
House vacation rentals in Chester
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Top-rated house rentals in Chester
Guests agree: these houses are highly rated for location, cleanliness, and more.

Cozy Riverside Cottage Indoor & Outdoor Fireplace
River music awaits you. Escape the hustle and bustle of city life to embrace tranquility of nature nestled in a tiny home on 2 acres overlooking a set of rapids. Stroll along the paths and unwind or cozy up by the fire with a good book. All this awaits you at Herons Rest. This is not just a home; it's a lifestyle! If you feel like venturing out, enjoy the beauty and fun offered by the South Shore, explore its abundant beaches, restaurants, shopping and music there is something for everyone!

Hubbards Cozy Convenient Cottage
Welcome to our cozy cottage located in the centre of Hubbards - just steps away from all of the fabulous amenities the area has to offer. Our home has been fully updated with you in mind. We've aimed to provide comfort, cleanliness, and loads of charm! The space accommodates six in three bedrooms and one and a half baths. Ideally situated with restaurants, cafes, grocery, liquor and an amazing farmers market just across the street! You've found the ultimate home base for a South Shore adventure!

Charming Ocean Retreat
Perched on a hill overlooking the Aspotogan Cove, this lovingly restored 150-year-old family home offers everything you might need for a relaxing peaceful retreat. The backyard opens onto four acres of trails - perfect for mountain biking and hiking - and Bayswater Beach, one of the exquisite beaches on the South Shore, is only five minutes away. The beautifully appointed chef’s kitchen invites culinary play, and an extensive collection of games, books and movies will keep you well entertained.

The Oasis on Blueberry Lane
Enjoy swimming or kayaking in our beautiful lake. Afterwards, hop in the hot tub to relax your tired muscles, then roast marshmallows over the firepit or have a game of pool. You can also curl up next to wood stove for a lazy evening in. Take a short drive to one of the several stunning beaches. Enjoy being 10 minutes from both SENSEA Nordic Spa, and Chester Village - where you'll find Chester Golf Course, a selection of restaurants, cafes, and shops. Only 30 minutes to ski Martock!

Lakefront home with hot tub
Unwind at Hidden Lake West, your peaceful haven on Nova Scotia’s stunning south shore. Embrace the serene beauty with exclusive lake access, where you can paddleboard, canoe, or simply relax by the water. Soak in the rejuvenating hot tub, surrounded by nature’s embrace. This cozy with modern comfort, offering the perfect blend for a memorable escape. Whether you're seeking adventure or a restful retreat, Hidden Lake West invites you to relax and recharge in a breathtaking setting.

Luxury Getaway Home | Cozy Vacation in Mahone Bay
Perfect to discover Nova Scotia! Enjoy all Mahone Bay has to offer from this newly built modern home - just a small walk from the many restaurants, shops, a brewery, museums and galleries. The house has a bright open-plan living space with cathedral ceiling. The main bedroom has a queen size bed and a spotless bathroom with fresh white towels and quality toiletries. The large wraparound deck is perfect for sunny coffee mornings and soaking in the friendly atmosphere on Main Street.

Oceanview, $0 cleaning fee, spacious with 2 bdrms!
This peaceful and private property has a beautiful ocean view. Enjoy watching cruise ships, sail boats and cargo ships come into the Halifax harbor! This completely private unit offers 2 bedrooms with room to sleep up to 5. Located fifteen mins to downtown Halifax. Close to hospitals, restaurants, nightlife, museums, and shopping. The ocean shore as well as many trails are within close walking distance. Located beside the York Redoubt and very near Herring Cove Provincial Park.

Peggy's Cove - Modern Home with Lighthouse View
Forget your worries in our spacious and serene oceanfront 3 bedroom home with stunning views of Peggy's Cove and the ocean! Our beautiful home can sleep up to 7 guests comfortably and includes many features such as a BBQ, fire table, outdoor deck with views of the ocean, & seating right near the water. We are a short walk to Peggy's Point, Peggy's Point Lighthouse, & many other places on the cove like shops, restaurants, hiking trails & nature parks. Enjoy your stay!

