
House vacation rentals in Chester
Find and book unique houses on Airbnb
Top-rated house rentals in Chester
Guests agree: these houses are highly rated for location, cleanliness, and more.

Cozy Riverside Cottage Indoor & Outdoor Fireplace
River music awaits you. Escape the hustle and bustle of city life to embrace tranquility of nature nestled in a tiny home on 2 acres overlooking a set of rapids. Stroll along the paths and unwind or cozy up by the fire with a good book. All this awaits you at Herons Rest. This is not just a home; it's a lifestyle! If you feel like venturing out, enjoy the beauty and fun offered by the South Shore, explore its abundant beaches, restaurants, shopping and music there is something for everyone!

Hubbards Cozy Convenient Cottage
Welcome to our cozy cottage located in the centre of Hubbards - just steps away from all of the fabulous amenities the area has to offer. Our home has been fully updated with you in mind. We've aimed to provide comfort, cleanliness, and loads of charm! The space accommodates six in three bedrooms and one and a half baths. Ideally situated with restaurants, cafes, grocery, liquor and an amazing farmers market just across the street! You've found the ultimate home base for a South Shore adventure!

Charming Ocean Retreat
Perched on a hill overlooking the Aspotogan Cove, this lovingly restored 150-year-old family home offers everything you might need for a relaxing peaceful retreat. The backyard opens onto four acres of trails - perfect for mountain biking and hiking - and Bayswater Beach, one of the exquisite beaches on the South Shore, is only five minutes away. The beautifully appointed chef’s kitchen invites culinary play, and an extensive collection of games, books and movies will keep you well entertained.

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!

Luxury Getaway Home | Cozy Vacation in Mahone Bay
Perfect to discover Nova Scotia! Enjoy all Mahone Bay has to offer from this newly built modern home - just a small walk from the many restaurants, shops, a brewery, museums and galleries. The house has a bright open-plan living space with cathedral ceiling. The main bedroom has a queen size bed and a spotless bathroom with fresh white towels and quality toiletries. The large wraparound deck is perfect for sunny coffee mornings and soaking in the friendly atmosphere on Main Street.

Peggy's Cove - Modern Home with Lighthouse View
Forget your worries in our spacious and serene oceanfront 3 bedroom home with stunning views of Peggy's Cove and the ocean! Our beautiful home can sleep up to 7 guests comfortably and includes many features such as a BBQ, fire table, outdoor deck with views of the ocean, & seating right near the water. We are a short walk to Peggy's Point, Peggy's Point Lighthouse, & many other places on the cove like shops, restaurants, hiking trails & nature parks. Enjoy your stay!

Mahone Bay Ocean Retreat
Your luxury ocean getaway and private spa for two. Private beach access, keyless self check-in. On the beautiful South Shore minutes from town. Cathedral ceilings & epic views. Four seasons. Hot-tub, full spectrum infrared sauna, both indoor & outdoor rainfall showers. Indoor wet room with claw foot tub. Bbq, wireless wifi, chef’s kitchen, wine fridge, AC, wood stove, Netflix, and King size bed with premium linens. A calm, luxurious space flooded with natural light.

Welcome to the Cozy Quilt
Welcome to the Cozy Quilt! A focal point of the Main Street and located in the heart of Mahone Bay. It’s sits across from the government wharf where you are only a short stroll to the cafes, brewery, pub, restaurants and shops. What started as part of the general store in 1867, the residence was later removed from the store and moved to its current home at 664 Main Street. Since 2003 it has been home to the Quilt Shop which help inspired the name Cozy Quilt.

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!

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.

Lovely oceanfront home w/4 BR + stunning views
Enjoy our lovely and spacious oceanfront home with port views to the iconic churches of Mahone Bay and starboard views past Strum Island to the open ocean. Sailboats bob at anchor just beyond our decks. Stroll out the back door to reach cafes, bookstores, the brewpub, village pub, restaurants and civic marina all within minutes. We pay diligent attention to cleaning protocols for your safety.

OceanFront #12 HotTub Private Deck waterfront BBQ
Take it easy at this unique and tranquil getaway.and a waterfront deck brimming with amenities. Enjoy the comforts of home and beyond with air-conditioning, a fire pit, and more in this private community oasis. Complete with a private pier and boat launch, HOOK'd 12 invites you to experience waterfront living at its finest, just moments away from the heart of Lunenburg village.
Popular amenities for Chester house rentals
House rentals with a pool

Lakefront Luxury Retreat w/ Heated Pool and Arcade

Half Moon Cove Retreat

All Decked Out in Mahone Bay

Luxurious Home with Indoor Pool

North End Nest

Oceanview Luxury Estate - Magazine Perfect!

Beautiful new 6 bedroom lakehouse close to Halifax

A cozy getaway for every season!
Weekly house rentals

Charming historic Chester cottage

Steel the Wave

A Luxury Oceanfront Escape

Stunning Mahone Bay Views

Relax & recharge! Spectacular Ocean View. Hot tub!

The Captain's House

Windrose Cottage welcomes you

Lake House
Private house rentals

Private Oceanfront Escape

Peaceful Lakeside Cottage ~ Sunsets & Lake Access

Nova Scotia Orchard by the Sea

Private Island, Oceanfront Southshore, Nova Scotia

Home in the Heart of Chester

The Hull House: modern beauty on quiet ocean cove

Fire&Stone Oceanfront Retreat

Oak Island Cottage with HOT TUB
Quick stats about house rentals in Chester

Total vacation rentals
Explore 30 vacation rentals in Chester

Nightly prices starting at
Chester vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

Verified guest reviews
Over 820 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 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!
Destinations to explore
- Halifax Vacation rentals
- China Vacation rentals
- Mid-Coast, Maine Vacation rentals
- Cape Breton Island Vacation rentals
- Moncton Vacation rentals
- Bar Harbor Vacation rentals
- Charlottetown Vacation rentals
- Lunenburg County Vacation rentals
- Fredericton Vacation rentals
- Saint John Vacation rentals
- Dartmouth Vacation rentals
- Kennebec River Vacation rentals
- Pet-friendly rentals Chester
- Rentals with beach access Chester
- Cabin rentals Chester
- Rentals with outdoor seating Chester
- Rentals with a fireplace Chester
- Family-friendly rentals Chester
- Cottage rentals Chester
- Rentals with a washer and dryer Chester
- Rentals with a patio Chester
- House rentals Nova Scotia
- House rentals Canada
- Oak Island
- Rissers Beach Provincial Park
- Hirtle's Beach
- Halifax Citadel National Historic Site
- Rainbow Haven Beach
- Conrad's Beach
- Canadian Museum of Immigration at Pier 21
- Lawrencetown Beach Provincial Park
- Point Pleasant Park
- Ski Martock
- Halifax Public Gardens
- Maritime Museum of the Atlantic
- Halifax Central Library
- Kejimkujik National Park & National Historic Site
- Crystal Crescent Bch Provincial Pk
- Shubie Park
- Fisherman's Cove
- Dalhousie University
- Peggys Cove Lighthouse
- Luckett Vineyards
- Grand-Pré National Historic Site
- Halifax Waterfront Boardwalk
- Big Mushamush Lake
- Museum of Natural History




