
Cottage holiday rentals in Chester
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Quick stats about cottage rentals in Chester

Nightly prices starting at
Chester holiday rentals start at $212 AUD per night before taxes and fees

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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!
Top-rated cottage rentals in Chester
Guests agree: These cottages are highly rated for location, cleanliness and more.

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.
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Serene Cottage on 10 acres, Hot Tub, Lake Access
GREENWOOD COTTAGE - 10min drive from Chester. Nestled on 10 acres of private forest, Greenwood Cottage awaits. If you seek an escape from the city, this 3 king sized bedrooms, on one level - 20ft vaulted ceilings in the Main living area. It is perfect for families, friends and couples. After a long day exploring, hiking or visiting Chester. The Hot Tub will be welcomed or cozy on up to the woodstove with your loved ones. Sensea Spa , Chester, Lunenburg and Mahone Bay are a short drive away
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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
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Kaikoura Cottage - In the Heart of Mahone Bay
Kaikoura Cottage in the heart of the iconic town of Mahone Bay is a newly (2021) renovated 2 bedroom, 2.5 bath tastefully appointed cottage a short stroll to the picturesque waterfront or the popular multi use rails to trails. This peaceful space is at the epicenter of so many potential adventures. Kayak along the coast, visit the beach, stroll the historic town of Lunenburg, bike the trail, enjoy the local brew pub, relax at Chester's Sensea Nordic Spa. It's all yours to savour and enjoy.
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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
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Nature Getaway, Hot Tub, Trails, Fire Pit, Kayaks
Newly built in 2021 as a place to hideaway in nature. Set on a private wooded 9 acre lot with lake access to Powers Pond. We have two Kayaks available for use. There are many walking trails on the property for you to explore nature! The contemporary and rustic features of the cottage highlight country living in Herring Cove Village, just 15 minutes to the city of Halifax. Stay put and relax in the hot tub or Herring Cove has hiking, sight seeing, ocean views, and local places to eat.
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Spacious Lakefront Cottage Retreat
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.
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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.
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Moss Cottage on the Lake
Moss Cottage can be your getaway only 45 minutes from Halifax and a few kilometers from the village of Chester on Nova Scotia's beautiful south shore. It's your choice to take in the many local sights, shop in towns and villages that dot the coastline, sail, play golf or stretch out on any number of beaches -- all within easy driving. Or, perhaps you'd prefer to stay put at Moss Cottage for a lovely chance at solitude and a dip in our crystal clear, spring fed lake.
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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.
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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.
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Charming Historic Cottage on Main in Mahone Bay
Cottage on Main is centrally located in the heart of town across from the harbour wharf in beautiful Mahone Bay. It is within walking distance of extraordinary local shops, restaurants, cafes, local brewery, grocery store and more. Enjoy this charming property all to yourself and all that the town has to offer! Want to see different views of Mahone Bay? We have 2 bikes and 2 paddle boards available for guest use. The trails are handy and the water is calm!
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Popular amenities for Chester cottage rentals
Cottage rentals with a hot tub

Wilson's Coastal Club - C5
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The Lazy Loon Lake House
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Oceanfront Cottage - Modern & Private
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Birchwood on the Lake (with Hot Tub)
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South Shore cottage with ocean views
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Herring Hole Hideaway
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The Old Kettle Cabin with Hot Tub
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Oceanside Home within the City; A Cycle Away!
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Pet-friendly cottage rentals

Viola’s House. Idyllic Oceanfront Cottage
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Treeside Retreat with Hot tub
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“Tranquility Cove” a Private Waterfront Oasis
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Tide's Inn Lake House, Lake Torment,East Dalhousie
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Seaside Schoolhouse at Shobac Farm
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COZY DEEP COVE COTTAGE
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Luxury Oceanfront Cottage-Rose Bay, Lunenburg #1
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Seawind Cottage
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Private cottage rentals

Palmer Cottage
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Ocean Front Cottage with Private Beach
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Cleveland Point Beach House
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Diamonds-on-the-Bay
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Knotty Pine Cottage - cozy lakeside getaway!
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Rock Haven Cottage, on the ocean!
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Chester Basin Vacation Retreat Oceanfront
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Loon Song Retreat
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Destinations to explore
- Bar Harbor Holiday rentals
- Halifax Holiday rentals
- Moncton Holiday rentals
- Charlottetown Holiday rentals
- Fredericton Holiday rentals
- Saint John Holiday rentals
- Bangor Holiday rentals
- Ellsworth Holiday rentals
- Dartmouth Holiday rentals
- Cape Breton Island Holiday rentals
- Gaspé Holiday rentals
- Lunenburg Holiday rentals
- Oak Island
- Rissers Beach Provincial Park
- Hirtle's Beach
- Kejimkujik National Park & National Historic Site
- Dalhousie University
- Lawrencetown Beach Provincial Park
- Halifax Citadel National Historic Site
- Halifax Waterfront Boardwalk
- Conrad's Beach
- Big Mushamush Lake
- Rainbow Haven Beach
- Long Lake Provincial Park
- Shubie Park
- Point Pleasant Park
- Maritime Museum of the Atlantic
- Halifax Public Gardens
- Canadian Museum of Immigration at Pier 21
- Grand-Pré National Historic Site
- Luckett Vineyards
- Peggys Cove Lighthouse
- Crystal Crescent Bch Provincial Pk
- Ski Martock
- Halifax Central Library
- Halifax Seaport Farmers' Market





