
Pet-friendly vacation rentals in Chester
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Chester
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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

Ski Martock Chalet w Fire Pit + Movie Nights
Ski by day, unwind with crackling fires, movies & games by night. 15 minutes to Ski Martock & Bent Ridge Winery, 1 hour to Halifax. This cozy lakefront cottage is the perfect winter basecamp. Warm up by the fire pit, stream a movie on the projector, spin a record. This is your time to relax & reconnect. Pet friendly, fast wifi, tucked in the woods, and set on a quiet lake with private dock. Only 1 hour to Halifax . Expect snowy views, starry nights, and that “wish we had one more night” feeling.

Ocean Front #4 Hot Tub 2bdrm huge deck BBQ 2bath
- Oceanfront, Pier, Boat Launch, - Massive Deck: Ideal for lounging entertaining, dining, High-Top Table, BBQ, Firewall: Ensures safety and peace of mind. - Hot Tub: Unwind and enjoy the serene ocean views. - Kitchen: induction cooktop and wall oven, ideal for preparing gourmet meals. - Two Bedrooms, Two Baths: The home includes a spacious master bedroom with a king-size bed and an en suite bath. - Second Bathroom: tub for a relaxing soak. HOOKd 4 perfect retreat best of oceanfront living.

The Bear’s Den treehouse lodging.
Nestled in the woods, accessible year round. Very private & quiet. No hunting on this property but enjoy great fishing. Pizza & burger take-out just 10 min away. Lots of water close by for kayaking/canoeing. ATV trails just a few km away. Firewood supplied. Please bring your own drinking / wash water. Pets welcome, but Not on the furniture unless you’ve brought a cover. Never leave pets unattended. No running water. Outhouse/toilet facility. Bring your own disposable propane tank if BBQ’ing.

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.

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.

The Boathouse on Scotch Cove
This little boathouse sits right on Scotch Cove in East Chester, NS. Enjoy seaside views from every angle, with lovely outdoor seating and propane BBQ. The deck leads directly to the dock allowing for easy access for swimming or watercraft provided. The place is just a short walk from hiking and biking trails, with nearby lakes and sandy beaches. The indoor projector and screen make movie nights so much better! The boathouse is fully equipped for winter with a cozy woodstove.

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.

Welcome to the Cozy Quilt
Welcome to the Cozy Quilt! A focal point of the Main Street and located in the heart of Mahone Bay. It’s sits across from the government wharf where you are only a short stroll to the cafes, brewery, pub, restaurants and shops. What started as part of the general store in 1867, the residence was later removed from the store and moved to its current home at 664 Main Street. Since 2003 it has been home to the Quilt Shop which help inspired the name Cozy Quilt.

Woods & Water Suite
Escape to our cozy, mid-century modern-inspired suite, surrounded by the woods in a peaceful subdivision. Perfectly located between Long Lake and Crystal Crescent Beach Provincial Parks, as well as just 20 minutes from downtown Halifax and 15 minutes from Bayers Lake. Whether you’re seeking outdoor activities, a quiet escape, or a home base to explore the area, our suite provides the ideal setting for your Nova Scotia stay.

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.

Stunning, secluded chalet with wood fired hot tub
Enjoy the peaceful, wooded setting of this beautifully-appointed chalet. Tucked amongst the tall pines along Petite Rivière, the chalet marries modern amenities with comfort and tranquility. It is ideally situated within a short walk or drive to beautiful beaches and excellent surfing. Dining, museums, and local art galleries are also just minutes away.
Popular amenities for Chester pet-friendly home rentals
Pet-friendly house rentals

Nordic Tides Retreat Sauna & Spa

The Lookout - Cottage

Relax & recharge! Spectacular Ocean View. Hot tub!

Mill Lake Paradise Cottage

Dog Friendly 3 Bedroom Lake House Fenced-In Yard

Cottage on the Cove

Windrose Cottage welcomes you

Stunning Island Home Above Treetops Near Lunenburg
Pet-friendly home rentals with a pool

East River Cottage- Anchorage House & Cottages

2-storey designer cottage - Shobac Farm Gate House

Tranquil Chateau on Moody Lake

Fox Point Cottage - Anchorage House & Cottages

Peaceful Retreat on Schmidt Lake

Riverhouse in Pentz

Bayswater Cottage- Anchorage House & Cottages

Home Away from Home - Entire Apartment
Private, pet-friendly home rentals

Chester Basin Place

Lakefront Luxury Retreat

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

Private Cottage - Hot tub Woodstove on 10 Acres

Welcome to The Loch

5 Star Lakefront Cottage on Tranquil Hennigar Lake

Wildberry Cottage

Lakefront Cottage~Pets4Free~Private Beach~BBQ~View
Quick stats about vacation rentals that are pet-friendly in Chester

Total vacation rentals
Explore 20 vacation rentals in Chester

Nightly prices starting at
Chester vacation rentals start at € 51 per night before taxes and fees

Verified guest reviews
Over 520 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Chester vacation 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!
Destinations to explore
- Halifax Vacation rentals
- China Vacation rentals
- Mid-Coast, Maine Vacation rentals
- Cape Breton Island Vacation rentals
- Moncton Vacation rentals
- Bar Harbor Vacation rentals
- Charlottetown Vacation rentals
- Lunenburg County Vacation rentals
- Fredericton Vacation rentals
- Saint John Vacation rentals
- Dartmouth Vacation rentals
- Kennebec River Vacation rentals
- Cabin rentals Chester
- Rentals with a patio Chester
- Cottage rentals Chester
- Rentals with a washer and dryer Chester
- Rentals with a fireplace Chester
- Rentals with beach access Chester
- Family-friendly rentals Chester
- House rentals Chester
- Rentals with outdoor seating Chester
- Pet-friendly rentals Nova Scotia
- Pet-friendly rentals Canada
- Rissers Beach Provincial Park
- Hirtle's Beach
- Halifax Citadel National Historic Site
- Rainbow Haven Beach
- Conrad's Beach
- Canadian Museum of Immigration at Pier 21
- Lawrencetown Beach Provincial Park
- Maritime Museum of the Atlantic
- Halifax Public Gardens
- Point Pleasant Park
- Halifax Central Library
- Big Mushamush Lake
- Ski Martock
- Luckett Vineyards
- Dalhousie University
- Peggys Cove Lighthouse
- Scotiabank Centre
- Kejimkujik National Park & National Historic Site
- Grand-Pré National Historic Site
- Long Lake Provincial Park
- Emera Oval
- Museum of Natural History
- Crystal Crescent Bch Provincial Pk
- Queensland Beach Provincial Park




