
House holiday rentals in Chester
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Top-rated house rentals in Chester
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Popular amenities for house rentals in Chester
House rentals with a pool

White Point Resort - Panoramic Ocean View
This home was beautiful! It was perfect for our team away day. The location was perfect, the home was cozy and Danielle was always available to answer our questions.

Tranquil Chateau on Moody Lake
Appreciate the quick responses and getting the place ready with such short notice. Plane diversions from weather caused us to end up unexpectedly in Halifax - nice to keep the whole family together and ended up really enjoying the great area.

The Blue Cottage
JP was very friendly and we enjoyed the animals.

Riverhouse in Pentz
Fantastic hosts. Dream heritage property with total privacy and a heated pool in a park like setting; we booked that property pretty much every year for the last seven years. Rob and Barb are constantly improving the property, there is always something new to discover, whether it's a new appliance, or a brand new landscaped river frontage inviting you to sit and watch river and ocean life whilst sipping a glass of tasty red provided with the welcome basket. We enjoyed eating out at the Lunenburg restaurants, as much as we enjoyed cooking a delicious meal at their place, which is fully equipped, one can easily cook up a gourmet meal. Golden! And we shall return!! Greetings from Port Lorne, NS, Conny and Fred.

Beautiful new 6 bedroom lakehouse close to Halifax
Great place! Stunning views of the lake!!

Fun Retreat
I booked CJโs place last minute for member of our companyโs upper management team. He went above and beyond for us given the tight timeline, was very attentive, provided clear instructions and was more than willing to help with unforeseen circumstances. My team had nothing but phenomenal things to stay about not only the property, but the property owner as well. We give a glowing recommendation for anyone interested in this property in the future

Land Yacht Oceanfront Luxury + Indoor Pool Escape
Another Great Stay at The Land Yacht! This was our second time staying at The Land Yacht, and it was just as wonderful as we remembered. They have everything you need for a relaxing and comfortable getaway. The indoor pool was amazing, and the views of the ocean are absolutely breathtaking. One of our favorite moments was reading a book in the solarium while listening to the rainโpure bliss. The peaceful atmosphere, thoughtful amenities, and beautiful setting make this a truly special place. We canโt wait to return again!

The Backyard Brook Bungalow STR2526A5027
Nancy's backyard Brooke home was gorgeous when we first walked in you could tell that it was very clean we loved all the plants it was very spacious beddings were very clean and comfortable both washrooms were very clean downstairs was very surprising had a small gym lots of board games one of the largest TVs I've ever seen great for movie Nights the kitchen was fully equipped it was easy access Nancy even got my mom a bottle of wine for her birthday celebration honestly the host was great we had no issues it wasn't as private as we would like as my mother is a very heavy smoker but the backyard was amazing the deck was super large the pool was amazing she had lots of furniture the only thing that would have made the rental even better is if she had a hot tub because the pool was cold this late in the season and it would have been nice to get into a nice warm hot tub after the swim I had no complaints about the rental I only wish Airbnb gave me more space to write a better review
Weekly house rentals

The Shore Hut
Myself and 2 girlfriends stayed here for the weekend. It was peaceful, super cute and the location was great. Loved the sidewalk rights across the road.

Nordic Tides Retreat Sauna & Spa
The property is truly amazing! The views were spectacular, the host was very friendly and quick to respond, and everything was very clean. We had a group of 12 and had plenty of space. The hot tub and sauna are wonderful additions and added to our experience. Alicia is a superb host and I highly recommend staying here.

Private Oceanfront Escape
Thank you so much for hosting us. We had an amazing time and really appreciated your warm hospitality. This is such a beautiful place with a breathtaking viewโit was truly unforgettable.

The Lookout - Cottage
Loved this sweet cottage with an ocean view. Every detail is thought of to make it a cozy, comfortable and relaxing weekend away. Thank you to the wonderful hosts.

Vista Del Mar 596
Raquelโs place, โVista Del Mar,โ is absolutely gorgeous!! The open concept of the main level allows for guests to dine and intermingle while enjoying the picturesque view of St. Margaretโs Bay. Raquel was quick to respond to messages and was a pleasure to talk to! A short scenic drive to Peggyโs Cove and Halifax. Would definitely recommend this spot to anyone travelling to Nova Scotia. Thank you Raquel for having our group at your place!

