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.

0 of 0 items showing

1 of 3 pages

Top guest favorite

A cozy seating area features an orange sofa adorned with soft cushions, complemented by a patterned accent table. Natural light pours in through large windows with checkered curtains, highlighting the textured rug on the concrete floor. Decorative plants add a touch of greenery.

Cabin in Mount Pleasant

4.98 out of 5 average rating, 149 reviews

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

Top guest favorite

A spacious deck is visible, featuring a hot tub and comfortable seating arrangements. The area is designed for relaxation and entertainment, bordered by a glass railing that offers unobstructed views of the tranquil water and surrounding landscape.

Bungalow in Lunenburg

5 out of 5 average rating, 107 reviews

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.

Top guest favorite

Home in Chester Basin

4.95 out of 5 average rating, 149 reviews

The Oasis on Blueberry Lane

Enjoy swimming or kayaking in our beautiful lake. Afterwards, hop in the hot tub to relax your tired muscles, then roast marshmallows over the firepit or have a game of pool. You can also curl up next to wood stove for a lazy evening in. Take a short drive to one of the several stunning beaches. Enjoy being 10 minutes from both SENSEA Nordic Spa, and Chester Village - where you'll find Chester Golf Course, a selection of restaurants, cafes, and shops. Only 30 minutes to ski Martock!

Top guest favorite

A quaint coastal cottage is nestled among tall trees, with a wooden deck extending from the front. A large stone with an otter sculpture is positioned in the foreground, providing a charming focal point against the natural surroundings.

Island in Port Medway

4.97 out of 5 average rating, 152 reviews

the ISLAND - A Charming Island Cottage and Bunkie

The ISLAND provides an amazing and unique escape that is truly one of a kind. This remarkable location is located only minutes off the highway and is less than an 1.5hr drive from Halifax. Enjoy the day exploring the shores and endless ocean views on land or in one of the kayaks or canoes provided. Spend the evenings with your favorite drink (and people) around the bonfire. However you decide to spend your time, we hope you enjoy your stay at this tranquil and picturesque island escape.

Guest favorite

A rustic log cottage is shown with a wooden deck leading to a light-colored door. A fenced area is visible beside the entrance, with a gravel driveway extending in front. Green grass is seen in the background, bordered by trees.

Cottage in Lunenburg

4.92 out of 5 average rating, 233 reviews

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.

Superhost

A modern kitchen area features light blue walls and wooden beams. An island with rustic details is accompanied by two dark bar stools. A floral armchair sits nearby, and shelves display dishware. Natural light enters through multiple windows, creating a bright and inviting space.

Cabin in Mahone Bay

4.91 out of 5 average rating, 463 reviews

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!

Top guest favorite

An open living area features wooden beams above, enhancing the spacious feel. Grey chairs surround a light wood table, with a white writing desk positioned nearby. Stainless steel appliances are visible in the kitchen, and large windows allow natural light to fill the space.

Home in Greenfield

4.98 out of 5 average rating, 128 reviews

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.

Guest favorite

A cottage with a light yellow exterior is surrounded by lush greenery and tall trees. A paved driveway leads to the entrance, and colorful flowerbeds accent the landscape. The tranquil lake is visible in the background, enhancing the peaceful setting.

Cottage in Chester

4.96 out of 5 average rating, 161 reviews

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.

Top guest favorite

A dining area is showcased with a wooden table surrounded by six metal chairs. Natural light filters in through a large window, highlighting the beam ceiling and stone accents. A decorative bowl rests at the center of the table, complemented by a plant and surfboards nearby.

Cottage in Hubbards

4.97 out of 5 average rating, 111 reviews

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.

Superhost

A log cabin stands prominently amid wild grass and smooth boulders, bathed in warm sunlight. The vibrant green roof contrasts with the natural surroundings, while a dog explores the grassy area. A serene landscape extends into the distance, enhancing the cabin's inviting setting.

Island in West Dover

4.96 out of 5 average rating, 123 reviews

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!

Guest favorite

The spacious loft bedroom features angled wooden walls and beams, creating a warm, rustic atmosphere. Large windows provide natural light and showcase views of the sea. A comfortable chair sits beside the bed, with a colorful rug adding texture to the wooden floor.

Cabin in LaHave

4.97 out of 5 average rating, 406 reviews

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. A note that the nights between now and May 9, 2025 are discounted because the sliding door is not in operation. It will be fixed after May 9.

Guest favorite

Home in Terence Bay

4.89 out of 5 average rating, 215 reviews

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.