
Cottage holiday rentals in Chester
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Top-rated cottage rentals in Chester
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Waterfront cottage, private beach, LaHave River.
Stone’s Throw Cottage, century old, recently modernized, 550 sq. ft. inside, 400 sq. ft. deck, on the LaHave River and it’s own oceanfront, private pebble beach. Located on quiet Pentz Road, on the beautiful South Shore. Two minutes from famous LaHave Bakery, enjoy a morning coffee, a harty lunch or fresh baked treat. Nearby historic LaHave ferry for a 20 minute drive to Lunenburg, a UNESCO World Heritage Site. 15 minutes to Nova Scotia’s best white sand beaches, Risser’s, Crescent, & Green Bay.

Fox Point Lake House - Luxury Lakefront Rental!
Featured on Home Shores - Season 2, Episode 1! This one of a kind luxury lake house has plenty to offer. Gorgeous lakefront, private beach, hot tub that overlooks the lake, water views from the main floor and primary bedroom, wood fireplace and the list goes on. Other features include: - 30 mins from Halifax - Cathedral ceilings with A frame front - Built in wet bar with wine and beer fridge - Private sand beach - Salt water hot tub that comfortably sits 7 Check our IG - @foxpointlakehouse

OTW Close 2 Nordic Spa — Accepting Travel Nurses
• "Occupancy Fees or Property use tax" are local sales taxes charged by Airbnb (HST 15%) • 3pm Checkin • 15 mins to NORDIC Spa • 10 mins from Mahone Bay & Oak Island • Free bikes with access to the Chester Connection Trail • BBQ, full kitchen and utensils, A/C, cable TV, wifi and parking • Open-concept living • Full bath on the main floor, 2 bedrooms on the second floor • The house is 100 years old so the stairs are steep • Porch has shared laundry facilities for the guesthouse next door

Wilson's Coastal Club - C5
Beautiful oceanfront 1-bedroom cottage with a King bed. Enjoy the deck with a propane BBQ, patio furniture, and stunning views of St. Margaret's Bay. The bathroom features a 2-person jet tub and separate shower. Free high-speed Wi-Fi and Internet TV included. Additionally, guests can add on our unique wood-fired hot tub experience for an extra fee. See “Other things to Note” for details. Feel free to reach out with any pricing questions as Airbnb doesn't always show all available rates.

Emily's Seaside Escape
Beautiful cottage overlooking St. Margarets Bay. This 2 bedroom 1 bathroom cottage sleeps 4. Less than 1 hour to downtown Halifax NS. Wood burning stove, fridge, stove, dishwasher, microwave and washer and dryer. Peggy's Cove and the beautiful Chester/Mahone Bay shoreline are all an easy drive away. The quaint village of Hubbards is a mere 10 minute drive as are sand beaches in either direction. Relax and surround yourself with the calming ocean views of Emily's Seaside Escape.

Large Pet Friendly Lakefront cottage in Chester
This pet friendly, four season cottage is the perfect space to escape the city with a loved one for a weekend or for your next family vacation! Only 50 minutes from Halifax, it’s in perfect proximity between downtown Chester and Windsor. The home Includes a large eat in kitchen with sitting area, bathroom, laundry and two bedrooms on the main level and a walkout primary bedroom and large living room with wood stove on the lower level and a large walk out deck overlooking the lake.

The Boathouse on Scotch Cove
This little boathouse sits right on Scotch Cove in East Chester, NS. Enjoy seaside views from every angle, with lovely outdoor seating and propane BBQ. The deck leads directly to the dock allowing for easy access for swimming or watercraft provided. The place is just a short walk from hiking and biking trails, with nearby lakes and sandy beaches. The indoor projector and screen make movie nights so much better! The boathouse is fully equipped for winter with a cozy woodstove.

South Shore cottage with ocean views
▪ Located in the South Shore, only 20 minutes to Lunenburg ▪ Character home renovated for modern and relaxed comfort ▪ 1,200 sq/ft of bright living space ▪ Expansive and tranquil ocean views of Rose Bay ▪ Intimate soaker tub and dreamy bathroom ▪ Outdoor living space with BBQ and fire pit ▪ Inspired by the picturesque, seaside villages of Kingsburg and Lunenburg ▪ Only minutes from Gaff Point and Hirtle's Beach ▪ Unwind in the wood-burning hot tub (closed during the Winter)

Burns Cove Cottage. Superb home, fabulous views.
Burns Cove cottage is a spacious, fully equipped vacation home. The waterfront location makes it a prime spot to relax, view nature. It’s also a great location to bike/ hike/drive the Lighthouse Route and Rails to Trails. Lunenburg, Mahone Bay, Chester and Bridgewater have some amazing local eateries, craft breweries, local wineries and lots of shops. A quick drive to the free ferry ride gets you to the LaHave bakery, crafts, pottery, art galleries and many beaches.

