
Pet-friendly holiday 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.

Orig.Inns - Cozy Bunkie Hideaway with Hot Tub
Unwind and relax near the stunning beaches and charming cafés on the South Shore. Tucked away surrounded by trees, this cozy retreat offers all the comforts you need for a perfect getaway. Listen to a record, cook a delicious meal, snuggle up with a movie, soak in the hot tub, stargaze under the clear night sky, and listen to the peepers. Just a 5–10 minute drive away, you’ll find Crescent Beach, Rissers Beach, Ploughman’s Lunch Café, Osprey Nest Pub, and the Lahave Bakery. Follow us @Orig.Inns

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.

Mallard on Church Lake Accessible Lakefront AFrame
The Mallard is an accessible A-Frame cabin in the woods just outside of the beautiful town of Lunenburg! Enjoy peace and quiet while being able to access all that the South Shore of Nova Scotia has to offer. An hour from Halifax, and less than 20 minutes to both Lunenburg and Bridgewater, this brand new cabin is perfectly situated to give you the best of all worlds. Lakefront living on a quiet lake, right off of a main road for easy access to shopping, dining, and tourism.

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.

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.

Nova Glamping Log Cabin
Experience the natural beauty of Nova Scotia through your own island oasis experience! Our upscale, cozy log cabin is equipped with everything you need with a view you will never forget. Enjoy a unique blend of nature and luxury as you explore the island during the day and relax in your own private jacuzzi under the stars at night. We guarantee this experience will be one you’ll never forget and one that you’ll keep coming back to time and time again!

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!

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.

Nordic Tides Retreat Sauna & Spa
Welcome to Nordic Tides, where minimalist Nordic design meets Nova Scotia’s rugged coastline. This oceanfront retreat offers panoramic views, a private cedar sauna, hot tub, and fire pit. Perfect for slowing down, soaking in the sea, watching the sunrise over the ocean, and reconnecting with loved ones. Every detail is designed to create balance, beauty, and intentional living.

Sunny Sanctuary in Martin's River
Just minutes from Mahone Bay, this bright and spacious river view cottage is a perfect place to step away and unwind. A generous sunroom opens onto an open living area and kitchen. The yard features numerous options for relaxation- including a large deck, firepit and barbecue patio- all overlooking the water.

Mid Century Aframe, Hot Tub, and Beach Access
The perfect location to explore the very popular South Shore of Nova Scotia. Close to beaches, cafes, restaurants, charming fishing villages and many other amenities. This vintage inspired Aframe sits on its own private lot with huge ocean views, beautiful private hot tub and luxury interior finishes.

Peaceful, private, forest hideaway for two
Escape to a secluded forest chalet with a wood-fired hot tub—perfect for a quiet, romantic getaway. The chalet is ideally situated within a short walk or drive to beautiful beaches and outstanding surfing. Excellent options for dining, museums, and local art galleries are also just minutes away.
Popular amenities for Chester pet-friendly home rentals
Pet-friendly house rentals

Private Oceanfront Beach House

Ocean front cottage, Mahone Bay

Charming Chester cottage a stone’s throw from spa

The Lookout - Cottage

a private oasis

The Dog Pound

Welcome to the Cozy Quilt

Relax at McGraths, Nova Scotia, Canada
Pet-friendly home rentals with a pool

2-storey designer cottage - Shobac Farm Gate House

Luxury Waterfront House

Tranquil Chateau on Moody Lake

Fox Point Cottage - Anchorage House & Cottages

Riverhouse in Pentz

Seaside Hirtle's Cottage - A Stunning Retreat

The Eyrie, an eagles nest with an amazing view.

Salty SeaScape 4 Bed OCEAN-VIEW Home with SWIM SPA
Private, pet-friendly home rentals

The Library at Orchard House

Peaceful Lakeside Cottage ~ Sunsets & Hot Tub

Chester Basin Place

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

Mill Lake Paradise Cottage

Private charming rustic off grid cabin

Log Cabin #2

Wildberry Cottage
Quick stats about holiday rentals that are pet-friendly in Chester

Total holiday rentals
Explore 20 holiday rentals in Chester

Nightly prices starting at
Chester holiday rentals start at €52 per night before taxes and fees

Verified guest reviews
Over 540 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

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





