
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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Chester pet-friendly home rentals
Pet-friendly house rentals

Nordic Tides Retreat Sauna & Spa
The property is truly amazing! The views were spectacular, the host was very friendly and quick to respond, and everything was very clean. We had a group of 12 and had plenty of space. The hot tub and sauna are wonderful additions and added to our experience. Alicia is a superb host and I highly recommend staying here.

Ocean front cottage, Mahone Bay
I had a relaxing couple of days at Annes place, the house was as described in the advertisement and had everything you would need for a stay. Close by to local restaurants/ shops giving you different options during your stay.

The Lookout - Cottage
Loved this sweet cottage with an ocean view. Every detail is thought of to make it a cozy, comfortable and relaxing weekend away. Thank you to the wonderful hosts.

a private oasis
From booking to checking out, this was a great experience. The location was amazing. The place was clean and very welcoming. Thank you for the treats and the Tim’s coffee was an extra bonus. The bed was so comfy and the pillows were just like home. It was exactly what we needed and would highly recommend this place I. The future.

Private Lakefront Escape|Swim, Sip Wine & Stargaze
Very cozy place! It was right by the water with a beautiful view. Very convenient as well. We were about a 30 minutes drive from Downtown Halifax. Ashley was very responsive and helpful. Beautiful place and amazing host! I'd stay there again. :)

The Garden by the Sea
What a beautiful place to spend a weekend very clean very organized and a deer waiting for us. when we pulled in the driveway. Our stay was lovely. We would definitely stay again. Thank you Thomas.

Bespoke Lake Cottage
My husband and I had a lovely time.the water was beautiful,we loved the deck swings.everything was very clean and tidy.good communication.

Welcome to the Cozy Quilt
One of the best places we've ever stayed in. Incredibly nicely and thoughtfully renovated and laid out, well equipped, convenient. A real treasure.
Pet-friendly home rentals with a pool

2-storey designer cottage - Shobac Farm Gate House
Shobac farm is a unique architectural and farm experience. It was great to have gaffs point and Hirtle’s beach within hiking distance. The sheep were a constant fascination for our pup. Appreciated having access to a lap pool, steam shower and sauna. Thoroughly enjoyed having a wood fire and enjoying and vast country side views from the gatehouse.

Tranquil Chateau on Moody Lake
We had 7 people travelling together and this place had all the room and amenities we needed. Big kitchen to cook in, great common area to relax in together and a fabulous view of the lake. It was early in the season so too cold to use the pool but it looked like it would be great. Thanks for having us!

The Blue Cottage
PAM & J.P were extraordinary. We were delighted with our stay and fell in love with Nova Scotia. The animals were an unexpected extra. Gustave is going to miss Maple a lot. Small comment WHICH IS NOT A CRITICISM. The refrigerator is not very big, so don't do too much grocery shopping at once. We arrived with too many things and not everything fit. But again, that's okay. There's a grocery store not far away. It's very easy. Just don't plan too far ahead if you have a big family like mine. The pool is amazing!!!!! Close to lots of beautiful beaches. We had a great time with the family!!!

Riverhouse in Pentz
Fantastic hosts. Dream heritage property with total privacy and a heated pool in a park like setting; we booked that property pretty much every year for the last seven years. Rob and Barb are constantly improving the property, there is always something new to discover, whether it's a new appliance, or a brand new landscaped river frontage inviting you to sit and watch river and ocean life whilst sipping a glass of tasty red provided with the welcome basket. We enjoyed eating out at the Lunenburg restaurants, as much as we enjoyed cooking a delicious meal at their place, which is fully equipped, one can easily cook up a gourmet meal. Golden! And we shall return!! Greetings from Port Lorne, NS, Conny and Fred.

Bayswater Cottage- Anchorage House & Cottages
we absolutely loved our stay in the cottages! We were able to use a lot of their amenities, Kayaks, boat, pool.. it was so much fun and we made some great memories as a family! Thank you to Katelyn for the great cottage and customer service, we hope to come back again :)

Home Away from Home
This place was very nice. Perfect for two people. Laura was friendly and responsive.

