
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 $210 CAD 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
4.98 out of 5 average rating, 278 reviews
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
4.97 out of 5 average rating, 117 reviews
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.
4.99 out of 5 average rating, 112 reviews
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.
4.94 out of 5 average rating, 113 reviews
The Lazy Loon Lake House
Escape to a private lakefront cottage on beautiful Wentzell's Lake. Set on 5 peaceful acres, this newly renovated retreat is the perfect place to unwind! Soak in the hot tub overlooking the lake, paddle the calm waters in the provided Kayaks, or simply relax and take in the view. Enjoy the fire pit area with host provided campfire wood and settle into the exceptionally comfortable King and Queen size beds at the end of the day! Private, peaceful and surrounded by nature, the perfect getaway!
4.97 out of 5 average rating, 115 reviews
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
4.95 out of 5 average rating, 240 reviews
Lakefront Cottage near Chester | BBQ + Lake Access
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.
4.97 out of 5 average rating, 207 reviews
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.
4.98 out of 5 average rating, 133 reviews
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.
4.95 out of 5 average rating, 157 reviews
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.
4.97 out of 5 average rating, 150 reviews
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.
4.89 out of 5 average rating, 157 reviews
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!
4.92 out of 5 average rating, 109 reviewsPopular amenities for Chester cottage rentals
Cottage rentals with a hot tub

The Old Kettle Cabin with Hot Tub
4.94 out of 5 average rating, 222 reviews
Wilson's Coastal Club - C7
4.97 out of 5 average rating, 183 reviews
Herring Hole Hideaway
4.89 out of 5 average rating, 306 reviews
South Shore cottage with ocean views
4.97 out of 5 average rating, 134 reviews
Falls Lake Burrow - 2 bdrm Cottage w/hot tub
4.97 out of 5 average rating, 153 reviews
Oceanfront Cottage - Modern & Private
4.97 out of 5 average rating, 188 reviews
Gopher Lodge (Family and couples oriented getaway)
4.99 out of 5 average rating, 104 reviews
Salt & Stone Retreat
5.0 out of 5 average rating, 7 reviewsPet-friendly cottage rentals

Lovely Times Cottage - A Chester lakeside retreat
4.98 out of 5 average rating, 207 reviews
Viola’s House. Idyllic Oceanfront Cottage
4.99 out of 5 average rating, 130 reviews
“Tranquility Cove” a Private Waterfront Oasis
4.96 out of 5 average rating, 221 reviews
Treeside Retreat with Hot tub
4.93 out of 5 average rating, 182 reviews
Tide's Inn Lake House, Lake Torment,East Dalhousie
4.99 out of 5 average rating, 130 reviews
5 Star Lakefront Cottage on Tranquil Hennigar Lake
5.0 out of 5 average rating, 67 reviews
Luxury Oceanfront Cottage-Rose Bay, Lunenburg #1
4.89 out of 5 average rating, 56 reviews
COZY DEEP COVE COTTAGE
4.85 out of 5 average rating, 82 reviewsPrivate cottage rentals

Palmer Cottage
4.98 out of 5 average rating, 123 reviews
Getaway by the Bay
4.99 out of 5 average rating, 196 reviews
Knotty Pine Cottage - cozy lakeside getaway!
4.92 out of 5 average rating, 394 reviews
Ocean Front Cottage with Private Beach
4.94 out of 5 average rating, 105 reviews
Chester Basin Vacation Retreat Oceanfront
4.86 out of 5 average rating, 86 reviews
Loon Song Retreat
5.0 out of 5 average rating, 24 reviews
Hideaway Cottage
4.9 out of 5 average rating, 60 reviews
Cleveland Point Beach House
4.73 out of 5 average rating, 126 reviewsDestinations to explore
- Halifax Vacation rentals
- Bar Harbor Vacation rentals
- Moncton Vacation rentals
- Charlottetown Vacation rentals
- Fredericton Vacation rentals
- Saint John Vacation rentals
- Bangor Vacation rentals
- Ellsworth Vacation rentals
- Dartmouth Vacation rentals
- Cape Breton Island Vacation rentals
- Gaspé Vacation rentals
- Dieppe Vacation rentals
- Rissers Beach Provincial Park
- Oak Island
- Kejimkujik National Park & National Historic Site
- Hirtle's Beach
- Lawrencetown Beach Provincial Park
- Dalhousie University
- Halifax Citadel National Historic Site
- Conrad's Beach
- Big Mushamush Lake
- Long Lake Provincial Park
- Shubie Park
- Rainbow Haven Beach
- Point Pleasant Park
- Maritime Museum of the Atlantic
- Halifax Public Gardens
- Luckett Vineyards
- Crystal Crescent Bch Provincial Pk
- Canadian Museum of Immigration at Pier 21
- Ski Martock
- Halifax Central Library
- Halifax Seaport Farmers' Market
- Fisherman's Cove
- Sir Sandford Fleming Park
- Queensland Beach Provincial Park





