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Cottage holiday rentals in Chester

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Top-rated cottage rentals in Chester

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Cottage in Windsor

4.83 out of 5 average rating, 190 reviews

Chateau Bleu — Escape and Unwind with Nature

Escape, relax and unwind in this charming cottage that has everything you need. Its proximity to the lake, ski, falls, golf course and winery makes it an excellent getaway for your year-round activities. This beautiful vacation home is a 5-minute walk to the Falls Lake were you can swim, use our canoe or kayak. With 3 bedrooms and 1 bath, an outdoor fire pit, charcoal smoker, propane BBQ, pool table, darts, and spacious back deck with a gazebo and hot tub, it is your perfect vacay destination.

Guest favourite

Cottage in Hubbards

4.99 out of 5 average rating, 204 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 favourite

Cottage in Western Head

4.98 out of 5 average rating, 171 reviews

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

Guest favourite

Cottage in Lawrencetown

4.97 out of 5 average rating, 178 reviews

Conrad Beach Cottage

Enjoy a private, quiet, relaxing getaway in the surfing paradise of Lawrencetown, Nova Scotia. Reconnect in the heart of nature while taking in the view of our blueberry field and the everchanging Atlantic Ocean tides. This thoughtfully designed space features a nicely equipped brand new kitchen and bathroom, a beautiful and cozy queen sized bed & outdoor living space. Centrally located to all beaches in the area, you can also find café’s, convenience stores, and rental shops within minutes.

Guest favourite

Cottage in Chester

4.94 out of 5 average rating, 141 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!

Guest favourite

Cottage in Springfield

4.91 out of 5 average rating, 141 reviews

Paradise Cove - Lakefront with Projector & Hot Tub

Come enjoy all Paradise Cove has to offer on Lake Torment. This bohemian inspired getaway is all about comfort and relaxation. This all season accommodation has equal amenities both in the summer and winter months. Soak in the hot tub while watching the sunset, or take the peddle boat or SUP boards out of the cove with a bottle of bubbly and enjoy the views from the water. On chilly nights, rock in the hammock chairs by the wood stove while listening to records. You can skate on the lake too!

Guest favourite

Cottage in Windsor

4.92 out of 5 average rating, 299 reviews

Knotty Pine Cottage - cozy lakeside getaway!

Welcome to Knotty Pine Cottage - the perfect place to relax and enjoy nature. This 2-bedroom, 1 bathroom cottage has everything you need for your year-round getaway. Located in beautiful Chalet Hamlet, a private quiet cottage community that offers a relaxing retreat from the busy pace of everyday life. Beautiful Armstrong Lake is across the road, as is the community swimming area and boat launch. Knotty Pine Cottage is located 10 minutes from Martock/OnTree, and 20 minutes from Windsor.

Guest favourite

Cottage in Martins Point

4.95 out of 5 average rating, 175 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

Cottage in Herring Cove

4.99 out of 5 average rating, 330 reviews

Entire Nature Getaway Cottage Herring Cove Village

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.

Guest favourite

Cottage in Boutiliers Point

4.99 out of 5 average rating, 105 reviews

Palmer Cottage

Quiet. Cozy. Quaint. Everything you need for a relaxing visit to the South Shore of Nova Scotia. Nestled in between Halifax and Chester, Palmer Cottage is uniquely situated to take advantage of numerous local attractions - all within a short drive. Several beaches are located within minutes of Palmer Cottage, including Queensland Beach, Cleveland Beach and our very own Cowlow Cove beach - only a minute's walk from the cottage! Local amenities are only 10 minutes away!

Guest favourite

Cottage in Chester

4.96 out of 5 average rating, 121 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.

Guest favourite

Cottage in Hubbards

4.86 out of 5 average rating, 118 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.

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Popular amenities for cottage rentals in Chester

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Guest favourite

Cottage in Waterville

4.9 out of 5 average rating, 60 reviews

Nova Scotia A-Frame with Hot Tub

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Cottage in Lunenburg

4.98 out of 5 average rating, 55 reviews

A Secluded Lakefront Spectacle

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Cottage in Boutiliers Point

4.97 out of 5 average rating, 66 reviews

Wilson's Coastal Club - C6

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Cottage in Summerville Centre

4.95 out of 5 average rating, 114 reviews

SeaMist Cottage - Summerville Centre, NS

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Cottage in Wentzells Lake

4.95 out of 5 average rating, 37 reviews

The Lazy Loon Lake House

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Cottage in Windsor

4.99 out of 5 average rating, 132 reviews

Birchwood on the Lake (with Hot Tub)

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Cottage in Herring Cove

4.98 out of 5 average rating, 262 reviews

Oceanside Home within the City; A Cycle Away!

Guest favourite

Cottage in Mount Uniacke

4.86 out of 5 average rating, 107 reviews

New Lakefront Luxury Cottage w/ Hot Tub

Pet-friendly cottage rentals

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Cottage in Hubbards

4.97 out of 5 average rating, 86 reviews

The Beach Loft: 5-bedroom

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Cottage in Mahone Bay

4.96 out of 5 average rating, 48 reviews

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

Guest favourite

Cottage in Blockhouse

5 out of 5 average rating, 23 reviews

Welcome to The Loch

Guest favourite

Cottage in Port Medway

4.97 out of 5 average rating, 175 reviews

“Tranquility Cove” a Private Waterfront Oasis

Cottage in New Albany

4.89 out of 5 average rating, 105 reviews

Lakeview Cottage on Zwickers Lake

Guest favourite

Cottage in Chester Basin

5 out of 5 average rating, 42 reviews

5 Star Lakefront Cottage on Tranquil Hennigar Lake

Guest favourite

Cottage in Greenfield

5 out of 5 average rating, 93 reviews

The Harmony Grand at Molega Lake

Guest favourite

Cottage in Springfield

4.99 out of 5 average rating, 103 reviews

Tide's Inn Lake House, Lake Torment,East Dalhousie

Private cottage rentals

Guest favourite

Cottage in Greenfield

4.86 out of 5 average rating, 28 reviews

Canoe Cove Lake house

Guest favourite

Cottage in Harriston

4.96 out of 5 average rating, 55 reviews

Cheerful/ fun three bedroom lake house

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Cottage in Lower Prospect

4.9 out of 5 average rating, 21 reviews

Southshore Ocean Beach Cottage

Guest favourite

Cottage in Walden

4.97 out of 5 average rating, 32 reviews

Blue Cove Cottage on beautiful Sherbrooke Lake

Guest favourite

Cottage in Conquerall Bank

4.98 out of 5 average rating, 49 reviews

Sheltered Anchorage: 1-Bedroom River View Cottage

Cottage in Rose Bay

4.88 out of 5 average rating, 24 reviews

Luxury Oceanfront Cottage-Rose Bay, Lunenburg-#1/2

Cottage in Hubbards

4.88 out of 5 average rating, 78 reviews

Fish Store Cottage on the ocean wharf Hubbards

Guest favourite

Cottage in Ingramport

5 out of 5 average rating, 71 reviews

Coco's Cottage: Sandy Beach Oasis

Destinations to explore