Chester Holiday Rentals

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Top Holiday Rentals Destinations in Chester

Moonlight Cottage

9.8 out of 10, Exceptional, (6)
"We loved the spot and would love to stay again!"
Moonlight Cottage

Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia

10.0 out of 10, Exceptional, (81)
"Bring your groceries and leave your worries behind. This out-of-the-way vacation cottage is a great place to settle in and watch the waves. We spotted seals, eagles and fishing boats gliding past. The road onto the island, with it's twists, turns and one-lane bridge, adds to the charm. The property provides a sense of isolation but neighbours are nearby if needed. The owner is super-friendly and was reachable throughout our stay. The cottage is well-equipped and quickly feels like home. The...
Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia

RYA - 2023 - 24 - 03281153042804049 - 20<br>House with four bedrooms and deck

7.8 out of 10, Good, (8)
"Great house. Some of the furniture needs changing like the dining room chairs that are very wobbly.3 bedrooms in basement are only doubles so like my son and his wife that are bigger people they had to sleep separately. All in all there was a great view and it was worth the prixe."
RYA - 2023 - 24 - 03281153042804049 - 20<br>House with four bedrooms and deck

Oceanfront cozy comfortable cottage!

10.0 out of 10, Exceptional, (19)
"Nice home with all of the necessary items and many more ammenities. We enjoyed exploring the area and this home was a nice place to relax."
Oceanfront cozy comfortable cottage!

Modern three bedroom with Panoramic Oceanview

9.6 out of 10, Exceptional, (13)
"Our group of four just stayed for a week in August and had an incredible time at this property! We found everything to be true to the listing if not better, and the stunning views from multiple directions made our stay even more memorable. We were able to explore a great deal of the surrounding areas thanks to the central location, with short hops to nearby Lunenburg, Mahone Bay, Peggy's Cove, Chester, and of course Halifax and other great destinations. Highly recommended!"
Modern three bedroom with Panoramic Oceanview

Lakefront cottage on a Wallaback lake

9.0 out of 10, Wonderful, (15)
"Wonderful cottage. Great layout. All the comforts of home. Very peaceful and relaxing. Amazing view s of the lake. We will be back!!"
Lakefront cottage on a Wallaback lake

Ocean front cottage in the heart of Hubbards.

9.8 out of 10, Exceptional, (41)
"Great, cozy, comfortable, light-filled cottage for two on St Margarets Bay, with view of water from large deck. Close to beaches, South Shore, Peggy's Cove and Halifax area. The village of Hubbards has grocery, cafes, pharmacy, NSLC, bike trails and great Farmers Market."
Ocean front cottage in the heart of Hubbards.

Spectacular Oceanfront Living in Authentic Fishing Village

10.0 out of 10, Exceptional, (101)
"My friends and I enjoyed our stay at this property. Our host was responsive and made sure we had everything we needed. I wouldn’t hesitate to stay at this property again. "
Spectacular Oceanfront Living in Authentic Fishing Village

Micro Boutique Living Wolfville

3.5 star property
9.0 out of 10, Wonderful, (891)
"We stayed here for 1 night, beautiful view of the bay of Fundy. We were travelling with our 2 yorkies, so we really got our exercise, we were on the 3 floor, no public elevator so a lot of stairs, property was lovely. "
Micro Boutique Living Wolfville

Lakeside 2Br/1Ba 2 levels Apt Prvt Bath/Kitchen/Entrance 10 min to Halifax

7.0 out of 10, Good, (4)
"Bigger couch really didnt sleep 6"
Lakeside 2Br/1Ba 2 levels Apt Prvt Bath/Kitchen/Entrance 10 min to Halifax

Dreamy Lakefront View Retreat House in Melissa Ave

9.2 out of 10, Wonderful, (19)
"Beautiful lake view, quiet private space, and comfortable bed. Be aware there are quite a few stairs down to the cabin so you will get your exercise carrying your luggage and supplies 😂"
The price is AU$346
includes taxes & fees
7 Dec - 8 Dec
Dreamy Lakefront View Retreat House in Melissa Ave

Charming ocean view cottage In Terrace Bay

9.2 out of 10, Wonderful, (11)
"My family and I had a great time at this cottage! The views and location were amazing and Doris was really quick with answering any questions I had before we got there and while we were there. "
The price is AU$1,137
includes taxes & fees
27 Nov - 28 Nov
Charming ocean view cottage In Terrace Bay

Rock Haven Cottage, on the ocean!

