Pet-friendly holiday rentals in Chester

Serene Cottage on 10 acres, Hot Tub, Lake Access

GREENWOOD COTTAGE - 10min drive from Chester. Nestled on 10 acres of private forest, Greenwood Cottage awaits. If you seek an escape from the city, this 3 king sized bedrooms, on one level - 20ft vaulted ceilings in the Main living area. It is perfect for families, friends and couples. After a long day exploring, hiking or visiting Chester. The Hot Tub will be welcomed or cozy on up to the woodstove with your loved ones. Sensea Spa , Chester, Lunenburg and Mahone Bay are a short drive away

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

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.

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.

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.

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.

Lovely Times Cottage - A Chester lakeside retreat

Our 4-season cottage is located just 45 minutes from downtown Halifax, 55 minutes from Halifax International Airport, 7 minutes from Chester and the Sensea Nordic Spa (open year round) and 35 minutes from Ski Martock (open Dec through end of March). With breathtaking lake views, this quiet paradise in the forest is a perfect getaway anytime of year.

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.

Little Pink Cottage

This unique place has a style all its own. Warm and inviting. Soothing ocean sounds and the smell of salt air. Just a short walk to the beautiful Western shore ocean look off. A great place to unwind and relax. 15 minutes to Sensea Nordic Spa and Chester Golf Course ⛳️ Walking trails near by.