The Eyrie, an eagles nest with an amazing view.
David’s property overlooking Shad Bay is a gem with a wonderful view! The kitchen was well stocked, and he even provided a dozen eggs, juice and bread should one desire a hearty breakfast to cook on a two burner induction hot plate. The kitchen, while large, is not designed to cook full dinners. The bed was very comfortable. David’s decorating style is eclectic with a good dose of contemporary mixed in with traditional furnishings and the art taking center stage. David greeted us upon arrival and we spoke with him every morning. We had delightful conversation. A highlight for us was interacting with Molly and Peaches, a small poodle and a large doodle. We would highly recommend David’s accommodation!

Salty SeaScape 4 Bed OCEAN-VIEW Home with SWIM SPA
Very comfortable and lots of room. Loved how close it was to a store with take out excellent food!
Private, pet-friendly home rentals

The Shore Hut
We traveled from Ontario and had a fantastic stay! The house was beautiful, with amazing views and all the features you could want. Relaxing in the hot tub while looking out at the ocean and nearby islands was a real highlight. The location is great—close to Lunenburg, Peggy’s Cove, Halifax, and plenty of other interesting spots to explore. The locals were very friendly and welcoming. Thank you!

The Lazy Loon Lake House
Wished we had more time it was PERFECT! Hosts were excellent and responsive! The place is Paradise!

Stunning ocean views with sunsets over Mahone Bay
Spent 5 nights at this clean, beautiful, well equipped house located about a 20 minute drive from Hubbards. The property overlooks the water and you get to view amazing sunsets. This location is central to several beautiful places not too far (Mahone bay, Chester, Lunenburg etc.,) . Would highly recommend Greg's place for anyone planning to visit the area.

Mill Lake Paradise Cottage
Beautiful spot! Although the weather wasn't great it was peaceful and relaxing. Our kids fished all weekend and loved it. The house was beautiful and clean. Chris was always responsive to questions. Great stay!

Cosy Hubbards cottage within 2 km of beaches
I had a lovely stay at David and Nancy's cottage. The cottage was roomy, spotlessly clean and fully equipped (the kitchen had a few items in it that I don't even have in my own kitchen). It was comfortable and convenient and David and Nancy were responsive, kind and generous. I would definitely stay with them again the next time I am in Hubbards. (I'd come back just for Nancy's homemade chocolate mints!)

Cabin at St. Margaret's Bay
Everything was fantastic . The place was clean and comfortable. Definitely will return. Highly recommended.

Lakefront Cottage~Pets4Free~Private Beach~BBQ~View
My best friend, pups and I had a wonderful time at the lakeside cottage. It was so cute and the surroundings were incredible!

The Fish Shack at Northwest Cove
Our Stay at the Fish Shack was pure magic. Loved every minute of it. From the idyllic, beautiful location, charming, authentic folk art that filled the property, comfortable bed, linens, furnishing, well stocked kitchen, lovely deck and setting, we couldn’t ask for a more enjoyable visit and host. Thank you for sharing this little piece of heaven with us. This stop after our long trip cross Canada road trip was just what we hoped for and exceeded our expectations 😁. Thank you for sharing Val!
Quick stats about holiday rentals that are pet-friendly in Chester
Total rentals
20 properties
Nightly prices starting at
$139 AUD before taxes and fees
Total number of reviews
350 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
Destinations to explore
- House rentals Chester
- Family-friendly rentals Chester
- Cabin rentals Chester
- Cottage rentals Chester
- Rentals with beach access Chester
- Rentals with a patio Chester
- Rentals with a fireplace Chester
- Rentals with outdoor seating Chester
- Rentals with a washing machine and dryer Chester
- Pet-friendly rentals Nova Scotia
- Pet-friendly rentals Canada
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Oak Island
- Cresent Beach
- Crescent Beach, Lunenburg County, Nova Scotia
- Halifax Citadel National Historic Site
- Atlantic Splash Adventure
- Rissers Beach Provincial Park
- Hirtle's Beach
- Cape Bay Beach
- Rainbow Haven Beach
- Canadian Museum of Immigration at Pier 21
- Maritime Museum of the Atlantic
- Point Pleasant Park
- Bayswater Beach Provincial Park
- Dauphinees Mill Lake
- Conrad's Beach
- Beach Meadows Beach
- Oxners Beach
- The Links at Brunello
- Halifax Public Gardens
- Halifax Central Library
- Lawrencetown Beach Provincial Park
- Hunts Point Beach
- Battery Point Beach
- Chester Golf Club