
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

Knotty Pine Cottage - cozy lakeside getaway!
Welcome to Knotty Pine Cottage - the perfect place to relax and enjoy nature. This 2-bedroom, 1 bathroom cottage has everything you need for your year-round getaway. Located in beautiful Chalet Hamlet, a private quiet cottage community that offers a relaxing retreat from the busy pace of everyday life. Beautiful Armstrong Lake is across the road, as is the community swimming area and boat launch. Knotty Pine Cottage is located 10 minutes from Martock/OnTree, and 20 minutes from Windsor.

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

Wildwood Acres
Welcome to Wildwood Acres! This peaceful log cottage is located on Second Peninsula, just 6 minutes from the vibrant town of Lunenburg. With almost 3 acres and a fenced in area, your dog will be able to enjoy this spot as much as you will. Whether the occassion is a family vacation, or relaxing weekend away with your friends, this Wildwood Acres is just what you need! There are many options for dining and activities in Mahone Bay or Lunenburg, and Bachman's beach is just down the road.

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)

Palmer Cottage
Quiet. Cozy. Quaint. Everything you need for a relaxing visit to the South Shore of Nova Scotia. Nestled in between Halifax and Chester, Palmer Cottage is uniquely situated to take advantage of numerous local attractions - all within a short drive. Several beaches are located within minutes of Palmer Cottage, including Queensland Beach, Cleveland Beach and our very own Cowlow Cove beach - only a minute's walk from the cottage! Local amenities are only 10 minutes away!

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.

Wilson's Coastal Club - C6
Cozy oceanfront studio cottage with queen bed made for romantic escapes or solo resets. Features a covered deck with propane BBQ, propane fireplace, fully equipped kitchen, Smart TV, and access to a guests-only private beach. Pet friendly, peaceful, and just 30 minutes from Halifax. Optional add-on for the woodfired saltwater hot tub and seaside sauna. See “Other things to Note” for details on our woodfired amenities. Feel free to reach out with any pricing questions.
Popular amenities for cottage rentals in Chester
Cottage rentals with a hot tub

The Cape -Vacation Beachfront -Cozy Staycation

Birchwood on the Lake (with Hot Tub)

Private Cottage - Hot tub Woodstove on 10 Acres

Oceanside Home within the City; A Cycle Away!

Sunset Cove Lakehouse

Paradise Cove - Lakefront with Projector & Hot Tub

Herring Hole Hideaway

Oceanfront Cottage - Modern & Private
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

5 Star Lakefront Cottage on Tranquil Hennigar Lake

Tide's Inn Lake House, Lake Torment,East Dalhousie

The Harmony Grand at Molega Lake
Private cottage rentals

River Breeze Cottage

Cheerful/ fun three bedroom lake house

Fern Cove Cottage

Ski Martock Lakefront Cottage

Southshore Ocean Beach Cottage

Seahorse Cottage

Ocean Front Cottage with Private Beach

East Coast Getaway Falls Lake With Hot Tub
Quick stats about cottage rentals in Chester

Nightly prices starting at
Chester holiday rentals start at $206 SGD per night before taxes and fees

Verified guest reviews
Over 230 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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- Cottage rentals Nova Scotia
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- Rissers Beach Provincial Park
- Hirtle's Beach
- Halifax Citadel National Historic Site
- Rainbow Haven Beach
- Conrad's Beach
- Canadian Museum of Immigration at Pier 21
- Lawrencetown Beach Provincial Park
- Maritime Museum of the Atlantic
- Point Pleasant Park
- Halifax Public Gardens
- Halifax Central Library
- Ski Martock
- Luckett Vineyards




