Holiday rentals in Chester

5 out of 5 average rating, 3 reviews

Home in Deep Cove

The Compass Cottage

New for 2024 - The Compass Cottage is ocean view vacationing in true style. An ideal location to explore the endless wonders of Nova Scotia's South Shore, or just take an easy day & watch the resident eagles fly over divine Deep Cove. Fully loaded with all of your modern comforts & as cute and cozy as can be inside and out. Surrounded by true natural beauty you won't find a better place to vacation this summer. NO cleaning or pet FEES & week-long summer bookings always grab an extra discount.

4.91 out of 5 average rating, 97 reviews

Cottage in Prospect Bay

The Cape -Vacation Beachfront -Cozy Staycation

Looking for a quiet Staycation/Vacation or need a place to quarantine before visiting family or friends? The Cape is perfect year round, located on Shad Bay just 25min from downtown Halifax and 15min from Peggy’s Cove. It has spectacular views from it’s two tiered back deck, 50’ wharf and your own private beach, where you can enjoy the water, sand, beach toys, 2 kayaks and paddle board. With patio doors all along the back, the kitchen, dining and main living space, have breathtaking views.

Cottage in Boutiliers Point

4.94 out of 5 average rating, 107 reviews

Wilson's Coastal Club - C7

Upstairs, a loft-style master with a king bed and private balcony awaits, while a queen bedroom is downstairs. Enjoy time around the fire pit, take in the views from the large deck equipped with patio furniture and a propane BBQ (propane included). Free Wi-Fi/Internet TV. Additionally, guests can add our unique wood-fired hot tub experience for an extra fee. See “Other things to Note” for details. Please reach out with any pricing questions as Airbnb doesn't always show all available rates.

4.9 out of 5 average rating, 192 reviews

Bungalow in Sambro

Salty SeaScape 4 Bed OCEAN-VIEW Home with SWIM SPA

Spacious home indoors & out! Large kitchen, dining room & living room with beautiful ocean views. Enjoy looking at the ocean from the bedrooms too! Outdoors watch the gorgeous sunsets over the water from the SWIM SPA or large, gated front deck. In the backyard enjoy BBQing or s’mores at the Fire-pit! Walk to the Corner store for take out or liquor, only 3 doors down. Crystal Crescent Beach is only a 5 minute drive from the house. The yard is fully fenced for peace of mind with kids & pets.

4.95 out of 5 average rating, 134 reviews

Home in Chester Basin

The Oasis on Blueberry Lane

Enjoy swimming or kayaking in our beautiful lake. Afterwards, hop in the hot tub to relax your tired muscles, then roast marshmallows over the firepit or have a game of pool. You can also curl up next to wood stove for a lazy evening in. Take a short drive to one of the several stunning beaches. Enjoy being 10 minutes from both SENSEA Nordic Spa, and Chester Village - where you'll find Chester Golf Course, a selection of restaurants, cafes, and shops. Only 30 minutes to ski Martock!

4.76 out of 5 average rating, 29 reviews

Home in Lunenburg

Ocean front #7 2bdrm waterfront BBQ 2bath hot tub

Benefits of HOOK 7 - Building up our ratings Contruction now complete. - Prime Location: Unique peninsula surrounded by water. - New Construction: Brand new home in excellent condition. - Single-Level Living: Spacious two-bedroom, two-bath layout. - Outdoor Amenities: Barbecue and hot tub on a large deck with stunning sunset views. - Gourmet Kitchen: Equipped with a wall oven. - Ample Parking: Plenty of space for guests. - Close to Lunenburg: - Warm space for making lasting memories.

4.98 out of 5 average rating, 149 reviews

Home in Mahone Bay

Luxury Getaway Home | Cozy Vacation in Mahone Bay

Perfect to discover Nova Scotia! Enjoy all Mahone Bay has to offer from this newly built modern home - just a small walk from the many restaurants, shops, a brewery, museums and galleries. The house has a bright open-plan living space with cathedral ceiling. The main bedroom has a queen size bed and a spotless bathroom with fresh white towels and quality toiletries. The large wraparound deck is perfect for sunny coffee mornings and soaking in the friendly atmosphere on Main Street.

4.84 out of 5 average rating, 44 reviews

Home in Hunts Point

Out Of Bounds

Welcome to our charming vacation rental, conveniently located just a 10 minute walk from the renowned White Point Resort. Nestled right beside White Point Golf Course and with views of the world-class surfing from the back deck, it is the perfect place to unwind and relax. Price includes access to all White Point Amenities such as the pool, gym, hot tub, and 10% off the restaurant. We hope you enjoy your stay! Pet friendly, family friendly, and a fire place for cozy nights.

4.95 out of 5 average rating, 43 reviews

Cottage in Cow Bay

2BR Beach Side Retreat/hot tub Rainbow Haven Beach

Welcome to Beach Haven Cottage, 2-bedroom non-smoking home is a few minutes' walk to Rainbow Haven Beach Provincial Park. The views are breathtaking in this beautiful brand new 1000sq. ft oasis, enjoy an early morning walk on the beach or bike the 12.1 miles of the Salt Marsh Trail. Sit on the front deck equipped with a propane fireplace to enjoy the breath taking sunset, or make your way around back for a dip in the 6-person hot tub and listen to the ocean waves

4.68 out of 5 average rating, 31 reviews

Cottage in Prospect

Idyllic Ocean Front Nova Scotia Cottage

Idyllic Nova Scotia Ocean Front Cottage with stunning panoramic views next to two miles of undeveloped coastline with great nature trails, and only 20 minutes from Halifax! Recently renovated and expanded two bedroom, two bathroom cottage , that sleeps 4-5. My cottage is cozy, comfortable and clean, and the location can not be beat. This is authentic Nova Scotia at its finest. NS Tourism Registration #RYA-2023-24-03271809562047984-20

4.94 out of 5 average rating, 129 reviews

Cottage in Windsor

Treeside Retreat with Hot tub

You will love this one story cottage nestled among the trees. Treeside Retreat is a great place for any season. There is a screened in porch to BBQ and dine on and a hot tub to relax in after a skiing or hiking in the cooler months. Lakeside Retreat is only 10 mins away from Ski Martock and Ontree. Located centrally between Halifax, the valley and south shore, it also serves as a great hub for road trips.