
Cottage holiday rentals in Chester
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Top-rated cottage rentals in Chester
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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

The Shore Shack
Shore Shack is a newly construction timber frame cabin on the Atlantic Ocean. Beautiful views and direct oceanfront. A Sandy beach within walking distance (at the end of Sand Beach road). The town of Liverpool is a five minute drive away. Very private! Whitepoint, Carter's and Summerville beach all a short drive away. A four person hot tub was added in March 2022. This property does not have an oven - does have 4 burner stove. Nova Scotia Tourist Registry RYA-2023-24-04142056359520676-77

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.

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.

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.

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.

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.

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.

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.

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.

The Harmony Grand at Molega Lake
Harbour Acres Cottages offering: 5⭐"The Harmony Grand". A private modern log cottage perched on the serene shores of Molega Lake; Nova Scotia's South Coast cottage country. Experience this two bedroom, full bathroom, kitchen, & living room lakefront accommodation for either a short overnight stay or a longer vacation. We cater to all travelers! Breakfast is included*
Popular amenities for Chester cottage rentals
Cottage rentals with a hot tub

Nova Scotia A-Frame with Hot Tub

A Secluded Lakefront Spectacle

SeaMist Cottage - Summerville Center, NS

Birchwood on the Lake (with Hot Tub)

Oceanside Home within the City; A Cycle Away!

Waterfront Cottage on Lake with Hot Tub + Rec Room

Herring Hole Hideaway

Wildberry Cottage
Pet-friendly cottage rentals

Waterfront cottage, private beach, LaHave River.

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

Serene Cottage on 10 acres, Hot Tub, Lake Access

“Tranquility Cove” a Private Waterfront Oasis

Conrad Beach Cottage

Seaside Hirtle's Cottage - A Stunning Retreat

5 Star Lakefront Cottage on Tranquil Hennigar Lake

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

Cove Cottage | Second Peninsula

Southshore Ocean Beach Cottage

The Lazy Loon Lake House

Ocean Front Cottage with Private Beach

Loon Song Retreat

Finnigan's Landing

Luxury Oceanfront Cottage-Rose Bay, Lunenburg #1

Cosy Hubbards cottage within 2 km of beaches
Quick stats about cottage rentals in Chester

Nightly prices starting at
Chester holiday rentals start at $221 AUD 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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- Rentals with a fireplace Chester
- Rentals with a patio Chester
- Family-friendly rentals Chester
- Cabin rentals Chester
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- Rentals with a washing machine and dryer Chester
- Pet-friendly rentals Chester
- Rentals with outdoor seating Chester
- Rentals with beach access Chester
- Cottage rentals Nova Scotia
- Cottage rentals Canada
- Oak Island
- Rissers Beach Provincial Park
- Hirtle's Beach
- Halifax Citadel National Historic Site
- Rainbow Haven Beach
- Conrad's Beach
- Lawrencetown Beach Provincial Park
- Canadian Museum of Immigration at Pier 21
- Point Pleasant Park
- Halifax Public Gardens
- Dalhousie University
- Halifax Central Library
- Maritime Museum of the Atlantic
- Halifax Waterfront Boardwalk
- Luckett Vineyards
- Kejimkujik National Park & National Historic Site
- Long Lake Provincial Park
- Crystal Crescent Bch Provincial Pk
- Peggys Cove Lighthouse
- Grand-Pré National Historic Site
- Shubie Park
- Big Mushamush Lake
- Halifax Seaport Farmers' Market
- Museum of Natural History





