
Vacation rentals in Chester
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Chester
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chester vacation rentals
Other great vacation rentals in Chester

Luxury Oceanfront Cottage-Rose Bay, Lunenburg #2
We stayed at Mark's Place for two weeks of remote work and vacation and it was great! The location is just secluded enough to feel like you've gotten away but it's also an easy and pretty drive to Lunenburg for shopping and dining. We enjoyed watching the tides change from the living room couch and from the hot tub. Also, Mark's Place is fully stocked. It had every upscale item imaginable in the kitchen and each bathroom had its own set of towels, hairdryer, etc. It was also easy to communicate with Mark and his cleaning team and - for those who care - the WiFi was able to handle multiple laptops, phones and other devices without fail. As an added bonus, during our stay, we saw many different birds in the water and on the lawn, a deer family and a porcupine family.

Valley Gem
This unit perfectly met our needs. Sherri thought of everything, right down to chilled water in the fridge and a little treat for that sweet tooth! The bed was super comfortable and everything was spotless throughout. The property and neighnourhood were beautiful and very peaceful. We would definitely recommend!

Relaxing Oceanfront Retreat- private luxury
Stayed here for the second time, beautiful spot even in the dead of winter!

Ocean front #7 2bdrm waterfront BBQ 2bath hot tub
This spot is in a beautiful, peaceful location. We wanted just to relax and be by the ocean. We were able to do both and the trip to town was just minutes by car. The home was very clean and well stocked with dishes, etc. When we had an issue with the internet the host responded immediately. The back deck was such a gem( I wish the weather had cooperated more) and the hot tub lets you look out over the water as you soak. I wouldn't hesitate to highly recommend a visit here. I certainly hope to return myself in the near future.

2BR Beach Side Retreat/hot tub Rainbow Haven Beach
Great place. It was extremely clean, host was very responsive. no issues, great time!

The Harbour Hideaway - Port Mouton
We really enjoyed our stay at Pete’s cottage at Port Mouton. The location is incredible, with stunning unobstructed views of the ocean. We spent many hours, gazing at the waves crashing on the rocks, while altering our views back to the endless Sea. The cottage was equipped with everything anyone could need during their stay. As Pete told me when I asked, 'just bring your favorite coffee or tea'. We did not feel that anything was missing. Pete always responded to our messages promptly, in few minutes, and in a positive and welcoming manner. We would recommend a stay at this cottage to anyone, and we do plan to come back to it once again. The cottage was super clean, all amenities are available, instructions were clear. The location is nice and quite but not isolated. You can walk or drive to a nearby grocery store, a restaurant and a sandy beach. Before booking, I thought other reviews were a bit generous but now I understand. Yes, it is that good.

Luke's Lodge with hot tub & private lake access
Our stay at Luke’s Lodge was the perfect getaway location perfectly nestled into Falls Lake NS we had everything needed from a cozy campfire area,hot tub soaks, a beautiful kitchen area and the cozy yellow couch we curled up in every evening! Super responsive hosts who are there if you need anything and perfect place for anyone who are pet owners to couples looking for a cozy getaway 10/10 would recommend !!!

Salty SeaScape 4 Bed OCEAN-VIEW Home with SWIM SPA
It was great place to stay. We will be going again when we visit Halifax.
Quick stats about vacation rentals in Chester
Total rentals
50 properties
Nightly prices starting at
$471 HKD before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Chester?
Yes! Work meets play with ease at over 20 vacation rentals in Chester featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Chester?
Experience the best of Chester with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Chester?
Four-legged friends are welcome in Chester. Choose from more than 20 vacation rentals for guests traveling with pets.
What are the most popular amenities for House Rentals in Chester?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a bbq area, over 20 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Chester have wireless internet?
Absolutely! We offer over 20 house rentals with wireless internet in Chester. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chester have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Chester. Enjoy a tailored experience with all the comforts you desire.
Destinations to explore
- Halifax Vacation rentals
- Lunenburg County Vacation rentals
- Dartmouth Vacation rentals
- Lunenburg Vacation rentals
- Wolfville Vacation rentals
- Truro Vacation rentals
- Peggy's Cove Vacation rentals
- Bedford Vacation rentals
- Mahone Bay Vacation rentals
- Alma Vacation rentals
- Digby Vacation rentals
- Hubbards Vacation rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Oak Island
- Cresent Beach
- Halifax Citadel National Historic Site
- Rissers Beach Provincial Park
- Crescent Beach, Lunenburg County, Nova Scotia
- Atlantic Splash Adventure
- Hirtle's Beach
- Cape Bay Beach
- Rainbow Haven Beach
- Point Pleasant Park
- Little Rissers Beach
- Bayswater Beach Provincial Park
- Halifax Central Library
- Maritime Museum of the Atlantic
- Canadian Museum of Immigration at Pier 21
- Lawrencetown Beach Provincial Park
- Conrad's Beach
- Hunts Point Beach
- Beach Meadows Beach
- Battery Point Beach
- Backmans Beach
- The Links at Brunello
- Halifax Public Gardens
- Ashburn Golf Club
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes