Cottage vacation rentals in Chester

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Top-rated cottage rentals in Chester

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Top guest favourite
Cottage in Chester
4.96 out of 5 average rating, 101 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

Top guest favourite
Cottage in Hubbards
4.98 out of 5 average rating, 266 reviews

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

Top guest favourite
A modern kitchen is shown, featuring light gray cabinetry, a white countertop, and brand new appliances including a coffee maker and an induction stove. A window allows natural light to brighten the space, and a clear view into the nearby living area can be seen.
Cottage in Mahone Bay
4.93 out of 5 average rating, 104 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.

Guest favourite
An open-concept living area showcases a blend of rustic and modern design elements. A wood stove stands beside a large window, allowing natural light to fill the space. Two chairs and a small table create a cozy nook, complemented by sleek cabinetry and polished wooden floors.
Cottage in Martins Point
4.94 out of 5 average rating, 218 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

Guest favourite
The modern kitchen features stainless steel appliances, including a refrigerator and stove. White cabinetry contrasts with a warm orange accent wall. A window allows natural light, highlighting the spacious layout and functional countertop space, with a decorative rug positioned on the dark wood floor.
Cottage in Hubbards
4.79 out of 5 average rating, 156 reviews

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.

Top guest favourite
A welcoming porch is adorned with two light blue adirondack chairs, positioned to overlook a serene lake. The ground is covered in vibrant autumn leaves, and trees in the background are reflected in the calm water. The scene captures a peaceful outdoor retreat.
Cottage in Chester
4.96 out of 5 average rating, 191 reviews

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.

Top guest favourite
An open loft-style master bedroom features a spacious bed adorned with a striped blue and white blanket. Exposed wooden beams create an inviting structure, while natural light filters through skylights. A small desk and chair are positioned nearby, with artwork complementing the serene decor.
Cottage in Boutiliers Point
4.97 out of 5 average rating, 172 reviews

Wilson's Coastal Club - C7

Relax in this charming 2-bedroom oceanview cottage at Wilson’s Coastal Club on St. Margaret’s Bay. Ideal for families, couples, or friends, the cottage features a king bed in the loft, a queen bedroom on the main level, a wood-burning stove, full kitchen, and private deck with BBQ. Some amenities such as wood-fired hot tubs, sauna access, and gear rentals are optional add-ons. Please review the “Other details to note” section for important information about these amenities.

Top guest favourite
Cottage in Chester
4.95 out of 5 average rating, 148 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.

Top guest favourite
A dining area is showcased with a wooden table surrounded by six metal chairs. Natural light filters in through a large window, highlighting the beam ceiling and stone accents. A decorative bowl rests at the center of the table, complemented by a plant and surfboards nearby.
Cottage in Hubbards
4.98 out of 5 average rating, 137 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.

Top guest favourite
A spacious deck overlooks the Atlantic Ocean, featuring multiple seating options including chairs and loungers. The glass railing allows unobstructed views of the water, while the landscape includes greenery and glimpses of the shoreline. Natural light enhances the serene outdoor setting.
Cottage in Hubbards
4.89 out of 5 average rating, 141 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.

Top guest favourite
A modern log cottage is nestled among tall trees, softly illuminated by string lights. The structure features a welcoming porch with seating, enhancing a connection with nature. A clear path leads to the entrance, surrounded by a natural landscape of grass and stones.
Cottage in Greenfield
5 out of 5 average rating, 195 reviews

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*

Top guest favourite
The contemporary cottage is framed by a stone terrace, featuring a sunset reflected in expansive glass windows. A private hot tub is positioned nearby, surrounded by trees and a natural landscape that leads towards the coastline.
Cottage in Chester
4.99 out of 5 average rating, 158 reviews

Peaceful 2-Bedroom Coastal Cottage with Hot Tub

High above the ocean, this contemporary two-bedroom cottage provides sweeping coastal views, stunning sunsets, and a canopy of starry skies. Overlooking the entrance to Deep Cove, and out towards Chester, Nova Scotia, this secluded four-season cottage offers an idyllic escape, ideal for a romantic couple's getaway or a tranquil retreat from the everyday.

Popular amenities for Chester cottage rentals

Quick stats about cottage rentals in Chester

  • Nightly prices starting at

    Chester vacation rentals start at $224 CAD 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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