
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

Lakefront Luxury Retreat w/ Pool, Arcade & Canoes
This house blew us away and weโve stayed a lot of spaces. Honestly, itโs one of those rare places thatโs actually better than the photos. Every room was so clean, and beautifully designed but still felt incredibly welcoming and comfortable. Our group of eight had tons of space to spread out and unwind. We only stayed three nights but instantly wished weโd booked the whole week. Itโs the perfect distance for all the day trips we wanted to take. We explored Halifax, Peggyโs Cove and even Lunenburg and Wolfville (loved this place, itโs so cute!). I mean then thereโs the games room, lake, pool and water toys. If you're on the fenceโdonโt be. I would highly recommend to anyone to book this house and book longer than you think. Weโll absolutely be back, and next time weโre staying for the week!

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.

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.

Majestic Retreat on Schmidt Lake
The house is beautiful, lots of bedrooms and bathrooms for a big group. Beautiful kitchen and dining area. We were expecting the pool to be open, but were informed the day before that it was not ready yet, which was unfortunate. There was still a hot tub, which was nice. Waterfront is great. Location is very private, but further than expected from Halifax. Overall awesome place, would recommend. Priced as expected for the size of house.

Beautiful new 6 bedroom lakehouse close to Halifax
It was a place like more than a home. Feeling of residing in a resort. We liked very much. In future when ever we plan to visit this side we will see that we come and relax in the place

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!
Weekly house rentals

Private Oceanfront Escape
A lovely home and wonderful place to spend time with family. The seaside bedroom was heaven with the sound of the surf when weather allowed for open windows! Well-appointed kitchen, lovely patio, and a great fire pit! Easy access to the rails-to-trails line which we made good use of during our stay.

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.

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.

The West Dublin House
What a perfect place to relax! Beautifully designed home thatโs just as cozy as it is gorgeous. Close to lovely beaches and nestled in to the coast with such an inviting/welcoming feel :) Highly recommend and if my husband and I are back any time in the future we would absolutely stay here again.

Sunny Sanctuary in Martin's River
This place is very charming and obviously loved from someone special ! I truly enjoyed it and appreciated all it offered , interior and exterior , beautiful location ! Will come back๐
Private 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.

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.

Stunning ocean views with sunsets over Mahone Bay
We had a wonderful stay at Gregory and Paulineโs place. It was perfect for our family and all or our needs were met. The home was very clean, the view was spectacular, and it was close to amenities if needed. We definitely hope to stay again!

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!

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.

The Beacon at Bayswater Beach
It is so beautiful and peaceful here! It was hard to leave and we look forward to staying here again!
Quick stats about house rentals in Chester
Total rentals
20 properties
Nightly prices starting at
$77ย SGD 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
- Lunenburg Countyย Holiday rentals
- Dartmouthย Holiday rentals
- Lunenburgย Holiday rentals
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- Truroย Holiday rentals
- Peggy's Coveย Holiday rentals
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- Almaย Holiday rentals
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- Rentals with a patioย Chester
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- Pet-friendly rentalsย Chester
- Cabin rentalsย Chester
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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
- Maritime Museum of the Atlantic
- Point Pleasant Park
- Canadian Museum of Immigration at Pier 21
- Dauphinees Mill Lake
- Conrad's Beach
- Beach Meadows Beach
- Oxners Beach
- The Links at Brunello
- Halifax Public Gardens
- Halifax Central Library
- Lawrencetown Beach Provincial Park
- Hunts Point Beach
- Battery Point Beach
- Chester Golf Club