10.0 out of 10, Exceptional, (80)
"Stayed for three nights and the cottage was everything they promised. It was incredibly peaceful and the proximity to the water was wonderful. Can’t wait to come back!"
Rock Haven Cottage, on the ocean!

One bedroom fully equipped Mahone Bay luxury cottage

10.0 out of 10, Exceptional, (86)
"This is an incredibly beautiful place to stay. It is meticulously clean and charmingly decorated. Everything you could want is included in the kitchen and bath. The bed is really comfortable, good blinds darken the room for sleeping, and it includes places to put your suitcases out of sight. Pam is so warm and friendly. I just can't say enough good things!! Can't wait to visit again. Jennifer"
One bedroom fully equipped Mahone Bay luxury cottage

Whalesback Cottage, on the ocean with access to Peggys Cove Preservation Area

9.8 out of 10, Exceptional, (115)
"Wow! Whalesback Cottage was the Nova Scotia oceanside escape that we were looking for. Our own private space – no traffic … no crowds … and the only sounds were the waves hitting the rocks. We spent countless pleasant hours watching the tides change the view … scanned the ocean with binoculars looking for the whales folks see occasionally. A few excited moments at dusk when we caught sight of several whales waaaaay out – okay, turned out be distant shoals but what fun! Enjoyed long walks … to...
Whalesback Cottage, on the ocean with access to Peggys Cove Preservation Area

Entire home - Cozy lake home with private dock. Pet 🐶 friendly - with hot tub

9.6 out of 10, Exceptional, (10)
"This is a real gem, and only 20 minutes from downtown Halifax. Highly recommended!"
Entire home - Cozy lake home with private dock. Pet 🐶 friendly - with hot tub

Cozy Cape Located In The Beautiful Seaside Town of Mahone Bay

10.0 out of 10, Exceptional, (10)
"What a charming, cozy, and well maintained rental...it feels like home. If you are an antique collector you will appreciate the furniture & collectibles that can be admired throughout the rental. It has everything you need and more. Pat & Pam were wonderful hosts. I would highly recommend this VRBO if you are traveling to the South Shore. "
Cozy Cape Located In The Beautiful Seaside Town of Mahone Bay

Mahone Bay Hide-Away

10.0 out of 10, Exceptional, (67)
"It was a perfect place for me to relax and concentrate on my work. Everything I needed was very close. Property was exceptionally clean and comfortable. Highly recommend this property and others owned by this host."
Mahone Bay Hide-Away

Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg

10.0 out of 10, Exceptional, (87)
"We had a great time at the cottage. Our 2 year old grand daughter loved the s'mores by the fire. We brought along all we needed for Thanksgiving Dinner and the kitchen was so well equipped that we actually could have roasted our turkey there but we had that done at home. Frank and Val have thought of everything you might need for a great stay! Frank was very quick to respond to any requests we had and the instructions for use of the cottage were very clear. Would definitely stay here again and...
Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg

Private cottage on the ocean with a beautiful view that you’ll love.

9.6 out of 10, Exceptional, (10)
"If you are looking for a secluded spot, this is the place. We enjoyed going for walks and kayaking around the island. The kitchen is spacious so we did a fair bit of cooking, although it’s a short drive into town to go out to dinner if that’s what you prefer. The only drawback is that the downstairs bedroom was a bit loud because of pumps turning on and off at night, but if you’re a sound sleeper that shouldn’t be a problem. "
Private cottage on the ocean with a beautiful view that you’ll love.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Beautiful view of the beach with palm trees

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