
Pet-friendly vacation rentals in Chester
Find and book unique pet-friendly homes on Airbnb
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 $110 per night before taxes and fees

Verified guest reviews
Over 600 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!
Top-rated pet-friendly home rentals in Chester
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Quarrie Cottage | Mahone Bay
This newly constructed Main Street cottage is steps away from all the main attractions, while also being set back from the road enough to give guests a private and tranquil place to retreat at the end of the day. We are just across the street from Saltbox Brewery, with a beautiful patio, frequent musical guests and visiting food trucks. The cottage itself is an open and breezy ,featuring French doors, rustic details and a cozy wood stove- making it suitable for getaways all year long!
Outdoor spacesPetsQuiet

Lakefront home with hot tub
Unwind at Hidden Lake West, your peaceful haven on Nova Scotia’s stunning south shore. Embrace the serene beauty with exclusive lake access, where you can paddleboard, canoe, or simply relax by the water. Soak in the rejuvenating hot tub, surrounded by nature’s embrace. This cozy with modern comfort, offering the perfect blend for a memorable escape. Whether you're seeking adventure or a restful retreat, Hidden Lake West invites you to relax and recharge in a breathtaking setting.
WalkabilityOutdoor spacesIndoor spaces

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.
Outdoor spacesPetsFamily

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.
PetsOutdoor spacesIndoor spaces

Oceanfront #6 Hot tub sun sets huge deck BBQ 2 bed
Nate’s Nest is super close to the Historic town of Lunenburg Huge deck outdoor living Hot tub, Sun Sets Waterfront Ocean views quite charming unit with 2 baths modern kitchen & Den for friends to visit. HOOKd home Nestled in a very rare community lil HOOK Properties inclusive of a private pier boat launch and like minded people who enjoy living on the water A water lovers dream Wake up to sparkly water shimmering into your windows or enjoy star gazing in the hot tub.
PetsWalkabilityGetting around

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.
PetsWalkabilityBeach

Glamping Dome 1 SeaSpray
Welcome to Board & Batten in beautiful Rose Bay, Nova Scotia. Sitting on a cliff overlooking the ocean, this breathtaking property is home to four, individually rented, geodesic glamping domes and two premium cottages Each identical dome offers a breathtaking view of the ocean and the night sky, as well as everything you’ll need for a luxury stay (this isn’t camping, it's glamping!). The domes and cottages are set nicely apart to allow a feel of privacy.
WalkabilityOutdoor spacesHospitality

Nordic Tides Retreat Sauna & Spa
Welcome to Nordic Tides, a private oceanfront home on Nova Scotia’s rugged coastline with wide Atlantic views, warm modern design, and space to gather with family and friends. The home includes a cedar sauna, outdoor hot tub, fire pit, BBQ, billiards table, and generous indoor and outdoor areas. It is ideal for guests looking for a quiet coastal escape, time together, and a comfortable place to relax after exploring Hubbards and the surrounding beaches.
WalkabilityOutdoor spacesHospitality

"Lisette's on Long Hill", cozy with boho charm
The moment you walk through the door, you are treated with your own oasis -- a spacious solarium with a cozy day bed tucked in the corner waiting for you to relax, or sit at the table and play a game of tic-tac-toe. This two-bedroom professionally decorated charmer has brand new queen and double beds with hotel linen and lots of pillows. Need to work a bit? Use our cozy office nook. Welcome to Lisette's on 66 Long Hill. HST IS INCLUDED IN PRICE
Outdoor spacesWalkabilityDecor

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.
WalkabilityPetsParks

Koko Bay: Glamping, where glamour meets nature!
Escape the ordinary at KoKo Bay—an adults-only glamping retreat near Hubbards! Sleep in luxury, wake to ocean breezes, and stargaze by the fire. With epic views, fine linens, and direct access to Rails to Trails, it’s the perfect mix of wild and wonderful. Beach days, bike rides, and total unplugged bliss await. Romantic, peaceful, and unforgettable. (Yes, nature’s guests—bugs & critters—may drop by!!) it's part of the magic!
WalkabilityPetsHeating

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!
PetsOutdoor spacesCleanliness
Popular amenities for Chester pet-friendly home rentals
Pet-friendly house rentals

Little Pink Cottage
WalkabilityOutdoor spacesBackyard

The Beach Barn + Cedar Sauna
Outdoor spacesPetsHospitality

Oceanfront Escape + Hot Tub | Near Lunenburg
PetsOutdoor spacesAmenities

Orig.Inns - The Barn Retreat & Hot Tub
Outdoor spacesWalkabilityLong stay

South Shore Sanctuary : Historic Church w/ Hot Tub
WalkabilityOutdoor spacesSleep quality

The Lookout - Cottage
PetsOutdoor spacesBeach

Ocean front cottage, Mahone Bay
WalkabilityOutdoor spacesLocation

Peggy's Cove - Modern Home with Lighthouse View
PetsWalkabilityBackyard
Pet-friendly home rentals with a pool

Luxury Lakefront Suite - Hot Tub & Amenities!
WalkabilityOutdoor spacesNearby

Lakefront Luxury Retreat
WalkabilityPetsLayout

Salty SeaScape 4 Bed OCEAN-VIEW Home with SWIM SPA
PetsOutdoor spacesCheck-in

Land Yacht Oceanfront Luxury + Indoor Pool Escape
Outdoor spacesWalkabilityGetting around

Seaside Hirtle's Cottage - A Stunning Retreat
WalkabilityOutdoor spacesKitchen

The Eyrie, an eagles nest with an amazing view.
Outdoor spacesPetsGetting around

Beautiful Lakehouse w/ Pool
PetsOutdoor spacesIndoor spaces

Tranquil Chateau on Moody Lake
PetsOutdoor spacesSleep quality
Private, pet-friendly home rentals

Lovely Times Cottage - A Chester lakeside retreat
PetsOutdoor spacesKitchen

Fox Point Lake House - Luxury Lakefront Rental!
PetsOutdoor spacesCleanliness

Charming Historic Cottage on Main in Mahone Bay
Outdoor spacesWalkabilityCheck-in

Serene Cottage on 10 acres, Hot Tub, Lake Access
WalkabilityOutdoor spacesNearby

Private cabin on a lake - kayaks, SUP, fire pit
Outdoor spacesWalkabilityGrill

the ISLAND - A Charming Island Cottage and Bunkie
PetsWalkabilityCheckout

Nova Glamping Log Cabin
Outdoor spacesPetsHeating

Waterfront cottage, private beach, LaHave River.
PetsOutdoor spacesGrill
Destinations to explore
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- Oak Island
- Rissers Beach Provincial Park
- Hirtle's Beach
- Kejimkujik National Park & National Historic Site
- Dalhousie University
- Lawrencetown Beach Provincial Park
- Halifax Citadel National Historic Site
- Halifax Waterfront Boardwalk
- Conrad's Beach
- Big Mushamush Lake
- Rainbow Haven Beach
- Long Lake Provincial Park
- Shubie Park
- Point Pleasant Park
- Maritime Museum of the Atlantic
- Halifax Public Gardens
- Canadian Museum of Immigration at Pier 21
- Grand-Pré National Historic Site
- Luckett Vineyards
- Peggys Cove Lighthouse
- Crystal Crescent Bch Provincial Pk
- Ski Martock
- Halifax Central Library
- Halifax Seaport Farmers' Market
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