
House holiday rentals in Chester
Find and book unique houses on Airbnb
Top-rated house rentals in Chester
Guests agree: These houses are highly rated for location, cleanliness and more.
Mahone Bay Hide-Away
Hide-Away and rejuvenate in your very own 360 sq ft luxury tourist suite just a stones throw from the shops, galleries, dining, hiking and biking that picturesque Mahone Bay has to offer. This newly-built open concept tourist suite coupled with “ Getaway by the Bay” and “Haven In The Bay”, includes all the conveniences of home making this the ideal property to pamper yourself. The Hide-Away features luxury linens, gourmet equipped kitchen, spa-like ensuite, cable, Wi-Fi internet, dishwasher, washer/dryer, barbecue ( spring, summer, fall only) and fabulous indoor and outdoor space. Affiliated with Tourism NS, Canada Select and NS Approved. Snuggle and sip wine on the couch or enjoy your favourite local beer on the wraparound deck while firing a fine cut steak on the barbeque. It is up to you, it is your vacation. The Hide-Away on the Hill is the consummate location to use as your home base as you explore Nova Scotia. Book today and experience why our guests love to rebook. All our guests have access to the entire home and outdoor space. Your hosts, Pam and David, are born and raised in the area, live close by, available 24/7, and are an excellent resource to answer any questions you may have or suggest local excursions. Situated in the heart of Mahone Bay, this home is a great starting point to explore the southern shore and other parts of Nova Scotia. Peggy's Cove, Halifax, Annapolis Valley, Gulf tidal bore, surfing, and much more are all nearby. Mahone Bay is a small ocean side walkable community with local taxi service available. This home is a brand new construction in 2018. You can be one of the first to experience the luxury and detail designed for your comfort and enjoyment. Please view our other AIRBNB listing , Getaway By The Bay

Hubbards Cozy Convenient Cottage
Welcome to our cozy cottage located in the centre of Hubbards - just steps away from all of the fabulous amenities the area has to offer. Our home has been fully updated with you in mind. We've aimed to provide comfort, cleanliness, and loads of charm! The space accommodates six in three bedrooms and one and a half baths. Ideally situated with restaurants, cafes, grocery, liquor and an amazing farmers market just across the street! You've found the ultimate home base for a South Shore adventure!

Millet Lake House • Hot Tub • Sandy Beach
"Like having your own private resort" - Millet Lake House is welcoming, warm & every little comfort has been considered. Serious staycations start & end right here. Perfectly perched on peaceful forested acreage overlooking over 250ft of your own sandy beachfront, the setting is simply unmatched. Privacy, finishes, the outdoor toys & all of the special little touches to ensure everyone's vacation goals are exceeded. The reviews & the reputation as the South Shore's premium lake front retreat.

Charming Ocean Retreat
Perched on a hill overlooking the Aspotogan Cove, this lovingly restored 150-year-old family home offers everything you might need for a relaxing peaceful retreat. The backyard opens onto four acres of trails - perfect for mountain biking and hiking - and Bayswater Beach, one of the exquisite beaches on the South Shore, is only five minutes away. The beautifully appointed chef’s kitchen invites culinary play, and an extensive collection of games, books and movies will keep you well entertained.

Oceanfront Guest House near Peggy's Cove
This 1680 sq ft guesthouse has its own private path to the oceanfront, a 2nd storey deck with panoramic views of Indian Harbour. It is situated 4 kms from Peggy's Cove, and is within an hour of Halifax and Lunenburg. The property is surrounded by trees, and the only sounds are from the waves and the wind. Hiking trails are located at Polly's Cove & Peggy's Cove, sandy beaches are just a 5-40 min drive, and Oceanstone Spa Resort is a 5 min walk. It is ideally suited for stays up to 3 weeks.

The Oasis on Blueberry Lane
Welcome to your private lakefront escape in Chester Grant. Swim from the dock on a warm, swimmable lake, paddle at sunrise, and soak in the hot tub beneath star-filled skies. Gather around indoor and outdoor wood fires in every season, then head inside for pool tournaments and spacious, comfortable living designed for connection and relaxation. Just 10 mins to Sensea Nordic Spa and 30 mins to Ski Martock, the perfect four-season retreat for families and friends year-round.

Ocean Front #3 HotTub Sunset RoofTopDeck BBQ 2bath
Waterfront Cottage: Huge deck, sun sets, Private Hot Tub: 6 Person tub for 2. Panoramic Water Views: Modern Cabin: privacy and a peaceful environment. Large Deck: outdoor living space both you can take in the sun or retreat into the share. Nature Retreat with wildlife Romantic Escape: for couples, Heated floors, Shower tower, queen master, an extra guest could sleep on the couch. Super private chefs kitchen. Well equipped for all seasons.

the Escape - A Private Oceanfront Getaway
The ESCAPE provides a private oceanfront retreat for you and your family or friends to enjoy. Modern newly built house on large private oceanfront lot. Enjoy the endless ocean views from the large oversized deck, relaxing hot tub, large lawn or oceanfront fire pit. Explore the rocky shoreline and beach areas from your front steps! This remarkable getaway is located less than 1.5hrs from Halifax and is a short drive off the highway.