Mahone Bay Ocean Retreat
Your luxury ocean getaway and private spa for two. Private beach access, keyless self check-in. On the beautiful South Shore minutes from town. Cathedral ceilings & epic views. Four seasons. Hot-tub, full spectrum infrared sauna, both indoor & outdoor rainfall showers. Indoor wet room with claw foot tub. Bbq, wireless wifi, chef’s kitchen, wine fridge, AC, wood stove, Netflix, and King size bed with premium linens. A calm, luxurious space flooded with natural light.

Ocean Front #3 HotTub Sunset RoofTopDeck BBQ 2bath
Waterfront Cottage: Huge deck, sun sets, Private Hot Tub: 6 Person tub for 2. Panoramic Water Views: Modern Cabin: privacy and a peaceful environment. Large Deck: outdoor living space both you can take in the sun or retreat into the share. Nature Retreat with wildlife Romantic Escape: for couples, Heated floors, Shower tower, queen master, an extra guest could sleep on the couch. Super private chefs kitchen. Well equipped for all seasons.

Back Bay Cottage
Designed and built by architect Peter Braithwaite, the unique cottage design offers an exclusive and tranquil getaway. Accommodating up to 6 guests, this open concept, fully equipped cottage is ideal for couples, small families or outdoor enthusiasts any time of year. The airbnb is located 20 minutes outside of Halifax on six-acres with an outdoor fireplace, BBQ and stunning views that overlook Back Bay.

Lovely oceanfront home w/4 BR + stunning views
Enjoy our lovely and spacious oceanfront home with port views to the iconic churches of Mahone Bay and starboard views past Strum Island to the open ocean. Sailboats bob at anchor just beyond our decks. Stroll out the back door to reach cafes, bookstores, the brewpub, village pub, restaurants and civic marina all within minutes. We pay diligent attention to cleaning protocols for your safety.
Popular amenities for Chester house rentals
House rentals with a pool

Half Moon Cove Retreat

All Decked Out in Mahone Bay

Peaceful Retreat on Schmidt Lake

Luxurious Home with Indoor Pool

North End Nest

Oceanview Luxury Estate - Magazine Perfect!

Beautiful new 6 bedroom lakehouse close to Halifax

A cozy getaway for every season!
Weekly house rentals

Charming Chester cottage steps from Nordic spa

Fox Creek Cottage | Fox Point Lake | Hot Tub/Kayak

Home in the Heart of Chester

The Whale House

Steel the Wave

The Hull House: modern beauty on quiet ocean cove

One 12 Queen - EV Charger

Mill Lake Paradise Cottage
Private house rentals

Nova Scotia Orchard by the Sea

Private Island, Oceanfront Southshore, Nova Scotia

Creek House | Oceanfront Retreat

A Luxury Oceanfront Escape

The Lookout

Mill-Cozy Cottage

Windrose Cottage welcomes you

Fire&Stone Oceanfront Retreat
Quick stats about house rentals in Chester

Total vacation rentals
Explore 30 vacation rentals in Chester

Nightly prices starting at
Chester vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

Verified guest reviews
Over 770 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Chester vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chester rentals

4.9 Average rating
Chester stays are highly rated by guests—averaging 4.9 out of 5!
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- Cresent Beach
- Rissers Beach Provincial Park
- Crescent Beach, Lunenburg County, Nova Scotia
- Hirtle's Beach
- Atlantic Splash Adventure
- Halifax Citadel National Historic Site
- Rainbow Haven Beach
- Beach Meadows Beach
- Bayswater Beach Provincial Park
- Chester Golf Club
- Cape Bay Beach
- Conrad's Beach
- Splashifax
- Canadian Museum of Immigration at Pier 21
- Lawrencetown Beach
- The Links at Brunello
- Point Pleasant Park
- Lawrencetown Beach Provincial Park
- Maritime Museum of the Atlantic
- Halifax Public Gardens
- Oxners Beach
- Bracketts Beach
- Halifax Central Library
- Dauphinees Mill Lake




