
Vacation rentals in Chester
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Top-rated vacation rentals in Chester
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Other great vacation rentals in Chester

A Secluded Lakefront Spectacle
We had a fabulous stay here with family and friends. Everything is just so clean and well maintained. Our hosts were super responsive and gave us some good local recommendations upon arriving! We will definitely come back ! Thank you for the stay and for sharing your beautiful space with us !

The Lookout - Cottage
Peaceful and relaxing. A home away from home with its beautiful open concept, spacious kitchen, large open deck, and the best views ever from the primary bedroom. Just about everything you'd need is supplied. Extremely accommodating with our 4 cats and never any hesitation. Check in is scheduled for 3:00PM, but we had a message saying we could check in earlier. The view is absolutely stunning all throughout the cottage from the beautiful north Atlantic ocean across the street to the family of three deer casually exploring the area. The fireplace is the perfect way to warm up in winter. I can only imagine how nice it would be in summer with two beaches so close by. We enjoyed our Christmas immensely at The Lookout that we were sad when it came time to leave.

Luxury Oceanfront Cottage-Rose Bay, Lunenburg #2
I had an amazing, much needed girls weekend here, and very last minute i might add as we booked the morning of. Mark was super responsive and stayed in touch the whole time. Everything was super clean & cozy and the fire place made it very cozy. The only thing i would say wasnt the best was the hottub was very small but would be perfect for 2 people, but 3 was quite a tight squeeze. Overall though everything (but the nova scotia weather) was delightful! Would definitely stay here again

Log Home Luxury
We really enjoyed our stay. The location was perfect to visit the surrounding area such as the local Wineries, Lunenburg and Peggy’s Cove. At the end of the day, the log home was the perfect place to relax and enjoy a sunset on the lake. We made great memories this week. Thank you for sharing this beautiful log home with us.

Bespoke Lake Cottage
Sarah and I loved our weekend away from the city! Was definitely needed! Was a great place to unwind and relax!

A Suite Stay!
Lee Ann’s place is wonderful. So much attention has gone into it. It’s very peaceful and close to Mahone bay and Lunenburgh.They even left the Christmas tree up for me. Beautiful. Plus what can I say about the puppas. Two beautiful dogs. As I am a dog lover it’s been heaven I’m in luv with Max . Leeann calls him her Gentle Giant and so he is. Perfick. Thank you Lee Ann I shall pass the word and hope to be back soon.

Mounce Mansion - Country House-Sleeps 12
Brought family out for a wedding nearby and we had a blast playing air hockey and enjoyed the overall atmosphere of the house and overall was a great experience for all.

Lake front retreat
My 3rd time staying at Ross's place - 1st time in the Winter (previous times in the Fall). Lovely place for a peaceful and quiet getaway. Look forward to another stay in the future.
Quick stats about vacation rentals in Chester
Total rentals
50 properties
Nightly prices starting at
$60 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.
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.
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.
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.
Are there family-friendly house rentals in Chester?
Chester has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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- Cresent Beach
- Halifax Citadel National Historic Site
- Hirtle's Beach
- Rissers Beach Provincial Park
- Crescent Beach, Lunenburg County, Nova Scotia
- Maritime Museum of the Atlantic
- Hunts Point Beach
- Little Rissers Beach
- Cape Bay Beach
- Battery Point Beach
- Backmans Beach
- Bayswater Beach Provincial Park
- Atlantic Splash Adventure
- Canadian Museum of Immigration at Pier 21
- Halifax Central Library
- The Links at Brunello
- Halifax Public Gardens
- Rainbow Haven Beach
- Lawrencetown Beach Provincial Park
- Conrad's Beach
- Beach Meadows Beach
- Moshers Head Beach
- Oxners Beach
- Old Town Lunenburg
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