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

Nightly prices starting at
Chester vacation rentals start at ﺩ.ﺇ 551 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.

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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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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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.
LocationFamilyLong stay

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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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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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.
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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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"Lisette's on Long Hill", cozy with boho charm
The moment you walk through the door, you are treated with your own oasis -- a spacious solarium with a cozy day bed tucked in the corner waiting for you to relax, or sit at the table and play a game of tic-tac-toe. This two-bedroom professionally decorated charmer has brand new queen and double beds with hotel linen and lots of pillows. Need to work a bit? Use our cozy office nook. Welcome to Lisette's on 66 Long Hill. HST IS INCLUDED IN PRICE
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Popular amenities for Chester cottage rentals
Cottage rentals with a hot tub

The Lazy Loon Lake House
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A Secluded Lakefront Spectacle
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Oceanfront Cottage - Modern & Private
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Herring Hole Hideaway
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Birchwood on the Lake (with Hot Tub)
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The Old Kettle Cabin with Hot Tub
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South Shore cottage with ocean views
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Falls Lake Burrow - 2 bdrm Cottage w/hot tub
LocationFamilyBeach
Pet-friendly cottage rentals

Viola’s House. Idyllic Oceanfront Cottage
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“Tranquility Cove” a Private Waterfront Oasis
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Treeside Retreat with Hot tub
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Tide's Inn Lake House, Lake Torment,East Dalhousie
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COZY DEEP COVE COTTAGE
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Seaside Schoolhouse at Shobac Farm
LocationFamilyView

Luxury Oceanfront Cottage-Rose Bay, Lunenburg #1
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Seawind Cottage
LocationFamilyIndoor spaces
Private cottage rentals

Palmer Cottage
ValueFamilyBathroom

Knotty Pine Cottage - cozy lakeside getaway!
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Cleveland Point Beach House
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Diamonds-on-the-Bay
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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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Hideaway Cottage
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Destinations to explore
- Bar Harbor Vacation rentals
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- Dartmouth Vacation rentals
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- Gaspé Vacation rentals
- Lunenburg Vacation rentals
- Oak Island
- Rissers Beach Provincial Park
- Kejimkujik National Park & National Historic Site
- Hirtle's Beach
- Dalhousie University
- Lawrencetown Beach Provincial Park
- Halifax Citadel National Historic Site
- Conrad's Beach
- Big Mushamush Lake
- Rainbow Haven Beach
- Long Lake Provincial Park
- Shubie Park
- Maritime Museum of the Atlantic
- Point Pleasant Park
- Halifax Public Gardens
- Canadian Museum of Immigration at Pier 21
- Luckett Vineyards
- Crystal Crescent Bch Provincial Pk
- Halifax Central Library
- Ski Martock
- Halifax Seaport Farmers' Market
- Scotiabank Centre
- Museum of Natural History
- Sir Sandford Fleming Park





