Cottage vacation rentals in Chester

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Top-rated cottage rentals in Chester

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Top guest favorite

A serene lakefront view captures the luxury lake house surrounded by trees. The structure reflects gently in the calm water, showcasing warm tones from the setting sun. A private beach area with sand and a dock is visible, enhancing the tranquil atmosphere.

Cottage in Hubbards

4.98 out of 5 average rating, 241 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

Guest favorite

A charming seaside cottage is framed by lush greenery, featuring a red exterior with white trim. Large windows invite natural light into the living spaces. A stone wall with vibrant flowers forms an inviting entryway to the outdoor seating area, perfect for enjoying the views.

Cottage in Chester

4.93 out of 5 average rating, 160 reviews

Scotch Cove Retreat

Scotch Cove Retreat is our beautiful seaside cottage on the south shore of Nova Scotia in Mahone Bay. It has tons of spaces, gorgeous ocean views, "pool hall", artist's studio, and private dock on Scotch Cove only minutes away from hiking trails and the sweet town of Chester. It's perfect for a relaxing time with family and close friends. (Gatherings are now limited to 16 by Airbnb.) We've put a lot of work into this space and think it has a lot of heart and character. We hope you like it too!

Top guest favorite

A quaint exterior view of Burns Cove Cottage features colorful adirondack chairs in vibrant blue and green. Flower-filled baskets adorn the windows, contributing to the inviting appearance. A stone pathway bordered by grass leads to the entrance, enhancing the cottage's charm.

Cottage in Lunenburg

4.99 out of 5 average rating, 105 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 or use your watercraft. 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.

Top guest favorite

The cottage exterior features a weathered shingle facade and a wrap-around deck, set against a backdrop of expansive blue skies. A spacious lawn leads to the shoreline, while nearby homes complete the coastal village landscape.

Cottage in Prospect

4.99 out of 5 average rating, 112 reviews

Viola’s House. Idyllic Oceanfront Cottage

This beautiful Oceanside cottage is nestled in the heart of the fishing Village of Prospect. Enjoy breathtaking views, stunning sunsets and the ocean breeze while sitting on the wrap around deck. One of the original homes of Prospect Village, "Viola's House", has been recently renovated with modern fixtures and furnishings, this eloquently quaint home is perfect for families and friends looking to relax and vacation with the Atlantic Ocean as your backyard. http://www.prospectvillage.ca

Guest favorite

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

4.95 out of 5 average rating, 201 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 favorite

A rustic log cottage is shown with a wooden deck leading to a light-colored door. A fenced area is visible beside the entrance, with a gravel driveway extending in front. Green grass is seen in the background, bordered by trees.

Cottage in Lunenburg

4.92 out of 5 average rating, 233 reviews

Wildwood Acres

Welcome to Wildwood Acres! This peaceful log cottage is located on Second Peninsula, just 6 minutes from the vibrant town of Lunenburg. With almost 3 acres and a fenced in area, your dog will be able to enjoy this spot as much as you will. Whether the occassion is a family vacation, or relaxing weekend away with your friends, this Wildwood Acres is just what you need! There are many options for dining and activities in Mahone Bay or Lunenburg, and Bachman's beach is just down the road.

Guest favorite

A wood-fired hot tub is situated on a grassy area near the beach, with a metallic chimney rising from it. In the background, the calm water reflects soft colors of the sunset, bordered by large rocks. Beach chairs are positioned nearby, adding to the serene coastal setting.

Cottage in Boutiliers Point

4.95 out of 5 average rating, 102 reviews

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.

Guest favorite

A cottage with a light yellow exterior is surrounded by lush greenery and tall trees. A paved driveway leads to the entrance, and colorful flowerbeds accent the landscape. The tranquil lake is visible in the background, enhancing the peaceful setting.

Cottage in Chester

4.96 out of 5 average rating, 161 reviews

Large Pet Friendly Lakefront cottage in Chester

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.

Guest favorite

A bright kitchen space is highlighted by large windows that offer ocean views. The area features a light wood island with seating, a minimalist design complete with white cabinetry, and decorative items arranged on a nearby shelf. Natural light enhances the clean, airy atmosphere.

Cottage in Rose Bay

4.97 out of 5 average rating, 102 reviews

South Shore cottage with ocean views

▪ Located in the South Shore, only 20 minutes to Lunenburg ▪ Character home renovated for modern and relaxed comfort ▪ 1,200 sq/ft of bright living space ▪ Expansive and tranquil ocean views of Rose Bay ▪ Intimate soaker tub and dreamy bathroom ▪ Outdoor living space with BBQ and fire pit ▪ Inspired by the picturesque, seaside villages of Kingsburg and Lunenburg ▪ Only minutes from Gaff Point and Hirtle's Beach ▪ Unwind in the wood-burning hot tub (closed during the Winter)

Guest favorite

A spacious outdoor deck is furnished with comfortable blue seating arranged around a large table. Lush greenery and trees are visible in the backdrop, while an inviting view of the water is framed by large windows in the cottage behind. The atmosphere is relaxed and welcoming.

Cottage in Hubbards

4.92 out of 5 average rating, 186 reviews

Cleveland Beach Cottage

Beautiful Cleveland Beach Cottage overlooking the ocean in St. Margaret's Bay with white sandy beach 250 yards away and outdoor hot tub for 2! Updated, clean and bright with new flooring in main areas and newly renovated bath 2025!. Large windows in great room with full water views of picturesque St. Margarets Bay. Enjoy the inspiring sound of rolling waves, amazing sunrises and colours of sunsets are reflected on the water. Smell the ocean breeze... New STR #STR2425D7182

Guest favorite

Two colorful adirondack chairs, one bright pink and one blue, are positioned on a wooden deck. A potted plant with vibrant flowers sits nearby, and a barbecue grill is visible in the background, enhancing the outdoor relaxation space.

Cottage in Chester

4.94 out of 5 average rating, 137 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 favorite

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

4.97 out of 5 average rating, 110 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.