The Beach Loft: 5-bedroom
This pretty beach house is located just steps from the beautiful Seawall beach. Relax in the hot tub, hammock or next to the fire. The perfect getaway that is only 34min from Halifax. Featuring a wood burning fireplace and stone accents. Private hot tub overlooking the ocean. Post and beam Construction. Ocean views. Seawall beach is between Queensland and Cleveland’s beach. Also located on Rails to Trails path. Minutes to restaurants and coffee shops in Hubbards.

A Secluded Lakefront Spectacle
Kick back and relax in this calm, stylish space. This lake side cottage is located minutes from the historic towns of Lunenburg and Mahone Bay. Regardless of which direction you go, there is an abundance of choices. Whether you enjoy outdoor activities such as beaches, hiking, off road and water sports, or would rather site see and dine out, this area offers it all. If relaxing while overlooking the lake is what you would prefer then this is the perfect setting.

Waterfront Retreat
If you are looking for a peaceful, country retreat on the water, you've found it! Welcome to our beautiful house on the Atlantic Ocean, only a 20 minute drive from the gorgeous, colourful towns of Chester and Hubbards, and approximately an hour away from Mahone Bay, the well-known town of Lunenburg, and the city of Halifax. The South Shore of Nova Scotia boasts plenty of shopping, restaurants, and summer activities that interact with the breathtaking scenery.
Popular amenities for cottage rentals in Chester
Cottage rentals with a hot tub

2-storey designer cottage - Shobac Farm Gate House

The Lazy Loon Lake House

Birchwood on the Lake (with Hot Tub)

Modern Cottage - Hot tub Woodstove on 10 Acres

Oceanside Home within the City; A Cycle Away!

The Shore Shack

Waterfront Cottage on Lake with Hot Tub + Rec Room

Sunset Cove Lakehouse
Pet-friendly cottage rentals

"Lisette's on Long Hill", cozy with boho charm

Seawind Cottage

Welcome to The Loch

“Tranquility Cove” a Private Waterfront Oasis

Charming Historic Cottage on Main in Mahone Bay

Cosy Hubbards cottage within 2 km of beaches

5 Star Lakefront Cottage on Tranquil Hennigar Lake

Tide's Inn Lake House, Lake Torment,East Dalhousie
Private cottage rentals

Southshore Ocean Beach Cottage

Seahorse Cottage

Ocean Front Cottage with Private Beach

Gorgeous 4 season retreat 1 hour from Halifax

Sunset Cove Cottage Kayak+Paddleboard+ Paddleboat

Remote off-the-grid, dreamlike lakefront log home

Fish Store Cottage on the ocean wharf Hubbards

Serenity Now! Private Beach & Lakehouse.
Quick stats about cottage rentals in Chester

Nightly prices starting at
Chester holiday rentals start at $208 SGD per night before taxes and fees

Verified guest reviews
Over 220 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chester rentals

4.9 Average rating
Chester stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a fireplace Chester
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- Family-friendly rentals Chester
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- Cabin rentals Chester
- Rentals with beach access Chester
- Pet-friendly rentals Chester
- Rentals with a patio Chester
- Cottage rentals Nova Scotia
- Cottage rentals Canada
- Cresent Beach
- Rissers Beach Provincial Park
- Crescent Beach, Lunenburg County, Nova Scotia
- Atlantic Splash Adventure
- Hirtle's Beach
- Halifax Citadel National Historic Site
- Rainbow Haven Beach
- Beach Meadows Beach
- Bayswater Beach Provincial Park
- Conrad's Beach
- Cape Bay Beach
- Chester Golf Club
- Splashifax
- Canadian Museum of Immigration at Pier 21
- Lawrencetown Beach
- The Links at Brunello
- Hunts Point Beach
- Halifax Public Gardens
- Little Rissers Beach
- Maritime Museum of the Atlantic
- Point Pleasant Park
- Lawrencetown Beach Provincial Park
- Oxners Beach
- Halifax Central Library