House holiday rentals in Chester

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Popular amenities for house rentals in Chester

House rentals with a pool

Home in Hammonds Plains
New place to stay

Lakefront Luxury Retreat w/ Pool, Arcade & Canoes

LaurenRating, 5 stars5 days ago
This house blew us away and weโ€™ve stayed a lot of spaces. Honestly, itโ€™s one of those rare places thatโ€™s 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 weโ€™d booked the whole week. Itโ€™s the perfect distance for all the day trips we wanted to take. We explored Halifax, Peggyโ€™s Cove and even Lunenburg and Wolfville (loved this place, itโ€™s so cute!). I mean then thereโ€™s the games room, lake, pool and water toys. If you're on the fenceโ€”donโ€™t be. I would highly recommend to anyone to book this house and book longer than you think. Weโ€™ll absolutely be back, and next time weโ€™re staying for the week!
Guest favourite
Home in Hunts Point
4.88 out of 5 average rating, 51 reviews

White Point Resort - Panoramic Ocean View

KarenRating, 5 stars3 weeks ago
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.
Top guest favourite
Home in Nova Scotia
4.9 out of 5 average rating, 42 reviews

The Blue Cottage

MarthaRating, 5 stars6 days ago
JP was very friendly and we enjoyed the animals.
Top guest favourite
Home in Pentz
4.94 out of 5 average rating, 70 reviews

Riverhouse in Pentz

FredRating, 5 stars9 months ago
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.
Superhost
Home in Hammonds Plains
5 out of 5 average rating, 3 reviews

Majestic Retreat on Schmidt Lake

Ben Rating, 5 stars1 week ago
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.
Guest favourite
Home in Upper Tantallon
4.93 out of 5 average rating, 120 reviews

Beautiful new 6 bedroom lakehouse close to Halifax

NishaRating, 5 stars2 weeks ago
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
Home in Fall River
4.83 out of 5 average rating, 12 reviews

Fun Retreat

MeganRating, 5 stars1 month ago
I booked CJโ€™s place last minute for member of our companyโ€™s 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
Top guest favourite
Home in Ingramport
4.96 out of 5 average rating, 52 reviews

Land Yacht Oceanfront Luxury + Indoor Pool Escape

Krista Rating, 5 stars1 month ago
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 rainโ€”pure bliss. The peaceful atmosphere, thoughtful amenities, and beautiful setting make this a truly special place. We canโ€™t wait to return again!

Weekly house rentals

Top guest favourite
Home in Hubbards
5 out of 5 average rating, 6 reviews

Private Oceanfront Escape

EricRating, 5 starstoday
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.
Guest favourite
Home in Hubbards
4.92 out of 5 average rating, 50 reviews

Nordic Tides Retreat Sauna & Spa

EmmaRating, 5 stars1 week ago
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.
Top guest favourite
Home in LaHave
4.98 out of 5 average rating, 90 reviews

The Lookout - Cottage

ChristyRating, 5 stars1 month ago
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.
Top guest favourite
Home in Hubbards
5 out of 5 average rating, 25 reviews

Vista Del Mar 596

DilbertRating, 5 stars4 weeks ago
Raquelโ€™s place, โ€œVista 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. Margaretโ€™s Bay. Raquel was quick to respond to messages and was a pleasure to talk to! A short scenic drive to Peggyโ€™s Cove and Halifax. Would definitely recommend this spot to anyone travelling to Nova Scotia. Thank you Raquel for having our group at your place!
Top guest favourite
Home in Chester
5 out of 5 average rating, 18 reviews

Beautiful home in picturesque Chester NS

MorinaRating, 5 stars2 months ago
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.
Guest favourite
Home in Chester
4.95 out of 5 average rating, 20 reviews

Lake House

MarthaRating, 5 stars3 weeks ago
House was well appointed and fit our needs perfectly. We brought my parents in their 80โ€™s to visit our son and the main floor primary bedroom, with a beautiful ensuite was perfect.
Top guest favourite
Home in LaHave
5 out of 5 average rating, 20 reviews

The West Dublin House

KatelynRating, 5 stars1 month ago
What a perfect place to relax! Beautifully designed home thatโ€™s 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.
Superhost
Home in Mahone Bay
4.76 out of 5 average rating, 95 reviews

Sunny Sanctuary in Martin's River

KelliRating, 5 stars2 months ago
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 back๐Ÿ‘

Private house rentals

Superhost
Home in Western Shore
4.8 out of 5 average rating, 86 reviews

The Shore Hut

CrystalRating, 5 stars1 month ago
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.
Guest favourite
Home in Rose Bay
4.96 out of 5 average rating, 45 reviews

Luxury Oceanfront Cottage-Rose Bay, Lunenburg #2

JohnRating, 5 stars1 month ago
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.
Top guest favourite
Home in Lunenburg
5 out of 5 average rating, 66 reviews

The Pearl, Sauna, Hot Tub & Quiet!

ChrissyRating, 5 stars2 weeks ago
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.
Guest favourite
Home in Pleasantville
5 out of 5 average rating, 12 reviews

Zen Oceanfront Chalet- Hot Tub & Sauna

CarlisleRating, 5 stars2 weeks ago
Great place, and Priyanka runs a very professional Airbnb business.
Top guest favourite
Home in Hubbards
4.97 out of 5 average rating, 64 reviews

Stunning ocean views with sunsets over Mahone Bay

AliciaRating, 5 stars2 days ago
We had a wonderful stay at Gregory and Paulineโ€™s 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!
Top guest favourite
Home in Hubbards
4.95 out of 5 average rating, 21 reviews

Mill Lake Paradise Cottage

DawnRating, 5 stars1 month ago
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!
Top guest favourite
Home in Lunenburg
5 out of 5 average rating, 27 reviews

The Garden by the Sea

KristineRating, 5 stars1 week ago
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.
Top guest favourite
Home in Chester
5 out of 5 average rating, 14 reviews

The Beacon at Bayswater Beach

EricaRating, 5 stars1 week ago
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

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  5. House rentals