay
9.9 23 reviews
Chester
08/03 – 08/07
$242/nighttotal: $968 (4 )
Ye Olde Barne Lower Flat
1 2
apartment , Chester
Traveler-Approved Luxury Vacation Rentals in Chester
Experience 5-star comfort in a luxury Chester vacation rental designed with premium amenities throughout.
9.3 3 reviews
Chester
06/26 – 06/28
$488/nighttotal: $976 (2 )
Private Lakefront, Sauna, 45 Mins To Halifax
1 2
apartment , Chester
Explore Vacation Rentals with Saunas in Chester
Recover properly with on-site sauna access, a standard feature at these premier Chester vacation rentals.