Oceanfront Escape + Hot Tub | Near Lunenburg
✨ Highlights • Private oceanfront deck with panoramic views • Outdoor hot tub perfect for sunset or stargazing • Pet-friendly stay • Fast Wi-Fi + Smart TV for cozy nights in • Minutes from the UNESCO town of Lunenburg • Peaceful coastal setting 🌊 Oceanfront Retreat with Hot Tub & Sunrise Views Relax, recharge, and wake up to the sound of the ocean. Deck view of Nova Scotia’s breathtaking coastline. PARKING: Space for 1

Lakeview Cottage | Fox Point Lake | Hot tub/Kayaks
Welcome to our charming Lakeview cottage on Fox Point Lake in Hubbards, NS! This rustic log home boasts 3 bedrooms and 1.5 baths, making it perfect for families or friends seeking a peaceful retreat. Enjoy our private dock on the lake and take advantage of kayaks for fun-filled water adventures (seasonal). Unwind, reconnect with nature, and create cherished memories. Book now for an unforgettable lakeside getaway!

The Beach Barn + Cedar Sauna
The Beach Barn is located atop the highest hill in lower Kingsburg with breathtaking views overlooking Hirtle's Beach best known for its surf. This 2 bed, 2 bath award-winning home designed by renowned architect Brian MacKay-Lyons incorporates 30-foot high vaulted ceilings and open concept design. A quick 10-minute walk to Hirtles Beach, your coastal escape awaits! Check us out on IG @kingsburgcabins

Back Bay Cottage
Designed and built by architect Peter Braithwaite, the unique cottage design offers an exclusive and tranquil getaway. Accommodating up to 6 guests, this open concept, fully equipped cottage is ideal for couples, small families or outdoor enthusiasts any time of year. The airbnb is located 20 minutes outside of Halifax on six-acres with an outdoor fireplace, BBQ and stunning views that overlook Back Bay.
Popular amenities for Chester house rentals
House rentals with a pool

Half Moon Cove Retreat

All Decked Out in Mahone Bay

Peaceful Retreat on Schmidt Lake

Halifax Harbour View | Spacious Luxury + Pool

Bayswater Beach Retreat - 4 bdrm w/ hot tub

North End Nest

Beautiful new 6 bedroom lakehouse close to Halifax

A cozy getaway for every season!
Weekly house rentals

The Little Bird Cottage

Charming Chester cottage a stone’s throw from spa

Luxury Oceanfront Cottage-Rose Bay, Lunenburg #2

A Luxury Oceanfront Escape

The old cape

Mill Lake Paradise Cottage

Oak Island Cottage with HOT TUB

The Tidal Fox Retreat-Oceanside Air BnB
Private house rentals

Private Oceanfront Escape

Peaceful Lakeside Cottage ~ Sunsets & Hot Tub

Lake house on Little Mush Mush

Home in the Heart of Chester

Zen Oceanfront Chalet- Hot Tub & Sauna

Luxury Beachfront Villa, Cleaveland Beach 71

Mahone Bay Ocean View 4BR Heritage House + Yard

The West Dublin House
Quick stats about house rentals in Chester

Total holiday rentals
Explore 30 holiday rentals in Chester

Nightly prices starting at
Chester holiday rentals start at $101 NZD per night before taxes and fees

Verified guest reviews
Over 860 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Chester holiday rentals include Wi-Fi access

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 outdoor seating Chester
- Cottage rentals Chester
- Pet-friendly rentals Chester
- Rentals with beach access Chester
- Family-friendly rentals Chester
- Rentals with a washing machine and dryer Chester
- Rentals with a patio Chester
- Cabin rentals Chester
- House rentals Nova Scotia
- House rentals Canada
- Rissers Beach Provincial Park
- Oak Island
- Hirtle's Beach
- Halifax Citadel National Historic Site
- Rainbow Haven Beach
- Lawrencetown Beach Provincial Park
- Conrad's Beach
- Dalhousie University
- Halifax Waterfront Boardwalk
- Halifax Public Gardens
- Point Pleasant Park
- Canadian Museum of Immigration at Pier 21
- Maritime Museum of the Atlantic
- Long Lake Provincial Park
- Halifax Central Library
- Shubie Park
- Big Mushamush Lake
- Luckett Vineyards
- Halifax Seaport Farmers' Market
- Kejimkujik National Park & National Historic Site
- Peggys Cove Lighthouse
- Ski Martock
- Grand-Pré National Historic Site
- Chester Golf Club