Beautiful home in picturesque Chester NS
Completely gorgeous home. Top of the line quality and cleanliness. Suzanne was very responsive to our needs and equipped the house based on our requests. Kitchen was large and had every amenity needed. Superb location. Comfortable and very cozy home and very suitable for large or small numbers. I would highly recommend staying here.

Lake House
House was well appointed and fit our needs perfectly. We brought my parents in their 80โs to visit our son and the main floor primary bedroom, with a beautiful ensuite was perfect.

Welcome to Oak Island Cottage Hideaway and HOT TUB
Amazing stay in an adorable, well furnished and colorful cottage close to the sea. The cottage itself has everything you need, including a wonderful hot tube. The location is just perfect, very quite and close to the sea as of the main touristic attractions. Last but not least, Sean and his husband were fantastic and so friendly - they made our stay even better. We Will definitely come back :)
Private house rentals

Lakeside Cottage ~ Stunning Sunsets & Lake Access
A perfect quiet and special cottage getaway on the lake! It was exactly what we wanted and needed after a few days on the road with our kids. We settled in immediately, cozy, clean, and modern design. Morgan and team were always available to us as needed, accommodated our check in time, and shared info as needed. Highly recommended!

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.

The Pearl, Sauna, Hot Tub & Quiet!
The Pearl was a beautiful place to stay! From the furnishings and artwork, to the amenities (like a hot tub and sauna) and private surroundings, it had everything you would hope to find in a vacation getaway. Liz put extra care and thought into this home, and it shows. Fresh bread and eggs for breakfast, scented candles for a cozy ambiance, wood for an indoor fire or a heat pump for added warmth, and soap, shampoo, lotion, etc that is free of many allergens and chemicals) just to name a few. I honestly could have left half of what I packed at home as this place has it all! My only regret is I wish I had more time to spend there. Don't delay in booking this space.

Zen Oceanfront Chalet- Hot Tub & Sauna
Great place, and Priyanka runs a very professional Airbnb business.

Surf House - a beachside paradise
The house was amazing. Very remote and quiet. But only 30 minutes to busier locations with shopping, restaurants, etc. Within 10 minutes, RoseBay Bistro & Market and Dear Emma Pizza (incredible!) provide all you need otherwise. The beach is incredible. Sitting in the chairs at the edge of the beach, over the dunes, is the perfect spot for morning coffee or a happy hour cocktail! The house design is like a piece of art - the many levels and nooks make it a very unique experience. It is well furnished with all sorts of things you might want to enjoy your stay. Very thoughtful. We look forward to a return visit.

Mill Lake Paradise Cottage
Beautiful spot! Although the weather wasn't great it was peaceful and relaxing. Our kids fished all weekend and loved it. The house was beautiful and clean. Chris was always responsive to questions. Great stay!

Log Home Luxury
We really enjoyed our stay. The location was perfect to visit the surrounding area such as the local Wineries, Lunenburg and Peggyโs 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.

The Garden by the Sea
What a beautiful place to spend a weekend very clean very organized and a deer waiting for us. when we pulled in the driveway. Our stay was lovely. We would definitely stay again. Thank you Thomas.
Quick stats about house rentals in Chester
Total rentals
20 properties
Nightly prices starting at
โน5,192 before taxes and fees
Total number of reviews
590 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Halifaxย Holiday rentals
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- Oak Island
- Cresent Beach
- Crescent Beach, Lunenburg County, Nova Scotia
- Halifax Citadel National Historic Site
- Atlantic Splash Adventure
- Rissers Beach Provincial Park
- Hirtle's Beach
- Cape Bay Beach
- Rainbow Haven Beach
- Bayswater Beach Provincial Park
- Point Pleasant Park
- Canadian Museum of Immigration at Pier 21
- Maritime Museum of the Atlantic
- Dauphinees Mill Lake
- Conrad's Beach
- Beach Meadows Beach
- Halifax Public Gardens
- Oxners Beach
- The Links at Brunello
- Halifax Central Library
- Lawrencetown Beach Provincial Park
- Hunts Point Beach
- Chester Golf Club
- Battery Point Beach